Phase Transition Enthalpy Measurements of Organic and Organometallic Compounds. Sublimation, Vaporization and Fusion Enthalpies From 1880 to 2010 William Acree, Jr. Department of Chemistry, University of North Texas, Denton, Texas 76203 James S. Chickosa… Department of Chemistry and Biochemistry, University of Missouri—St. Louis, One University Boulevard, St. Louis, Missouri 63121 共Received 14 January 2010; accepted 15 January 2010; published online 4 October 2010兲 A compendium of phase change enthalpies published within the period 1880–2010 is reported. Phase change enthalpies including fusion, vaporization, and sublimation are included for organic, organometallic, and a few inorganic compounds. This compendium is a combination of three previous series focusing on phase change enthalpies updated to 2009. Sufficient data are presently available for some compounds to permit thermodynamic cycles to be constructed, an important manner of evaluating the reliability of the measurements. Temperature adjustments of phase change enthalpies from the temperature of measurement to the standard reference temperature, T = 298.15 K, are briefly disscussed and a protocol for doing so is illustrated. © 2010 American Institute of Physics. 关doi:10.1063/1.3309507兴 Key words: Vaporization enthalpy; fusion enthalpy; sublimation enthalpy; compendium. CONTENTS 7. 1. 2. 3. 4. 5. Introduction. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase Change Enthalpies. . . . . . . . . . . . . . . . . . . 2.1. Estimation of heat capacities. . . . . . . . . . . . 2.2. Vaporization enthalpies. . . . . . . . . . . . . . . . . 2.3. Sublimation enthalpies. . . . . . . . . . . . . . . . . 2.4. Fusion enthalpies. . . . . . . . . . . . . . . . . . . . . . 2.5. Sample phase change enthalpy adjustment to T = 298.15 K. . . . . . . . . . . . . . . . . . . . . . . The Phase Change Enthalpy Compendium. . . . . References for Secs. 1–3. . . . . . . . . . . . . . . . . . . References. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 2 2 5 6 6 6 7 8 872 8. 9. 10. 11. 12. 2. 3. 4. 5. 6. Group values for estimation of liquid 关⌫共l兲兴 and solid 关⌫共s兲兴 heat capacity at T = 298.15 K 共values in brackets are considered tentative values兲. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Some estimations of liquid and solid heat capacities 共J mol−1 K−1兲 at T = 298.15 K. . . . . . . Thermochemical cyclics using Eq. 共1兲. . . . . . . . . Acronyms used in tables. . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C1 to C4 organic compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C5 to C6 organic a兲 Electronic mail: [email protected] © 2010 American Institute of Physics. 0047-2689/2010/39„4…/043101/942/$47.00 135 261 379 477 601 689 764 List of Figures List of Tables 1. compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C7 to C8 organic compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C9 to C10 organic compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C11 to C14 organic compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C15 to C20 organic compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of C21 to C192 organic compounds. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Phase change enthalpies of organometallic and inorganic compounds. . . . . . . . . . . . . . . . . . . . . . 1. 4 2. 5 7 8 9 A hypothetical molecule illustrating the different carbon environments as defined in Table 1A.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . A hypothetical molecule illustrating the different functional groups defined in Table 1B.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2 3 1. Introduction Transition enthalpy measurements, that include measurements of sublimation, vaporization, and fusion of organic compounds, have been reported for well over 100 years. These properties find use in a number of disciplines that include chemical and enviromental engineering, physics, and chemistry. The magnitude of these properties, when viewed 043101-1 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-2 W. ACREE, JR. AND J. S. CHICKOS in perspective, provides valuable incite into the nature of both intra- and intermolecular interactions and thus are of interest to both experimentalists and theoreticians. While generally weaker than the chemical bond, the interactions responsible for these enthalpies are similar to those responsible for the self-assembly that occurs in everything from liquid crystals to biological systems. The sheer number of measurements reported in the literature is testimony to the importance of these properties in providing an understanding of our physical world. One goal of this compendium is to bring together in one location measurements that often are scattered in the literature, sometimes in obscure places. Additionally, some of these measurements have significant errors associated with the property reported. These uncertainties are often not easily discernable, even to those familiar with the field. Despite significant improvement in instrumentation over the years, even recent measurements have errors significantly larger than reported. Provided all necessary transition enthalpies are available, an evaluation of the thermodynamic consistancy of the values reported is possible. This compendium is an effort to compile these phase change enthalpies in a manner such that an assessment can be made as quantitatively as the data permits. Equation 共1兲 is the thermodynamic equality that relates phase change enthalpies, fusion, vaporization, and sublimation enthalpies but only if all enthalpies are referenced to a common temperature. Since experimental fusion enthalpies measured at ambient pressures are confined to the temperature Tfus, this equality is only applicable at the fusion temperature unless each enthalpy can be adjusted for temperature. Since T = 298.15 K is the usual temperature of reference, adjustment of each of these enthalpies to T = 298.15 K is preferable. A number of methods, some experimental and others computational, have been used to adjust both vaporization and sublimation enthalpies to T = 298.15 K. A number of these have been summerized in previous compilations 关1987CHI, 2003CHI/ACR2, 1999CHI/NIC兴. The relationships outlined in this compendium for adjusting sublimation and vaporization enthalpies, those most familiar to the authors, have been in use for some time and have given acceptable results. Fusion enthalpies have been adjusted by combining the relationships used to adjust vaporization and sublimation enthalpies. The protocol is described below, ⌬subHm共T兲 = ⌬vapHm共T兲 + ⌬fusHm共T兲. 共1兲 2. Phase Change Enthalpies As noted above, phase change enthalpies are temperature dependent. Therefore, to adjust a phase change enthalpy for temperature requires the heat capacity of the two phases in question. For sublimation enthalpies, while the heat capacity of the solid, C p,m 共s, 298.15 K兲, may be available, the heat capacity of the corresponding gas phase value, C p,m 共g, 298.15 K兲, is generally not. Similarly for vaporization enthalpies, the experimental heat capacity of the liquid at T J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 (8) (10) (9) (2) (1) (11) (14) (15) (12) (13) (16) (17) (7) (5) CH CH3 CH3 C (4) CH (3) CH3 CH2 (6) CH3 FIG. 1. 共Color online兲 A hypothetical molecule illustrating the different carbon environments as defined in Table 1A. = 298.15 K, C p,m 共l, 298.15 K兲, may be available, experimental data for the corresponding gas phase are usually lacking. For fusion enthalpies requiring both C p,m 共s, 298.15 K兲 and C p,m 共l, 298.15 K兲 for this adjustment, only one of these two properties is generally available at T = 298.15 K. As a means of circumventing the lack of sufficient experimental data, empirical and theoretical relationships have been developed to adjust solid and liquid phase change enthalpies with temperature. Many of the phase change enthalpies reported this compilation have been adjusted to T = 298.15 K by the authors. The reader should consult the original literature to determine how this adjustment was made. In cases where the phase change enthalpy is reported only at the mean temperature of measurement, a few empirical relationships that can be used to adjust each respective phase change are discussed briefly below. 2.1. Estimation of heat capacities A number of methods have been developed for the estimation of heat capacities 关1990LYM/REE, 1908KOL/KUK, 1993CHI/HES兴. The method employed in this article is a method developed by the authors and shown to give reasonably good temperature adjustments when used in combination with the equations to be described below 关1998CHI, 1999SAB/XU, 2008ROU/TEM兴. The method is based on group contributions. The group values 共⌫兲 used in the estimation of C p,m共l , 298.15 K兲 and C p,m共s , 298.15 K兲 are provided in Table 1. For reference, Figs. 1 and 2 provide an example of a hypothetical molecule containing all of these groups. Each group, identified numerically in column 2 of Table 1, can be located in these figures. Some estimations using examples taken from the recent literature are given in Table 2. Note that some of the group values in Table 1 remain tentative and values for a few groups are not available for both condensed phases. The calculations for t-butylbenzene using the group values of Table 1 are fairly straightforward and require no additional comments. Agreement with experiment for the solid is good. Agreement between estimated and experimental heat capaci- PHASE TRANSITION ENTHALPY MEASUREMENTS (20) HS O 043101-3 (13) (16) O O (1) O H2N (21) HO O SH (28) (29) N (40) NH O N (39) S Br (4) O I (5) O O NH NH (33) O (17) SO2 (44) O (2) F (19) HO2C (11) O (24) N NH NH O O CHO (9) (12) NH2 O S (43) O (35) NH2 (8) COCl N (37) CO2CH3 (10) NH (38) (15) S NO2 O O O O (7) OS (42) (36) NC O (14) (45) SO2NH2 (3) NH (23) (6) (18) (27) N Cl (32) NH NCO (31) O NH (22) H2N O S S O S (41) (26) NH (25) N (30) (34) O NH O O FIG. 2. 共Color online兲 A hypothetical molecule illustrating the different functional groups defined in Table 1B. ties for solid di-tert-butylbenzene also reported in the same article is not as good 共estimated: 296.6; expt 347.8 J mol−1 K−1兲 关2009CHI/STE兴. Estimations of the heat capacity of 5-aminouracil are not as obvious. This compound can be modeled as containing two cyclic secondary amides, a cyclic tertiary and cyclic quaternary sp2 carbon atom and a primary sp3 nitrogen. Less intuitive models include modeling the ring as a cyclic urea and cyclic ketone or as a cyclic imide and cyclic secondary amine along with a cyclic tertiary and cyclic quaternary sp2 carbon atom. All three of these estimations are illustrated in Table 2. All are in reasonable agreement with the experimental value 关1907ZIE/SZT兴. In this case, the less intuitive models give a slightly better agreement with experiment. Since group values for liquid cyclic ureas and cyclic imides are not available and cannot be used for the vaporization and fusion enthalpy temperature adjustments described below, the value for the more intuitive model should probably be used for fusion enthalpy adjustments. The heat capacity of 5-aminouracil can also be evaluted as its tautomer, 2,4dihydroxy-5-aminopyrimidine. For comparative purposes, this estimation is also included in the table. In this case, the heat capacity of the solid is reproduced reasonably well but a larger discepancy is observed between the predicted heat capacities of the liquid. In addition to 5-aminouracil, the heat capacities of a number of other solid uracils are reported in the same article 关1907ZIE/SZT兴: uracil 共estimated: 124.6; expt: 131.8兲; 6-aminouracil 共estimated: 135; expt: 147.0兲, 6-amino-1-methyluracil 共estimated: 177.9; expt: 166.2兲; 6-amino-1,3-dimethyluracil 共estimated: 220.9; expt: 189 J mol−1 K−1兲. The estimated values were calculated using two cyclic amides to model the uracil ring. The values differ slightly from those reported by the authors of the article who used the same method but different groups to model the tertiary and quaternary sp2 carbon groups 关1907ZIE/SZT兴. Calculations for 2,9-dimethyl-1,10-phenanthrolene are fairly straightforward and in good agreement with the experimental heat capacity of the solid 关2007BON/CAT兴. The authors of this work also report the heat capacity of solid 1,10phenanthrolene as 115 J mol−1 K−1 at T = 298.15 K. The estimated value for the solid at this temperature is 201.4 J mol−1 K−1 共calculations not shown兲. In this case the experimental value appears to be remarkably small when compared to the estimated value and to the value of naphthalene, 165 J mol−1 K−1 共300 K兲, used as a standard. Other group additivity methods of varying complexity have been reported for the estimation of C p,m共l , 298.15 K兲. References for these and an alternative method for calculating heat capacities can be found in the recent work of Kolska et al. 关1908KOL/KUK兴. J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-4 W. ACREE, JR. AND J. S. CHICKOS TABLE 1. Group values for estimation of liquid 关⌫共l兲兴 and solid 关⌫共s兲兴 heat capacity at T = 298.15 K 共values in brackets are considered tentative values兲 Group Atoms ⌫共l兲 J mol−1 K−1 ⌫共s兲 J mol−1 K−1 A. Hydrocarbon Groups primary sp3 carbon secondary sp3 carbon tertiary sp3 carbon quaternary sp3 carbon secondary sp2 carbon tertiary sp2 carbon quaternary sp2 carbon tertiary sp carbon quaternary sp carbon tertiary aromatic sp2 carbon quaternary aromatic sp2 internal quaternary aromatic carbona cyclic secondary sp3 carbon cyclic tertiary sp3 carbon cyclic quaternary sp3 carbon cyclic tertiary sp2 cyclic quaternary sp2 CH3– –CH2– ⬎CH– ⬎C⬍ vCH2 vCH vC⬍ wCH wC– vCH vC– vC– –CH2– ⬎CH ⬎C⬍ vCH– vCR– 34.9 31.9 22.4 14.0 25.8 27.8 21.7 关34.3兴 28.9 21.8 15.3 16 25.9 20.6 18 21.8 21.2 36.6 26.9 9.0 −5.0 关46.0兴 21.4 关6.9兴 关37.1兴 关15.5兴 17.5 8.5 关9.1兴 24.6 11.7 6.1 15.9 关4.7兴 B. Functional Groups hydroxyl group 共alcohols, phenols兲 fluorine chlorine bromine iodine nitrile carboxylic acid acid chloride aldehyde ketone cyclic ketone ester lactone cyclic carbonate cyclic anhydride ether cyclic ether isocyanate nitro group thiol primary sp3 nitrogen secondary sp3 nitrogen tertiary sp3 nitrogen tertiary sp2 nitrogen cyclic secondary sp3 nitrogen cyclic tertiary sp3 nitrogen cyclic tertiary sp2 nitrogen primary amide secondary amide tertiary amide cyclic secondary amide cyclic tertiary amide Carbamate cyclic imide monsubstituted urea cyclic urea monsubstituted guanidine –OH –F –Cl –Br –I –C w N –共CO兲OH –共C v O兲Cl –共C v O兲H –共C v O兲– –共C v O兲– –共C v O兲O– –共C v O兲O– –O共C v O兲O– –共C v O兲O共C v O兲– –O– –O– O v C v N– –NO2 –SH –NH2 –NH– –N⬍ vN– –NH– –N⬍ vN– –共C v O兲NH2 –共C v O兲NH– –共C v O兲N⬍ –共C v O兲NH– –共C v O兲N– –NH共C v O兲O– –共C v O兲NH共C v O兲– –NH共C v O兲NH2 –NH共C v O兲NH– –NH共C v NH兲NH2 53.1 16.2 30.8 34.6 39.1 47.7 87.4 62.8 57.7 51.5 46.4 63.2 关67.4兴 关92.0兴 23.5 关24.8兴 28.7 32.4 关27.9兴 关42.3兴 53.1 关60.2兴 关84.5兴 关28.0兴 34.3 40.3 关45.2 关68.2兴 关80.3兴 49.8 9.7 关52.7兴 56.1 关51.9兴 21.6 关−0.3兴 关31.5兴 10.7 关23.9兴 1.2 13.9 关54.4兴 44.4 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 29.8 24.6 关58.2兴 关58.6兴 49.0 59.4 关51.0兴 22.0 关44.4兴 46.0 关28.6兴 20.7 关41.0兴 79.9 关82.4兴 关92.0兴 关170兴 46.4 关52.7兴 关76.1兴 关74.1兴 关82.8兴 关63.6兴 关59.4兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-5 TABLE 1. Group values for estimation of liquid 关⌫共l兲兴 and solid 关⌫共s兲兴 heat capacity at T = 298.15 K 共values in brackets are considered tentative values兲—Continued Group Atoms sulfide cyclic sulfide disulfide sulfoxide cyclic sulfoxide sulfone cyclic sulfone sulfonamide quaternary silicon tertiary aluminum quaternary tin quaternary germanium phosphine oxide –S– –S– –S–S– –共S → O兲– –共S → O兲– –共S → O兲2– –共S → O兲2– –共S → O2兲NH2 ⬎Si⬍ ⬎Al– ⬎Sn⬍ ⬎Ge⬍ –共P → O兲⬍ ⌫共l兲 J mol−1 K−1 ⌫共s兲 J mol−1 K−1 40.3 33.8 74.5 关83.7兴 关116兴 18.2 关41.0兴 关47.7兴 关31.0 关52.4兴 关38.7兴 关104兴 32.4 30.9 关46.9兴 58.6兴 关48.1兴 关77.2兴 关18.9兴 关28.5兴 a An internal quaternary carbon refers to internal carbon atoms as found in coronene or graphite. TABLE 2. Some estimations of liquid and solid heat capacities 共J mol−1 K−1兲 at T = 298.15 K 3 CH3 – + ⬎ C ⬍ +5共 v CH兲arom + 共 v C – 兲arom C p,m共l , 298.15 K兲 = 3共34.9兲 + 14.0+ 5共21.8兲 + 15.3= 243 共lit 241兲 关2009CHI/STE兴 C p,m共s , 298.15 K兲 = 3共36.6兲 − 4.98+ 5共17.5兲 + 8.5= 200.8 CH3 CH3 CH3 O NH2 HN 共 – NH共C v O兲NH – 兲cyc + 共 – 共C v O兲 – 兲cyc + 共 v CH – 兲cyc + 共 v C – 兲cyc + – NH2 C p,m共s , 298.15 K兲 = 63.6+ 34.3+ 15.9+ 4.73+ 21.6= 140.1 NH O 2共 – 共C v O兲NH – 兲cyc + 共 v CH – 兲cyc + 共 v CR– 兲cyc + 共 – NH2兲 C p,m共l , 298.15 K兲 = 2共92兲 + 21.8+ 21.2+ 59.4= 286.4 C p,m共s , 298.15 K兲 = 2共46.4兲 + 15.9+ 4.73+ 21.6= 135.0 共lit 145兲 关2007ZIE/SZT兴 共 – 共C v O兲NH共C v O兲 – 兲cyc + 共 – NH – 兲cyc + 共 v CH – 兲cyc + 共 v C – 兲cyc + – NH2 C p,m共s , 298.15 K兲 = 74.1+ 23.9+ 15.9+ 4.73+ 21.6= 140.2 OH NH2 N HO 3共 v C – 兲arom + 共 v CH兲arom + 2共 v N – 兲cyc + 2共 – OH兲 + 共 – NH2兲 C p,m共l , 298.15 K兲 = 3共15.3兲 + 共21.8兲 + 2共20.7兲 + 2共53.1兲 + 54.9= 270.2 C p,m共s , 298.15 K兲 = 3共8.5兲 + 3共17.5兲 + 2共13.9兲 + 2共23.5兲 + 21.6= 139.4 N N CH3 N 6共 v C − 兲arom + 共 v CH兲arom + 2共 v N − 兲cyc + 2共−OH兲 + 共−NH2兲 C p,m共1 , 298.15 K兲 = 6共21.8兲 + 6共15.3兲 + 2共20.7兲 + 2共34.9兲 = 333.8 C p,m共s , 298.15 K兲 = 6共17.5兲 + 6共8.5兲 + 2共13.9兲 + 2共36.6兲 = 248 共lit 253兲 关2007BON/CAT兴 CH3 2.2. Vaporization enthalpies Equation 共2兲 is an equation derived to model the differences in heat capacity between the liquid and gas phases 关1993CHI/HOS兴. It has been derived by correlating vaporization enthalpy differences measured at temperature T and generally at T = 298.15 K with the heat capacity of the corresponding liquid at T = 298.15 K for which reliable vaporization data are available. The vaporization enthalpy data used were obtained from the critical review and data compilation of Majer and Svoboda 关1993CHI/HOS兴. It has been found to provide satisfactory results for adjustments ranging from approximately T = 500 to 250 K 关1998CHI, 1999SAB/ XU, 2008ROU/TEM兴. The adjustments have been generally been applied from the mean temperature of measurement, T̄, to 298.15 K. Adjustments for temperatures above T = 500 K should be viewed with caution, ⌬vapHom共298.15 K兲/kJ mol−1 = ⌬vapHom共T̄/K兲 + 兵10.58 + 0.26关C p,m共l,298.15 K兲兴/J mol−1 K−1其兵T̄/K − 298.15其/1000. 共2兲 The term 关C p,m共l兲兴 共298.15 K兲 / J mol−1 K−1 refers to the moJ. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-6 W. ACREE, JR. AND J. S. CHICKOS lar heat capacity of the liquid phase at T = 298.15 K; estimated heat capacities were used in deriving this relationship 关1993CHI/HES兴. Experimental values can also be used. An uncertainty of 16 J mol−1 has been associated with the bracketed term in Eq. 共2兲. Some examples using Eq. 共2兲 are given in Table 3. cessfully used in combination with Eqs. 共1兲 and 共2兲 to predict sublimation enthalpies at T = 298.15 K 关2008ROU/TEM, 2004BAS/CHI兴. An uncertainty equal to one-third the magnitude of the total temperature adjustment has generally been assigned to this temperature adjustment, ⌬fusHom共298.15 K兲/kJ mol−1 = ⌬fusHm共Tfus兲 + ⌬trnsHm共Ttrns兲 2.3. Sublimation enthalpies Sublimation enthalpies can also be adjusted to T = 298.15 K from the mean temperature of measurement using a similar relationship, Eq. 共3兲. This equation has also been derived by correlating sublimation enthalpy differences measured at temperature T̄ and generally at T = 298.15 K with the estimated heat capacity of each corresponding crystalline compound at T = 298.15 K 关1993CHI/HOS兴. Unlike vaporization enthalpy data, much less critically evaluated sublimation enthalpy data are available. As a consequence, a larger uncertainty is associated with this adjustment, ⌬subHom共298.15 K兲/kJ mol−1 = ⌬subHom共T̄/K兲 + 兵0.75 + 关0.15C p,m共s,298.15 K兲 − 0.26C p,m共l,298.15 K兲 − 9.83兴关共Tfus/K兲 − 298.15兴/1000. 共4兲 Many compounds do not exhibit solid-solid phase transitions at temperatures below fusion. For those compounds that do, the enthalpy of the transition also needs to be added to the fusion enthalpy when using Eq. 共1兲 if the sublimation enthalpy was measured at temperatures below the transition temperature Ttrns. If the sublimation enthalpy was measured above T = Ttrans, the fusion enthalpy can be used directly in Eq. 共1兲 to reproduce the sublimation enthalpy. If Ttrans exceeds T = 298.15 K, then the transition enthalpy will need to be added to the sublimation enthalpy to obtain ⌬subHom共298.15 K兲. + 0.15关C p,m共s,298.15 K兲兴/J mol−1 K−1其兵T̄/K − 298.15其/1000. 共3兲 The term 关C p,m共s , 298.15 K兲兴 refers to the molar heat capacity of the solid phase at T = 298.15 K. The relationship was derived using solid heat capacities estimated by the group additivity method described above 关1993CHI/HES兴. This equation has also been found to give satisfactory results for temperatures up to approximately T = 500 K. Group values used in these estimations are also summarized in Table 1. As with heat capacities of the liquid state, experimental heat capacity values can be substituted for C p,m共s , 298.15 K兲 if available. When using Eq. 共3兲, an uncertainty equal to onethird the magnitude of the total temperature adjustment should be assumed. While this uncertainty, arbitrarily chosen, is significant, some compensation is afforded by the fact that temperature adjustments of sublimation enthalpies are generally much smaller than the corresponding adjustments for vaporization enthalpies. In cases where the experimental sublimation enthalpy is reported by the author at T = 298.15 K, the reader should consult the original literature to determine how the temperature adjustment was achieved. A number of different methods have been used in the literature for this adjustment and it has been found that some methods provide more thermodynamically consistent results than others when using Eq. 共1兲 关1998CHI兴. 2.4. Fusion enthalpies Temperature adjustments for fusion enthalpies from Tfus to T = 298.15 K can be achieved by noting that if Eq. 共2兲 is subtracted from Eq. 共3兲, the heat capacity of the gas phase common to both cancels and the remainder results in the difference in molar heat capacity between the liquid and solid phases, ⌬Cp共cr, l兲, Eq. 共4兲. Equation 共4兲 has been sucJ. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 2.5. Sample phase change enthalpy adjustment to T = 298.15 K A few examples serve to illustrate the usefulness of Eqs. 共1兲–共4兲 when all three phase change enthalpies data for a particular substance are available. These are shown in Table 3. The first example, cyclohexanone, illustrates the use of these equations for temperature adjustments below ambient temperature. Cyclohexanone exhibits a solid-solid phase transition at a temperature below the temperature range used in the sublimation enthalpy measurement and hence is not included in Eq. 共1兲. Since the heat capacity of the liquid generally exceeds that of the solid phase, adjustment to T = 298.15 K in this case actually increases the fusion enthalpy from 1.3 to 3.0 kJ mol−1. Three vaporization enthalpies have been reported, in good agreement with each other when adjusted to the reference temperature. The sublimation enthalpy, when adjusted to the reference temperature, is attenuated slightly, since the heat capacity of the solid generally exceeds that of the gas phase. The sublimation enthalpy, 48.2⫾ 0.3 kJ mol−1, is within experimental error of the mean value calculated using Eq. 共1兲, 49.4⫾ 0.8 kJ mol−1. The uncertainty in the latter value is the mean uncertainty associated with each entry, and for one of the entries, the uncertainty associated with only the temperature adjustment. Phenacetin illustrates a situation not uncommon with pharmaceuticals, the possible existence of polymorphism. The fusion enthalpy of phenacetin has been reported a number of times. Most reports are in reasonable agreement with each other except for one. In this case, the value is probably in error since the first and fourth fusion enthalpy entries, which are in disagreement, have been reported by the same research group. Ignoring the fourth value, an average value of 25.2⫾ 1.8 kJ mol−1 is calculated, which when added to the PHASE TRANSITION ENTHALPY MEASUREMENTS vaporization enthalpies results in two values, one of which appears to be in much better agreeement with a single determination of the sublimation enthalpy. The uncertainty in ⌬fusHom共298 K兲 only reflects the uncertainty in the temperature adjustments. Carbazole is another example of a substance that exhibits a solid-solid phase transition. In this case the fusion enthalpy at T = 298.15 T should include this transition since the subli- 043101-7 mation enthalpy was measured at a temperature below the transition. A solid to liquid total phase change enthalpy of 15.6⫾ 3.5 kJ mol−1 is obtained which when added to the vaporization enthalpy results in sublimation enthalpy values of 97.9⫾ 5.1 and 91.8⫾ 3.5 kJ mol−1. In this instance, only one of the sublimation enthapy values calculated in this manner is consistent with the two sublimation enthalpies measured directly. TABLE 3. Thermochemical cyclics using Eq. 共1兲 ⌬Hm共T兲 kJ mol−1 Enthalpy C6H10O T̄ / K C p,m共l , 298 K兲 J mol−1 K−1 C p,m共s , 298 K兲 J mol−1 K−1 ⌬C p,m⌬T kJ mol−1 ⌬Hm共298 K兲 kJ mol−1 ⌬fusH°m共298 K兲 ⫹ ⌬vapH°m共298 K兲 kJ mol−1 Referencea cyclohexanone ⌬trnsHm共Ttrns兲 8.66 220.8 关1980NAK/SUG兴 ⌬fusHm共Tfus兲 1.33 245.2 175.9 157.3 1.7 3.0⫾ 0.5 ⌬vapH°m共T̄ / K兲 43.1 46.6⫾ 0.4 44.0⫾ 0.1 358 298 333 175.9 175.9 175.9 157.3 157.3 157.3 3.4⫾ 1.0 0 2.0⫾ 0.6 46.5 46.6⫾ 0.4 46.0⫾ 0.6 ⌬subH°m共T̄ / K兲 49.3 254 175.9 157.3 −1.07⫾ 0.3 48.2⫾ 0.3 关1948NIT/SEK2兴 关2009VEC/TOM兴 关2009PEN/ESC兴 关2006WAS/HOL兴 关2004VEC/CAT兴 关1990MAN/AHU兴 C10H13NO2 4⬘-ethoxyacetanilide 共phenacetin兲 ⌬fusHm共Tfus兲 30⫾ 1.0 28.8 34.1 21.4⫾ 0.9 31.3 409.6 408.3 407.4 410.2 407.2 329.2 329.2 329.2 329.2 329.2 281.3 281.3 281.3 281.3 281.3 −5.9⫾ 1.8 −5.9⫾ 1.8 −5.8⫾ 1.7 −6.0⫾ 1.8 −5.8⫾ 1.7 average 24.1⫾ 1.8 22.9⫾ 1.8 28.3⫾ 1.7 15.4⫾ 2.0 25.4⫾ 1.7 25.2⫾ 1.8 ⌬vapH°m共T̄ / K兲 ⌬subH°m共T̄ / K兲 79.0⫾ 1.0 82.6 115.5 459 478 349.5 329.2 329.2 329.2 281.3 281.3 281.3 15.5⫾ 2.6 17.3⫾ 2.9 2.2⫾ 0.7 94.5⫾ 2.6 99.9⫾ 2.9 117.7⫾ 0.7 C12H9N carbazole ⌬trnsHm共Ttrns兲 0.27 420 ⌬fusHm共Tfus兲 26.9 27.2 518.7 516 281.6 281.6 197.9 197.9 −11.8⫾ 3.5 −11.6⫾ 3.5 average 15.4⫾ 3.5 15.9⫾ 3.5 15.6⫾ 3.5 ⌬vapH°m共T̄ / K兲 76.2 63.3 298 525 281.6 281.6 197.9 197.9 0 19.0⫾ 3.6 76.2 82.3⫾ 3.6 ⌬subH°m共T̄ / K兲 101.2⫾ 1.1 97.7⫾ 0.3 355 298 281.6 281.6 197.9 197.9 1.7⫾ 0.5 0 102.9⫾ 1.2 97.7⫾ 0.3 关1980NAK/SUG兴 49.5⫾ 1.1 49.6⫾ 0.6 49.0⫾ 0.8 119.6⫾ 3.2 125.0⫾ 3.4 关2006TEO/BAR兴 关1995CHI/HOS兴 关1993AUC/MON兴 关2009VEC/TOM兴 关1987STE/MAL兴 关1972WIE兴 关1969ROB/SCO兴 关2000LIS/JAM兴 关1996BUR/KOL兴 91.8⫾ 3.5 97.9⫾ 5.1 关1996GOV/RUT兴 关1983SIV/MAR兴 关1990JIM/ROU兴 关1987SAB/ANT兴 a References for fusion vaporization and sublimation can be found in Sec. 5. 3. The Phase Change Enthalpy Compendium The phase change enthalpy data reported in this compendium have been reported over the time period of 1880–2010. The data are combination of three compendia published in recent years and updated to the present 关1902CHI/ACR, 2003CHI/ACR, 2003CHI/ACR2, 1999CHI/ACR, 1909CHI/ ACR兴. Vaporization enthalpies and sublimation enthalpies have been measured for many years and numerous tech- niques have been developed to do so. Generally, these techniques can be categorized into two groups, calorimetric techniques, in which the phase change enthalpy is measured directly, and techniques in which vapor pressure is measured directly or indirectly as a function of temperature. Providing on the experimental setup, calorimetric methods can also provide vapor pressures if an effusion cell is used. More recently, gas chromatographic techniques have also been developed to measure vaporization enthalpies. These techniques can provide both vaporization enthalpies and liquid J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-8 W. ACREE, JR. AND J. S. CHICKOS vapor pressures but since standards must be used, some care must be used in assessing their reliability. One technique, referred to as correlation-gas chromatography, has been shown to be successful provided standards are chosen with reliable values and appropriately related functional groups 关2009LIP/HAN兴. Fusion enthalpies have generally been measured by some form of calorimetry. These techniques are described by a number of acronyms used throughout the tables. A summary of these acronyms and their meanings can be found in Table 4. In some cases, the vapor pressure–temperature data reported in the literature authors were analyzed by using the Clausius Clapeyron relationship, Eq. 共5兲, where C = 0, by the authors. The “Handbook of the Thermodynamics of Organic Compounds,” by Stephenson and Malanowski 关1987STE/ MAL兴, was a useful source of vaporization enthalpy information provided in the form of Antoine Constants. Unfortunately, references to the original literature data are not provided by these authors. Vaporization enthalpies and some sublimation enthalpies were calculated from the A, B, and C constants reported in this compendium using Eq. 共6兲, log10 p 共kPa兲 = A − B/共C + T兲, 共5兲 ⌬vapHom共Tm兲 = 2.303RB关T̄/共T̄ + C兲兴2 . 共6兲 Phase change enthalpies for organic compounds are reported in Tables 5–11. Organometallic compounds are reported in Table 12. Organometallic compounds are arranged alphabetically according to the metal. In Tables 5–12, some enthalpy values are cited without a reference on the same line. The appropriate reference can be found with the next value with a reference 共multiple enthalpy values were taken from the same source兲. In addition, in Tables 5–12, where a value is prefixed with a “U” 共e.g., “U 66.0⫾ 21.2”兲, this indicates unreliable data. TABLE 4. Acronyms used in tables A calculated from the vapor pressure data reported by the method of least squares adiabatic calorimeter calculated from the difference of the enthalpies of sublimation at temperature T and fusion at the melting point. Bourdon gauge calorimetric determination cathetometer correlation-gas chromatography combined correlation gas chromatography-differential scanning calorimetry Cryoscopy dibutyl pththalate manometer diaphram manometer differential scanning calorimeter differential thermal analysis estimated value ebulliometer electronic manometer evaporation fluorescence gas chromatography gas chromatography-calorimetry gas saturation, transpiration glass spring manometer Heise gauge head space analysis isoteniscope inclined piston manometry Knudsen gauge Langmuir evaporation Modulated differential scanning calorimetry mass effusion-Knudsen effusion modified entrainment method McLeod Gauge mercury manometer mass spectrometry oil manometer pressure gauge quartz crystal microbalance quartz fiber quartz resonator Rodebush gauge sublimation-fusion spoon gauge spinning rotor friction gauge strain gauge tensiometer thermal conductivity manometer torsion effusion thermal gravimetric analysis temperature scanning gas chromatography unreliable ultraviolet spectroscopy viscocity gauge viscosity gauge AC B BG C CATH CGC CGC-DSC CR DBM DM DSC DTA E EB EM EV F GC GCC GS GSM HG HSA I IP KG LE MDSC ME MEM MG MM MS OM PG QCM QF QR RG S-F SG SRFG STG T TCM TE TGA TSGC U UV V VG 4. References for Secs. 1–3 1972WIE 1985MAJ/SVO J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 H. G. Wiedemann, Thermochim. Acta. 3, 355 共1972兲. V. Majer and V. Svoboda, Enthalpies of Vaporization of Organic Compounds: ACritical Review and Data Compilation, IU- PHASE TRANSITION ENTHALPY MEASUREMENTS 1987CHI 1987STE/MAL 1976WIE 1990LYM/REE 1993CHI/HES 1993CHI/HOS2 1998CHI 1999CHI/ACR 1999CHI/NIC PAC Chemical Data Series No. 32 共Blackwell, Oxford, 1985兲. J. S. Chickos, in Molecular Structure and Energetics, edited by J. F. Liebman and A. Greenberg 共VCH, New York, 1987兲, Vol. 2, Chap. 3. R. M. Stephenson and S. Malanowski, Handbook of the Thermodynamics of Organic Compounds 共Elsevier, New York, 1987兲. H. G. Wiedemann, Thermochin. Acta 3, 355 共1972兲. Handbook of Chemical Property Estimation Methods, edited by W. J. Lyman, W. F. Reehl, and D. H. Rosenblatt 共American Chemical Society, Washington, D. C., 1990兲. J. S. Chickos, D. G. Hesse, and J. F. Liebman, Struct. Chem. 4, 261 共1993兲. J. S. Chickos, S. Hosseini, D. G. Hesse, and J. F. Liebman, Struct. Chem. 4, 271 共1993兲. J. S. Chickos, Thermochim. Acta 313, 19 共1998兲. J. S. Chickos, W. E. Acree, Jr., and J. F. Liebman, J. Phys. Chem. Ref. Data 28, 1535 共1999兲. J. Chickos, G. Nichols, J. Wilson, M. Orf, P. Webb, and J. Wang, in Energetics of Stable Molecules and Reactive Intermediates, NATO Science Series C, Vol. 535, edited by M. da Piedade 共Kluwer Academic, Boston: MA, 1999兲, pp 177–202 1999SAB/XU 2002CHI/ACR 2003CHI/ACR 2003CHI/ACR2 2004BAS/CHI 2007ZIE/SZT 2007BON/CAT 2008KOL/KUK 2008ROU/TEM 2009CHI/ACR 2009CHI/STE 2009LIP/HAN 043101-9 R. Sabbah, A. Xu-wu, J. S. Chickos, M. L. Plana Leitao, M. V. Roux, and L. A. Torres, Thermochim. Acta 331, 93 共1999兲. J. S. Chickos and W. E. Acree, Jr., J. Phys. Chem. Ref. Data 31, 537 共2002兲. J. S. Chickos and W. E. Acree, Jr., Thermochim. Acta 395, 59 共2003兲. J. S. Chickos and W. E. Acree, Jr., J. Phys. Chem. Ref. Data 32, 519 共2003兲. A. Bashir-Hashemi, J. S. Chickos, W. Hanshaw, H. Zhao, B. S. Farivar, and J. F. Liebman, Thermochim. Acta 424, 91 共2004兲. W. Zielenkiewicz and P. Szterner, J. Chem. Eng. Data 52, 624 共2007兲. M. G. Bonicelli, A. Catalani, G. Mariano, and S. Vecchio, Thermochim. Acta 466, 69 共2007兲. Z. Kolsa, J. Kukal, M. Zabransky, and V. Ruzicka, Ind. Eng. Chem. Res. 47, 2075 共2008兲. M. V. Roux, M. Temprado, J. S. Chickos, and Y. Nagano, J. Phys. Chem. Ref. Data 37, 1855 共2008兲. J. S. Chickos and W. E. Acree, Jr., Thermochim. Acta 495, 5 共2009兲 and supplemental information. R. D. Chirico and W. V. Steele, J. Chem. Thermodyn. 41, 392 共2009兲. D. Lipkind, W. Hanshaw, and J. S. Chickos, J. Chem. Eng. Data 54, 2930 共2009兲 and references cited. TABLE 5. Phase change enthalpies of C1 to C4 organic compounds Molecular Formula CBrClF2 CBrCl3 CBrF3 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关353-59-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH bromochlorodifluoromethane 共268–324兲 23.0 共194–287兲 23.1 共321–403兲 22.4 共403–427兲 23.1 共178–283兲 26.0 共178–283兲 18.7 283 272 336 415 193 268 关75-62-7兴 ⌬trsH ⌬trsH ⌬fusH bromotrichloromethane 4.62 0.53 2.54 238.2 259.4 267.5 ⌬ vH ⌬ vH 共273–387兲 共294–443兲 35.0 36.1 288 309 关75-63-8兴 ⌬ vH ⌬ vH ⌬ vH bromotrifluoromethane 共276–340兲 17.8 共160–267兲 17.7 共165–216兲 19.1 291 252 180 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method A A A A Reference 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979KUD/KUD兴 关1960GLE, 1984BOU/FRI兴 AC 关1991ACR, 1995OHT/YAM兴 A 关1979KUD/KUD兴 关1970DYK, 1987STE/MAL兴 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1979KUD/KUD兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-10 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CBrFO CBrN CBrN3O6 CBr2Cl2 CBr2F2 CBr3F CBr4 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关753-56-0兴 ⌬ vH carbonic bromide fluoride 共197–256兲 22.9 关506-68-3兴 ⌬subH ⌬subH ⌬subH cyanogen bromide 共273–308兲 45.2⫾ 4.2 共256–308兲 47.0 共273–313兲 45.9 288 关560-95-2兴 ⌬ vH bromotrinitromethane 共318–335兲 47.8 326 关594-18-3兴 ⌬trsH ⌬fusH dibromodichloromethane 5.43 2.31 258.8 294.4 关75-61-6兴 ⌬ vH dibromodifluoromethane 共247–297兲 26.1 282 ⌬ vH 共156–218兲 18.6 203 关353-54-8兴 ⌬ vH tribromofluoromethane 共315–380兲 34.4 330 关558-13-4兴 ⌬trsH ⌬fusH carbon tetrabromide 5.94 3.95 320 363.2 ⌬subH (mono) ⌬subH (mono) ⌬subH (cubic) ⌬subH (cubic) CClFO CClF2NO CClF3 CClF3O CClF3O2 ⌬transHm 共kJ mol−1兲 Tm 共K兲 241 Method A Reference 关1987STE/MAL兴 MM GS 关1954LOR/WOO, 1970COX/PIL兴 关20BAX/BEZ兴 关1954LOR/WOO, 1984BOU/FRI兴 A 关1987STE/MAL, 1970CAR/ZIM兴 关1995OHT/YAM兴 A 关1987STE/MAL, 1959MCD/SHR, 1979KUD/KUD, 1970DYK兴 关1948BAN/EME兴 A 关1987STE/MAL, 1948BAN/EME兴 关1996DOM/HEA兴 54.5⫾ 0.7 298 C 关1984BIC/MIN兴 共295–319兲 54.4⫾ 1.3 307 BG 关1959BRA/DRU兴 共321–329兲 49.4⫾ 1.3 325 BG 关1959BRA/DRU兴 48.3 320 48.3 48.2 390 384 关1955HAR/SWI兴 ⌬ vH ⌬ vH 共375–463兲 共369–463兲 关353-49-1兴 ⌬ vH ⌬ vH carbonic chloride fluoride 共165–211兲 22.7 共157–227兲 22.0 196 192 A 关1987STE/MAL, 1964FIS/BUC兴 关1948EME/WOO兴 关16847-30-6兴 ⌬ vH difluorocarbamoyl chloride 共189–234兲 25.8 219 A 关1987STE/MAL兴 关75-72-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH chlorotrifluoromethane 共268–302兲 16.0 共133–185兲 17.0 共184–246兲 15.7 共243–271兲 15.7 共145–192兲 16.8 共124–191兲 17.1 共134–298兲 NA 283 170 231 257 177 177 A A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1979KUD/KUD兴 关1947STU兴 关1941RIE兴 关22082-78-6兴 ⌬ vH ⌬ vH trifluoromethyl hypochlorite 共160–226兲 21.2 共142–219兲 19.6 211 204 A A 关1987STE/MAL兴 关1987STE/MAL兴 关32755-26-3兴 ⌬ vH peroxyhypochlorous acid, trifluoromethyl ester 共163–296兲 23.4 281 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 关1979KUD/KUD兴 关1987STE/MAL, 1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-11 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CClF3O3S CClF3S CClF4N CClF4NO2S CAS Reg No Compound Enthalpy Temp 共K兲 Range 关6069-31-4兴 ⌬ vH ⌬ vH fluorosulfuric acid, chlorodifluoromethyl ester 共227–309兲 32.1 243 共228–310兲 34.6 243 A 关1999DYK/SVO兴 关1987STE/MAL, 1966DES/CAD兴 关421-17-0兴 ⌬ vH trifluoromethanesulfenyl chloride 共247–272兲 24.5 260 A 关1987STE/MAL, 1999DYK/SVO兴 关13880-71-2兴 ⌬ vH difluoro共difluorochloromethyl兲amine 共209–277兲 26.6 262 A 关1987STE/MAL兴 关19419-95-5兴 ⌬ vH chloro共trifluoromethyl兲 sulfamoyl fluoride 共253–288兲 28.8 273 A 关1987STE/MAL, 1999DYK/SVO兴 CClF4NO12S4 关53684-03-0兴 ⌬ vH CClF7S CClN CCl2FNO CCl2F2 CCl2F3N CCl2F3N CCl2F3N CCl2F3NS CCl2F3P CCl2F3PS CCl2O ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference fluorosulfuric acid, bis关关共fluorosulfonyl兲oxy兴amino兴chloromethylene ester 42.6 424 关1975KIR/LAS兴 关42179-04-4兴 ⌬ vH chlorotetrafluoro 共trifluoromethyl兲 sulfur 共293–353兲 25.9 323 关506-77-4兴 ⌬subH cyanogen chloride 共196–259兲 35.7 228 ⌬ vH 共196–286兲 271 关32751-02-3兴 ⌬ vH dichlorocarbamic fluoride 40.7 关75-71-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dichlorodifluoromethane 共282–345兲 20.0 共173–244兲 21.4 共173–240兲 21.6 共236–285兲 20.4 共341–385兲 20.5 共172–279兲 22.9 共154–243兲 21.5 20.4 关24618-60-8兴 ⌬ vH 32.2 关1999DYK/SVO兴 A 关1947STU兴 关1947STU兴 关1972DEM/SHR兴 A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979KUD/KUD兴 关1947STU兴 关1931BUF/FLE兴 N,N-difluoro-1,1-dichloro-1-fluoromethylamine 共209–277兲 27.0 262 I 关1970ZAB/SHR兴 关13880-73-4兴 ⌬ vH N,N-dichloro-1,1,1-trifluoromethylamine 共226–291兲 25.8 276 A 关1987STE/MAL兴 关33757-11-8兴 ⌬ vH N,1-dichloro-N,1,1-trifluoromethylamine 共226–291兲 26.4 258 关10564-47-3兴 ⌬ vH ⌬ vH 共trifluoromethyl兲imidosulfurous dichloride 共284–344兲 35.4 298 共283–362兲 33.7 298 关421-58-9兴 ⌬ vH 共trifluoromethyl兲dichlorophosphine 共208–276兲 29.2 260 关18799-78-5兴 ⌬ vH dichloro共trifluoromethylthio兲 phosphine 共293–363兲 31.7 308 关75-44-5兴 ⌬fusH (I) ⌬fusH (II) ⌬fusH (III) ⌬fusH phosgene 5.74 5.59 4.73 5.73 297 229 225 270 356 187 228 243 145.4 142.1 139.2 145.3 关1971SWI/ZAB兴 A 关1999DYK/SVO兴 关1987STE/MAL兴 关1964PET/BUR兴 A 关1987STE/MAL, 1999DYK/SVO, 1960EME/PUG兴 关1960GIA/OTT兴 关1948GIA/JON兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-12 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CCl3F CCl3F2N CCl3F2N CCl3F2P CCl3F4P CCl3NO CCl3NO2 CCl4 CCl4O2S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共280–341兲 共240–281兲 共338–410兲 共406–455兲 共215–248兲 共180–273兲 24.5 25.7 24.5 24.4 27.0 25.8 关75-69-4兴 ⌬fusH trichlorofluoromethane 6.9 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共213–301兲 共213–249兲 共295–363兲 共357–429兲 共424–468兲 共237–293兲 共237–293兲 关24708-52-9兴 ⌬ vH N,N-difluoro-1,1,1-trichloromethylamine 共252–325兲 33.4 267 关33757-10-7兴 ⌬ vH N,1,1-trichloro-N,1-difluoromethylamine 共273–319兲 27.8 296 关1971SWI/ZAB兴 关1112-03-4兴 ⌬subH difluoro共trichloromethyl兲 phosphine 共264–283兲 36.8 274 关1987STE/MAL兴 ⌬ vH 共289–313兲 关1184-80-1兴 ⌬ vH trichloromethyl tetrafluorophosphorane 共257–300兲 10.4 关3711-49-7兴 ⌬ vH trichloronitrosomethane 共253–333兲 32.4 268 A 关1987STE/MAL兴 关76-06-2兴 ⌬ vH ⌬ vH trichloronitromethane 共273–333兲 39.3 共301–449兲 38.5 共247–385兲 40.0 288 316 262 A A 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1947STU兴 关56-23-5兴 ⌬trsH ⌬fusH carbon tetrachloride 4.6 2.69 224.6 249 ⌬subH ⌬subH ⌬subH 共209–225兲 共227–248兲 共244–334兲 28.5 28.2 25.6 24.7 25.1 27.3 27.1 25.2 26.4 32.5 Tm 共K兲 295 266 353 421 233 258 228 234 310 372 439 251 276 290 259 301 A A A A A C I A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979KUD/KUD兴 关1941OSB/GAR兴 关1941OSB/GAR兴 关1940BEN/MCH兴 关1987STE/MAL, 1970ZAB/SHR兴 关1987STE/MAL兴 关1996DOM/HEA兴 关1996DOM/HEA兴 B 30.4 29.2 30.6 32.4 33.7 32.3 31.7 364 427 509 298 277 308 325 A A A C A, EB trichloromethanesulfonyl chloride 7.1 227.4 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1948GIA/JON兴 关1947STU兴 关1965NIX兴 226 217 关2547-61-7兴 ⌬trsH Reference 关1996DOM/HEA兴 43.3 38.8 37.9 共349–416兲 共412–497兲 共494–555兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A A A 162.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共262–349兲 共293–351兲 共313–338兲 Method 关1963BON兴 关1960JON, 1948NIT/SEK兴 关1948NIT/SEK兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/SVA兴 关1987STE/MAL, 1972BOU/AIM兴 关1959HIL/MCD兴 关1953BAR/BRO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-13 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 7.46 418.5 ⌬fusH CFIO CFN CFNO3S CFNO6S2 CFN3O6 CF2N2 CF2N2OS CF2N2O4 CF2N2S CF2O CF2O4S CF2S CF3I CF3NO CF3NO CF3NOS CF3NOS CF3NOS Method Reference 关1994DOU/FEU兴 关1495-48-3兴 ⌬ vH carbonyl fluoride iodide 共230–292兲 26.1 277 A 关1987STE/MAL兴 关1495-50-7兴 ⌬subH ⌬subH ⌬subH cyanogen fluoride 共147–191兲 28.9 共139–192兲 24.4 共133–203兲 29.3 176 166 168 A 关1987STE/MAL, 1964FAW/LIP兴 关1947STU兴 关1931COS兴 ⌬ vH 共201–227兲 214 A 关1987STE/MAL, 1964FAW/LIP, 1970DYK兴 关1495-51-8兴 ⌬ vH sulfuryl fluoride isocyanate 共294–335兲 36.5 309 A 关1987STE/MAL, 1999DYK/SVO兴 关27931-74-4兴 ⌬ vH pyrosulfuryl fluoride isocyanate 共330–405兲 40.9 345 A 关1987STE/MAL, 1999DYK/SVO兴 关1840-42-2兴 ⌬ vH fluorotrinitromethane 共274–358兲 34.2 289 A, T 关1987STE/MAL, 1966ZIM/ROB兴 关7127-18-6兴 ⌬ vH difluorocyanamide 共179–198兲 20.6 189 关19073-57-5兴 ⌬ vH cyanoimidosulfuryl fluoride 共262–354兲 37.2 277 A 关1987STE/MAL, 1999DYK/SVO兴 关1185-11-1兴 ⌬ vH difluorodinitromethane 共283–310兲 41.4 296 A 关1987STE/MAL, 1973PEP/LEB兴 关14453-41-9兴 ⌬ vH N-cyano-S,S-difluorosulfilimine 共271–320兲 44.1 286 A 关1987STE/MAL, 1999DYK/SVO兴 关353-50-4兴 ⌬fusH carbonyl fluoride ⌬subH 22.4 关1987STE/MAL, 1966MEY/FRA兴 6.7 161.9 关1968PAC/REN兴 共130–159兲 23.2 145 关1987STE/MAL, 1968PAC/REN兴 ⌬ vH 共159–189兲 20.0 174 A 关1987STE/MAL兴 关7519-54-2兴 ⌬ vH fluoroformyl fluorosulfate 共250–296兲 27.3 281 A 关1987STE/MAL, 1999DYK/SVO兴 关420-32-6兴 ⌬ vH ⌬ vH thiocarbonyl fluoride 共133–211兲 19.2 共178–211兲 17.4 196 196 A A 关1987STE/MAL, 1970DYK兴 关1987STE/MAL, 1999DYK/SVO, 1962DOW兴 关2314-97-8兴 ⌬ vH iodotrifluoromethane 共188–296兲 22.5 281 A 关1987STE/MAL, 1970DYK, 1948BAN/EME兴 关2368-32-3兴 ⌬ vH 共difluoroamino兲 carbonyl fluoride 共143–217兲 21.6 202 关334-99-6兴 ⌬ vH trifluoronitrosomethane 共141–174兲 17.1 关3855-41-2兴 ⌬ vH A, MM 关1987STE/MAL, 1965FRA/SHR兴 A 关1987STE/MAL兴 S,S-difluoro-N-共fluoroformyl兲-sulfimine 共220–323兲 37.3 235 A 关1987STE/MAL, 1999DYK/SVO兴 关24892-54-4兴 ⌬ vH trifluoromethyl thionitrite 共196–215兲 25.8 T 关1969MAS兴 关10564-49-5兴 共N-sulfinyl兲-trifluoromethylamine 159 205 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-14 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CF3NO2 CF3NO4 CF3NO6S2 CF4 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共239–289兲 27.0 274 A 关1987STE/MAL, 1999DYK/SVO兴 关335-02-4兴 ⌬ vH trifluoronitromethane 共238–243兲 21.6 240 A 关1987STE/MAL兴 关50311-48-3 ⌬ vH 共trifluoromethyl兲 peroxynitrate 共193–247兲 24.8 232 A 关1987STE/MAL兴 关19252-48-3兴 ⌬ vH N-共fluoroformyl兲-N,O-bis共fluorosulfonyl兲 hydroxylamine 共325–392兲 36.3 340 A 关1987STE/MAL, 1999DYK/SVO兴 关75-73-0兴 ⌬trsH ⌬fusH carbon tetrafluoride 1.71 0.71 76.27 89.56 关1996DOM/HEA兴 共80–86兲 14.7 16.8 14.7 17.0 14.0 83 73 88 76 83 关1987STE/MAL, 70GEN/DUV兴 关1987STE/MAL, 1970GEN/DUV兴 关1967SIM/KNO兴 关1963BON兴 关1933MEN/MOH兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共195–227兲 共89–163兲 共160–197兲 共116–146兲 共93–146兲 12.1 12.3 11.9 12.4 12.8 212 148 182 131 131 关815-10-1兴 ⌬ vH ⌬subH共␣兲 ⌬subH共兲 ⌬subH ⌬subH ⌬subH 共76–90兲 共70–76兲 共86–89兲 Tm 共K兲 Method A Reference A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1969SMI/PAC兴 关1933MEN/MOH, 1987STE/MAL兴 fluoro共trifluoromethyl兲 diimidoxide 共233–267兲 27.7 252 A 关1987STE/MAL兴 关25523-80-2兴 ⌬ vH carbonylbis共imidosulfuryl fluoride兲 共316–331兲 41.3 323 A 关1987STE/MAL, 1999DYK/SVO兴 CF4O 关373-91-1兴 ⌬ vH hypofluorous acid trifluoromethyl ester 共153–194兲 15.5 179 A 关1987STE/MAL, 1948KEL/CAD兴 Note: The table in Ref. 关1948KEL/CAD兴 gives the temperatures in °C; however, all of the equations and graphs in the article suggest that the temperature should be in Kelvin. We have assumed that the tabulated temperatures are in Kelvin; the results closely correspond to the entry in Ref. 关1987STE/MAL兴. CF4OS 关812-12-4兴 ⌬ vH trifluoromethyl sulfinyl fluoride 共204–271兲 22.7 256 关34511-13-2兴 ⌬ vH hydroperoxyfluoric acid trifluoromethyl ester 共156–203兲 18.7 188 A 关1987STE/MAL兴 关335-05-7兴 ⌬ vH trifluoromethane sulfonyl fluoride 共226–249兲 23.4 237 A 关1987STE/MAL, 1999DYK/SVO兴 关926-08-9兴 ⌬ vH trifluoromethyl fluorosulfonate 共194–269兲 25.6 231 关1960VAN/CAD兴 关13990-10-8兴 ⌬ vH trifluoromethylperoxyfluorosulfonate 共233–286兲 27.7 259 关1960VAN/CAD兴 关21595-44-8兴 ⌬ vH fluorosulfonic acid trifluoromethane sulfonic acid anhydride 共308–338兲 32.9 323 A 关1987STE/MAL, 1999DYK/SVO兴 关6123-47-3兴 ⌬ vH trifluoromethyl fluorodisulfate 共292–351兲 34.4 321 关1960VAN/CAD兴 关335-01-3兴 pentafluoromethyl amine CF4N2O CF4N2O3S2 CF4O2 CF4O2S CF4O3S CF4O4S CF4O5S2 CF4O6S2 CF5N J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A, I 关1987STE/MAL, 1968RAT/SHR, 1970DYK, 1999DYK/ SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-15 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CF5NO CF5OPS CF5OPS CF5O3P CF5O3P CF5PS CF6N2O2S2 CF6N2S2 CF6PS CF8OS CF8S CF9NOS CF10O5S2 CIN CN4O8 CO CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH 共128–141兲 18.6 135 关4217-93-0兴 ⌬ vH pentafluoromethoxyamine 共167–210兲 18.5 关52752-66-6兴 ⌬ vH phosphorothionic difluoride, S-trifluoromethyl ester 共293–353兲 23.1 323 关1999DYK/SVO兴 关52752-66-6兴 ⌬ vH trifluoromethylthiosphoryl difluoride 23.0 关1974SPE/SHR兴 关39125-42-3兴 ⌬ vH trifluoromethoxyphosphoryl difluoride 共225–264兲 27.4 245 关1973BER/DES兴 关39125-42-3兴 ⌬ vH difluoroperoxyphosphoric acid trifluoromethyl ester 共241–280兲 32.0 265 A 关1987STE/MAL, 1973BER/DES兴 关52752-65-5兴 ⌬ vH trifluoromethyl thiodifluorophosphine 24.3 关1974SPE/SHR兴 关20094-83-1兴 ⌬ vH N , N⬘-共difluoromethylene兲bis imidosulfuryl fluoride 共283–308兲 36.0 295 关1968GLE/VON兴 关17686-45-2兴 ⌬ vH difluoromethane bis共S,S-difluorosulfilimine兲 共230–313兲 36.0 245 关1987STE/MAL, 1999DYK/SVO兴 关52752-65-5兴 ⌬ vH difluoro共trifluoromethylthio兲phosphine 共293–353兲 22.3 323 关1873-23-0兴 ⌬ vH pentafluoro 共trifluoromethoxy兲 sulfur 共217–262兲 24.4 247 A 关1987STE/MAL, 1964DUN/CAD兴 关373-80-8兴 ⌬ vH ⌬ vH trifluoro共pentafluorothio兲methane 共223–252兲 20.2 253 共205–262兲 23.8 247 I A 关2001KUL/DES兴 关1987STE/MAL, 1999DYK/SVO兴 关1840-45-5兴 ⌬ vH tetrafluoro共difluoroamino兲共trifluoromethoxy兲 sulfur 共257–298兲 28.7 272 A 关1987STE/MAL, 1964DUN/CAD2兴 关60672-59-5兴 ⌬ vH 关-共carbono兲diperoxato兴decafluorodisulfur 38.1 关1976HOP/DES兴 关506-78-5兴 ⌬subH ⌬subH ⌬subH ⌬subH cyanogen iodide 共337–426兲 59.9 共298–414兲 58.6 共337–426兲 59.8⫾ 0.4 共278–374兲 58.3 ⌬vapH 共419–426兲 40.0 423 关509-14-8兴 ⌬subH tetranitromethane 共255–286兲 47.4 271 ⌬ vH ⌬ vH ⌬ vH 共286–373兲 共313–373兲 共273–313兲 43.1 42.9 46.6 301 328 288 关630-08-0兴 ⌬subH ⌬subH ⌬subH carbon monoxide 共54–61兲 7.6 共51–68兲 8.1 共57–68兲 7.9 58 60 62 195 352 356 Method Reference 关1987STE/MAL, 1951COA/HAR兴 A A 关1987STE/MAL, 1965SHR/DUN兴 关1999DYK/SVO兴 GSM A GSM 326 A 关1987STE/MAL, 1943KET/KRU兴 关1947STU兴 关1943KET/KRU, 1970COX/PIL兴 关1933YOS/STO兴 关1987STE/MAL兴 关1987STE/MAL, 1941SEK/NIT兴 A A A A 关1987STE/MAL兴 关1987STE/MAL, 1984BOU/FRI, 1952EDW兴 关1987STE/MAL, 1984BOU/FRI, 1949NIC兴 关1987STE/MAL兴 关1947STU兴 关1931CRO/BIJ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-16 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula COS CO2 CS2 CHBrF2 CHBr3 CHClF2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH ⌬ vH ⌬ vH 共68–108兲 共69–83兲 6.0 6.0 6.0 93 81 81 A 关463-58-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH carbonyl sulfide 共161–284兲 共284–379兲 共140–224兲 20.4 18.3 19.5 19.0⫾ 0.1 19.5 176 299 209 214 209 关124-38-9兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH carbon dioxide 共198–216兲 26.1 共70–102兲 27.2⫾ 0.4 共179–198兲 25.9 共139–195兲 26.3 共154–196兲 25.2 ⌬ vH ⌬ vH ⌬ vH 共273–304兲 共216–273兲 共267–303兲 关75-15-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH carbon disulfide 共255–354兲 共354–552兲 共260–353兲 共338–408兲 共388–497兲 共490–533兲 共255–318兲 共277–353兲 关1511-62-2兴 ⌬ vH ⌬ vH bromodifluoromethane 共194–259兲 24.0 共194–288兲 24.7 关75-25-2兴 ⌬fusH tribromomethane 共162–224兲 共303–358兲 207 188 167 195 16.7 16.4 16.5 288 258 282 28.7 27.1 28.5 27.4 27.0 28.7 28.7 28.1 28.1⫾ 0.1 27.5⫾ 0.1 26.7⫾ 0.1 27.7 27.6 270 369 275 353 403 505 270 292 282 298 319 298 318 11.09 ⌬ vH ⌬ vH ⌬ vH 共320–412兲 共303–373兲 关75-45-6兴 ⌬trsH ⌬fusH chlorodifluoromethane 0.07 4.12 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共275–327兲 共170–233兲 共230–275兲 共324–366兲 共194–310兲 共229–236兲 46.1⫾ 0.1 42.3 44.0 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 20.0 21.3 20.4 20.1 21.8 21.0 20.2 244 209 C A A LE A A A A A A A EB EB C C C A C EB 59 115.7 290 218 260 339 209 232 232 关1987STE/MAL兴 关1932CLA/GIA兴 关1932CLA/GIA兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1939FRA/CLU兴 关1937KEM/GIA兴 关1987STE/MAL兴 关1974BRY/CAZ兴 关1956AMB兴 关1947STU兴 关1937GIA/EGA兴 关1987STE/MAL兴 关1987STE/MAL兴 关1972BOU/AIM兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1972BOU/AIM, 1987STE/MAL兴 关1962WAD/SMI兴 关1962WAD/SMI兴 关1962WAD/SMI兴 关1962WAD/SMI兴 关1961GOO/LAC兴 关1946THO兴 关1987STE/MAL兴 关1979KUD/KUD兴 关1987KAF/DOR兴 281.5 298 335 318 Reference 关1972LAY/WAD兴 关1972BOU/AIM, 1979KUD/KUD兴 关1941KIR/SIT, 1984BOU/FRI兴 关1996DOM/HEA兴 A A A A C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979KUD/KUD兴 关1964KLE兴 关1957NEI/WHI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-17 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CHCl2F CHCl2FO3S CHCl3 CHFI2 CHFN2O4 CHFO CHF2I CHF3 CHF3O2 CHF3O3S CHF3S CHF7S CAS Reg No Compound Enthalpy Temp 共K兲 Range 关75-43-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dichlorofluoromethane 共225–282兲 26.1 共279–344兲 25.3 共341–399兲 24.2 共397–450兲 24.1 共229–236兲 U 20.9 共181–282兲 26.2 共244–317兲 36.7 关42016-50-2兴 ⌬ vH fluorosulfuric acid, dichloromethyl ester 共275–293兲 36.2 284 关67-66-3兴 ⌬fusH chloroform ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共306–427兲 共227–269兲 共333–416兲 共410–481兲 共479–523兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 267 294 356 412 233 267 259 Method Reference A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1964KLE兴 关1947STU兴 关1940BEN/MCH兴 A 关1987STE/MAL, 1999DYK/SVO兴 关1991ACR兴 8.8 209.6 30.8 31.8 30.4 28.9 30.1 31.1 32.5 35.0 30.9 321 254 348 425 494 298 275 230 320 关1493-01-2兴 ⌬ vH diiodofluoromethane 共299–332兲 32.9 314 A 关1987STE/MAL, 1979KUD/KUD, 1970DYK兴 关7182-87-8兴 ⌬ vH fluorodinitromethane 共298–338兲 43.6 313 A 关1987STE/MAL兴 关1493-02-3兴 ⌬ vH formyl fluoride 共178–235兲 24.4 220 A 关1987STE/MAL, 1964FIS/BUC, 1970DYK兴 关1493-03-4兴 ⌬ vH difluoroiodomethane 共227–287兲 26.0 272 A 关1987STE/MAL, 1979KUD/KUD, 1970DYK兴 关75-46-7兴 ⌬fusH trifluoromethane 共260–333兲 共215–334兲 共308–333兲 A A A A C EB 关1995CHE/WAN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/SVA兴 关1972BOU/AIM兴 关1947STU兴 关1938SCT/RAY兴 4.06 118 关1996DOM/HEA兴 关1987STE/MAL兴 ⌬subH 共89–118兲 25.6 103 ⌬ vH ⌬ vH ⌬ vH 共138–190兲 共198–298兲 共146–192兲 18.1 16.8 18.0 175 213 177 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1962VAL/BRO兴 关16156-36-8兴 ⌬ vH trifluoromethyl hydroperoxide 共248–285兲 30.9 270 A 关1987STE/MAL兴 关1493-13-6兴 ⌬ vH trifluoromethylsulfonic acid 共354–435兲 47.7 369 A 关1987STE/MAL, 1999DYK/SVO兴 关1493-15-8兴 ⌬fusH trifluoromethanethiol 4.93 116 ⌬ vH ⌬ vH 共167–236兲 共167–236兲 183 221 A 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关420-67-7兴 ⌬ vH ⌬ vH 共difluoromethyl兲 sulfur pentafluoride 共221–292兲 27.5 237 共221–293兲 25.6 278 A 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 21.8 21.0 关1996DOM/HEA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-18 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CHI3 CHN CDN CHNO CHNS CHN3O6 CH2BrCl CH2Br2 CH2ClF CH2Cl2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关75-47-8兴 ⌬subH iodoform 共308–365兲 69.9 323 关74-90-8兴 ⌬subH ⌬subH hydrogen cyanide 共236–259兲 35.6 共202–254兲 37.6 248 228 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共259–299兲 共298–457兲 共257–315兲 共259–294兲 共257–319兲 共265–300兲 共256–319兲 28.1 27.8 28.1 28.0 28.1 27.8 27.2 274 313 272 277 272 282 303 关3017-23-0兴 ⌬ vH ⌬ vH deuterium cyanide 共182–282兲 26.2 共265–293兲 27.6 267 279 关420-05-3兴 ⌬ vH ⌬ vH cyanic acid 共233–268兲 共197–267兲 30.7 NA 253 A 关1987STE/MAL兴 关1938LIN兴 关463-56-9兴 ⌬ vH thiocyanic acid 共278–396兲 28.0 293 A 关1987STE/MAL兴 关517-25-9兴 ⌬subH ⌬subH ⌬subH trinitromethane 45.2⫾ 2.1 54.8⫾ 4.2 46.7⫾ 0.4 298 ⌬ vH 共290–317兲 32.6 303 A 关1987STE/MAL, 1967MIR/LEB兴 关74-95-7兴 ⌬ vH ⌬ vH bromochloromethane 共226–341兲 42.0 共289–341兲 33.5 241 304 A 关1987STE/MAL兴 关1959MCD/SHR, 1979KUD/KUD兴 关74-95-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH dibromomethane 共273–373兲 36.5 37.0⫾ 0.1 共290–409兲 37.2 共238–371兲 37.8 288 298 305 253 C A, E 关593-70-4兴 ⌬ vH chlorofluoromethane 共140–264兲 23.3 249 A 关75-09-2兴 ⌬fusH dichloromethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH CH2F2 关75-10-5兴 ⌬fusH 6.16 共311–383兲 共264–311兲 共303–313兲 共233–313兲 共186–312兲 30.6⫾ 0.1 29.0 28.8 30.3 29.2 30.2 NA 29.4 Tm 共K兲 Method 关1943NIT/SEK兴 A A A MM 关1987STE/MAL兴 关1947STU兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975IWA/DAT兴 关1934LEW/SCH兴 关1926SIN/HAR兴 关1926PER/POR兴 关1926SIN/HAR兴 关1947STU兴 关1934LEW/SCH兴 关1999MIR/VOR兴 关1970BON/CAT兴 关1967MIR/LEB, 1970COX/PIL, 1977PED/RYL兴 关1979KUD/KUD兴 关1972LAY/WAD兴 关1987STE/MAL, 1956MAN, 1970DYK兴 关1947STU兴 关1987STE/MAL, 1970DYK兴 关1996DOM/HEA兴 178.2 298 326 298 279 308 248 Reference C A C EB 关1989AN/HU兴 关1987STE/MAL兴 关1980MAJ/SVA兴 关1972BOU/AIM兴 关1960MUE/IGN兴 关1948GAN/JUN兴 关1946DZU兴 关1927PER兴 difluoromethane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 4.36 136.4 关1996LUE/MAG兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-19 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CH2F3NS CH2I2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共149–245兲 共256–321兲 共191–222兲 共191–258兲 共316–351兲 共191–221兲 共191–242兲 20.6 19.9 21.2 20.3 20.3 21.2 20.6 关1512-33-0兴 ⌬ vH 1,1,1-trifluoromethanesulfenamide 共218–291兲 34.1 276 关75-11-6兴 ⌬fusH diiodomethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH CH2N2 CH2N4 关420-04-2兴 ⌬fusH cyanamide ⌬subH ⌬subH 共227–289兲 关288-94-8兴 ⌬fusH tetrazole ⌬subH ⌬subH ⌬subH ⌬subH CH2O CH2O2 共CH2O2兲2 共293–455兲 共356–505兲 共333–404兲 共333–363兲 Tm 共K兲 230 271 207 243 331 206 227 12.05 279.2 45.6 49.0 48.8 45.4 298 298 307 371 8.76 317.2 75.9 75.2 290 298 17.7 432.1 88.16 87.8⫾ 1.4 88.0⫾ 1.6 97.5⫾ 4.2 353 369 7.53 155 348 关50-00-0兴 ⌬fusH formaldehyde ⌬ vH ⌬ vH 共184–251兲 共173–251兲 24.3 24.2 236 236 关64-18-6兴 ⌬subH ⌬subH ⌬subH ⌬subH formic acid 共268–281兲 共203–218兲 共265–268兲 共253–275兲 60.5 62.1⫾ 1 60.7 60.1 275 213 266 264 ⌬ vH ⌬ vH ⌬vH 共monomer兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共300–392兲 共283–384兲 35.2 36.0 20.1⫾ 0.1 46.3⫾ 0.5 35.2 19.9 29.6 20.3 20.9 20.4 21.1 36.8 47.7 315 298 298 298 325 298 303 315 338 315 338 288 374 关14523-98-9兴 formic acid dimer 共310–374兲 共273–373兲 共273–373兲 共273–307兲 共295–374兲 Method A A A A A Reference 关1987KAN/OI兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1968MAL/MEU兴 关1968MAL/MEU兴 关1987STE/MAL, 1999DYK/SVO, 1960EME/NAB兴 关1987KAF/DOR兴 GC C A 关1994CAR/LAY兴 关1987FUC/CHA兴 关1979KUD/KUD兴 关1987STE/MAL, 1970DYK兴 关1991ACR兴 TE,ME 关1983DEW/VAN兴 关1983DEW/VAN兴 关1990KOZ/SIM3兴 C ME ME ME 关1993KAB/KOZ兴 关1993KAB/KOZ兴 关1990KOZ/SIM兴 关1951MCE/RIG, 1970COX/PIL兴 关1998VAS/LEB兴 A TE,ME A EB A C C C C 关1987STE/MAL兴 关1935SPE/WIL, 1987STE/MAL兴 关1987STE/MAL兴 关1978CAL/CAL兴 关1930COO, 1960JON兴 关1947STU兴 关1987AMB/GHI3兴 关1987STE/MAL兴 关1970KON/WAD兴 关1970KON/WAD兴 关1949DRE/SHR, 1949DRE/MAR兴 关1941STO/FIS兴 关1934CAM/CAM兴 关1930COO兴 关1930COO兴 关1930COO兴 关1930COO兴 关1994KAH兴 关1883KAH兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-20 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CH3Br CH3Cl CH3ClFOP CH3Cl2P CH3Cl2OP CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共203–218兲 64.1⫾ 1 关74-83-9兴 ⌬trsH ⌬fusH methyl bromide ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共223–278兲 共201–296兲 共203–277兲 共203–278兲 关74-87-31兴 ⌬fusH methyl chloride ⌬subH ⌬subH 共130–172兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共247–310兲 共368–416兲 共308–373兲 共198–278兲 共183–250兲 共191–249兲 共192–249兲 关753-71-9兴 ⌬fusH methylphosphonyl chlorofluoride 11.85 250.7 关676-83-5兴 ⌬ vH dichloromethyl phosphine 共229–297兲 35.5 282 关676-97-1兴 ⌬fusH methylphosphonic dichloride 18.08 306.1 CH3F2N CH3F2NS CH3F2P CH3F2OP CH3F2OPS Method Reference 213 TE,ME 关1978CAL/CAL兴 0.47 5.98 173.8 179.5 25.8 24.6 25.2 25.3 238 281 262 263 6.42 174.5 31.6⫾ 0.1 28.0 151 22.0 21.8 21.0 22.0 22.7 23.5 22.6 20.1 262 383 323 263 235 206 234 293 ⌬subH CH3F Tm 共K兲 关1996DOM/HEA, 1987KAF/DOR兴 A, E 关1979KUD/KUD兴 关1987STE/MAL, 1961LI/ROS兴 关1947BEE/JUN兴 关1938EGA/KEM兴 关1996DOM/HEA兴 B 关1995BAH/DUP兴 关1940MES/AST兴 C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1948GAN/JUN兴 关1947BEE/JUN兴 关1946THO兴 关1940MES/AST兴 关1926YAT兴 AC 关1964FUR/REI兴 A A A A 关1987STE/MAL, 1963HOL/WAG兴 关1964FUR/REI兴 关1970COX/PIL, 1955NEA/WIL兴 62.3 关593-53-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl fluoride 共205–242兲 共240–288兲 共133–211兲 共141–208兲 共165–217兲 共170–197兲 关753-58-2兴 ⌬ vH ⌬ vH N,N-difluoromethylamine 共203–257兲 23.5 22.9 关758-20-3兴 ⌬ vH ⌬ vH methylimidosulfurous difluoride 共194–258兲 28.7 226 共194–258兲 28.6 243 A 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关753-59-3兴 ⌬ vH difluoromethyl phosphine 共174–236兲 23.4 221 A 关1987STE/MAL兴 关676-99-3兴 ⌬fusH methylphosphonyl difluoride 11.88 236.3 关25237-37-0兴 ⌬ vH difluorothiophosphoric, S-methyl ester 共236–298兲 31.2 251 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 16.9 16.9 17.9 17.1 16.4 17.7 227 273 172 193 202 183 242 257 A A A, E A A 关1987STE/MAL兴 关1987STE/MAL兴 关1983OI/SHU兴 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 关1987STE/MAL, 1948MIC/WAS, 1984BOU/FRI兴 关1987STE/MAL, 19MOL/BAT, 1984BOU/FRI兴 关1987STE/MAL兴 关1960FRA兴 关1964FUR/REI兴 A 关1987STE/MAL, 1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-21 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CH3F2PS2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关21348-13-0兴 ⌬ vH difluorodithiophosphoric acid, methyl ester 共253–298兲 39.0 268 A 关1987STE/MAL, 1999DYK/SVO兴 N,N-bis共difluorothiophosphoral兲 methylamine 共273–325兲 38.7 288 A 关1987STE/MAL, 1999DYK/SVO兴 CH3F4NP2S2 关25741-62-2兴 ⌬ vH CH3I CH3NO CH3NOS CH3NO2 CH3NO2 CH3N5 Tm 共K兲 Method Reference 关74-88-4兴 ⌬fusH methyl iodide ⌬subH ⌬subH 共176–227兲 40.2⫾ 0.4 U 69.9 191 VG ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共228–337兲 共315–502兲 共208–227兲 共259–314兲 共218–315兲 共273–307兲 30.4 26.5 31.1 29.2 30.4 28.2 243 330 217 274 233 288 A A 关75-12-7兴 ⌬fusH ⌬fusH formamide 7.98 8.67 275.7 275.6 ⌬subH ⌬subH ⌬subH 共251–273兲 72.4 71.7 71.7 264 298 276 TE,ME ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共293–377兲 共415–466兲 70.8 61.2 60.2 64.0 308 430 298 358 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1985BAR/CAS, 1985MAJ/SVO兴 关1947STU兴 关4291-05-8兴 ⌬ vH N-sulfinyl methanamine 共252–277兲 31.8 264 A 关1987STE/MAL, 1999DYK/SVO兴 关624-91-9兴 ⌬ vH ⌬ vH ⌬ vH methyl nitrite 共218–273兲 共154–225兲 258 190 A 关1987STE/MAL兴 关1982ROO兴 关1958GRA/PRA兴 关75-52-2兴 ⌬fusH nitromethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH CH3NO3 ⌬transHm 共kJ mol−1兲 9.12 共343–483兲 22.1 26.2 22.6⫾ 0.2 9.7 共313–353兲 共405–476兲 共328–410兲 共283–373兲 38.5⫾ 0.4 37.2 35.2 36.8 37.2⫾ 0.1 36.3⫾ 0.1 35.2⫾ 0.1 34.0⫾ 0.1 38.0⫾ 0.4 38.3⫾ 0.1 关598-58-3兴 ⌬fusH methyl nitrate ⌬ vH 共273–303兲 关4418-61-5兴 ⌬subH 5-aminotetrazole 共383–443兲 112.6⫾ 1.2 关1982WRE/VIK兴 206.8 EB 8.24 190.2 34.8 288 关1987STE/MAL兴 关1987STE/MAL兴 关1982WRE/VIK兴 关1972BOU/AIM, 1979KUD/KUD兴 关1947STU兴 关1936EWE兴 关1996DOM/HEA兴 关1983DEW/DEK兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关1979DAA/VAN兴 关1996DOM/HEA兴 244.8 298 298 420 343 318 335 353 374 298 298 关1982WRE/VIK兴 关1943NIT/SEK, 1960JON兴 CGC A A C C C C ZG C 关1999MIR/VOR2兴 关1995CHI/HOS兴 关1987STE/MAL, 1967BER/WES兴 关1987STE/MAL, 1954MCC/SCO兴 关1954MCC/SCO兴 关1954MCC/SCO兴 关1954MCC/SCO兴 关1954MCC/SCO兴 关1949HOL/DOR兴 关1947JON/GIA兴 关1996DOM/HEA兴 A 关1987STE/MAL兴 ME 关1990KOZ/SIM兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-22 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CH4 CH4F2NPS CH4N2 CH4N2 CH4N2O CH4N2S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关74-82-8兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH methane 共53–91兲 共54–90兲 共79–89兲 共48–78兲 共67–88兲 9.7 9.2 10.0 9.7 9.62 72 72 84 63 77 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共90–120兲 共115–149兲 共148–189兲 共91–127兲 共91–190兲 8.6 8.4 8.7 8.6 8.5 8.1 8.6 8.2 7.5 5.9 4.0 8.5 8.5⫾ 0.1 8.6 105 134 174 112 175 137 175 112 130 160 180 149 99 101 关31411-30-0兴 ⌬ vH difluorothiophosphoric acid, N-methylamide 共273–325兲 39.1 288 关12211-52-8兴 ⌬ vH ammonium cyanide 共222–305兲 47.1 237 关26981-93-1兴 ⌬ vH methyl diazene 共195–236兲 27.5 221 关57-13-6兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH urea 14.6 14.6 13.6 15.03 12.93 13.9 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共358–402兲 共329–403兲 共329–403兲 关62-56-5兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH thiourea 共100–190兲 共109–189兲 共92–110兲 共345–368兲 共338–362兲 共345–368兲 95.5⫾ 0.3 94.6⫾ 2.2 95.1⫾ 2.2 94.6⫾ 0.5 90.9 87.7 96.9 98.6 95.4 87.9⫾ 2.1 88.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 0.026 0.113 15.64 0.026 0.113 12.6 Method A,MS A A A A C C C C A Reference 关1987STE/MAL兴 关1963BON, 1955ARM/BRI兴 关1960JON兴 关1951TIC/LOS兴 关1947STU兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1972PRY/GOO, 1984BOU/FRI兴 关1972PRY/GOO兴 关1971WIL/ZWO兴 关1970AMB/COU兴 关1961HES/WHI兴 关1961HES/WHI兴 关1961HES/WHI兴 关1961HES/WHI兴 关1961HES/WHI兴 关1939FRA/CLU兴 关1921STO/HEN, 1984BOU/FRI兴 关1987STE/MAL, 1999DYK/SVO兴 关1947STU兴 A 关1987STE/MAL兴 407.2 406.7 405.2 407.9 408.1 405.8 DSC DSC DSC DSC 关1999RAI/RAI兴 关1998RAI/RAI兴 关1998JAM/PAL兴 关1995FER/DEL兴 关1990KAB/MIR2兴 关1986KOZ/DAL兴 298 370 350 350 381 357 351 298 361 356 357 GS ME ME C 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1987FER/DEL2兴 关1987STE/MAL兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关1978TRI/VOO兴 关1956SUZ/ONI, 1960JON, 1970COX/PIL兴 关1953BRA/CLE2, 1983DEW/VAN兴 169 200 444.7 169 200 452.2 TE,ME AC 关1993IGA/LOP兴 关2000DEL/JOZ兴 AC 关1993IGA/LOP兴 关1994DOU/FUE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-23 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CH4N2O2 CH4N4O2 CH4N4O4 CH4O CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬fusH 12.55 452.2 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共378–396兲 共368–395兲 112.0⫾ 2 109⫾ 2.0 111⫾ 3.0 103.9⫾ 0.3 106.6 107.6 112⫾ 1.5 93.7⫾ 10 关1111-78-0兴 ⌬ vH ammonium carbamate 共247–331兲 54.1 262 关556-88-7兴 ⌬subH nitroguanidine 共402–473兲 142.7⫾ 2.0 298 关14168-44-6兴 ⌬fusH N , N⬘-dinitro-diaminomethane 35.85 371 关1987OYU/BRI兴 关67-56-1兴 ⌬trsH ⌬fusH methanol 161.1 175.3 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–333兲 0.59 3.18 共175–273兲 共338–487兲 共188–228兲 共224–290兲 共285–345兲 共335–376兲 共373–458兲 共453–513兲 共316–336兲 共243–303兲 共288–337兲 共337–383兲 共275–336兲 共288–357兲 共353–483兲 38.0 34.3 39.2 36.9 43.7 38.9 38.3 37.0 36.1 35.1 32.7 28.1 20.6 7.4 37.5 37.8 38.3 37.0 37.4⫾ 0.1 36.7⫾ 0.1 36.2⫾ 0.1 35.6⫾ 0.1 35.3⫾ 0.1 34.7⫾ 0.1 35.2⫾ 0.1 35.6⫾ 0.1 36.2⫾ 0.1 37.0⫾ 0.1 38.7 37.43⫾ 0.02 38.3 36.3 37.3⫾ 0.1 37.7⫾ 0.1 298 408 298 387 384 298 298 Method 关1994KIM/LEE兴 ME TE ME TE,ME C 关2000DEL/JOZ兴 关1994FER/MAR兴 关1994FER/MAR兴 关1994TOR/HER兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关1982TOR/SAB兴 关1975BAG/AND兴 关1947STU兴 ME 298 258 353 213 275 300 350 388 468 373 423 473 510 331 298 303 352 298 313 323 333 338 343 338 331 321 306 290 298 303 368 298 298 Reference A A A A A A A A C C C C EB C C C C C C C C C C EB C EB C C 关1978CUN/PAL兴 关2004NAS/ZIM兴 关1999FAT兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986YER/WOR兴 关1986YER/WOR兴 关1986YER/WOR兴 关1986YER/WOR兴 关1984CER/BOU兴 关1983SCH/STR兴 关1974GIB/CRE, 1984BOU/FRI兴 关1973WIL/ZWO兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973COU/LEE兴 关1973COU/LEE兴 关1973COU/LEE兴 关1973COU/LEE兴 关1972BOU/AIM, 1987STE/MAL兴 关1971POL/BEN兴 关1970AMB/SPR兴 关1967HIR/SUD兴 关1966WAD兴 关1963MCC/LAI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-24 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CH4O2 CH4O3S CH4S CH5N CH5NO CH5NO CH5N3O CH5N3S CH5O3P CH6ClN CH6N2 CH6N4S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共278–323兲 38.4 293 关3031-73-0兴 ⌬ vH methyl hydroperoxide 共253–313兲 37.7 268 A 关1987STE/MAL, 1951EGE/EMT兴 关75-75-2兴 ⌬ vH methanesulfonic acid 共395–440兲 73.9 410 A 关1987STE/MAL, 1999DYK/SVO兴 关74-93-1兴 ⌬trsH ⌬fusH methyl mercaptan ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共208–298兲 共267–359兲 共221–283兲 共345–424兲 共414–470兲 关74-89-5兴 ⌬fusH methylamine ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共319–381兲 共373–430兲 共263–329兲 共223–273兲 共190–267兲 关593-77-1兴 ⌬subH N-methylhydroxylamine 共273–308兲 56.6 288 ⌬ vH ⌬ vH 共293–338兲 共313–338兲 308 325 A A 关1987STE/MAL, 1970DYK兴 关1987STE/MAL, 1957BIS/PAR, 1984BOU/FRI兴 关67-62-9兴 ⌬ vH ⌬ vH O-methylhydroxylamine 共228–322兲 36.9 共210–321兲 38.0 243 225 A 关1987STE/MAL兴 关1957BIS/PAR, 1984BOU/FRI兴 关758-19-0兴 ⌬subH 1-methyl-1-nitrosohydrazine 79.5⫾ 0.4 298 关79-19-6兴 ⌬subH thiosemicarbazide 125.8⫾ 1.5 298 关993-13-5兴 ⌬subH methylphosphonic acid 48.1⫾ 4.2 关593-51-1兴 ⌬ vH methylamine hydrochloride 共518–593兲 114.5 关60-33-4兴 ⌬fusH methylhydrazine ⌬ vH 共274–299兲 关2231-57-4兴 ⌬subH thiocarbohydrazide 152.1⫾ 3.0 C2BrCl2F3O4 关38217-36-6兴 ⌬ vH 共222–279兲 Tm 共K兲 2.2 5.9 137.6 150.2 27.2 25.2 25.7 23.7 24.2 23.8 25.8 223 359 268 360 429 298 264 6.13 179.7 24.8 23.5 26.1 27.2 27.4 334 388 278 258 252 49.7 49.3 Method 关1960KLY/MIS兴 关1996DOM/HEA兴 A A A A 关1999DYK/SVO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1987STE/MAL, 1942RUS/OSB兴 关1996DOM/HEA兴 A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1937AST/SIL, 1984BOU/FRI兴 关1987STE/MAL, 1957BIS/PAR兴 关1998LEB/CHI兴 C 关1982TOR/SAB兴 关1955NEA/WIL, 1970COX/PIL兴 533 A 关1987STE/MAL兴 关1996DOM/HEA兴 10.42 220.8 41.8 286 A 关1987STE/MAL, 1951AST/FIN兴 298 C 关1982TOR/SAB兴 perchloric acid, 1,2,2-trifluoro-1-chloro-2-bromoethyl ester 共273–294兲 42.5 283 A J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Reference 关1987STE/MAL, 1973SCH/PIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-25 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2BrCl3O C2BrCl5 C2BrF3 C2BrF5O3S C2BrF9S C2Br2ClF3 C2Br2Cl4 C2Br2F4 C2Br4 C2ClFN2 C2ClFN2 C2ClF2NO2 C2ClF3 C2ClF3O2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关34069-94-8兴 ⌬ vH trichloroacetyl bromide 共265–416兲 42.6 280 关79504-02-2兴 ⌬subH bromopentachloroethane 共383–433兲 44.4 398 关598-73-2兴 ⌬ vH bromotrifluoroethylene 共260–340兲 25.0 275 关757-02-8兴 ⌬ vH 2-bromotetrafluoroethyl fluorosulfate 共273–298兲 33.2 285 关1963GIL/CAD兴 关63011-81-4兴 ⌬ vH pentafluoro共1-bromo-1,2,2,2-tetrafluoroethyl兲 sulfur 共294–330兲 30.7 309 A 关1987STE/MAL, 1999DYK/SVO兴 关354-51-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,2-dibromo-1,1,2-trifluoroethane 共343–428兲 31.4 358 35.0⫾ 0.1 298 34.2⫾ 0.1 313 33.5⫾ 0.1 328 32.6⫾ 0.1 343 31.6⫾ 0.1 358 A C C C C C 关1987STE/MAL兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关630-25-1兴 ⌬subH ⌬subH 1,2-dibromotetrachloroethane 共383–453兲 52.5 共323–423兲 56.7 398 373 A 关1987STE/MAL, 1949HIG/END兴 关1935CAR/DIC兴 关124-73-2兴 ⌬fusH 1,2-dibromotetrafluoroethane 7.04 162.8 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共283–357兲 共354–443兲 共440–488兲 关79-28-7兴 ⌬subH tetrabromoethylene 共221–310兲 44.2 关30915-40-3兴 ⌬ vH cis chloro共fluoroimino兲acetonitrile 共254–320兲 31.7 269 A 关1987STE/MAL, 1971ZAB/SHR兴 关30915-39-0兴 ⌬ vH trans chloro共fluoroimino兲acetonitrile 共257–320兲 32.7 272 A 关1987STE/MAL, 1971ZAB/SHR兴 关42016-33-1兴 ⌬ vH chloro共fluorocarbonyl兲carbamic fluoride 36.8 376 关1973SPR/WRI兴 关79-38-9兴 ⌬fusH chlorotrifluoroethylene 5.55 115 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共206–262兲 共298–379兲 共206–263兲 共195–250兲 247 313 248 235 关23213-83-4兴 ⌬ vH chloroformic acid, trifluoromethyl ester 共195–273兲 24.1 258 共246–295兲 ⌬transHm 共kJ mol−1兲 28.5 26.9 27.1 28.4⫾ 0.1 27.5⫾ 0.1 26.5⫾ 0.1 30.0 21.8 20.2 21.7 21.9 Tm 共K兲 298 369 455 298 313 328 280 Method A Reference 关1987STE/MAL, 1947STU兴 关1987STE/MAL, 1949HIG/END兴 A 关1987STE/MAL兴 关1991ACR兴 A A A C C C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1987STE/MAL, 1970DYK兴 关1987STE/MAL兴 236 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1951MCC/PER兴 关1933HEI/MUR兴 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-26 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2ClF3O4S C2ClF4NO CAS Reg No Compound Enthalpy Temp 共K兲 Range 关6069-32-5兴 ⌬ vH difluorochloroacetic acid, fluorosulfuric acid anhydride 共265–352兲 39.8 280 A 关1987STE/MAL, 1966DES/CAD, 1999DYK/SVO兴 关42016-31-9兴 ⌬ vH chloro共trifluoromethyl兲carbamic fluoride 28.9 310 关1973SPR/WRI兴 C2ClF4NO4S 关42016-34-2兴 ⌬ vH C2ClF5 C2ClF5O C2ClF5OS C2ClF5O3S C2ClF5O6S2 C2ClF6NOS C2ClF6P C2ClF6PS2 C2ClF9NP C2ClF9S C2Cl2F2 C2Cl2F2N2 C2Cl2F2O C2Cl2F3NO C2Cl2F3NO ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference fluorosulfuric acid, chloro共trifluoromethyl兲carbamic acid anhydride 28.5 398 关1973SPR/WRI兴 关76-15-3兴 ⌬trsH ⌬fusH chloropentafluoroethane 2.63 1.88 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共262–317兲 共234–265兲 共312–353兲 共178–234兲 共176–235兲 关22675-67-8兴 ⌬ vH 80.2 173.7 关1996DOM/HEA兴 A C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1966MEA/ROS兴 关1987STE/MAL, 1955AST/WIL兴 关1955AST/WIL兴 hypochlorous acid, pentafluoroethyl ester 共193–248兲 25.0 233 A 关1987STE/MAL, 1973DEM/SHR兴 关39937-08-1兴 ⌬ vH pentafluoroethanesulfinyl chloride 共273–338兲 32.7 288 A 关1987STE/MAL, 1964RAT/SHR, 1999DYK/SVO兴 关649-61-6兴 ⌬ vH 2-chlorotetrafluoroethyl fluorosulfate 共248–330兲 32.9 289 关1963GIL/CAD兴 关1957-17-1兴 ⌬ vH 1,2,2-trifluoro-1-chloro-1,2-ethanediol bis共fluorosulfate兲 共308–406兲 53.2 323 A 关1987STE/MAL, 1999DYK/SVO兴 关74366-11-3兴 ⌬ vH 共pentafluoroethyl兲imidosulfurous chloride fluoride 35.6 326 I 关1980ABE/SHR兴 关650-52-2兴 ⌬ vH bis共trifluoromethyl兲 chlorophosphine 共193–273兲 27.8 258 关1964PET/BUR, 1984BOU/FRI兴 关660-05-9兴 ⌬ vH chloro bis共trifluoromethylthio兲phosphine 共293–373兲 33.0 333 关1960EME/PUG兴 关13105-57-2兴 ⌬ vH 关bis共trifluoromethyl兲amino兴trifluorochlorophosphorous共V兲 共223–273兲 26.4 248 关1966RIN/ONE兴 关646-63-9兴 ⌬ vH 2-chlorotetrafluoroethylsulfur pentafluoride 28.3 320 关1961CAS/RAY, 1999DYK/SVO兴 关598-88-9兴 ⌬ vH ⌬ vH 1,2-dichloro-1,2-difluoroethylene 共191–294兲 27.9 279 共240–294兲 27.2 279 关30913-21-4兴 ⌬ vH 19.7 20.1 19.7 20.9 20.9 19.4⫾ 0.1 277 250 327 219 220 234 A A A A 关1987STE/MAL兴 关1933BOO/BUR兴 dichloro共difluoroamino兲acetonitrile 共238–341兲 26.8 253 A 关1987STE/MAL, 1971ZAB/SHR兴 关354-18-7兴 ⌬ vH fluorodichloroacetyl fluoride 共208–273兲 21.8 A 关1987STE/MAL兴 关32751-03-4兴 ⌬ vH N , N⬘-dichloro-2,2,2-trifluoroacetamide 40.9 关354-71-2兴 ⌬ vH 1,2-dichlorotrifluoro-1-nitrosoethane 共307–310兲 29.0 308 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 258 关1972DEM/SHR兴 I 关1960GRI/HAZ兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-27 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C2Cl2F3NOS 关24433-67-8兴 ⌬ vH S,S-dichloro-N-共trifluoroacetyl兲 sulfilimine 共306–333兲 44.2 319 C2Cl2F3NO2S 关51587-33-8兴 ⌬ vH 共trifluoromethyl兲sulfonyl carbonimidic dichloride 共312–405兲 44.1 327 A 关1987STE/MAL, 1999DYK/SVO兴 关374-07-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,1-dichloro-1,2,2,2-tetrafluoroethane 共231–373兲 23.5 246 23.2 233 22.5 273 20.8 313 17.7 353 关1987STE/MAL, 1970DYK兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关76-14-2兴 ⌬trsH ⌬trsH ⌬fusH 1,2-dichloro-1,1,2,2-tetrafluoroethane 1.21 109.3 2.63 134.6 1.51 180.6 ⌬ vH ⌬ vH ⌬ vH 共277–391兲 共210–277兲 共178–277兲 关38126-28-2兴 ⌬ vH perchloric acid, 1,1,2,2-tetrafluoro-2-chloroethyl ester 共249–294兲 32.6 279 A 关1987STE/MAL, 1973SCH/PIL兴 关10564-48-4兴 ⌬ vH S,S-dichloro-N-共pentafluoroethyl兲 sulfilimine 共297–375兲 37.4 312 关1987STE/MAL, 1999DYK/SVO兴 关13105-58-3兴 ⌬ vH 关bis共trifluoromethyl兲amino兴difluorodichlorophosphorous共V兲 共262–305兲 32.9 293 关1966EME/ONA兴 关354-58-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,1,1-trichloro-2,2,2-trifluoroethane 28.1⫾ 0.1 298 27.2⫾ 0.1 313 26.3⫾ 0.1 328 共297–319兲 28.9 308 共286–310兲 29.2 298 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1987STE/MAL, 1963HIR/HIL兴 关76-13-1兴 ⌬trsH ⌬fusH 1,1,2-trichloro-1,2,2-trifluoroethane 0.83 82.5 2.47 236.9 ⌬subH 共205–233兲 32.9 219 A 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共273–319兲 共238–364兲 共360–473兲 共297–317兲 28.3 30.9 26.9 28.8 28.4⫾ 0.1 27.5⫾ 0.1 26.6⫾ 0.1 28.2⫾ 0.4 28.2 30.8 NA 288 253 375 307 298 313 328 298 288 263 A A A A C C C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1974VAR/BUL兴 关1963HIR/HIL兴 关1940BEN/MCH兴 关1939REI兴 关na兴 ⌬ vH trichlorotrifluoroethane 共248–352兲 30.5 关38126-27-1兴 perchloric acid, 1,2,2-trifluoro-1,2-dichloroethyl ester C2Cl2F4 C2Cl2F4 C2Cl2F4O4 C2Cl2F5NS C2Cl2F8NP C2Cl3F3 C2Cl3F3 C2Cl3F3 C2Cl3F3O4 共273–318兲 共248–356兲 共243–353兲 24.3 25.1 25.3 292 262 261 A A BG BG BG BG 关1987STE/MAL, 1969GLE/VON, 1999DYK/SVO兴 关1996DOM/HEA兴 A A A C C C A 关1987STE/MAL兴 关1987STE/MAL兴 关1947STU兴 关1991ACR兴 263 关1938REI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-28 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2Cl3N C2Cl4 C2Cl4F2 C2Cl4F2O3S C2Cl4F2O4 C2Cl4F4N2 C2Cl4F6OS C2Cl4O C2Cl4O C2Cl6 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共273–296兲 26.9 284 A 关1987STE/MAL兴 关545-06-2兴 ⌬ vH ⌬ vH trichloroacetonitrile 共289–357兲 35.1 共289–356兲 34.7 304 304 A 关1987STE/MAL, 1970DYK兴 关1954DAV/JEN兴 关127-18-4兴 ⌬trsH ⌬fusH tetrachloroethylene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共307–393兲 共310–393兲 共300–380兲 共333–373兲 关76-12-0兴 ⌬trsH ⌬fusH 1,2-difluoro-1,1,2,2-tetrachloroethane 0.79 130 3.7 299.7 ⌬subH ⌬subH 共235–293兲 共237–293兲 36.4 38.2 278 265 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共313–361兲 34.8⫾ 0.4 34.6⫾ 0.1 34.1⫾ 0.1 33.6⫾ 0.1 33.1⫾ 0.1 32.6⫾ 0.1 36.6 36.4 34.0 32.7 298 308 315 323 330 338 316 278 327 298 关na兴 ⌬ vH 2-fluorotetrachloroethyl fluorosulfate 共311–437兲 42.0 329 关1963GIL/CAD兴 关38126-29-3兴 ⌬ vH perchloric acid, 1,2-difluoro-1,2,2-trichloroethyl ester 共273–294兲 30.2 283 A 关1987STE/MAL, 1973SCH/PIL兴 关35695-53-5兴 ⌬ vH 1,2-bis共dichloroamino兲 tetrafluoroethane 43.1 关1972DEM/SHR兴 关762-90-3兴 ⌬ vH pentafluoro共2-fluoro-1,1,2,2-tetrachloroethoxy兲 sulfur 共314–418兲 42.8 329 A 关1987STE/MAL, 1962WIL/CAD兴 关16650-10-5兴 ⌬ vH tetrachloroethylene oxide 共308–348兲 36.9 323 A 关1987STE/MAL兴 关76-02-8兴 ⌬ vH trichloroacetyl chloride 共305–393兲 38.3 320 A 关1987STE/MAL, 1959MCD/SHR, 1970DYK兴 关67-72-1兴 ⌬trsH ⌬trsH ⌬fusH hexachloroethane ⌬subH ⌬subH 共mp 186.6兲 ⌬subH (triclinic) 0.82 10.88 共301–365兲 共235–293兲 共312–362兲 共283–364兲 38.4 38.7 38.9 37.6 39.7⫾ 0.1 Tm 共K兲 210 250.8 322 325 315 348 298 2.57 8.22 9.75 318 345 458 共317–345兲 共306–459兲 58.9 48.8 331 382 共286–447兲 59.1⫾ 0.7 367 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Method Reference 关1996DOM/HEA兴 A C 关1995DEJ/BUR兴 关1987STE/MAL, 1972BOU/AIM兴 关1970POL/MUR, 1984BOU/FRI兴 关1967FRI/GAL兴 关1980MAJ/SVA兴 关1991ACR, 1978KIS/SUG兴 A C C C C C A A A 关1987STE/MAL, 1947STU兴 关1947STU兴 关2007VAR/DRU, 1976VAR/BUL兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1933HOR/GEI兴 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1947STU兴 关1947IVI/DAI, 1960JON, 1970COX/PIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-29 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2FNO2 C 2F 2N 2O C 2F 2N 2O 2 C 2F 2N 4O 8 C 2F 2O 2 C 2F 2O 4 C 2F 3N C2F3NO C2F3NO C2F3NOS C2F3NOS C2F3NO2S C2F3NO2S2 C2F3NO3S C2F3NS CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH (cubic) ⌬subH ⌬subH ⌬subH 共286–447兲 367 共335–453兲 共288–333兲 51.0 NA 50.5 59.0 310 GS,A ⌬ vH ⌬ vH ⌬ vH 共460–513兲 共345–460兲 共305–458兲 40.3 51.2 53.7 475 360 320 A A 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1947STU兴 关15435-14-0兴 ⌬ vH fluorocarbonyl isocyanate 共228–264兲 33.5 249 A 关1987STE/MAL, 1967GLE/BIE兴 关32837-63-1兴 ⌬ vH difluorocarboncyamidic amide 29.7 383 关1973WRI/SHR兴 关32837-64-2兴 ⌬ vH difluorocarbonisocyantidic amide 33.9 327 关1973WRI/SHR兴 关20165-39-3兴 ⌬ vH 1,2-difluoro-1,1,2,2-tetranitroethane 共297–323兲 62.8 310 关359-40-0兴 ⌬subH oxalyl fluoride 共234–260兲 16.7 247 关1987STE/MAL兴 ⌬ vH 共264–272兲 29.7 268 关1987STE/MAL兴 关692-74-0兴 ⌬ vH bis共fluorocarbonyl兲peroxide 共226–266兲 30.6 251 关1962VON/AYM, 1984BOU/FRI兴 关353-85-5兴 ⌬fusH trifluoroacetonitrile 4.97 128.7 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共151–206兲 共141–203兲 共197–241兲 共336–282兲 共272–311兲 共142–206兲 19.3 19.2 18.5 17.4 17.4 19.2 191 188 226 309 287 191 A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1961PAC/BOB兴 关460-49-1兴 ⌬ vH trifluoromethyl isocyanate 共195–228兲 22.5 213 A 关1987STE/MAL兴 关2713-04-4兴 ⌬ vH trifluoronitrosoethylene 共247–250兲 25.7 248 A,I 关1987STE/MAL, 1960GRI/HAZ兴 关61951-27-7兴 ⌬ vH trifluoromethanesulfinyl cyanide 40.2 352 I 关1977BUR/SHR兴 关691-03-2兴 ⌬ vH trifluoroemethylsulfenyl isocyanate 共231–293兲 27.9 278 A 关1987STE/MAL, 1999DYK/SVO, 1963EME/HAA兴 关26454-68-2兴 ⌬ vH 2,2,2-trifluoro-N-sulfinylacetamide 共267–302兲 36.4 282 A 关1987STE/MAL, 1999DYK/SVO兴 关51587-30-5兴 ⌬ vH trifluoromethanesulfonyl isothiocyanate 共297–385兲 41.0 312 A 关1987STE/MAL, 1999DYK/SVO兴 关30227-06-6兴 ⌬ vH trifluoromethanesulfonyl isocyanate 共275–345兲 36.9 290 A 关1987STE/MAL, 1999DYK/SVO兴 关690-24-4兴 ⌬ vH thiocyanic acid, trifluoromethyl ester 共226–294兲 32.6 279 A 关1987STE/MAL, 1999DYK/SVO, 1963EME/HAA兴 Tm 共K兲 Method GSM A Reference 关1947IVI/DAI, 1960JON兴 关1941NIT/SEK兴 关1935LEE兴 关1930NEL兴 关1987STE/MAL, 1973PEP/LEB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-30 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2F 3N 3O 6 C 2F 4 C 2F 4N 2 C 2F 4N 2O 3 C 2F 4N 2O 4 C 2F 4N 2O 6S 2 C 2F 4O C 2F 4O 2S C 2F 4O 3 C 2F 4O 4S C 2F 4S 2 C 2F 5I C2F5NO C2F5NO C2F5NOS C2F5NOS C2F5NOS C2F5NOS C2F5NO4S CAS Reg No Compound Enthalpy Temp 共K兲 Range 关20165-38-2兴 ⌬ vH 1,1,2-trifluoro-1,2,2-trinitroethane 共313–353兲 57.7 328 关116-14-3兴 ⌬fusH tetrafluoroethylene ⌬ vH ⌬ vH ⌬ vH 共197–273兲 共273–306兲 共142–208兲 关5131-88-4兴 ⌬ vH tetrafluoroaminoacetic, nitrile 共193–238兲 23.9 关679-08-3兴 ⌬ vH 1,1,2,2-tetrafluoro-1-nitro-2-nitrosoethane 共233–293兲 28.8 278 关356-16-1兴 ⌬ vH ⌬ vH 1,1,2,2-tetrafluoro-1,2-dinitroethane 共303–343兲 67.8 323 共259–333兲 34.7 274 A, I 关1973PEP/LEB兴 关1987STE/MAL, 1957FRA/SAN兴 关19252-50-7兴 ⌬ vH 1,2-bis共fluoroformyl兲-1,2-bis共fluorosulfonyl兲hydrazine 共273–296兲 49.8 284 A 关1987STE/MAL, 1999DYK/SVO兴 关354-34-7兴 ⌬ vH trifluoroacetyl fluoride 共161–215兲 20.9 200 A 关1987STE/MAL, 1972PAC/HOD兴 关684-106兴 ⌬ vH trifluoroethylene sulfonyl fluoride 共270–313兲 27.0 285 A 关1987STE/MAL, 1999DYK/SVO兴 关16118-40-4兴 ⌬ vH fluoroperoxyformic acid, trifluoromethyl ester 共194–249兲 27.3 234 A 关1987STE/MAL兴 关5762-53-8兴 ⌬ vH ⌬ vH trifluoroacetyl fluorosulfate 共262–321兲 34.3 共250–320兲 34.9 A 关1987STE/MAL, 1966DEL/SHR兴 关1966MEA/ROS兴 关1717-50-6兴 ⌬ vH tetrafluoro-1-3-dithietane 29.2 关354-64-3兴 ⌬ vH pentafluoroiodoethane 共248–283兲 20.8 268 A 关1987STE/MAL兴 关32822-49-4兴 ⌬ vH pentafluoroacetamide 23.8 252 HG 关1971DEM/SHR兴 关354-72-3兴 ⌬ vH pentafluoronitrosoethane 共193–227兲 20.9 212 A 关32837-66-4兴 ⌬ vH carbamothioic acid, difluoro-S-共trifluoromethyl兲 ester 23.0 315 关1973WRI/SHR兴 关24433-65-6兴 ⌬ vH S,S-difluoro-N-共trifluoroacetyl兲 sulfilimine 共240–282兲 34.4 267 关1987STE/MAL, 1969GLE/VON, 1999DYK/SVO兴 关28103-61-9兴 ⌬ vH 1,1,1-trifluoro-N-共fluoroformyl兲methanesulfinimidyl fluoride 共276–323兲 38.9 291 A 关1987STE/MAL, 1999DYK/SVO兴 关10564-50-8兴 ⌬ vH 1,1,2,2,2-pentafluoro-N-sulfinyl ethylamine 共245–303兲 29.0 260 关1987STE/MAL, 1999DYK/SVO兴 关19252-49-4兴 ⌬ vH 共fluorosulfonyl兲共trifluoromethoxy兲carbamoyl fluoride 共277–290兲 30.3 283 ⌬transHm 共kJ mol−1兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method A Reference 关1987STE/MAL, 1973PEP/LEB兴 关1996DOM/HEA兴 7.71 142 16.8 16.6 18.6 258 288 193 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1953FUR/MCC, 1984BOU/FRI兴 223 A 关1987STE/MAL兴 A 关1987STE/MAL兴 277 265 关1973ABE/SHR兴 A A 关1987STE/MAL, 1956BAR/HAS兴 关1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-31 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2F 5N 3O 3 C 2F 6 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关755-68-0兴 ⌬ vH fluoro共1,1,2,2-tetrafluoro-2-nitroethyl兲-2-diimide oxide 共257–350兲 38.0 272 A 关76-16-4兴 ⌬trsH ⌬fusH hexafluoroethane ⌬subH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1987STE/MAL兴 3.74 2.69 104 173.1 关1996DOM/HEA兴 26.0 103 关1963BON, 1948PAC/AST兴 17.3 17.1 186 188 ⌬ vH ⌬ vH 共172–200兲 共180–196兲 关5764-87-4兴 ⌬ vH N-iodo-bis共trifluoromethyl兲amine 共261–318兲 28.5 276 关359-64-8兴 ⌬ vH bis共trifluoromethyl兲 phosphinous iodide 共273–320兲 33.2 288 关372-63-4兴 ⌬ vH hexafluoroazomethane 共205–242兲 22.9 227 A 关1987STE/MAL兴 关371-56-2兴 ⌬ vH hexafluoroazoxymethane 共274–281兲 27.2 277 A 关1987STE/MAL兴 C 2F 6N 2O 2 关359-75-1兴 ⌬ vH 1,1,1-trifluoro-N-共nitrosooxy兲-N-共trifluoromethyl兲methanamine 共245–285兲 26.8 270 A 关1987STE/MAL兴 C 2F 6N 2O 2 关367-54-4兴 ⌬ vH N-nitroso-O,N-bis共trifluoromethyl兲hydroxylamine 共272–283兲 25.4 277 A 关1987STE/MAL, 1954JAN/HAS兴 关30341-37-8兴 ⌬ vH bis共trifluoromethyl兲sulfoxide 共248–303兲 27.9 关1987STE/MAL, 1999DYK/SVO兴 关20621-31-2兴 ⌬ vH pentafluoroethyl sulfinyl fluoride 共234–293兲 28.5 278 关63548-94-7兴 ⌬ vH S-trifluoromethyl-共trifluoromethyl兲thiosulfinate 共293–353兲 30.7 333 关1999DYK/SVO兴 关na兴 ⌬ vH methanesulfonothioic acid, trifluoro-S-共trifluoromethyl兲 ester 27.8 329 I 关1976BUR/SHR兴 关354-87-0兴 ⌬ vH perfluoroethyl fluorosulfate 共250–300兲 28.8 275 关1963GIL/CAD兴 关1718-18-9兴 ⌬ vH bis共trifloromethyl兲 trioxide 共193–248兲 24.3 233 关3582-05-6兴 ⌬ vH ⌬ vH trifluoromethanesulfonic acid, trifluoromethyl ester 共238–294兲 29.4 252 共238–294兲 27.6 279 A 关1999DYK/SVO兴 关1987STE/MAL, 1965NOF/CAD兴 关1479-52-3兴 ⌬ vH bis共trifluoromethyl兲 sulfate 共219–304兲 28.7 关1960VAN/CAD兴 关41765-14-4兴 ⌬ vH peroxysulfuric acid, bis共trifluoromethyl兲 ester 共253–319兲 32.0 268 关1479-53-4兴 ⌬ vH tetrafluoroethylene glycol, bis共fluorosulfate兲 共295–378兲 43.7 310 关na兴 ⌬ vH bis共trifluoromethyl兲 disulfate 共328–357兲 38.3 C2F6IN C2F6IP C 2F 6N 2 C 2F 6N 2O C2F6OS C2F6OS C2F6OS2 C2F6OS2 C 2F 6O 2S C 2F 6O 3 C 2F 6O 3S C 2F 6O 4S C 2F 6O 5S C 2F 6O 6S 2 C 2F 6O 7S 2 263 A 关1987STE/MAL兴 关1948PAC/AST兴 A 关1987STE/MAL兴 关1964PET/BUR, 1984BOU/FRI兴 A A, I A 262 342 关1987STE/MAL, 1968RAT/SHR, 1999DYK/SVO兴 关1987STE/MAL兴 关1999DYK/SVO兴 A 关1987STE/MAL, 1970DYK, 1999DYK/SVO兴 关1960VAN/CAD兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-32 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关371-78-8兴 ⌬ vH bis共trifluoromethyl兲 sulfide 23.6 关1952BRA/EME兴 关372-64-5兴 ⌬ vH bis共trifluoromethyl兲 disulfide 28.8 关1952BRA/EME兴 关359-62-6兴 ⌬ vH ⌬ vH perfluorodimethylamine 共199–230兲 21.4 共203–233兲 18.6 215 218 A A 关1987STE/MAL兴 关1987STE/MAL, 1949THO/EME兴 关354-80-3兴 ⌬ vH perfluoroethylamine 共171–236兲 20.8 221 A 关1987STE/MAL, 1970DYK兴 关59617-28-6兴 ⌬ vH 共pentafluoroethyl兲imidosulfuryl fluoride 30.7 C2F7NO3S 关4188-34-5兴 ⌬ vH fluorosulfuric acid, 1,1,2,2-tetrafluoro-2-共difluoroamino兲ethyl ester 共276–326兲 31.1 291 A 关1987STE/MAL, 1999DYK/SVO兴 C2F7NO12S4 关53684-02-9兴 ⌬ vH fluorosulfuric acid, 1-关bis关共fluorosulfonyl兲oxo兴amino兴-2,2,2-trifluoroethylidene ester 43.4 418 关1975KIR/LAS兴 C2F8NOP 关13105-59-4兴 ⌬ vH 关bis共difluoromethyl兲amino兴 difluorophosphine oxide 共233–278兲 30.4 255 关1966EME/ONA兴 关36544-19-1兴 ⌬ vH phosphorous bis共trifluoromethyl兲nitroxide difluoride 28.0 288 关1973WAN/SHR兴 关33716-15-3兴 ⌬ vH ⌬ vH difluorooxo-bis-共trifluoromethyl兲sulfur 共239–299兲 22.4 254 28.4 关1987STE/MAL, 1999DYK/SVO兴 关1971SAU/SHR兴 关82390-51-0兴 ⌬ vH pentafluoro共trifluoroacetyl兲 sulfur 共162–290兲 26.6 177 关1999DYK/SVO兴 关60672-61-9兴 ⌬ vH pentafluoro 共trifluoroethaneperoxoato兲 sulfur 28.0 关1976HOP/DES兴 关1186-51-2兴 ⌬ vH trifluorovinyl sulfur pentafluoride 25.1 292 关1961CAS/RAY兴 关30341-38-9兴 ⌬ vH difluoro bis共trifluoromethyl兲 sulfur 28.8 关1971SAU/SHR兴 关1580-07-0兴 ⌬ vH pentafluoro共pentafluoroethoxy兲 sulfur 共245–287兲 27.6 272 A 关1987STE/MAL, 1962WIL/CAD兴 关2004-38-8兴 ⌬ vH tetrafluorobis共trifluoromethoxy兲 sulfur 共246–302兲 29.9 261 A 关1987STE/MAL, 1964DUN/CAD兴 C2F10O3S 关41938-43-6兴 ⌬ vH 共trifluoromethoxy兲关共trifluoromethyl兲dioxy兴 sulfur tetrafluoride 共255–317兲 32.5 270 关1999DYK/SVO兴 C2F10O3S2 关68010-32-2兴 ⌬ vH pentafluoro关1,2,2,2-tetrafluoro-1-关共fluorosulfonyl兲oxy兴ethyl兴 sulfur 34.8 关1978DEM/FOX兴 C2F10S 关42179-02-2兴 ⌬ vH trans tetrafluorobis共trifluoromethyl兲 sulfur 共233–293兲 23.3 278 A 关1987STE/MAL, 1999DYK/SVO兴 关13888-13-6兴 ⌬ vH 关bis共trifluoromethyl兲amino兴 sulfur pentafluoride 共233–306兲 29.3 248 A 关1987STE/MAL, 1966DOB, 1999DYK/SVO兴 关42060-66-2兴 perfluoro-1,3-dithietane octafluoride Molecular Formula C 2F 6S C 2F 6S 2 C 2F 7N C 2F 7N C2F7NOS C2F8NOP C2F8OS C2F8OS C 2F 8O 3S C 2F 8S C 2F 8S C2F10OS C2F10O2S C2F11NS C2F12S2 ⌬transHm 共kJ mol−1兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method Reference 关1976STA/MEW兴 A PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-33 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬ vH C 2N 2 C2N6O12 C2HBr C2HBrClF3 C2HBrClF3 C2HBr2FO2 C2HBr3O C2HCl C2HClF2 Tm 共K兲 Method 关460-19-5兴 ⌬fusH cyanogen ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 关1996DOM/HEA兴 8.11 245.3 共202–239兲 共177–230兲 共202–245兲 共198–240兲 33.0 33.6 34.4 32.4 NA 224 204 ⌬ vH ⌬ vH ⌬ vH 共240–253兲 共246–273兲 共246–273兲 24.5 23.9 23.5 246 257 267 关918-37-6兴 ⌬subH ⌬subH ⌬subH ⌬subH hexanitroethane 70.7 30.4 70.7⫾ 1.7 70.7⫾ 1.7 298 308 303 ME 关593-61-3兴 ⌬ vH bromoacetylene 共214–273兲 25.6 273 A 关151-67-7兴 ⌬fusH 2-bromo-2-chloro-1,1,1-trifluoroethane 4.84 154.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共302–323兲 共298–323兲 关354-06-3兴 ⌬fusH 1-bromo-2-chloro-1,1,2-trifluoroethane 4.38 146.2 共293–343兲 共293–313兲 共293–343兲 共227–318兲 共222–329兲 29.8⫾ 0.4 30.0 29.6⫾ 0.3 29.6⫾ 0.1 28.7⫾ 0.1 27.8⫾ 0.1 26.8⫾ 0.1 34.3 33.2 30.0⫾ 0.1 29.0⫾ 0.1 28.1⫾ 0.1 27.2⫾ 0.1 Reference 关1973ABE/SHR兴 35.6 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C2HBrF8S ⌬transHm 共kJ mol−1兲 A CATH 224 298 310 298 298 313 328 343 242 237 298 313 328 343 A 关1987STE/MAL兴 关1947STU兴 关1939RUE/GIA兴 关1975GRO, 1925PER/BAR兴 关1916TER兴 关1987STE/MAL兴 关1925PER/BAR兴 关1925PER/BAR兴 关1999MIR/VOR兴 关1987STE/MAL, 1963NOB/REE兴 关1969MIR/LEB, 1977PED/RYL兴 关1968PEP/MIR兴 关1987STE/MAL兴 关1996DOM/HEA兴 A C C C C A 关2007VAR/DRU, 1985PAS/VAR兴 关1987STE/MAL兴 关1981PAP/ERA兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1965KUD/SAV兴 关1987STE/MAL, 1963BOT/SEI, 1970DYK兴 关1996DOM/HEA兴 C C C C 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关1981MAJ/SVO兴 关82390-50-9兴 ⌬ vH 共1-bromo-2,2,2-trifluoroethyl兲sulfur pentafluoride 32.0 关353-99-1兴 ⌬ vH dibromofluoroacetic acid 共403–468兲 60.2 468 A 关1987STE/MAL兴 关115-17-3兴 ⌬ vH tribromoacetaldehyde 共291–447兲 47.8 306 A 关1987STE/MAL, 1947STU兴 关593-63-5兴 ⌬ vH chloroacetylene 共204–238兲 223 A 关1987STE/MAL兴 关359-10-4兴 ⌬ vH ⌬ vH ⌬ vH 1,1-difluoro-2-chloroethene 23.5 21.4 18.5 233 273 313 BG BG BG 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 21.8 关1982DEM/FOX兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-34 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH C2HClF6OS C2HClF6OS C2HClF8OS C2HCl2F3 C2HCl2F3 C2HCl3F2 C2HCl3F2 C2HCl3O2 C2HCl4FS C2HCl5 关1955MEA/STA兴 关1968PLA/WIL兴 关20407-79-8兴 ⌬ vH cis关共2-chloro-2-fluorovinyl兲oxy兴 sulfur pentafluoride 34.3 关1968PLA/WIL兴 关20334-47-8兴 ⌬ vH 共2-chloro-1,2,2-trifluoroethoxy兲 sulfur pentafluoride 33.3 关1968PLA/WIL兴 关共2-chloro-2,2-difluoroethylidiene兲dioxy兴bis共pentafluoro兲sulfur 39.0 关1968PLA/WIL兴 关22756-13-4兴 ⌬ vH 共1,1,2-trifluoro-2-chloroethyl兲 sulfur pentafluoride 共279–323兲 30.2 294 A 关1987STE/MAL, 1999DYK/SVO兴 关306-83-2兴 ⌬fusH 1,1,1-trifluoro-2,2-dichloroethane 5.51 145.7 关2002VAR/DRU兴 ⌬ vH ⌬ vH 共243–448兲 关354-23-4兴 ⌬fusH 1,1,2-trifluoro-1,2-dichlorochloroethane 7.08 135.7 26.6⫾ 0.3 28.7 26.8⫾ 0.3 298 258 MM 关2002VAR/DRU兴 关1992OGU/YAM兴 关1999DRU/VAR兴 298 关2002VAR/DRU兴 188.5 关1996DOM/HEA兴 关79-01-6兴 ⌬fusH trichloroethylene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共297–360兲 共280–428兲 共290–359兲 共298–360兲 关354-21-2兴 ⌬ vH ⌬ vH 1,1-difluoro-1,2,2-trichloroethane 共297–345兲 32.8⫾ 0.4 298 32.9⫾ 0.1 298 C 关2007VAR/DRU, 1976VAR/BUL兴 关1997VAR/PAS兴 关354-15-4兴 ⌬ vH ⌬ vH 1,2-difluoro-1,1,2-trichloroethane 共289–346兲 33.0⫾ 0.4 298 33.1⫾ 0.1 298 C 关2007VAR/DRU, 1997VAR/PAS兴 关1997VAR/PAS兴 C2HCl3F2O3S 关42087-88-7兴 ⌬ vH C2HCl3O BG Reference trans关共2-chloro-2-fluorovinyl兲oxy兴 sulfur pentafluoride 36.8 ⌬ vH C2HCl3 353 Method 关20407-78-7兴 ⌬ vH C2HClF12O2S 关20563-90-0兴 ⌬ vH C2HClF8S 14.1 Tm 共K兲 8.45 34.2 34.5⫾ 0.1 34.6 36.2 35.6 313 298 295 305 313 C 关1995AUC/GON兴 关1980MAJ/SVA兴 关1987STE/MAL, 1970DYK兴 关1944MCD兴 关1912HER/RAT, 1984BOU/FRI兴 fluorosulfuric acid, 2-fluoro-1,1,2-trichloroethyl ester 共317–353兲 36.6 332 A 关1987STE/MAL, 1999DYK/SVO兴 关75-87-6兴 ⌬ vH trichloroacetaldehyde 共235–371兲 36.6 关1987STE/MAL, 1947STU兴 关76-03-9兴 ⌬fusH trichloroacetic acid ⌬ vH ⌬ vH 共326–473兲 共385–470兲 关2822-06-2兴 ⌬ vH 关76-01-7兴 ⌬ vH 250 5.88 330.7 65.0 57.2 341 400 A 关1991ACR兴 A 关1987STE/MAL, 1970DYK兴 关1959MCD/SHR兴 共dichloromethyl兲共fluorodichloromethyl兲 sulfide 共322–352兲 46.5 337 A 关1987STE/MAL, 1999DYK/SVO兴 pentachloroethane 共274–434兲 40.9 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 289 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-35 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2HF3O2 C2HF5 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共298–435兲 45.5 313 关76-05-1兴 ⌬ vH trifluoroacetic acid 共285–345兲 35.9 300 关354-33-6兴 ⌬fusH pentafluoroethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH C2HF5O C2HF6NOS C2HF6NS2 C2HF6OP C2HF6OPS C2HF6PS C2HF6PS2 C2HF6PS2 C2HF7S C2HF9S C 2H 2 Tm 共K兲 Method Reference 关1930NEL兴 A 关1987STE/MAL, 1962KRE, 1970DYK, 1984BOU/FRI兴 关1996LUE/MAG兴 2.25 172.6 22.8 21.9 20.9 20.3 175 190 205 215 C C C C 239 260 280 300 255 I EB EB EB A 关1999WEB兴 关1999WEB兴 关1999WEB兴 关1999WEB兴 关3822-68-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH pentafluorodimethyl ether 共216–238兲 22.3 共229–331兲 19.3 共229–331兲 17.6 共229–331兲 15.6 共240–313兲 20.4 关34556-22-4兴 ⌬ vH S,S-bis共trifluoromethyl兲sulfoximine 35.1 346 关na兴 ⌬ vH bis共trifluoromethane兲 sulphenimide 共243–293兲 36.5 268 关1960EME/NAB兴 关359-65-9兴 ⌬subH phosphinous acid, bis共trifluoromethyl兲 ester 共233–251兲 46.6 242 关1987STE/MAL, 1962GRI/BUR兴 关35814-49-4兴 ⌬ vH bis共trifluoromethyl兲 thiophospinic acid 共283–324兲 38.3 298 关1486-19-7兴 ⌬ vH bis共trifluoromethyl兲共mercapto兲phosphine 共269–304兲 30.7 286 关1486-19-7兴 ⌬ vH bis共trifluoromethyl兲 thiophosphinous acid 共217–280兲 32.9 265 关18799-75-2兴 ⌬subH phosphinodithioic acid, bis共trifluoromethyl兲 ester 共273–287兲 41.9 280 A 关1987STE/MAL兴 关58636-78-5兴 ⌬ vH 共2,2-difluoroethenyl兲 pentafluorosulfur 27.7 关1978DEM/FOX兴 关63011-80-3兴 ⌬ vH pentafluoro 共1,2,2,2-tetrafluoroethyl兲 sulfur 28.0 关1978DEM/FOX兴 关74-86-2兴 ⌬trsH ⌬fusH acetylene ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH I A 关2001KUL/DES兴 关1996WEB/DEF2兴 关1996WEB/DEF2兴 关1996WEB/DEF2兴 关1992SAL/WAN兴 关1972SAU/SHR兴 关1987STE/MAL兴 关1964CAV/EME兴 A 2.54 3.76 142.7 192.4 共98–145兲 共133–191兲 共151–193兲 共130–189兲 共89–169兲 23.5 21.8 25.2 22.7 22.1 130 162 193 160 129 A 共258–308兲 共192–308兲 共192–225兲 16.3 16.7 16.7 17.0 273 207 210 214 A A A 关1987STE/MAL, 1999DYK/SVO兴 关1976MIS/RIE兴 A A 关1987STE/MAL兴 关1960JON兴 关1956AMB兴 关1947STU兴 关1943BUR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-36 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H2Br2 C2H2Br2 C2H2Br2Cl2 C2H2Br2Cl2 C2H2Br2F2 C2H2Br4 C2H2Br4 C2H2ClFO C2H2ClFO CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共215–308兲 共193–207兲 16.4 16.8 230 200 关590-11-4兴 ⌬ vH cis 1,2-dibromoethylene 共299–351兲 40.6 314 A 关1987STE/MAL, 1950NOY/NOY, 1970DYK兴 关590-12-5兴 ⌬ vH ⌬ vH trans 1,2-dibromoethylene 共277–344兲 35.2 共277–343兲 42.9 310 292 A 关1987STE/MAL, 1970DYK兴 关1950NOY/NOY, 1984BOU/FRI兴 关75-81-0兴 ⌬ vH 1,2-dibromo-1,1-dichloroethane 共354–519兲 45.9 369 A 关1987STE/MAL, 1970DYK兴 关683-68-1兴 ⌬ vH 1,2-dibromo-1,2-dichloroethane 共320–379兲 45.9 335 A 关1987STE/MAL兴 关75-82-1兴 ⌬fusH 1,2-dibromo-1,1-difluoroethane 8.3 206.3 关630-16-0兴 ⌬ vH 1,1,1,2-tetrabromoethane 共331–473兲 61.5 346 A 关1987STE/MAL, 1947STU兴 关79-27-6兴 ⌬ vH 1,1,2,2-tetrabromoethane 共413–573兲 56.9 428 A 关1987STE/MAL, 1970DYK兴 关359-14-8兴 ⌬ vH chloroacetyl fluoride 共273–333兲 38.0 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关359-06-8兴 ⌬ vH fluoroacetyl chloride 共273–333兲 36.7 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 C2H2ClF3O2S 关57169-80-9兴 ⌬ vH C2H2ClF7S C2H2Cl2 C2H2Cl2 C2H2Cl2 C2H2Cl2F2 C2H2Cl2F2 Tm 共K兲 Method Reference 关1964AMB/TOW兴 关1956AMB, 1984BOU/FRI兴 关1991ACR兴 chlorosulfurous acid, 2,2,2-trifluoroethyl ester 36.0 关1975DEM/KOV2兴 关68010-35-5兴 ⌬ vH 共2-chloro-2,2-difluoroethyl兲pentafluorosulfur 32.9 关1978DEM/FOX兴 关75-35-4兴 ⌬fusH 1,1-dichloroethylene 6.51 150.9 关1996DOM/HEA兴 ⌬ vH 共245–305兲 28.4 260 A 关1987STE/MAL, 1959HIL/MCD, 1970DYK兴 关156-59-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH cis 1,2-dichloroethylene 共332–495兲 29.3 共273–334兲 31.5 共292–335兲 31.6 共273–356兲 31.8 347 288 307 288 A A 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1951FLO/ALP兴 关1947KET/VAN兴 关156-60-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH trans 1,2-dichloroethylene 共321–473兲 29.0 共273–319兲 30.1 共263–323兲 30.4 共235–358兲 31.4 336 288 278 250 A 关1987STE/MAL兴 关1983MAC兴 关1987STE/MAL, 1970DYK兴 关1947KET/VAN兴 关1649-08-7兴 ⌬ vH 1,2-dichloro-1,1-difluoroethane 共323–493兲 27.8 338 关1842-05-3兴 ⌬fusH 1,2-difluoro-2,2-dichloroethane 8.19 关1996DOM/HEA兴 共1,2-dichloro-2-fluoroethoxy兲pentafluoro sulfur 38.8 关1968PLA/WIL兴 C2H2Cl2F6OS 关20334-44-5兴 ⌬ vH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-37 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range C2H2Cl2F6OS 关20334-45-6兴 ⌬ vH C2H2Cl2O C2H2Cl2O2 C2H2Cl4 C2H2Cl4 C2H2Cl4S C2H2FN C 2H 2F 2 C2H2F3NO C 2H 2F 4 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 共2,2-dichloro-2-fluoroethoxy兲pentafluoro sulfur 38.5 Reference 关1968PLA/WIL兴 关79-04-9兴 ⌬ vH ⌬ vH ⌬ vH chloroacetyl chloride 共253–379兲 45.0 共301–380兲 40.8 共290–373兲 44.1 268 316 305 关79-43-6兴 ⌬fusH dichloroacetic acid 12.34 286.5 ⌬ vH 共317–468兲 332 A 关1987STE/MAL, 1947STU兴 关630-20-6兴 ⌬ vH ⌬ vH ⌬ vH 1,1,1,2-tetrachloroethane 45.7⫾ 0.1 共316–447兲 40.1 共332–403兲 39.2 298 331 347 C A 关1980MAJ/SVA兴 关1987STE/MAL, 1970DYK兴 关1949DRE/SHR, 1949DRE/MAR兴 关79-34-5兴 ⌬trsH ⌬fusH 1,1,2,2-tetrachloroethane 0.54 9.17 207.3 230.8 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共343–418兲 共377–419兲 共371–419兲 共377–418兲 358 392 394 398 415 298 343 313 319 EB A 共328–464兲 共298–403兲 共304–419兲 42.5 40.4 40.8 40.1 39 45.8⫾ 0.2 41.9 47.7 45.7 关51174-93-7兴 ⌬ vH bis共dichloromethyl兲 sulfide 共355–462兲 47.6 370 A 关503-20-8兴 ⌬ vH fluoroacetonitrile 共273–333兲 38.1 288 A, GS 关75-38-7兴 ⌬ vH ⌬ vH 1,1-difluoroethene 13.2 9.5 233 273 BG BG 关354-38-1兴 ⌬trsH ⌬trsH ⌬fusH trifluoroacetamide 5.58 11.5 1.34 336.9 347.6 388.9 ⌬subH ⌬subH 共288–329兲 共288–329兲 关811-97-2兴 ⌬trsH ⌬fusH 1,1,1,2-tetrafluoroethane 3.62 2.01 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共221–246兲 共279–363兲 55.7 81.0 77.7⫾ 1.4 23.7 26.4 25.0 23.8 22.7 22.0 302 298 A 关1996DOM/HEA兴 关1996DOM/HEA兴 C A 关2006TEO/BAR兴 关1987STE/MAL兴 关1984CAS/FRA兴 关1978SUN/VIS兴 关1977RAO/VIU兴 关1972LAY/WAD兴 关1987STE/MAL, 1970DYK兴 关1950MAT/SUM兴 关1930NEL兴 关1987STE/MAL兴 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关1955MEA/STA兴 关1955MEA/STA兴 关2000DI/TAN兴 I I 124.1 169.4 249 180 200 220 240 294 关1987STE/MAL, 1970DYK兴 关1959MCD/SHR兴 关1935KIR/POP兴 关1987STE/MAL, 1978BER/SPI兴 关1978BER/SPI兴 关1999ZHE/KAT兴 I 关2001KUL/DES兴 关1998BLA/KLI兴 关1998BLA/KLI兴 关1998BLA/KLI兴 关1998BLA/KLI兴 关1992ZHU/WU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-38 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 2F 4O 2S C 2H 2F 6P 2 C 2H 2F 8S C 2H 2I 2 C 2H 2I 2 C 2H 2O C 2H 2O 4 C2H3Br C2H3BrO C2H3BrO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关na兴 ⌬ vH fluorosulfurous acid, 2,2,2-trifluoroethyl ester 33.6 关462-57-7兴 ⌬ vH 1,2-bis-共trifluoromethyl兲 diphosphine 共233–292兲 33.8 277 关65227-29-4兴 ⌬ vH pentafluoro 共2,2,2-trifluoroethyl兲 sulfur 29.3 关590-26-1兴 ⌬ vH ⌬ vH cis 1,2-diiodoethylene 共302–425兲 46.5 共302–424兲 47.3 317 317 A 关590-27-2兴 ⌬subH trans 1,2-diiodoethylene 共253–265兲 40.7 258 ME ⌬ vH ⌬ vH 共350–403兲 共350–403兲 42.3 43.8 365 365 A 关1987STE/MAL, 1970DYK兴 关1950NOY/NOY兴 关463-51-4兴 ⌬ vH ketene 共159–224兲 20.4⫾ 0.1 209 A, MM 关1987STE/MAL, 1969RUE兴 关144-62-7兴 ⌬subH共␣兲 ⌬subH共兲 ⌬subH共␣兲 ⌬subH共兲 ⌬subH共␣兲 ⌬subH 共orthorhombic兲 ⌬subH 共monoclinic兲 ⌬subH ⌬subH oxalic acid 共anhydrous兲 共303–328兲 93.4 共310–325兲 93.3 98.5 92.5 共303–328兲 93.7⫾ 1.3 共311–325兲 97.9⫾ 2.2 298 318 共311–323兲 93.3 317 共292–320兲 共333–378兲 61.8 90.6 306 A GS 关1947GRA兴 关1926NOY/WEB兴 关593-60-2兴 ⌬ vH ⌬ vH ⌬ vH vinyl bromide 共224–319兲 共186–289兲 共207–285兲 27.3 24.8 26.9 239 274 270 A 关1987STE/MAL, 1970DYK兴 关1937GUY/SCH, 1984BOU/FRI兴 关1934MEH, 1984BOU/FRI兴 关506-96-7兴 ⌬ vH ⌬ vH acetyl bromide 共289–334兲 共275–333兲 29.5 31.4 304 290 A 关1987STE/MAL兴 关1969DEV/ONE兴 关79-08-3兴 ⌬fusH bromoacetic acid 13.9 319.2 DSC 关2001LAG/DIO兴 ⌬ vH 共327–481兲 57.2 342 A 关1987STE/MAL兴 83.5⫾ 3.0 298 ME 关2001LAG/DIO兴 ⌬subH C2H3Br3 C2H3Cl ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1975DEM/KOV2兴 A, SG 关1987STE/MAL, 1958MAH/BUR兴 关1978DEM/FOX兴 316 318 TE 关1987STE/MAL, 1970DYK兴 关1950NOY/NOY兴 关1933BRO/FRA, 1960JON, 1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983DEW/BOW兴 关1983DEW/BOW兴 关1975DEK/VAN兴 关1953BRA/COT, 1960JON兴 关1953BRA/COT, 1960JON兴 关78-74-0兴 ⌬fusH 1,1,2-tribromoethane 9.11 244 ⌬ vH ⌬ vH 共368–511兲 共305–461兲 50.5 52.9 383 321 关75-01-4兴 ⌬fusH vinyl chloride 4.92 119.3 关1996DOM/HEA兴 ⌬ vH 共243–288兲 22.7 265 关1967DAN/GOL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1991ACR兴 A 关1987STE/MAL, 1970DYK兴 关1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-39 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H3ClF2 C2H3ClF3N C2H3ClF3P C2H3ClO C2H3ClO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共213–273兲 共209–260兲 22.9 23.3 关75-68-3兴 ⌬fusH 1-chloro-1,1-difluoroethane 2.69 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共225–285兲 共248–390兲 240 263 233 273 313 353 EB A BG BG BG BG 关1993SIL/WEB兴 关1987STE/MAL, 1970DYK兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关16276-45-2兴 ⌬ vH N-chloro-N,1,1-trifluoroethanamine 共220–294兲 30.8 279 BG 关1987STE/MAL, 1967LUS兴 关4669-76-5兴 ⌬ vH chloromethyl共trifluoromethyl兲phosphine 共236–294兲 30.9 279 关75-36-5兴 ⌬ vH ⌬ vH acetyl chloride 共273–323兲 共267–324兲 关79-11-8兴 ⌬fusH ⌬fusH共␣兲 ⌬fusH共兲 chloroacetic acid ⌬subH ⌬subH C2H3Cl2F C2H3Cl3 C2H3Cl3 24.2 22.7 24.0 21.9 19.2 15.4 Tm 共K兲 258 245 Reference 关1967HAC/MAT兴 关1987STE/MAL, 1959MCD/SHR, 1970DYK兴 关1996DOM/HEA兴 关1987STE/MAL兴 288 282 16.3 16.3 13.93 334.8 334.3 329.2 DSC 关2001LAG/DIO兴 关1996DOM/HEA, 1991ACR兴 关1996DOM/HEA, 1991ACR兴 82.2⫾ 0.9 75.3⫾ 4.2 298 ME 关2001LAG/DIO兴 关1928STE/JOH, 1949DRE/MAR, 1970COX/PIL兴 61.1 56.8 55.7 351 392 411 A A 关1717-00-6兴 ⌬ vH ⌬ vH 1,1-dichloro-1-fluoroethane 共250–450兲 28.7 共270–312兲 27.8 265 285 关71-55-6兴 ⌬trsH ⌬trsH ⌬fusH 1,1,1-trichloroethane 0.21 7.45 1.88 205 223.6 240.1 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共295–372兲 共349–408兲 共399–487兲 共479–545兲 关79-00-5兴 ⌬fusH 1,1,2-trichloroethane 11.38 237.1 ⌬ vH ⌬ vH 共316–384兲 共316–384兲 298 331 32.3 30.5 29.4 29.5 32.5⫾ 0.1 32.4 37.6 32.5⫾ 0.1 33.4 33.4⫾ 0.1 40.1⫾ 0.6 38.6 310 364 414 494 298 344 211 298 279 284 A A 关1987STE/MAL兴 关1987STE/MAL, 1959MCD/SHR, 1970DYK兴 24.5 31.5 共336–463兲 共377–463兲 共396–460兲 共268–290兲 A 142.4 ⌬ vH ⌬ vH ⌬ vH 共196–298兲 Method EB 关1987STE/MAL兴 关1987STE/MAL, 1959MCD/SHR, 1970DYK兴 关1949DRE/SHR, 1949DRE/MAR兴 关1997DUA/HWA兴 关1992WEB兴 关1973AND/COU, 1996DOM/HEA兴 A A A A C C C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/SVA兴 关1977RAO/VIU兴 关1973AMB/SPR兴 关1972LAY/WAD, 1971MAN/RIN兴 关1944RUB/LEV兴 关1944RUB/LEV兴 关1996DOM/HEA兴 A 关2007VAR/DRU兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-40 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H3Cl3O C2H3Cl3O2 C 2H 3F C2H3FN2O5 C2H3FO C2H3FO2 C2H3FO2 C 2H 3F 3 C 2H 3F 3N 2 C 2H 3F 3O C 2H 3F 3O C 2H 3F 3O 2S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共302–428兲 共323–386兲 40.2⫾ 0.1 40.3⫾ 0.1 38.2 38.3 298 298 317 338 关115-20-8兴 ⌬fusH 2,2,2-trichloroethanol 10.05 290.6 关302-17-0兴 ⌬subH chloral hydrate 共263–319兲 50.9 291 A 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH 共300–348兲 共325–370兲 共263–369兲 38.4 49.6 51.5 324 340 278 EB A 关1994WIB/MOR兴 关1987STE/MAL兴 关1947STU兴 关75-02-5兴 ⌬ vH vinyl fluoride 共124–201兲 16.6 186 A 关1987STE/MAL, 1947STU兴 关17003-75-7兴 ⌬subH 2-fluoro-2,2-dinitroethanol 55.6⫾ 2.1 ⌬ vH 共313–373兲 55.7 343 关557-99-3兴 ⌬ vH acetyl fluoride 共195–281兲 14.3 266 关78948-09-1兴 ⌬ vH acetyl hypofluorite 共209–253兲 35.6⫾ 2.4 231 关144-49-0兴 ⌬ vH ⌬ vH fluoroacetic acid 共293–443兲 共293–443兲 308 308 关420-46-2兴 ⌬fusH 1,1,1-trifluoroethane 6.19 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共236–280兲 共236–280兲 共236–280兲 共236–280兲 共174–226兲 52.3 53.6 18.1 17.5 16.7 15.9 18.9 16.4 13.8 8.7 20.5 19.2⫾ 0.1 Method C C Reference 关1980MAJ/SVA兴 关1972LAY/WAD兴 关1987STE/MAL, 1970DYK兴 关1949DRE/SHR, 1949DRE/MAR兴 关1997JEN/SAN兴 关1977PED/RYL, 1968BAR/CAR兴 关1968BAR/CAR兴 A 关1987STE/MAL兴 关1985APP/MEN兴 A T 关1987STE/MAL, 1970DYK兴 关1955JAS/MIL兴 关1991ACR兴 161.9 240 250 260 270 233 273 303 333 211 224 EB EB EB EB BG BG BG BG C 关1996WEB/DEF兴 关1996WEB/DEF兴 关1996WEB/DEF兴 关1996WEB/DEF兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关1944RUS/GOL兴 关1944RUS/GOL兴 关690-21-1兴 ⌬ vH 1,1,1-trifluoroazomethane 共240–273兲 26.4 258 A 关1987STE/MAL兴 关421-14-7兴 ⌬ vH trifluoromethyl methyl ether 共233–313兲 22.5 248 A 关1992SAL/WAN兴 关75-89-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2,2-trifluoroethanol 共276–302兲 45.9 共298–328兲 44.0 共298–328兲 41.5 共273–298兲 44.5 289 313 313 285 A A MM MM 关30957-42-7兴 ⌬ vH methanesulfinic acid, trifluoromethyl ester 31.8 346 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1973ROC/SYM兴 关1967MEE/GOL兴 关1971SAU/SHR2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-41 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 3F 5O 3S C 2H 3F 5S C2H3IO C2H3IO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关60672-60-8兴 ⌬ vH 共ethaneperoxoato兲 pentafluoro sulfur 共217–377兲 36.2 297 关1999DYK/SVO, 1976HOP/DES兴 关865-54-3兴 ⌬ vH vinylsulfur pentafluoride 28.5 314 关1961CAS/RAY2兴 关507-02-8兴 ⌬ vH acetyl iodide 共276–302兲 37.1 289 关64-69-7兴 ⌬fusH iodoacetic acid 15.5 355.1 DSC 关2001LAG/DIO兴 298 ME 关2001LAG/DIO兴 ⌬subH C 2H 3N C2H3NO C2H3NO3 C2H3NO5 C2H3NS C2H3NS C 2H 3N 3 acetonitrile ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共302–353兲 共288–362兲 共314–355兲 共299–343兲 共273–323兲 共280–300兲 Tm 共K兲 Method A Reference 关1987STE/MAL, 1969DEV/ONE兴 0.9 8.17 216.9 229.3 33 33 33.8 33.3 34.8 34.2 33.9 298 298 303 329 315 288 290 关624-83-9兴 ⌬ vH ⌬ vH methyl isocyanate 共265–308兲 29.9 共253–310兲 31.7 280 268 A A 关471-47-6兴 ⌬subH ⌬subH oxalic acid, monoamide 108.9⫾ 2.1 共355–363兲 107.9 298 359 ME ME 关2278-22-0兴 ⌬ vH acetyl nitro peroxide 共277–330兲 34.6 292 A 关1987STE/MAL兴 关556-64-9兴 ⌬ vH methyl thiocyanate 共259–406兲 40.7 274 A 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关556-61-6兴 ⌬subH methyl isothiocyanate 共238–293兲 31.5 266 A 关1947STU兴 ⌬ vH ⌬ vH 共309–392兲 共283–323兲 324 298 A 关1987STE/MAL, 1999DYK/SVO兴 关1935BAU/BUR, 1984BOU/FRI兴 关288-88-0兴 ⌬fusH ⌬fusH 1,2,4-triazole 关595-86-8兴 ⌬trsH ⌬fusH ⌬subH C 2H 3N 3O 7 86.5⫾ 1.0 关75-05-8兴 ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C 2H 3N 3O 6 ⌬transHm 共kJ mol−1兲 关918-54-7兴 37.4 37.3 16.1 10.76⫾ 0.08 80.7⫾ 0.5 84.0⫾ 0.7 80.6⫾ 0.5 84.1 关1996DOM/HEA兴 EB A, EB BG 关2004ANT/GAL兴 关1983AN/MAN兴 关1974DOJ/HEI兴 关1987STE/MAL, 1971MEY/REN兴 关1971HAL/BAL兴 关1968KUS/MIS兴 关1965PUT/MCE兴 关1987STE/MAL兴 关1987STE/MAL兴 关1988NUN/BAR兴 关1953BRA/CLE2, 1960JON, 1987STE/MAL兴 关1996DOM/HEA兴 关1999SAB/PER兴 393.5 393.3 298 298 C ME 关1999SAB/PER兴 关1989JIM/ROU兴 关1985SKI/PIL兴 关1961ZIM/GEI兴 311.7 329.2 DSC 关1969ROS, 1969ROS/HOL兴 1,1,1-trinitroethane 4.6 11.72 72.0⫾ 8.8 298 关1999MIR/VOR兴 2,2,2-trinitroethanol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-42 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 17.99 2.72 312.5 344.9 关1969ROS/HOL兴 3.35 104 关1996DOM/HEA兴 ⌬trsH ⌬fusH C 2H 4 C2H4BrCl C2H4BrCl C2H4Br2 C2H4Br2 关74-85-1兴 ⌬fusH Method Reference ethylene ⌬subH ⌬subH 共79–104兲 共77–103兲 18.4 15.0 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共252–282兲 共170–273兲 共120–170兲 共169–211兲 共209–254兲 共120–182兲 共150–190兲 共148–174兲 共124–171兲 14.0 13.7 14.4 13.7 13.6 14.1 14.0 14.3 14.4 267 258 155 196 239 167 175 161 156 A A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1950MIC/WAS兴 关1940LAM/ROP兴 关1937EGA/KEM兴 关593-96-4兴 ⌬ vH ⌬ vH 1-bromo-1-chloroethane 共290–356兲 33.1 共237–356兲 46.7 305 252 A 关1987STE/MAL兴 关1947STU兴 关107-04-0兴 ⌬trsH ⌬fusH 1-bromo-2-chloroethane 3.1 9.62 182 256.4 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共244–379兲 关557-91-5兴 ⌬ vH 1,1-dibromoethane 共301–421兲 39.6 关106-93-4兴 ⌬trsH ⌬fusH 1,2-dibromoethane ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 37.6⫾ 0.1 37.3⫾ 0.1 36.9⫾ 0.1 36.6⫾ 0.1 36.4⫾ 0.1 39.5 91.5 关1996DOM/HEA兴 C C C C C 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1947STU兴 316 E 关1987STE/MAL, 1956MAN, 1970DYK兴 249.5 283 共229–248兲 共251–281兲 54.8 49.8 239 258 共331–426兲 共283–323兲 共325–403兲 41.7⫾ 0.8 42.4 41.7⫾ 0.8 41.7⫾ 0.1 41.7⫾ 0.1 41.6⫾ 0.1 41.5⫾ 0.1 41.4⫾ 0.1 41.8 40.0 37.4 49.6 39.6 41.8 31.1 298 298 298 308 315 323 330 338 298 331 419 291 340 300 261 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1987STE/MAL, 1951TIC/LOS兴 关1982MEN兴 308 315 323 330 338 1.94 10.94 共283–317兲 共316–488兲 共404–578兲 共285–298兲 共325–404兲 共283–317兲 共246–404兲 A,MS 关1996DOM/HEA兴 A C C C C C A A A MM,A 关1948NIT/SEK兴 关1948NIT/SEK, 1947STU, 1987STE/MAL兴 关2007VAR/DRU兴 关1994GRA/PER兴 关1993VAR/PUC兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1957CAL兴 关1949DRE/SHR, 1949DRE/MAR兴 关1948NIT/SEK兴 关1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-43 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H4ClF C2H4ClN3 C2H4Cl2 C2H4Cl2 C2H4Cl2S C 2H 4D 2O 2 C2H4FNO3 C 2H 4F 2 C2H4F3NS C2H4F3OP CAS Reg No Compound Enthalpy Temp 共K兲 Range 关762-50-5兴 ⌬ vH 1-chloro-2-fluoroethane 共288–327兲 32.1 303 A 关1987STE/MAL兴 关53422-48-3兴 ⌬ vH 1-chloro-2-azidoethane 共273–333兲 43.8 288 A 关1987STE/MAL兴 关75-34-3兴 ⌬fusH 1,1-dichloroethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共326–345兲 共323–535兲 共363–535兲 ⌬transHm 共kJ mol−1兲 7.87 共234–290兲 共213–330兲 共258–365兲 33.5 29.2 28.2 30.6⫾ 0.1 31.9 34.4 32.2 关107-06-2兴 ⌬fusH 1,2-dichloroethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共299–356兲 8.83 共356–558兲 共279–374兲 共368–524兲 共523–561兲 共301–357兲 共279–434兲 共243–372兲 35.2⫾ 0.4 34.4 35.1⫾ 0.1 31.1 34.8 31.1 40.8 34.7 35.2⫾ 0.1 34.8 34.7 37.5 Tm 共K兲 Method A A C E 298 298 298 371 294 383 538 316 298 294 GC C A A A A C 258 bis共chloromethyl兲 sulfide 共320–430兲 45.1 335 关na兴 ⌬fusH dihydroxyethane-d2 9.75 258.8 关763-97-3兴 ⌬ vH 2-fluoroethyl nitrate 共273–333兲 38.3 288 关75-37-6兴 ⌬fusH 1,1-difluoroethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共218–248兲 共303–333兲 共219–273兲 共250–386兲 共193–275兲 关62067-12-3兴 ⌬ vH 1,1,1-trifluoro-N-methyl methanesulfenamide 共223–294兲 33.6 279 关6395-71-7兴 共trifluoromethyl兲phosphinous acid, methyl ester 1.57 154.6 22.7 22.1 23.3 21.8 22.1 21.8 20.4 17.8 12.9 23.8 249 318 234 265 260 233 273 313 353 232 关1987GAR/TRE兴 关1987STE/MAL兴 关1987STE/MAL兴 关1972LAY/WAD兴 关1956LI/PIT兴 关1947STU兴 关1987STE/MAL, 1956MAN, 1970DYK兴 关1996DOM/HEA兴 237.2 关3592-44-7兴 ⌬ vH 共161–247兲 关1991ACR兴 176.2 336 338 378 298 275 228 273 Reference A 关2007VAR/DRU兴 关1994CAR/LAY兴 关1989AN/HU兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982GUT/KNA兴 关1980MAJ/SVA兴 关1987STE/MAL, 1970DYK兴 关1956KIR, 1938EFT兴 关1929PEA/PET兴 关1987STE/MAL, 1999DYK/SVO兴 关1967NIK/RAB兴 GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关1998MAG兴 I EB A A, E BG BG BG BG A 关2001KUL/DES兴 关1999LIM/PAR兴 关1993SIL/WEB兴 关1987STE/MAL兴 关1987STE/MAL, 1970DYK, 1956MAN兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关1955MEA/STA兴 关1947STU兴 关1987STE/MAL, 1960EME/NAB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-44 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H4F3OP C2H4F6OS C 2H 4I 2 C 2H 4N 2O 2 C 2H 4N 2O 2 C 2H 4N 2O 4 C 2H 4N 2O 6 C 2H 4N 2S 2 C 2H 4N 4 C 2H 4N 4 C 2H 4N 4 C 2H 4N 4 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共194–291兲 29.4 关26348-89-0兴 ⌬ vH methyl共trifluoromethyl兲phosphine oxide 共305–322兲 50.7 313 关na兴 ⌬ vH pentafluoro共2-fluoroethoxy兲 sulfur 共290–364兲 39.3 305 关624-73-7兴 ⌬subH 1,2-diiodoethane 65.7⫾ 4.1 ⌬ vH ⌬ vH 共371–526兲 关628-36-4兴 ⌬subH ⌬subH diformylhydrazine 共340–373兲 205.1⫾ 0.7 共370–403兲 100.8 关471-46-5兴 ⌬trsH ⌬trsH ⌬trsH oxamide 49.8 47.7 Tm 共K兲 276 共370–398兲 共353–369兲 关600-40-8兴 ⌬ vH 1,1-dinitroethane 共303–363兲 51.0 关628-96-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethylene glycol dinitrate 共283–535兲 70.5 共343–465兲 55.3 共240–298兲 68.3 共278–390兲 62.3⫾ 0.4 共293–323兲 68.6⫾ 0.4 关628-96-6兴 ⌬subH ⌬subH ⌬subH dithiooxamide 关461-58-5兴 ⌬trsH ⌬fusH dicyandiamide ⌬subH 共420–450兲 关16681-77-9兴 ⌬fusH 1-methyltetrazole ⌬subH 共282–311兲 关16681-78-0兴 ⌬fusH 2-methyltetrazole 关4076-36-2兴 ⌬fusH 5-methyltetrazole ⌬subH 共323–418兲 117.3⫾ 1.2 115.8 113 共345–372兲 共360–378兲 关1987STE/MAL兴 关1970BUR/KAN兴 A 关1987STE/MAL, 1962WIL/CAD, 1999DYK/SVO兴 298 386 GC A 关1994CAR/LAY兴 关1987STE/MAL, 1970DYK兴 356 ME 关1980LEB/KAL兴 关1956SUZ/ONI, 1960JON兴 DSC 关2006BAD/DEL兴 关1988NUN/BAR兴 关1983DEW/VAN兴 关1953BRA/CLE, 1960JON, 1970COX/PIL兴 298 387 361 TE,ME TE,ME ME 318 A 关1987STE/MAL兴 298 358 255 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1977PEL兴 关1941BEL兴 关1938BRA兴 103.8 105.1 105.4 298 361 369 TE,ME TE,ME ME 2.98 22.96 269.5 487.6 128.7 436 15.7 315 86.7⫾ 1.9 关1988NUN/BAR兴 关1983DEW/VAN兴 关1953BRA/CLE2, 1960JON, 1987STE/MAL兴 关1997ZHA/TAN兴 TE,ME 关1983DEW/VAN兴 关1990KOZ/SIM3兴 ME 关1990KOZ/SIM兴 12.37 286 关1990KOZ/SIM3兴 16.0 418 关1990KOZ/SIM3兴 93.8⫾ 0.5 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A Reference 关1954ABR/DAV, 1970COX/PIL兴 1.88 356.2 3.56 455.5 6.24 494.3 Note: decomposed prior to melting ⌬subH ⌬subH ⌬subH Method ME 关1990KOZ/SIM兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-45 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 4N 4 C 2H 4O C 2H 4O C 2D 4O C2H4OS C 2H 4O 2 共C2H4O2兲2 C 2H 4O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关61-82-5兴 ⌬fusH 1H-1,2,4-triazol-3-amine 21.93 关75-07-0兴 ⌬trsH ⌬fusH acetaldehyde ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共293–377兲 共293–345兲 共272–294兲 共293–377兲 共273–307兲 关75-21-8兴 ⌬fusH ethylene oxide 共oxirane兲 5.17 160.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共283–385兲 共239–284兲 共223–284兲 共268–313兲 25.9 26.8 26.8 26.9 298 269 269 290 关6552-57-4兴 ⌬ vH ethylene oxide-d4 oxide 共230–273兲 27.6 258 关1952LEI/MOR, 1984BOU/FRI兴 关507-09-5兴 ⌬ vH thioacetic acid 共307–360兲 35.2 333 关1999DYK/SVO兴 关64-19-7兴 ⌬fusH ⌬fusH ⌬fusH acetic acid 11.72 10.83 11.52 298.7 289.8 283.7 关1996DOM/HEA, 1982MAR/AND兴 关1911LOU/DUP兴 关1910MEY兴 ⌬subH ⌬subH 共213–230兲 共213–230兲 67.3⫾ 1 70⫾ 1 223 213 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬vH 共monomer兲 ⌬ vH ⌬ vH ⌬ vH 共320–395兲 共345–383兲 共303–378兲 共391–550兲 共290–396兲 共391–447兲 共437–535兲 共525–593兲 40.9 39.1 50.3 37.9 42.0 38.7 38.1 38.8 43.0 41.6 23.3⫾ 0.1 51.6⫾ 1.6 40.3 41.6 335 360 298 406 305 406 452 540 308 304 298 298 340 318 关na兴 ⌬subH ⌬subH acetic acid dimer 共213–230兲 70.2⫾ 1 共213–230兲 68.9⫾ 1 关107-31-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl formate 共279–305兲 共305–443兲 共289–392兲 共325–391兲 共303–399兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 428.3 关1990DON/DRE兴 2.31 1.72 149.8 242.9 关1996DOM/HEA兴 26.0 26.3 27.6 26.9 27.0 308 308 283 298 307 29.6 28.4 28.7⫾ 0.1 27.9⫾ 0.1 A A EB 关1987STE/MAL兴 关1977KIM/KIM兴 关1987STE/MAL, 1970DYK兴 关1963BUL/SER, 2003VER/KRA2兴 关1950COL/POP兴 关1996DOM/HEA兴 A A A TE,ME TE,ME 关1987STE/MAL兴 关1987STE/MAL, 1959MCD/SHR, 1970DYK兴 关1987STE/MAL, 1949GIA/GOR兴 关1937MOO/KAN兴 关1978CAL/CAL兴 关1978CAL/CAL兴 MM 关2001VER/VAZ兴 关2001MUN/KRA兴 关2000VER2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983TAM/DRA兴 关1987STE/MAL, 1970DYK兴 关1970KON/WAD兴 关1970KON/WAD兴 关1959MCD/SHR兴 关1954POR/RIT兴 213 213 TE ME 关1978CAL/CAL兴 关1978CAL/CAL兴 292 320 293 305 A A C C 关1987STE/MAL兴 关1987STE/MAL兴 关1976CIH/HYN兴 关1976CIH/HYN兴 EB CGC A A A A A A C C J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-46 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 4O 2 C 2H 4O 2S C 2H 4O 3 C 2H 4O 3 C 2H 4O 3 C 2H 4O 3 C 2H 4S C2H5Br C2H5BrO C2H5Cl C2H5ClO C2H5ClO C2H5ClO2S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH 共261–305兲 共294–304兲 27.4⫾ 0.1 30.1 U 52.7 313 283 299 关141-46-8兴 ⌬ vH hydroxyacetaldehyde 共273–304兲 70⫾ 5 288 关68-11-1兴 ⌬ vH mercaptoacetic acid 共333–427兲 56.8 348 A 关1987STE/MAL, 1999DYK/SVO兴 关289-14-5兴 ⌬ vH ethylene ozonide 共273–289兲 34.8 281 A 关1987STE/MAL, 1956GAR/SCH兴 关79-14-1兴 ⌬ vH hydroxyacetic acid 共350–375兲 51.8 362 A 关1987STE/MAL兴 关79-21-0兴 ⌬ vH peroxyacetic acid 共273–383兲 44.2 288 A 关1987STE/MAL, 1970DYK兴 关7456-87-3兴 ⌬subH methyl hydrogen carbonate 共204–237兲 18.2⫾ 1.6 220 关420-12-2兴 ⌬ vH ⌬ vH ethylene sulfide 共291–361兲 关74-96-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl bromide 共334–504兲 共326–454兲 共452–503兲 Method C BG Reference 关1976CIH/HYN兴 关1971HAL/BAL兴 关1928NEL, 1984BOU/FRI兴 关2010PET/REY兴 关1973BEH/GAT兴 30.5 30.3 306 298 A 关1987STE/MAL, 1952GUT/SCO2, 1999DYK/SVO兴 关1971WIL/ZWO兴 共225–333兲 26.9 26.6 31.0 27.6⫾ 0.1 27.0⫾ 0.1 26.2⫾ 0.1 30.6 349 341 467 305 312 323 240 A A A C C C E 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 ⌬ vH 共301–348兲 27.9 316 关540-51-2兴 ⌬ vH 2-bromoethanol 54.1⫾ 0.4 298 关75-00-3兴 ⌬fusH ethyl chloride ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共285–344兲 共334–413兲 共403–460兲 共207–305兲 共218–285兲 关107-07-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloroethanol 关107-30-2兴 ⌬ vH methyl共chloromethyl兲 ether 共290–332兲 32.2 关594-44-5兴 ethane sulfonyl chloride 共328–401兲 共323–363兲 共363–403兲 共269–401兲 关1930ZMA, 1984BOU/FRI兴 C 关2007BER/MIN兴 关1991ACR兴 4.45 134.8 25.1 24.4 24.4 27.8 25.9 24.8 300 349 418 222 270 48.3⫾ 0.4 43.3 46.9 39.1 45.7 298 343 338 378 284 C A 关2007BER/MIN兴 关1987STE/MAL兴 关1973GOT/MEN兴 关1973GOT/MEN兴 关1947STU兴 305 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A A A, E C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 关1948GOR/GIA兴 关1926YAT兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-47 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H5Cl2P C2H5Cl2OP C 2H 5F C2H5FO C2H5FO3S C 2H 5F 2N C2H5F3NP C 2H 5I C2H5IO C 2H 5N C2H5NO C2H5NO CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH ⌬ vH 共349–449兲 共233–263兲 47.7 56.4 364 248 A 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关1498-40-4兴 ⌬ vH dichloroethyl phosphine 共313–385兲 36.8 328 A 关1987STE/MAL兴 关1066-50-8兴 ⌬ vH ethylphosphonic acid dichloride 42.7⫾ 4.2 关353-36-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl fluoride 共200–235兲 共275–353兲 共235–280兲 共343–375兲 共170–255兲 共173–251兲 共156–241兲 20.7 20.2 20.5 20.7 U 4.2 20.8 22.0 236 290 265 358 240 236 226 I A A A 关371-62-0兴 ⌬ vH 2-fluoroethanol 共273–333兲 44.1 288 GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关371-69-7兴 ⌬ vH ethyl fluorosulfonate 共273–333兲 38.5 288 GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关758-18-9兴 ⌬ vH ⌬ vH N,N-difluoroethylamine 共241–259兲 27.3 25.7 250 288 A 关1987STE/MAL兴 关1960FRA兴 关4669-74-3兴 ⌬ vH methyl共trifluoromethyl兲 phosphinic acid amide 共238–294兲 36.8 279 关75-03-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl iodide 共313–353兲 关151-56-4兴 ⌬ vH 2-iodoethanol 关151-56-4兴 ⌬ vH aziridine 共274–303兲 关107-29-9兴 ⌬ vH acetaldehyde oxime 共288–388兲 48 关60-35-5兴 ⌬fusH acetamide ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH 共249–369兲 共219–345兲 共254–293兲 共303–333兲 关1956NEA/WIL, 1982PIL/SKI兴 E 关2001KUL/DES兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975IWA/DAT兴 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 关1947STU兴 关1987STE/MAL兴 关1995CHI/HOS兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS兴 关1947STU兴 关1944MIL2兴 关1929SMY/ENG兴 31.7 31.9⫾ 0.1 33.6 34.7 32 31.7 298 298 264 234 278 318 CGC C E 57.0⫾ 0.2 288 C 关2007BER/MIN兴 34.9 288 A 关1987STE/MAL兴 303 A 关1987STE/MAL兴 15.6 关1996DOM/HEA兴 353 共298–349兲 共293–306兲 78.5⫾ 0.3 77.8 77.2 78.7⫾ 0.3 80.3⫾ 1 80.3⫾ 1.3 77.4⫾ 0.4 U 57.2 298 298 323 300 C GS 共381–492兲 63.8 396 A 共273–293兲 Reference 284 298 TE,ME 关1998PRI/HAW兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关1975BAR/PIL, 1977PED/RYL兴 关1971MOR2兴 关1965WAD兴 关1959DAV/JON2, 1987STE/MAL兴 关1952AIH兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-48 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C2H5NO C2H5NO2 C2H5NO2 C2H5NO2 C2H5NO2 C2H5NO3 C2H5NS CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共338–495兲 60.9 关123-39-7兴 ⌬trsH ⌬fusH N-methylformamide 1.23 10.44 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共340–440兲 共340–440兲 共310–391兲 关109-95-5兴 ⌬ vH ⌬ vH ethyl nitrite 共252–276兲 关598-55-0兴 ⌬fusH methyl carbamate ⌬subH 共287–305兲 74.5⫾ 0.8 296 GS 关1959DAV/JON兴 ⌬ vH 共333–388兲 45.7 348 A 关1987STE/MAL兴 关79-24-3兴 ⌬fusH nitroethane 9.85 183.7 ⌬ vH ⌬ vH ⌬ vH 共324–388兲 共252–387兲 38.6 41.3 38 339 267 EB 关56-40-6兴 ⌬subH ⌬subH ⌬subH ⌬subH glycine 共408–431兲 共325–425兲 共413–450兲 共453–471兲 136.5⫾ 2 U 96.2⫾ 4 138.1⫾ 4.6 136.4⫾ 4.0 419 375 298 462 TE,ME LE C ME ⌬subH 共412–417兲 130.5⫾ 2 414 ME 关625-58-1兴 ⌬fusH ethyl nitrate ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共273–361兲 共273–343兲 共273–333兲 关62-55-5兴 ⌬fusH thioacetamide 共369–472兲 ⌬subH ⌬subH C 2H 5N 3 C 2H 5N 3O C 2H 5N 3O 2 Tm 共K兲 Method Reference 353 关1947STU兴 228.1 270.6 关1999AHL/LOH兴 53.8 54.4⫾ 1.3 54.5 56.2 53.4 355 298 325 298 384 A A A 关1996USH/SED兴 关1996USH/SED兴 关1987STE/MAL兴 关1985BAR/CAS, 1986VAR兴 关1987STE/MAL, 1961HEI/ILA, 1970DYK兴 25.7 27.8 264 A 16.7 328.6 8.53 178.6 37 37.3 37 38.5 288 288 288 18.36 385.7 关1987STE/MAL, 1937THO/DAI兴 关1934GOO兴 关1996DOM/HEA兴 关1996DOM/HEA兴 关1987STE/MAL, 1956TOO, 1970DYK兴 关1947STU兴 关1934GOO兴 关1979DEK/VOO兴 关1977GAF/PIE兴 关1977NAG/SAB兴 关1965SVE/CLY, 1970COX/PIL, 1964CLY/SVE, 1989CHI/GRO兴 关1959TAK/CHI兴 关1996DOM/HEA兴 A 关1987STE/MAL, 1970DYK兴 关1957GRA/PRA兴 关1956GRA/PRA兴 关1934GOO兴 关1990DON/DRE兴 83.3⫾ 0.3 82.8⫾ 0.3 298 298 C C 关1982INA/MUR, 1985MUR/SAK兴 关1982SAB/TOR兴 31.5 28.9 308 268 A A 关1987STE/MAL, 1970DYK兴 关1987STE/MAL, 1964GEI/KON, 1984BOU/FRI兴 关871-31-8兴 ⌬ vH ⌬ vH azidoethane 共296–320兲 共253–298兲 关1517-05-1兴 ⌬ vH 2-azidoethanol 关na兴 ⌬ vH bis共nitrosomethyl兲amine 共276–426兲 43.5 关1997KOR/API兴 33.9⫾ 1.3 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 291 关1987STE/MAL, 1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-49 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 5N 5 C 2H 5N 5 C 2H 6 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关5422-44-6兴 ⌬subH 1-methyl-5-aminotetrazole 共379–438兲 116.4⫾ 1.7 ME 关1990KOZ/SIM兴 关6154-04-7兴 ⌬subH 2-methyl-5-aminotetrazole 共310–373兲 90.6⫾ 1.1 ME 关1990KOZ/SIM兴 关74-84-0兴 ⌬fusH ⌬trsH ⌬fusH ethane ⌬subH ⌬subH 共80–90兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共273–305兲 共154–185兲 共95–129兲 共185–229兲 共228–274兲 共91–144兲 共136–200兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 2.79 2.28 0.58 89.5 89.8 90.3 22.6 20.5 85 90 15.3 15.7 17.7 14.9 14.9 17.1 14.7 14.7 15.3 288 170 114 214 259 129 210 184 185 Method Reference 关1996DOM/HEA兴 关1976ATA/CHI兴 B A A A A A 关1972REG兴 关1963BON兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1973CAR/KOB兴 关1971WIL/ZWO兴 关1937WIT/KEM兴 关1926LOO/WAL兴 C2H6BrF4NS 关63324-17-4兴 ⌬ vH bromotetrafluoro共N-methylmethanaminato兲 sulfur 38.1 372 I 关1977KIT/SHR2兴 C2H6ClF4NS 关63324-16-3兴 ⌬ vH chlorotetrafluoro共N-methylmethanaminato兲 sulfur 36 359 I 关1977KIT/SHR2兴 关811-62-1兴 ⌬subH chlorodimethyl phosphine 共233–268兲 55.5 253 关1987STE/MAL, 1958BUR/SLO兴 ⌬ vH 共273–306兲 288 关683-85-2兴 ⌬ vH 共dimethylamino兲dichlorophosphine 40.8⫾ 0.7 298 STG 关1995ALM/FIN2兴 关16672-87-0兴 ⌬fusH 2-chloroethylphosphonic acid 14.79 347.9 DSC 关1990DON/DRE兴 关14722-43-1兴 ⌬ vH fluorodimethylamine 共249–273兲 29.9 261 A 关1987STE/MAL兴 关5954-50-7兴 ⌬ vH dimethylfluorophosphate 共273–333兲 44.4 288 A, GS 关814-97-1兴 ⌬ vH 共dimethylamino兲difluorophosphine 共263–313兲 29.3 288 关22519-52-4兴 ⌬ vH 共dimethylaminato兲trifluorooxo sulfur 共313–357兲 44.9 335 关3880-03-3兴 ⌬ vH 共dimethylamino兲 sulfur trifluoride 共296–327兲 40.5 311 关2353-98-2兴 ⌬ vH 共dimethylamino兲 tetrafluorophosphorane 37.1 关503-28-6兴 ⌬ vH ⌬ vH azomethane 共195–273兲 共209–236兲 C2H6ClP C2H6Cl2NP C2H6ClO3P C2H6FN C2H6FO3P C2H6F2NP C2H6F3NOS C2H6F3NS C2H6F4NP C 2H 6N 2 32.9 26.4 25.3 258 222 A I 关1987STE/MAL, 1958BUR/SLO兴 关1987STE/MAL, 1948RED/CHA4兴 关1964CAV兴 关1968GLE/VON2兴 A 关1987STE/MAL, 1999DYK/SVO兴 关1966BRO/FRA兴 A A 关1987STE/MAL兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-50 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 6N 2 C 2H 6N 2O C 2H 6N 2O 2 C 2H 6N 2O 2 C 2H 6N 2O 2 C 2H 6N 2S CAS Reg No Compound Enthalpy Temp 共K兲 Range 关na兴 ⌬ vH methylammonium cyanide 共251–295兲 49.1 关598-50-5兴 ⌬fusH ⌬fusH ⌬fusH N-methylurea ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共331–365兲 共322–371兲 共322–371兲 关4164-28-7兴 ⌬subH N-methyl-N-nitromethanamine 共315–324兲 69.9 319 关4164-28-7兴 ⌬fusH N-nitro-N-methylaminomethane 37.66 327 关4164-28-7兴 ⌬fusH 2-nitro-2-azapropane 17.26 关598-52-7兴 ⌬fusH N-methylthiourea 12.5 16.6 14.06 C 2H 6N 4O 4 C 2H 6O C 2H 6O 95.5⫾ 0.5 96.9⫾ 1.2 96.8⫾ 1.2 94.4⫾ 0.8 94.4⫾ 0.84 97.1⫾ 0.4 94.9⫾ 0.6 93.3⫾ 1.2 87.3 99.3⫾ 0.7 Tm 共K兲 280 19.46 112.9⫾ 3 111⫾ 3.0 Method A Reference 关1987STE/MAL, 1973DIE/MAR兴 372 375 378.1 DSC DSC 关2005HAS/TAJ兴 关1995FER/DEL兴 关1990KAB/MIR2兴 298 347 350 350 343 298 337 355 348 GS ME ME C C E 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1993KOZ/KAB兴 关1993KOZ/KAB兴 关1990KAB/MIR兴 关1990PIA/FER, 1987FER/DEL2兴 关1987FER/DEL2兴 关1986KRA/KOZ2兴 关1982AIR/CHA兴 DBM 关1952BRA/COT, 1977PED/RYL兴 78.2 ⌬subH ⌬subH C 2H 6N 2S ⌬transHm 共kJ mol−1兲 331.5 C TE 关1987OYU/BRI兴 DSC 关1997ZEM兴 关2000DEL/JOZ兴 392.4 298 381 ME TE A 关2000DEL/JOZ兴 关1994FER/MAR兴 关13849-02-0兴 ⌬ vH sulfur diimide, dimethyl 共248–298兲 37.2 263 关505-71-5兴 ⌬fusH N , N⬘-dinitroethanediamine 29.5 450 关1987OYU/BRI兴 关115-10-6兴 ⌬fusH dimethyl ether 131.7 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共183–265兲 共180–249兲 共293–360兲 共349–400兲 共241–303兲 共171–248兲 共171–248兲 共195–248兲 关64-17-5兴 ⌬trsH ⌬fusH ethanol ⌬ vH ⌬ vH 共311–351兲 共298–348兲 4.94 22.6 22.8 21.2 21.1 22.2 18.5 21.4 22.7 21.5⫾ 0.1 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 250 234 308 364 256 298 248 233 248 A A A A A C 关1987STE/MAL, 1999DYK/SVO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1941KEN/SAG兴 关1941KEN/SAG兴 3.14 4.64 111.4 158.8 关1996DOM/HEA兴 41.7 41.7 326 298 关2010MEJ/SEG兴 关2004NAS/ZIM兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-51 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C2H6OS C2H6OS C 2H 6O 2 共323–357兲 共309–343兲 共309–343兲 共342–357兲 共320–359兲 共210–271兲 共193–223兲 共320–359兲 共349–374兲 共370–464兲 共459–514兲 共292–353兲 共243–303兲 共271–373兲 共293–366兲 共288–348兲 共298–351兲 共286–351兲 ⌬transHm 共kJ mol−1兲 38.9 39.3 40.7 42.4 40.5 35.2 30.6 25.7 21.8 17.3 14.2 40.9 40.4 40.2 39.4 38.8 41.3 45.6 44 41.3 40.1 39.1 36.1 42.5 42.3 42.9 42.26⫾ 0.02 41.0⫾ 0.1 40.0⫾ 0.1 38.7⫾ 0.1 42.5 42.4 42.3⫾ 0.1 42.2⫾ 0.1 42.2 40.0 54.1 Tm 共K兲 338 321 298 357 393 423 453 473 493 503 320 328 335 344 351 335 256 208 335 361 385 474 307 298 286 298 320 335 351 308 303 298 298 313 351 301 Method EB EB C C C C C C C C C C C A A A A A A A A C C C C A, EB C C Reference 关1999FAT兴 关1999AUC/LOR兴 关1995DIO/SAN兴 关1995DIO/SAN兴 关1990ORT/SUS兴 关1989VIN/WOR兴 关1989VIN/WOR兴 关1989VIN/WOR兴 关1989VIN/WOR兴 关1989VIN/WOR兴 关1989VIN/WOR兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983SCH/STR兴 关1973WIL/ZWO兴 关1971POL/BEN兴 关1970COU/FEN兴 关1970COU/FEN兴 关1970COU/FEN兴 关1987STE/MAL, 1970AMB/SPR兴 关1967VAN/SOC兴 关1966WAD兴 关1963MCC/LAI兴 关1949KRE/WIE兴 关1934OGU/ANJ兴 关1883KAH兴 关67-68-5兴 ⌬fusH dimethyl sulfoxide 14.37 291.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共377–483兲 共353–383兲 共305–464兲 共298–318兲 共325–442兲 共303–423兲 共293–323兲 共293–323兲 392 368 320 308 340 318 308 298 关60-24-2兴 ⌬ vH 2-mercaptoethanol 共293–440兲 54.1 308 A 关1987STE/MAL, 1970DYK, 1999DYK/SVO兴 关107-21-1兴 ⌬ vH ⌬ vH ⌬ vH ethylene glycol 共307–384兲 62.4⫾ 4.0 共308–336兲 65.4⫾ 0.3 共278–328兲 66.0⫾ 0.2 345 298 298 GS GS 关2010PET/REY兴 关2005VAS/VER兴 关2004VER2兴 48.6 48.1 51.7 52.3 50.6 52.1 52.5 52.9⫾ 0.4 关1996DOM/HEA兴 TGA A MM RG 关1999DYK/SVO兴 关1987ALN/ALS兴 关1987STE/MAL兴 关1974SAS/KON兴 关1972JAK/VAN, 1984BOU/FRI兴 关1972NIS/HAK兴 关1969MES兴 关1948DOU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-52 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 6O 2 C 2H 6O 2 C 2H 6O 2S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共260–350兲 共264–353兲 66.2 63.4⫾ 0.1 65.6⫾ 0.3 57.4 65.2 62.5 66.1⫾ 0.3 68.2⫾ 0.8 63.7⫾ 0.1 63.6 64.0 63.8 61.1 57.3 61.1 298 298 298 385 338 378 298 298 298 298 338 298 383 436 410 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共363–408兲 共323–473兲 共363–418兲 共283–373兲 共335–420兲 共374–495兲 共333–443兲 共323–473兲 共333–443兲 共363–403兲 共403–470兲 共395–459兲 关3031-74-1兴 ⌬ vH ethyl hydroperoxide 共253–363兲 64.0 关na兴 ⌬fusH dihydroxyethane 关67-71-0兴 ⌬fusH dimethyl sulfone ⌬subH C 2H 6O 4 C 2H 6O 4S C 2H 6S C 2H 6S C TGA A A GS EB EB DFM A 18.28 382 关1996DOM/HEA兴 关17088-73-2兴 ⌬subH bis-hydroxymethyl peroxide 94.1⫾ 4.2 关77-78-1兴 ⌬ vH dimethyl sulfate 共340–470兲 关75-18-3兴 ⌬fusH dimethyl sulfide 56.0 关1970COX/PIL, UR/MAC兴 404 355 7.98 174.9 298 283 322 387 462 298 298 276 292 310 302 278 310 关75-08-1兴 ⌬fusH ethyl mercaptan 共ethanethiol兲 4.97 195.3 ⌬ vH ⌬ vH ⌬ vH 共273–313兲 共303–375兲 共265–448兲 288 318 380 28.4 27.5 26.3 A ME 46.7 28.5⫾ 0.1 27.9⫾ 0.6 28.9 27.7 26.6 26.7 27.5 27.7 28.8⫾ 0.1 27.9⫾ 0.1 27.0⫾ 0.1 28.2 28.9 28.9 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1987STE/MAL, 1951EGE/EMT, 1970DYK兴 关1996DOM/HEA兴 共387–523兲 共287–318兲 共251–293兲 关2003DER/MIC, 2004VER2兴 关1999MOK/PRC, 2004VER2兴 关1988KNA/SAB, 1990KNA/SAB2兴 关1987ALN/ALS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1981HAL/COG, 2004VER2兴 关1981JOO/ARL, 2004VER2兴 关1981AMB/HAL, 2005VAS/VER兴 关1972GAR/HUS, 2005VAS/VER兴 关1952JON/TAM, 1972GAR/HUS兴 关1937GAL/HIB, 2004VER2, 1972GAR/HUS兴 关1935SCH/STA兴 关1935SCH/STA兴 关1901DEF兴 260.6 77⫾ 2.9 共268–319兲 共307–379兲 共372–453兲 共447–503兲 Reference 9.96 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 268 Method A 关1987STE/MAL, 1970DYK, 1999DYK/SVO兴 关1953JEN/STY, 1970COX/PIL兴 关1987STE/MAL, 1999DYK/SVO兴 关1996DOM/HEA兴 C A A A A C C C EB 关1997BAE兴 关1989VOR/KLY兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1957MCC/HUB兴 关1957MCC/HUB兴 关1957MCC/HUB兴 关1952WHI/BER兴 关1942OSB/DOE兴 关1935THO/LIN兴 关1996DOM/HEA兴 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-53 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 6S 2 C 2H 6S 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共442–499兲 26.6 27.3 28.4 28.4 28.7 457 298 288 288 306 关540-63-6兴 ⌬ vH 1,2-ethanedithiol 44.7 298 关1962MAN/SUN兴 关624-92-0兴 ⌬fusH dimethyl disulfide 9.19 188.4 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 2H 7N C 2H 7N C2H7NO C2H7NO C2H7NO 共273–339兲 共273–339兲 共297–402兲 共321–388兲 共334–401兲 共288–333兲 Tm 共K兲 38.5⫾ 0.6 37.8 37.8⫾ 0.1 37.8 38.4 36.0⫾ 0.1 34.9⫾ 0.1 33.7⫾ 0.1 36.7 36.2 38.2 298 312 298 298 298 341 360 383 336 349 303 5.94 181 Method A A, EB C A C C C C EB Reference 关1987STE/MAL兴 关1971WIL/ZWO兴 关1966OSB/DOU兴 关1987STE/MAL, 1952MCC/SCO, 1966OSB/DOU兴 关1935THO/LIN兴 关1989VOR/KLY兴 关1987STE/MAL兴 关1985KUS兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1958HUB/DOU兴 关1958HUB/DOU兴 关1958HUB/DOU兴 关1952WHI/BER兴 关1950SCO/FIN兴 关1950SCO/FIN兴 关124-40-3兴 ⌬fusH dimethylamine ⌬ vH ⌬ vH ⌬ vH 共277–360兲 共358–438兲 共202–279兲 27.0 23.8 28.4 292 373 264 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1939AST/EID, 1984BOU/FRI兴 关75-04-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl amine 共213–297兲 共290–449兲 共291–387兲 共377–456兲 共275–288兲 共190–290兲 29.0 27.2 27.6 25.9 29.1 28.9 282 305 306 392 281 275 A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1962BIT/KAU2兴 关1947STU兴 关5725-96-2兴 ⌬ vH N,N-dimethylhydroxyl amine 共290–363兲 45.7 305 A 关1987STE/MAL, 1957BIS/PAR, 1984BOU/FRI兴 关1117-97-1兴 ⌬ vH N,O-dimethylhydroxyl amine 共228–316兲 34.3 243 A 关1987STE/MAL, 1957BIS/PAR, 1984BOU/FRI兴 关141-43-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-aminoethanol 共283–363兲 60.6 共357–435兲 55.9 共279–324兲 59.6⫾ 0.3 共358–440兲 59.4 共352–613兲 59.0 共310–444兲 61.7 共298–308兲 56.1 共293–298兲 54.8 共325–443兲 57.7 共379–443兲 54.7 共273–301兲 U 50.8 共338–443兲 58.9 共303–373兲 57.4 298 372 298 298 298 325 298 298 298 394 287 353 298 关1996DOM/HEA兴 EB GS EB EB A A, GS EB 关2009BEL/RAZ兴 关2008KIM/SVE兴 关2005KAP/SLO兴 关1999TOC/AKI, 2005KAP/SLO兴 关1987DAU/JAL, 2005KAP/SLO兴 关1987STE/MAL兴 关1982TOU/OKA, 2005KAP/SLO兴 关1974GUS/REN, 2005KAP/SLO兴 关1969DAN/MAT, 2005KAP/SLO兴 关1959MCD/SHR兴 关1957BES/KOC兴 关1950MAT/SUM, 1984BOU/FRI兴 关1947LEI/SHO, 2005KAP/SLO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-54 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 2H 7O 3P C 2H 7O 3P C2H8ClN C2H8ClN C2H8NOPS2 C 2H 8N 2 C 2H 8N 2 C 2H 8N 2 C 2H 8N 2 C 2H 8N 6O 2 C3BrClF6O4 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共341–453兲 57.9 关868-85-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dimethyl phosphite 共353–443兲 46.7 共243–443兲 48.3 共243–443兲 47.9 共243–443兲 46.7 共243–443兲 46.4 共243–443兲 46.0 共243–443兲 45.4 39.5 共346–456兲 38.7 关15845-66-6兴 ⌬subH ethylphosphonic acid 50.6⫾ 4.2 关506-59-2兴 ⌬ vH ⌬ vH dimethylammonium chloride 共429–533兲 95.6 共533–569兲 143.9 444 548 A A 关1987STE/MAL兴 关1987STE/MAL兴 关557-66-4兴 ⌬ vH ethylammonium chloride 共382–480兲 34.3 397 A 关1987STE/MAL兴 关10265-92-6兴 ⌬fusH O,S-dimethyl phosphoroamidothioate 13.34 316.8 DSC 关1990DON/DRE兴 关57-14-7兴 ⌬fusH 1,1-dimethylhydrazine 10.07 216 ⌬ vH ⌬ vH 共267–303兲 共238–292兲 284 277 关540-73-8兴 ⌬fusH 1,2-dimethylhydrazine 13.64 264.3 ⌬ vH 共274–297兲 41.0 286 关107-15-3兴 ⌬fusH ⌬trsH ⌬fusH ethylenediamine 21.08 0.49 22.58 284.1 189 284.3 ⌬subH 共242–278兲 65.6 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共294–325兲 共303–391兲 共284–419兲 41.6 43.9 45.9 45.0⫾ 0.1 54.4⫾ 1.0 46.0⫾ 0.2 45.6 关na兴 ⌬trsH ⌬fusH diaminoethane 关216489-95-1兴 ⌬subH 1 , 1⬘-共1,2-ethanediyl兲bis共1-nitrosohydrazine兲 172.4⫾ 1.3 298 关1998LEB/CHI兴 关38126-26-0兴 ⌬ vH perchloric acid, 1,1,2,3,3,3-hexafluoro-2-bromopropyl ester 共273–293兲 38.1 283 A 关1987STE/MAL, 1973SCH/PIL兴 共314–388兲 共299–390兲 34.1 36.5 0.49 22.58 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method Reference 关1935WIL, 2005KAP/SLO兴 298 368 243 263 298 313 333 373 GS GS GS GS GS GS 361 A 关2010FAN/WAN兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关1993OVC/SOB兴 关1987STE/MAL, 1970DYK兴 关1955NEA/WIL, 1970COX/PIL兴 关1996DOM/HEA兴 A 关2000BOU/YE兴 关1987STE/MAL, 1953AST/WOO, 1984BOU/FRI兴 关1996DOM/HEA兴 A 关1987STE/MAL, 1951AST/JAN, 1984BOU/FRI兴 DSC 关1997LEE/CHA兴 AC 关1991ACR, 1994LEE/LIE, 1975MES/FIN兴 263 IP 关1987STE/MAL, 1975MES/FIN兴 298 318 299 298 298 298 314 TGA A A, IP C IP 189 284.2 关1988AFZ/BUT, 2010EFI/EME兴 关1987STE/MAL兴 关1987STE/MAL, 1975MES/FIN兴 关1969WAD兴 关1967SIV/MAT, 2010EFI/EME兴 关1965DOU/OSB, 1970GOO/MOR兴 关1934HIE/WOE, 1984BOU/FRI兴 关1991ACR, 1994LEE/LIE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-55 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关6129-62-0兴 ⌬ vH 2-bromo-2,3,3,3-tetrafluoropropionyl fluoride 共224–282兲 30.2 267 A 关1987STE/MAL兴 关na兴 ⌬ vH N,N-bis共trifluoromethyl兲 carbamoyl bromide 共233–293兲 30.7 278 A 关1987STE/MAL兴 关na兴 ⌬ vH N-bromo-tris共trifluoromethyl兲hydrazine 共283–333兲 36.8 308 C3BrF10NS 关62977-73-5兴 ⌬ vH bromotrifluoro关1,1,1,2,3,3,3-heptafluoro-2-propanaminoato共2-兲兴 sulfur 35.1 394 I 关1977KIT/SHR2兴 C3Br2F6O 关2356-57-2兴 ⌬ vH 共trifluoromethyl兲共1,2-dibromo-1,2,2-trifluoroethyl兲 ether 共299–335兲 34.6 314 A C3Br3F6NO 关29528-78-7兴 ⌬ vH 1 , 1 , 1 , 1⬘ , 1⬘ , 1⬘-hexafluoro-N-共tribromomethoxy兲dimethylamine 共297–338兲 28.9 312 A 关1987STE/MAL兴 C3ClF4NO2 关42016-32-0兴 ⌬ vH chloro共trifluoroacetyl兲carbamic fluoride 39.3 371 关79-53-8兴 ⌬ vH chloropentafluoroacetone 共232–303兲 27.3 关28627-00-1兴 ⌬ vH 2-chloro-2,3,3,3-tetrafluoropropionyl fluoride 共195–273兲 23.9 258 关15496-01-2兴 ⌬ vH O-共chloroformyl兲-N,N-bis共trifluoromethyl兲hydroxylamine 共227–286兲 34.5 271 A 关1987STE/MAL兴 关na兴 ⌬ vH chloro共hexafluoroisopylidenimino兲 sulfur 37.7 368 I 关1972MET/SHR兴 关22675-68-9兴 ⌬ vH ⌬ vH heptafluoroisopropyl hypochorite 共196–287兲 26.7 272 共194–273兲 22.7 258 A A 关1987STE/MAL兴 关1987STE/MAL兴 C3ClF8N 关33757-13-0兴 ⌬ vH N-chloro-N-1,2,2,2-pentafluoro-1-共trifluoromethyl兲ethylamine 共240–311兲 28.8 255 A 关1987STE/MAL, 1971SWI/ZAB兴 C3ClF8NOS 关74366-14-6兴 ⌬ vH 共heptafluoropropyl兲imidosulfuryl chloride fluoride 26.7 346 I C3ClF10NS 关62977-71-3兴 ⌬ vH chlorotrifluoro关1,1,1,2,3,3,3-heptafluoro-2-propanaminoato共2-兲兴 sulfur 33.5 391 I 关1977KIT/SHR2兴 C3Cl2F5N 关na兴 ⌬ vH 2,2-difluoro-1,2-dichloro-N-共trifluoromethyl兲ethylidenimine 共283–318兲 31.2 298 A 关1987STE/MAL兴 关661-97-2兴 ⌬ vH ⌬ vH ⌬ vH 1,2-dichlorohexafluoropropane 共296–307兲 28.1 26.9⫾ 0.1 25.9⫾ 0.1 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关1980MAJ/SVO兴 关na兴 ⌬ vH bis共trifluoromethyl兲aminocarbylamine chloride 共267–339兲 35.0 303 C3Cl2F6O 关22675-69-0兴 ⌬ vH hypochlorous acid, 2-chloro-1,1,2,3,3,3-hexafluoropropyl ester 共273–293兲 29.6 283 A 关1987STE/MAL兴 C3Cl2F7N 关32751-04-5兴 ⌬ vH N,N-dichloro-1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethylamine 共299–344兲 32.7 314 A 关1987STE/MAL, 1971SWI/ZAB兴 Molecular Formula C3BrF5O C3BrF6NO C3BrF9N2 C3ClF5O C3ClF5O C3ClF6NO2 C3ClF6NS C3ClF7O C3Cl2F6 C3Cl2F6N2 ⌬transHm 共kJ mol−1兲 Tm 共K兲 247 301 298 313 Method Reference 关1966BRO/FRA兴 关1987STE/MAL, 1968HAS/TIP兴 关1973SPR/WRI兴 A 关1987STE/MAL, 1964MUR, 1984BOU/FRI兴 A 关1987STE/MAL兴 C C 关1980ABE/SHR兴 关1966DOB/EME兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-56 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range C3Cl2F7NS 关26454-66-0兴 ⌬ vH S,S-dichloro-N-关tetrafluoro-1-共trifluoromethyl兲ethyl兴sulfilimine 共313–347兲 39.3 328 A 关1987STE/MAL, 1970VON/GLE兴 C3Cl2F7NS 关na兴 ⌬ vH C3F7N = SCl2 关662-55-5兴 ⌬ vH dichloro共heptafluoropropyl兲phosphine 共273–348兲 33.5 310 关1959EME/SMI兴 关37136-24-6兴 ⌬ vH ⌬ vH chlorodifluoromethyl 2,2-dichloro-1,1,2-trifluoroethyl ether 共302–350兲 33.4 317 A 33.8⫾ 0.5 298 EB 关1987STE/MAL兴 关1976AMM/BUL兴 关428-73-9兴 ⌬ vH ⌬ vH trichloromethyl 2,2-dichloro-1,1,2-trifluoroethyl ether 共341–423兲 42.2 356 A 45.7⫾ 0.7 298 EB 关1987STE/MAL兴 关1976AMM/BUL兴 关1888-71-7兴 ⌬ vH ⌬ vH hexachloropropylene 共366–510兲 54.8⫾ 0.4 共382–540兲 49.3 298 397 关1997STE/CHI4兴 关1987STE/MAL, 1970DYK兴 关2065-35-2兴 ⌬fusH hexachlorocyclopropane 18.6 376 关58310-46-6兴 ⌬ vH dicyano共trifluoromethyl兲phosphine 共291–334兲 45.6 306 A 关1987STE/MAL兴 关675-14-9兴 ⌬ vH 2,4,6-trifluoro-1,3,5-triazine 共277–344兲 38.8 292 A 关1987STE/MAL兴 关20174-11-2兴 ⌬ vH tetrafluoropropyne 共179–218兲 18.8 203 A 关1987STE/MAL兴 关58936-60-0兴 ⌬ vH ethane共dithioperoxoic兲acid, fluorooxo-trifluoromethyl ester 34.9 385 I 关1976BUR/SHR兴 关3291-42-7兴 ⌬ vH 2,2-difluoro-3-共trifluoromethyl兲-2H-azirine 共193–249兲 24.0 234 A 关1987STE/MAL兴 关3291-41-6兴 ⌬ vH 2,3-difluoro-2-共trifluoromethyl兲-2H-azirine 共193–249兲 24.3 220 A 关1987STE/MAL兴 关116-15-4兴 ⌬ vH perfluoropropene 共233–293兲 21.9 A 关1987STE/MAL, 1952WHI, 1970DYK, 1984BOU/FRI兴 关34556-28-0兴 ⌬ vH N-cyano-S,S-bis共trifluoromethyl兲sulfoximine 30.8 382 I 关1972SAU/SHR兴 关425-82-1兴 ⌬ vH hexafluorooxetane 共232–313兲 22.3 A 关1992SAL/WAN兴 关116-16-5兴 ⌬fusH perfluoroacetone ⌬ vH ⌬ vH ⌬ vH 共195–246兲 共240–357兲 共213–245兲 关1187-93-5兴 ⌬ vH ⌬ vH trifluoromethyl trifluorovinyl ether 共248–338兲 20.3 298 共208–241兲 22.9 226 Molecular Formula C3Cl2F7P C3Cl3F5O C3Cl5F3O C3Cl6 C3Cl6 C 3F 3N 2P C 3F 3N 3 C 3F 4 C 3F 4O 2S 2 C 3F 5N C 3F 5N C 3F 6 C3F9N2OS C 3F 6O C 3F 6O C 3F 6O ⌬transHm 共kJ mol−1兲 25.9 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 361 278 247 8.38 147.7 23.6 22.3 23.1 231 253 229 Method I EB A Reference 关1980ABE/SHR兴 关1996DOM/HEA兴 关1996DOM/HEA兴 A A 关1987STE/MAL, 1967PLA/PAC, 1984BOU/FRI兴 关1964MUR, 1984BOU/FRI兴 关1955MOR/AYS兴 关2007LIU/LIU兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-57 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关5930-63-2兴 ⌬ vH pentafluoropropionyl hypofluorite 共214–248兲 25.8 233 A 关1987STE/MAL兴 关21297-65-4兴 ⌬ vH 1,3-perfluorodioxolane 共234–367兲 22.3 A 关1992SAL/WAN兴 关51689-98-6兴 ⌬ vH pentafluoropropionic fluorosulfuric acid anhydride 共252–335兲 39.2 267 A C 3F 6O 7S 2 关6378-48-9兴 ⌬ vH hydroacrylic acid, tetrafluoroanhydride with fluorosulfuric acid, fluorosulfate 共308–403兲 49.4 323 关1999DYK/SVO兴 C 3F 7I 2P 关678-07-9兴 ⌬ vH diiodo共heptafluoropropyl兲phosphine 共313–393兲 39.6 353 关1959EME/SMI兴 关428-71-7兴 ⌬ vH perfluoro-共2-ethyl-1,2-oxazetidine兲 25.6 关1961BAR/HAS兴 关760-43-0兴 ⌬ vH perfluoro共ethylidenemethylamine兲 21.4 关1961BAR/HAS兴 关32822-50-7兴 ⌬ vH heptafluoropropionamide 27.2 关26454-67-1兴 ⌬ vH 1,1,1,2,3,3,3-heptafluoro-N-sulfinyl-2-propanamine 共252–280兲 34.1 266 A 关1987STE/MAL, 1999DYK/SVO, 1970VON/GLE兴 关74366-13-5兴 ⌬ vH 1,1,2,2,3,3,3-heptafluoro-N-sulfinyl-1-propanamine 26.3 325 关1980ABE/SHR兴 关62067-06-5兴 ⌬ vH 2,2,2-trifluoro-N-关共trifluoromethyl兲thio兴ethanimidoyl fluoride 28.0 305 I 关1977BUR/SHR2兴 关423-33-6兴 ⌬ vH perfluoro-1-nitropropane 共247–296兲 28.5 关1987STE/MAL兴 关76-19-7兴 ⌬trsH ⌬fusH perfluoropropane ⌬ vH ⌬ vH 共193–237兲 共213–259兲 C 3F 8N 2O 2 关32837-67-5兴 ⌬ vH N-关关共difluoroamino兲carbonxyl兴oxy兴-1,1,1-trifluoro-N-共trifluoromethyl兲-methanamine 31.4 310 关1973WRI/SHR兴 C3F8OS 关33622-17-2兴 ⌬ vH pentafluoroethyl trifluoromethyl sulfur 32.5 关1971SAU/SHR兴 关33547-10-3兴 ⌬ vH pentalfuoroethyl trifluoromethyl sulfide 28.8 关1971SAU/SHR兴 关432-03-1兴 ⌬ vH perfluorotrimethylamine 共193–263兲 23.9 C3F9NO 关671-63-6兴 ⌬ vH 1,1,1-trifluoro-N-共trifluoromethoxy兲-N-共trifluoromethyl兲-methanamine 共226–268兲 27.0 253 A 关1987STE/MAL兴 C3F9NOS 关59617-29-7兴 ⌬ vH 关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴 imidosulfuryl fluoride 28.7 关1976STA/MEW兴 C3F9NOS2 关34556-26-8兴 ⌬ vH S,S-bis共trifluoromethyl兲-N-关共trifluoromethyl兲thio兴sulfoximine 31.2 360 I Molecular Formula C 3F 6O C 3F 6O 2 C 3F 6O 4S C 3F 7N C 3F 7N C3F7NO C3F7NOS C3F7NOS C3F7NS C3F7NO2 C 3F 8 C 3F 8S C 3F 9N ⌬transHm 共kJ mol−1兲 Tm 共K兲 249 279 281 3.56 0.48 99.4 125.5 21.6 20.9 222 244 248 Method HG A Reference 关1987STE/MAL, 1966DES/CAD兴 关1971DEM/SHR兴 关1996DOM/HEA兴 A A 关1987STE/MAL, 1967PAC/PLA兴 关1963BRO兴 关1987STE/MAL兴 关1972SAU/SHR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-58 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range C3F9NO2S2 关34556-27-9兴 ⌬ vH S,S-bis共trifluoromethyl兲-N-关共trifluoromethyl兲sulfinyl兴sulfoximine 37.2 388 I 关1972SAU/SHR兴 C3F9NO2S3 关29749-02-8兴 ⌬ vH 1,1,1-trifluoro-N,N-bis共trifluoromethyl兲thio兴methanesulfonamide 共288–403兲 43.5 303 A 关1987STE/MAL, 1999DYK/SVO兴 C 3F 9N 3O 关10405-30-8兴 ⌬ vH ⌬ vH nitrosotris共trifluoromethyl兲 hydrazine 共279–300兲 29.5 289 共233–294兲 33.5 263 关10405-31-9兴 ⌬ vH Molecular Formula ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference A 关1987STE/MAL兴 关1966DOB/EME兴 nitrotris共trifluoromethyl兲 hydrazine 共293–321兲 31.6 307 A 关1987STE/MAL兴 关432-04-2兴 ⌬ vH tris共trifluoromethyl兲phosphine 共248–285兲 24.7 A 关1987STE/MAL兴 关671-64-7兴 ⌬ vH bis共trifluoromethyl兲trifluoromethylthiophosphine 共242–293兲 32.5 267 关1962EME/PAC兴 关2025-08-3兴 ⌬ vH tris共trifluoromethyl兲phosphine sulfide 共282–308兲 29.1 295 关1964CAV/EME2兴 C3F9PS2 关36121-49-0兴 ⌬ vH 共trifluoromethyl兲dithiophosphite acid, bis共trifluoromethyl兲 ester 共273–296兲 37.9 284 A 关1987STE/MAL, 1999DYK/SVO兴 C 3F 9P 3S 5 关26349-17-7兴 ⌬subH 2,4,5-tris共trifluoromethyl兲-1,3,2,4,5-dithiatriphospholane-2,4,5-trisulfide 共363–373兲 96.6 368 关1970BUR/PARC兴 C3F10OS 关33564-24-8兴 ⌬ vH difluorooxo共trifluoromethyl兲共pentafluoroethyl兲 sulfur 共291–324兲 30.6 306 A 关1987STE/MAL, 1999DYK/SVO兴 关60672-62-0兴 ⌬ vH pentafluoro 共pentafluoropropaneperoxoato兲sulfur 34.4 关1976HOP/DES兴 关68010-33-3兴 ⌬ vH 关2,2-difluoro-共1-trifluoromethyl兲ethenyl兴 pentafluoro sulfur 30.0 关1978DEM/FOX兴 关31222-06-7兴 ⌬ vH difluoro共pentafluoroethyl兲共trifluoromethyl兲 sulfur 29.2 关1971SAU/SHR兴 C3F11NO3S2 关65844-08-8兴 ⌬ vH trifluoro共trifluorosulfato-O兲关1,1,1,2,3,3,3-heptafluoro-2-propanaminoato共2-兲兴sulfur 33.5 391 I 关1977KIT/SHR2兴 C3F12O3S2 关68010-30-0兴 ⌬ vH pentafluoro 关2,2,2-trifluoro-1-共fluorosulfonyl兲oxo兴-1-共trifluoromethyl兲-ethyl兴 sulfur 37.2 关1978DEM/FOX兴 C 3N 3P 关1116-01-4兴 ⌬subH ⌬subH tricyanophosphine 共293–323兲 78.3 75.3⫾ 2.9 C 3F 9N 3O 2 C 3F 9P C3F9PS C3F9PS C3F10O3S C3F10S C3F10S C3HClF6O2S 关57169-81-0兴 ⌬ vH 270 308 298 ME 关1987STE/MAL, 1976DAV/FIN兴 关1995ALM/FIN, 1976DAV/FIN兴 chlorosulfurous acid, 2,2,2-trifluoro-1-共trifluromethyl兲ethyl ester 36.7 关1975KIR/LAS兴 C3HClF10S 关68010-36-6兴 ⌬ vH 关1-共chlorodifluoromethyl兲-2,2,2-trifluoroethyl兴 pentafluorosulfur 31.2 关1978DEM/FOX兴 C3HCl7 关594-89-8兴 ⌬ vH 1,1,1,2,2,3,3-heptachloropropane 共413–473兲 34.8 428 A 关1987STE/MAL, 1949HIG/END, 1970DYK兴 关661-54-1兴 ⌬ vH 3,3,3-trifluoropropyne 共138–213兲 21.5 A 关1987STE/MAL兴 关3291-64-3兴 2,2,3-trifluoro-3-fluoromethylaziridine C3HF3 C3HF6N J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 198 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-59 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共268–298兲 30.2 关431-89-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,1,1,2,3,3,3-heptafluoropropane 18.9 298 共278–308兲 22.7 293 共293–353兲 22.6 308 共237–370兲 22.3 250 共237–370兲 14.5 300 共237–370兲 12.5 325 关2356-61-8兴 ⌬ vH trifluoromethyl 1H-pentafluoroethyl ether 共232–313兲 27.3 247 C3HF7O2S 关52225-56-6兴 ⌬ vH fluorosulfurous acid, 2,2,2-trifluoro-1-共trifluoromethyl兲ethyl ester 33.8 关1975DEM/KOV2兴 C3HF8NOS 关34556-23-5兴 ⌬ vH S-共pentafluoroethyl兲-S-共trifluoromethyl兲sulfoximine 36.3 358 I 关1972SAU/SHR兴 关13105-67-4兴 ⌬ vH tris共trifluoromethyl兲hydrazine 共238–307兲 29.9 关1966DOB/EME兴 关68010-34-4兴 ⌬ vH pentafluoro 关2,2,2-trifluoro-1-共1-trifluoromethyl兲ethyl兴sulfur 30.1 关68010-34-4兴 ⌬fusH cyanoacetylene ⌬subH 共247–279兲 42.3 264 ⌬ vH 共279–315兲 28.1 294 关460-92-4兴 ⌬fusH 3-chloro-1,1,1,3,3-pentafluoropropane 10.47 165.4 关1996DOM/HEA兴 关13838-16-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-chloro-1,2,2-trifluoro-2-共difluoromethoxy兲ethane 共274–351兲 33.8 289 共290–329兲 32.9 305 A 32.6⫾ 0.1 298 C 31.3⫾ 0.1 313 C 30.2⫾ 0.1 328 C 29.1⫾ 0.1 343 C 关1988AMB/GHI2兴 关1987STE/MAL兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关26675-46-7兴 ⌬ vH ⌬ vH 2-chloro-1,1,1-trifluoro-2-共difluoromethoxy兲ethane 共280–344兲 31.7 295 共283–312兲 31.9 297 A 关1988AMB/GHI2兴 关1987STE/MAL兴 关64712-27-2兴 ⌬ vH 3,3-dichloro-1,1,1,3-tetrafluoropropane 共297–333兲 31.7 312 关1987STE/MAL兴 关37031-38-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,1,2-trifluoroethyl chlorofluoromethyl ether 37.5⫾ 0.1 298 C 36.4⫾ 0.1 313 C 35.3⫾ 0.1 328 C 34.1⫾ 0.1 343 C 32.9⫾ 0.1 353 C 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关7125-84-0兴 ⌬fusH 1,1,1-trichloro-3,3,3-trifluoropropane 14.07 232.7 关1991ACR兴 Molecular Formula C3HF7 C3HF7O C3HF9N2 C3HF11S C3HN C3H2ClF5 C3H2ClF5O C3H2ClF5O C3H2Cl2F4 C3H2Cl2F4O C3H2Cl3F3 ⌬ vH Tm 共K兲 283 A A Sub-Vap 298 Reference 关1987STE/MAL兴 关2007ECK/HUA兴 关2002BOB/ART兴 关2002VAL/COQ兴 关1992SAL/WAN兴 关1992SAL/WAN兴 关1992SAL/WAN兴 273 14.1 36.8⫾ 0.1 Method 关1992SAL/WAN兴 关1978DEM/FOX兴 关1963DAN/FLU兴 关1987STE/MAL, 1963DAN/FLU兴 A A C 关1987STE/MAL, 1963DAN/FLU兴 关2007VAR/DRU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-60 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共320–365兲 35.2 关60320-18-5兴 ⌬ vH 1,1,2,3-tetrachloropropylene 共347–416兲 42.9 关64712-27-2兴 ⌬ vH 1,1,1,3-tetrafluoro-3,3-dichloropropane 共297–333兲 31.9⫾ 0.5 298 关2007VAR/DRU兴 关153557-95-0兴 ⌬ vH 1,1,1,3-tetrafluoro-3,3-dichloropropane 共283–330兲 31.7 298 关1993WOL/KIM兴 关459-71-2兴 ⌬ vH fluoracetyl isothiocyanate 共273–353兲 49.3 288 A 关1987STE/MAL, 1970DYK, 1999DYK/SVO兴 关690-39-1兴 ⌬ vH 1,1,1,3,3,3-hexafluoropropane 共283–323兲 24.5 303 A 关2000BOB/CAM兴 关na兴 ⌬ vH amino 共hexafluoroisopropylidenimino兲 sulfur 37.7 388 I 关1972MET/SHR兴 关62067-09-8兴 ⌬ vH 2,2,2-trifluoro-N-关共trifluoromethyl兲thiol兴ethanimidamide 共322–390兲 39.8 337 A, I 关1987STE/MAL, 1977BUR/SHR2, 1999DYK/SVO兴 关57041-67-5兴 ⌬ vH 2-共difluoromethoxy兲-1,1,1,2-tetrafluoroethane 共274–311兲 24.9 293 关1996SUS/SMI兴 关920-66-1兴 ⌬ vH ⌬ vH ⌬ vH 1,1,1,3,3,3-hexafluoro-2-propanol 共294–330兲 40.2 309 共294–330兲 41.6 298 共273–296兲 47.3 284 关30957-44-9兴 ⌬fusH bis-共difluoromethoxy兲difluoromethane 7.2 153 关1999MAR/BAS兴 ⌬ vH 共243–308兲 关1999MAR/BAS兴 关30957-44-9兴 ⌬ vH trifluoormethanesulfinic acid, 2,2,2-trifluoromethyl ester 36.8 363 C 3H 2F 8N 2S 关2433-66-1兴 ⌬ vH S,S-difluoro-N-关1-amino-2,2,2-trifluoro-1-共trifluoromethyl兲ethyl兴sulfilimine 共295–313兲 38.7 304 A 关1987STE/MAL, 1969GLE/VON, 1999DYK/SVO兴 C 3H 2N 2 关109-77-3兴 ⌬trsH ⌬fusH ⌬fusH malononitrile ⌬subH ⌬subH 共278–299兲 关120-89-8兴 ⌬trsH ⌬fusH imidazolidine-2,4,5-trione 2.1 NA 392.3 ⌬subH ⌬subH 共381–406兲 共381–406兲 393.7 298 关2314-40-1兴 ⌬subH 1,3-dithiol-2-one 73.6⫾ 0.8 298 关1973RAU/GEI, 1977PED/RYL兴 关930-35-8兴 ⌬subH 1,3-dithiole-2-thione 75.4⫾ 0.4 298 关1973RAU/GEI, 关1977PED/RYL兴 Molecular Formula C3H2Cl4 C3H2Cl2F4 C 3H 2D 5N C3H2FNOS C 3H 2F 6 C 3H 2F 6N 2S C 3H 2F 6N 2S C 3H 2F 6O C 3H 2F 6O C 3H 2F 6O 2 C 3H 2F 6O 2S C 3H 2N 2O 3 C3H2OS2 C3H2OS3 Tm 共K兲 Method 关1987STE/MAL兴 335 362 A I A, MM MM 31.5⫾ 0.4 0.43 10.7 10.8 78.2⫾ 1.0 79.1⫾ 8 114.6⫾ 0.6 119.4⫾ 0.6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 260.9 305 305 Reference DSC 298 ME 关1987STE/MAL兴 关1987STE/MAL, 1973ROC/SYM兴 关1973ROC/SYM兴 关1967VAN/SOC兴 关1971SAU/SHR2兴 关2007BAD/BLA兴 关1996DOM/HEA兴 关1990BEC/DOG兴 关1967BOY/GUH, 1970COX/PIL兴 关2008RIB/RIB2兴 ME ME 关2008RIB/RIB2兴 关2008RIB/RIB2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-61 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 2O 3 C3H3Cl C3H3Cl2F3 C3H3Cl2F3O C3H3Cl3O2 C3H3Cl5 C 3H 3F 3 C 3H 3F 4I C 3H 3F 4I C3H3F4NO2 C 3H 3F 5 C 3H 3F 5 C 3H 3F 5O C 3H 3F 5O C3H3F6NOS C3H3F6NS C 3H 3F 6O 2P CAS Reg No Compound Enthalpy Temp 共K兲 Range 关872-36-6兴 ⌬ vH ⌬ vH vinylene carbonate 共308–350兲 46.9 共308–400兲 41.3 关7747-84-4兴 ⌬ vH 1-chloro-1-propyne 共200–289兲 28.3 关460-69-5兴 ⌬trsH ⌬fusH 1,1-dichloro-3,3,3-trifluoropropane 0.2 167.7 10.13 182.2 ⌬ vH ⌬ vH 共301–342兲 关428-92-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 323 A MM 关1987STE/MAL兴 关1971CHO/JON兴 274 A 关1987STE/MAL兴 关1996DOM/HEA兴 C A 关2007VAR/DRU兴 关1987STE/MAL兴 2-chloro-1,1,2-trifluoroethyl chloromethyl ether 42.4⫾ 0.1 298 41.2⫾ 0.1 313 40.1⫾ 0.1 328 39.0⫾ 0.1 343 37.8⫾ 0.1 358 C C C C C 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关598-99-2兴 ⌬ vH methyl trichloroacetate 48.3⫾ 0.1 298 C 关1972LAY/WAD兴 关16714-68-4兴 ⌬ vH 1,1,2,2,3-pentachloropropane 共365–447兲 46.3 380 A 关1987STE/MAL, 1970DYK兴 关677-21-4兴 ⌬ vH 3,3,3-trifluoro-1-propene 共283–363兲 22.0 298 A 关1987STE/MAL兴 关1737-76-4兴 ⌬ vH 1,1,1,2-tetrafluoro-3-iodopropane 共295–356兲 28.4 310 A 关1987STE/MAL兴 关460-74-2兴 ⌬ vH 1,1,1,3-tetrafluoro-3-iodopropane 共301–356兲 31.2 316 A 关1987STE/MAL兴 关na兴 ⌬ vH methoxy 共trifluoromethyl兲carbamic fluoride 27.8 关679-86-7兴 ⌬ vH 1,1,2,2,3-pentafluoropropane 共258–353兲 30.2 273 A 关2002DIN/PAS兴 关1814-88-6兴 ⌬ vH ⌬ vH 1,1,1,2,2-pentafluoropropane 共232–283兲 22.9 共233–379兲 23.0 268 248 A 关1987STE/MAL, 1970DYK兴 关1967SHA兴 关422-05-9兴 ⌬ vH ⌬ vH ⌬ vH 2,2,3,3,3-pentafluoro-1-propanol 共273–297兲 47.0 285 44.4 298 41.3 298 关37031-31-5兴 ⌬ vH 1,1,2,2-tetrafluoro-1-共fluoromethoxy兲ethane 共288–317兲 33.5 303 I 关2002MUR/YAM兴 关34556-25-7兴 ⌬ vH N-methyl-S,S-bis共trifluoromethyl兲sulfoximine 30.7 338 I 关1972SAU/SHR兴 关13105-12-9兴 ⌬ vH N,N-bis共trifluoromethyl兲methanesulfenamide 共269–309兲 31.1 284 A,T 关25439-11-6兴 ⌬ vH bis共trifluromethyl兲phosphinic acid, methyl ester 共258–313兲 40.5 273 34.1⫾ 0.1 33.7 298 316 关1979SEK/DES兴 A, MM MM A 关1987STE/MAL, 1967MEE/GOL, 1984BOU/FRI兴 关1973ROC/SYM, 1967MEE/GOL兴 关1967MUR/KIV兴 关1987STE/MAL, 1966EME/TAT兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-62 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H3F6PS C3H3F6PS2 C 3H 3N C3H3NO C3H3NO C3H3NO2 C3H3NS C 3H 3N 3 C 3H 3N 3O 2 C 3H 3N 3O 3 C3H3N5O10 C 3H 4 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关1486-18-6兴 ⌬ vH bis共trifluoromethyl兲 methylthiophosphine 共273–321兲 36.9 297 关18799-79-6兴 ⌬ vH bis共trifluromethyl兲dithiophosphinic acid, methyl ester 共273–344兲 41.5 288 A 关107-13-1兴 ⌬trsH ⌬fusH acrylonitrile ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共257–352兲 共283–343兲 共222–351兲 共293–343兲 共273–353兲 关288-42-6兴 ⌬ vH ⌬ vH oxazole 共293–344兲 关288-14-2兴 ⌬ vH ⌬ vH isoxazole 共314–404兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method T Reference 关1964CAV/EME兴 关1987STE/MAL, 1999DYK/SVO兴 1.19 6.23 162.5 189.6 33.6 31.6 35.5 32.9 32.6 272 298 237 308 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1964SEV/SOK兴 关1964GUB/FER兴 关1945DAV/WIE兴 34.6 32.5⫾ 0.1 308 298 A C 关1987STE/MAL兴 关1978MCC/HAM兴 37.2⫾ 0.2 36.5⫾ 0.1 298 298 EB C 关1996STE/CHI3兴 关1978MCC/HAM兴 关17640-15-2兴 ⌬ vH cyanoformic acid, methyl ester 共273–333兲 39.3 288 A 关1987STE/MAL, 1970DYK兴 关288-47-1兴 ⌬fusH thiazole ⌬ vH ⌬ vH 共333–393兲 共336–391兲 关290-87-9兴 ⌬trsH ⌬fusH 1,3,5-triazine ⌬subH ⌬subH ⌬subH ⌬subH 共212–229兲 9.58 239.4 39.7 38.9 348 351 0.07 14.56 197.7 353.4 关1996DOM/HEA兴 关1968GOU/WES2, 1966MEY/MET兴 A A 关1987STE/MAL兴 关1987STE/MAL, 1969SOU/GOU2兴 关1991ACR兴 222 298 TE,ME 共242–264兲 58.2 54.2⫾ 0.2 56.5⫾ 2.1 U 43.1 253 ME 关1983DEW/VAN兴 关1982BYS兴 关1982INI/LOP兴 关1968MAS/RAE兴 ⌬ vH 共342–373兲 38.8⫾ 1.9 298 CGC 关2009LIP/CHI2, 2009LIP/CHI兴 关461-89-2兴 ⌬subH 6-azauracil 141 LE 关1974YAN/VER兴 关108-80-5兴 ⌬subH ⌬subH cyanuric acid 共440–473兲 458 298 ME,TE 关1983DEW/VAN兴 关1983DEW/VAN兴 关62626-83-9兴 ⌬subH 1,1,1,2,2-pentanitropropane 77.4⫾ 1.3 298 关463-49-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH allene 共136–274兲 共193–246兲 共153–238兲 共138–189兲 共203–236兲 共200–260兲 259 231 223 174 220 245 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 131 133 22.6 19.9 21.3 22.9 20.9 21.5 关1999MIR/VOR兴 A A MM 关1987STE/MAL兴 关1987STE/MAL兴 关1947STU兴 关1940LAM/ROP, 1984BOU/FRI兴 关1930LIV/HEI兴 关1921MAA/WRI, 1984BOU/FRI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-63 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 4 C3H4Br2 C3H4Br4 C3H4ClFO3 C3H4ClF3 C3H4ClF3O CAS Reg No Compound Enthalpy Temp 共K兲 Range C3H4Cl2O C3H4Cl2O C3H4Cl2O2 C3H4Cl4 C3H4Cl4 C3H4Cl4 Tm 共K兲 Method Reference 关74-99-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-propyne 共183–257兲 共257–402兲 共303–361兲 共359–402兲 共249–306兲 23.0 20.8 21.2 21.9 23.2 22.1 23.9 21.6 23.4 21.4 242 272 318 374 264 275 240 338 235 230 A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1967VAN兴 关1962VOH/KAN兴 关1933BOO/BUR, 1984BOU/FRI兴 关1921MAA/WRI兴 关513-31-5兴 ⌬ vH 2,3-dibromopropylene 共267–415兲 43.1 282 A 关1987STE/MAL, 1947STU兴 关54268-02-9兴 ⌬ vH 1,2,2,3-tetrabromopropane 共418–580兲 57.7 433 A 关1987STE/MAL, 1970DYK兴 关462-27-1兴 ⌬ vH carbonochloridic acid, 2-fluoroethyl ester 共273–333兲 46.6 288 GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关460-35-5兴 ⌬trsH ⌬fusH 1-chloro-3,3,3-trifluoropropane 4.49 169.8 5.31 179.4 ⌬ vH ⌬ vH 共297–315兲 共301–341兲 关425-87-6兴 ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,1,2-trifluoroethyl methyl ether 34.4⫾ 0.1 298 33.4⫾ 0.1 313 31.1⫾ 0.1 343 C3H4ClF3O2S 关61915-99-9兴 ⌬ vH C3H4Cl2F2O ⌬transHm 共kJ mol−1兲 共162–255兲 共323–400兲 共194–250兲 共200–260兲 29.9 33.7 306 316 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1972VAR/DRU兴 C C C 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 trifluoromethanesulfinic acid, 2-chloroethyl ester 共320–403兲 40.5 335 I 关1987STE/MAL, 1977BUR/SHR, 1999DYK/SVO兴 关76-38-0兴 ⌬ vH 2,2-dichloro-1,1-difluoro-1-methoxyethane 共279–378兲 40.3 294 A 关1987STE/MAL兴 关513-88-2兴 ⌬ vH 1,1-dichloroacetone 共292–382兲 35.8 307 A 关1987STE/MAL, 1970SMI/THO兴 关534-07-6兴 ⌬ vH 1,3-dichloroacetone 共348–445兲 49.6 363 A 关1987STE/MAL, 1970SMI/THO兴 关116-54-1兴 ⌬ vH ⌬ vH ⌬ vH methyl dichloroacetate 47.7⫾ 0.1 共331–481兲 44.9 共276–416兲 47.2 298 346 291 C A 关1972LAY/WAD兴 关1987STE/MAL, 1970DYK兴 关1947STU兴 关812-03-3兴 ⌬ vH 1,1,1,2-tetrachloropropane 共331–469兲 42.3 346 A 关1987STE/MAL, 1970DYK兴 关1070-78-6兴 ⌬trsH ⌬fusH 1,1,1,3-tetrachloropropane 2.2 10.49 219.9 237.7 ⌬ vH 共300–377兲 315 A 关1987STE/MAL兴 关13116-53-5兴 ⌬ vH 1,2,2,3-tetrachloropropane 共346–415兲 42.8 361 A 关1987STE/MAL兴 57.8 关1996DOM/HEA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-64 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 4F 2O 2 C 3H 4F 4O C 3H 4F 4O C 3H 4N 2 C 3H 4N 2 C 3H 4N 2O C 3H 4N 2O 4 C 3H 4N 4O 2 C 3H 4N 4O 6 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关432-53-4兴 ⌬ vH methyl difluoroacetate 共273–333兲 41.9 关32778-16-8兴 ⌬ vH 2-difluoromethoxy-1,1-difluoroethane 共288–328兲 32.9 303 关76-37-9兴 ⌬ vH ⌬ vH ⌬ vH 2,2,3,3-tetrafluoro-1-propanol 共303–380兲 47.9 共298–333兲 50.3 共298–333兲 53.6 关288-32-4兴 ⌬fusH imidazole ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共292–309兲 ⌬transHm 共kJ mol−1兲 12.8 共288–310兲 C 3H 4O C3H4OS2 288 318 313 298 300 298 301 298 298 14.2 74.3⫾ 0.4 74.0⫾ 0.4 72.7 69.2⫾ 0.3 71.8 67.7 343.2 275 298 265 298 关288-13-1兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH pyrazole 关107-91-5兴 ⌬trsH ⌬fusH 2-cyanoacetamide ⌬subH 共325–348兲 关4122-45-6兴 ⌬subH 3-nitro-2-isoxazoline-2-oxide 71.1⫾ 8.4 关107945-73-3兴 ⌬subH ⌬subH 2-methyl-4-nitro-1,2,3-triazole 共288–314兲 74.6⫾ 3.1 共288–314兲 74.7⫾ 3.1 301 298 关97645-24-4兴 ⌬fusH ⌬fusH 1,3,3-trinitroazetidine 29 30.31 373.8 375.5 95.3 373.8 共268–287兲 共253–273兲 1.2 21.7 346.5 387.3 99.7 336 GS Reference 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 I 关2002MUR/YAM兴 A MM MM 关1987STE/MAL兴 关1973ROC/SYM兴 关1973ROC/SYM兴 关1996DOM/HEA, 1983DEW/DEK兴 ME ME ME,TE C ME TE,ME C 关1987JIM/ROU兴 关1986JIM/ROU兴 关1983DEW/VAN兴 关1980SAB2兴 关1961ZIM/GEI兴 关1996DOM/HEA兴 关1987JIM/ROU兴 关1987JIM/ROU, 1986JIM/ROU兴 关1983DEW/VAN兴 关1980SAB2兴 关1979DAA/VAN兴 关1961ZIM/GEI兴 关1996DOM/HEA兴 TE,ME 关1983DEW/VAN兴 关1977PED/RYL, 1969MIR/LEB兴 ⌬ vH 共373–413兲 66.8 393 关107-02-8兴 ⌬ vH ⌬ vH ⌬ vH acrolein 共250–306兲 共304–325兲 共208–326兲 32.3 30.9 33.5 265 314 223 关107-19-7兴 ⌬ vH propargyl alcohol 共2-propyn-1-ol兲 共293–387兲 42.0 308 关2080-58-2兴 ⌬subH 1,3-dithiolan-2-one 80.3⫾ 0.4 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Method 361.9 83.1⫾ 0.2 83.1⫾ 0.2 80.8 74.5⫾ 0.4 85.3 ⌬subH C 3H 4O Tm 共K兲 ME ME 关2008MAT/IVA兴 关2008MAT/IVA兴 关2003SUC/RAJ兴 关1996ZHA/HU, 1997ZHA/HU兴 Fus+ Vap 关2003SUC/RAJ兴 关2003SUC/RAJ兴 A 关1987STE/MAL兴 关1979MAR/SAC兴 关1987STE/MAL, 1947STU兴 A 关1987STE/MAL兴 A 关1973RAU/GEI, 1977PED/RYL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-65 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 4O 2 C 3H 4O 2 C 3H 4O 2S C 3H 4O 3 C 3H 4O 3 C 3H 4O 4 C 3H 4O 5 C 3H 4S 3 C 3H 4S 3 C3H5Br C3H5Br CAS Reg No Compound Enthalpy Temp 共K兲 Range 关79-10-7兴 ⌬fusH ⌬transHm 共kJ mol−1兲 Tm 共K兲 11.16 285.5 Method Reference acrylic acid 关1991ACR兴 关1996VAN/YU兴 关1980VIL/PER兴 关1987STE/MAL, 1973LIN/WIC兴 关1964GUB/FER兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共341–414兲 共293–343兲 关57-57-8兴 ⌬fusH -propiolactone 共2-oxetanone兲 9.41 239.9 ⌬ vH ⌬ vH 共324–435兲 339 298 A C 关1987STE/MAL兴 关1966BOR/NAK兴 关7285-32-7兴 ⌬subH thiete sulfone 2H-thiete-1,1-dioxide兲 83.7⫾ 2.5 B 关1969MAC/MCN, 1969MAC/MCN2, 1977PED/RYL兴 关96-49-1兴 ⌬fusH ⌬fusH ethylene carbonate 13.02 13.3 311.2 309.5 ⌬subH ⌬subH ⌬subH 共273–297兲 68.7 78.5⫾ 4.2 73.2⫾ 2.5 285 A 关1987STE/MAL兴 关1971CHO/JON, 1977PED/RYL兴 关1970COX/PIL, 1958HOY/PEP兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共310–369兲 共451.6-505兲 共381–437兲 共368–449兲 共368–449兲 共368–433兲 共382–437兲 60.8⫾ 0.1 64.0⫾ 0.1 59.6 60.3 56.3 55.0 63.4⫾ 0.3 62.4 298 298 396 383 423 433 298 298 GS EB A EB EB EB EB EB 关2008VER/TOK兴 关2004CHE/CLE, 2008VER/TOK兴 关1987STE/MAL兴 关1982HON/WAK兴 关1982HON/WAK兴 关1982HON/WAK兴 关1975PET/SAN, 2008VER/TOK兴 关1958PEP, 2008VER/TOK兴 51.4 309 A 关1987STE/MAL, 1947STU兴 23.1 407.5 53.1⫾ 4.2 57.3 45.3 32.7 46.4 47.0⫾ 0.1 298 298 356 308 关127-17-3兴 ⌬ vH pyruvic acid 共294–438兲 关141-82-2兴 ⌬fusH malonic acid ⌬subH ⌬subH ⌬subH ⌬subH 共339–357兲 关80-69-3兴 ⌬subH tartronic acid 关822-38-8兴 ⌬subH 1,3-dithiolan-2-thione 共294–303兲 81.8⫾ 0.8 关822-38-8兴 ⌬ vH trithiocarbonic acid, cyclic ethylene ester 共294–303兲 82.9 298 关106-95-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH allyl bromide 共297–338兲 关590-14-7兴 cis 1-bromopropylene 共291–320兲 108.9⫾ 0.7 111.4⫾ 0.7 72.7 105.1⫾ 0.8 348 298 306 116.4⫾ 0.3 32.2 31.7⫾ 0.1 31.0⫾ 0.1 30.4⫾ 0.1 C A 关1996DOM/HEA兴 DSC 关2004HAN/BEY兴 A C 关1999RIB/MON兴 关1999RIB/MON兴 关1987STE/MAL, 1947GRA兴 关1983ALT/PIL兴 C 关1983ALT/PIL兴 ME 关1967GEI/SCH, 1970COX/PIL兴 298 312 318 330 341 关2004DIN兴 关1973VAS/KOR兴 关1999DYK/SVO兴 A, EB C C C 关1987STE/MAL, 1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-66 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H5Br C3H5Br3 C3H5Cl C3H5Cl C3H5Cl C3H5Cl C3H5Cl C3H5Cl C3H5ClO C3H5ClO C3H5ClO2 C3H5ClO2 C3H5ClO2 C3H5Cl3 C3H5Cl3 C3H5Cl3 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共257–366兲 32.0 272 A 关1987STE/MAL, 1970DYK兴 关590-14-7兴 ⌬ vH trans 1-bromopropylene 共262–372兲 32.5 277 A 关1987STE/MAL, 1970DYK兴 关96-11-7兴 ⌬fusH 1,2,3-tribromopropane 23.78 289.4 ⌬ vH ⌬ vH 共390–595兲 共400–478兲 50.8 50.2 405 415 A 关1987STE/MAL兴 关1949DRE/SHR, 1949DRE/MAR, 1984BOU/FRI兴 关107-05-1兴 ⌬ vH ⌬ vH allyl chloride 共203–318兲 共286–317兲 33.1 30.0 218 301 A 关1987STE/MAL兴 关1944IOF/YAM, 1984BOU/FRI兴 关590-21-6兴 ⌬ vH 1-chloropropene 共191–310兲 29.5 206 关16136-84-8兴 ⌬ vH ⌬ vH cis 1-chloropropene 共276–332兲 27.9 共237–338兲 29.2 291 252 A 关2001HOR/GAR兴 关1987STE/MAL, 1970DYK兴 关16136-85-9兴 ⌬ vH ⌬ vH trans 1-chloropropene 共277–340兲 28.5 共241–343兲 29.7 292 256 A 关2001HOR/GAR兴 关1987STE/MAL, 1970DYK兴 关557-98-2兴 ⌬ vH 2-chloropropene 共229–327兲 28.0 244 A 关1987STE/MAL, 1970DYK兴 关107-05-1兴 ⌬ vH 3-chloro-1-propene 共276–320兲 29.9 298 关1960DJK兴 关106-89-8兴 ⌬ vH epichlorohydrin 共256–391兲 42.9 272 关1947STU兴 关78-95-5兴 ⌬ vH chloroacetone 共316–392兲 40.1 331 A 关1987STE/MAL兴 关96-34-4兴 ⌬ vH ⌬ vH ⌬ vH methyl chloroacetate 46.7⫾ 0.1 共318–402兲 45.5 共298–403兲 46.7 298 333 313 C A 关1972LAY/WAD兴 关1987STE/MAL, 1967GOE/SCH, 1984BOU/FRI兴 关1928NEL2, 1984BOU/FRI兴 关541-41-3兴 ⌬ vH ⌬ vH ethylchloroformate 共281–286兲 38.7⫾ 0.2 共281–286兲 37.8⫾ 0.2 283 298 BG BG 关1980DAV/FIN兴 关1980DAV/FIN兴 关27617-66-1兴 ⌬ vH ⌬ vH 共S兲 2-chloropropionic acid 共287–328兲 63.4 共287–328兲 64.9⫾ 0.5 308 298 GS GS 关2002LAG/DIO兴 关2002LAG/DIO兴 关7789-89-1兴 ⌬ vH 1,1,1-trichloropropane 共244–382兲 38.8 259 A 关1987STE/MAL, 1947STU兴 关20395-25-9兴 ⌬ vH 1,1,3-trichloropropane 共328–464兲 41.8 343 A 关1987STE/MAL, 1970DYK兴 关96-18-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,2,3-trichloropropane 47.8⫾ 0.1 共337–477兲 43 共361–429兲 43 共282–431兲 46.8 298 352 376 297 C A 关1989AN/HU兴 关1987STE/MAL, 1970DYK兴 关1959URB兴 关1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method Reference 关1991ACR兴 关1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-67 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H5FO C3H5FO2 C 3H 5F 3O C 3H 5F 3O C 3H 5F 3O 2S C 3H 5F 3S 2 C 3H 5N C3H5NO C3H5NO C3H5NO C3H5NO C3H5NO C3H5NOS C3H5NO2 C3H5NO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关503-09-3兴 ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 1,2-epoxy-3-fluoropropane 共273–333兲 39.9 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关453-18-9兴 ⌬ vH methyl fluoroacetate 共273–333兲 42.7 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1970DYK兴 关428-66-0兴 ⌬ vH 1,1,2-trifluoro-1-methoxyethane 共276–317兲 31.1 291 关374-01-6兴 ⌬ vH ⌬ vH 1,1,1-trifluoro-2-propanol 共292–333兲 44.2 共294–333兲 44.8 关30957-43-8兴 ⌬ vH trifluoromethylsulfinic acid, trifluoromethyl ester 37.2 370 关691-05-4兴 ⌬ vH ethyl共trifluoromethyl兲 disulfide 共253–303兲 33.8 268 关107-12-0兴 ⌬trsH ⌬fusH propionitrile ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共310–353兲 共288–371兲 共308–363兲 共189–295兲 共308–370兲 共294–394兲 关79-06-1兴 ⌬fusH acrylamide ⌬subH 17.07 5.03 307 298 I A, MM MM 关2002MUR/YAM兴 关1987STE/MAL, 1973ROC/SYM, 1984BOU/FRI兴 关1973ROC/SYM兴 关1971SAU/SHR2兴 A 177 180.4 关1987STE/MAL, 1999DYK/SVO兴 关1996DOM/HEA兴 298 303 326 280 323 298 15.33 358 关1996DOM/HEA兴 共303–358兲 81.8 330 关1957CAR/DAV兴 ⌬ vH ⌬ vH 共357–413兲 共373–413兲 61.5 76.5 372 388 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1738-36-9兴 ⌬ vH methoxyacetonitrile 共285–316兲 41.7⫾ 0.6 298 GS 关1995VER/BEC兴 关109-78-4兴 ⌬ vH ⌬ vH 2-cyanoethanol 共306–361兲 62.3⫾ 0.5 共331–494兲 53.4 298 346 GS A 关2007ROU/NOT兴 关1987STE/MAL兴 关5314-33-0兴 ⌬ vH 2-propenal oxime 共303–381兲 42.2 318 A 关1987STE/MAL兴 关930-21-2兴 ⌬subH 2-azetidinone 298 ME 关1996ROU/JIM2兴 关5840-81-3兴 ⌬fusH 2-mercapto-2-oxazoline 15.9 370 DSC 关2008TEM/ROU3兴 ⌬subH ⌬subH 共325–354兲 共325–354兲 340 298 ME ME 关2009ROU/TEM兴 关2009ROU/TEM兴 关3156-70-5兴 ⌬ vH ⌬ vH 1-nitropropylene 共301–373兲 共273–333兲 337 288 A 关4749-28-4兴 2-nitropropylene 77.4⫾ 0.3 104.3⫾ 4.4 105.0⫾ 4.4 37.1 44.1 EB A BG 关2004ANT/GAL, 2005EME/VER兴 关1987STE/MAL兴 关1971HAL/BAL兴 关1956MIL, 1984BOU/FRI兴 关1949DRE/SHR, 1949DRE/MAR, 1984BOU/FRI兴 关1933HEI, 2005EME/VER兴 37.1⫾ 0.3 36.1 36.7 36.5 35.9 36.7⫾ 0.3 MM 关1984BOS/TUR兴 关1987STE/MAL, 1970DYK兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-68 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H5NO2 C3H5NS C3H5NS C3H5NS2 C 3H 5N 3O 9 C 3H 5P C 3H 6 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共273–333兲 38.2 关497-25-6兴 ⌬fusH dimethylene urethane 共2-oxazolidinone兲 17.3 360 关542-85-8兴 ⌬ vH ⌬ vH ethyl isothiocyanate 共283–404兲 40.2 共283–323兲 39.8 298 298 A 关1987STE/MAL兴 关1935BAU/BUR, 1984BOU/FRI兴 关542-90-5兴 ⌬ vH ethyl thiocyanate 共358–422兲 44.2 373 A 关1987STE/MAL, 1999DYK/SVO兴 关96-53-7兴 ⌬fusH 2-mercapto-2-thiazoline 16.8 377 DSC 关2008TEM/ROU3兴 ⌬subH ⌬subH 共333–351兲 共333–351兲 342 298 ME ME 关2009ROU/TEM兴 关2009ROU/TEM兴 关55-63-0兴 ⌬fusH glycerol trinitrate ⌬ vH ⌬ vH 共293–373兲 共400–524兲 C3H6BrCl C3H6BrNO C3H6Br2 288 Method A Reference 关1987STE/MAL, 1970DYK兴 关2004SMI/MAR兴 关1991ACR兴 21.87 285.5 104.5 58.6 308 415 关114596-02-0兴 ⌬ vH 2-propynylphosphine 共228–273兲 36.8 250 关1988SHA/DIE兴 关75-19-4兴 ⌬fusH cyclopropane 5.44 145.6 关1996DOM/HEA兴 29.2 28.2 145 128 21.8 20.4 19.9 20.3 19.9 17.02 21.1 210 373 312 224 254 298 226 ⌬subH ⌬subH C 3H 6 99.8⫾ 3.4 100.5⫾ 3.4 Tm 共K兲 共115–141兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共195–225兲 共358–398兲 共297–359兲 共188–239兲 共239–298兲 关115-07-1兴 ⌬fusH propylene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共297–363兲 共104–161兲 共228–271兲 共270–327兲 共325–363兲 共161–242兲 共298–423兲 共166–226兲 共236–283兲 关109-70-6兴 ⌬ vH 共183–241兲 2.93 A B A,MS A A A A 关1987STE/MAL兴 关1947STU兴 关1963BON兴 关1951TIC/LOS兴 关1997CAL/FIL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1970LIN/SIL兴 关1946RUE/POW, 1984BOU/FRI兴 关1996DOM/HEA兴 88.2 312 146 256 285 340 227 360 211 268 A A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1953MIC/WAS兴 关1939POW/GIA兴 关1921MAA/WRI, 1984BOU/FRI兴 1-bromo-3-chloropropane 共326–488兲 42.0 341 A 关1987STE/MAL, 1970DYK兴 关7119-91-7兴 ⌬ vH 2-bromo-2-nitrosopropane 共239–356兲 41.0 254 A 关1987STE/MAL, 1970DYK兴 关598-17-4兴 1,1-dibromopropane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 18.7 22.2 18.7 18.5 18.8 19.2 18.7 19.6 19.3 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-69 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H6Br2 C3H6Br2 C3H6Br2O C3H6ClNO2 C3H6Cl2 C3H6Cl2 C3H6Cl2 C3H6Cl2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共322–449兲 42.5 关78-75-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关109-64-8兴 ⌬fusH Tm 共K兲 Method 337 A, E 1,2-dibromopropane 共312–403兲 41.4 共310–400兲 42.2 42.3⫾ 0.7 共329–456兲 44.6 共266–415兲 42.8 327 298 298 344 281 A 1,3-dibromopropane 14.64 238.6 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共307–437兲 共351–487兲 共283–440兲 关96-13-9兴 ⌬ vH EB A Reference 关1987STE/MAL, 1956MAN, 1970DYK兴 关1987STE/MAL兴 关1991BAS/SVO, 1975PIS/ROZ2兴 关1975PIS/ROZ兴 关1987STE/MAL, 1970DYK兴 关1947STU兴 关1996DOM/HEA兴 298 308 315 323 330 338 322 366 298 GC C C C C C A A 关1994CAR/LAY兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1987STE/MAL兴 关1987STE/MAL, 1970DYK兴 关1947STU兴 2,3-dibromo-1-propanol 共330–492兲 57.3 345 A 关1987STE/MAL, 1947STU兴 关594-71-8兴 ⌬trsH ⌬fusH 2-chloro-2-nitropropane 9.54 1.34 213.8 261.6 关78-99-9兴 ⌬ vH ⌬ vH ⌬ vH 1,1-dichloropropane 35.2⫾ 0.4 共310–360兲 35.2 共282–399兲 35.5 298 298 297 关78-87-5兴 ⌬fusH 1,2-dichloropropane 6.4 172.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共303–368兲 47.6 47.3⫾ 0.1 46.7⫾ 0.1 46.1⫾ 0.1 45.5⫾ 0.1 44.8⫾ 0.1 46.6 47.8 45.3 36.3⫾ 0.5 36.2⫾ 0.1 38.4⫾ 0.3 36.3 36.1⫾ 0.1 39.4 34.7 34.3 298 298 298 298 298 254 336 303 关142-28-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,3-dichloropropane 41.0 共330–400兲 41.0 40.6⫾ 0.1 共307–435兲 39 298 298 298 322 关594-20-7兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬fusH 2,2-dichloropropane 0.01 0.73 10.0 5.98 2.34 171.6 188.2 239.6 188 239.3 共294–406兲 共300–370兲 共239–373兲 共321–369兲 共288–373兲 关1996DOM/HEA兴 C A, E 关2007VAR/DRU兴 关1967HAC/MAT, 1991BAS/SVO兴 关1987STE/MAL, 1956MAN, 1970DYK兴 关1991ACR兴 C EB C A GC C A 关2007VAR/DRU兴 关2007VAR/DRU兴 关1997STE/CHI3兴 关1991BAS/SVO兴 关1989AN/HU兴 关1987STE/MAL兴 关1949DRE/SHR, 1949DRE/MAR兴 关1933NEL/YOU兴 关1994CAR/LAY兴 关1987VAR/LOS, 1991BAS/SVO兴 关1989AN/HU兴 关1987STE/MAL, 1970DYK兴 关1999KOB/OGU兴 关1996DOM/HEA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-70 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H6Cl2O C3H6Cl2O C 3H 6F 2 C 3H 6F 2 C 3H 6F 2O C3H6F3NS C3H6F3NS C3H6F3OP C3H6F3OP C 3H 6F 3O 2P C3H6F3PS C3H6F3PS C 3H 6I 2 C 3H 6N 2O C 3H 6N 2O 2 C 3H 6N 2O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共295–340兲 共267–378兲 32.1 33.2 298 282 A A 关1987VAR/LOS, 1991BAS/SVO兴 关1987STE/MAL, 1970DYK兴 关616-23-9兴 ⌬ vH 2,3-dichloro-1-propanol 共384–419兲 48.5 399 A 关1987STE/MAL兴 关96-23-1兴 ⌬ vH 1,3-dichloro-2-propanol 共301–448兲 50.4 316 A 关1987STE/MAL, 1947STU兴 关430-81-5兴 ⌬ vH 1,1-difluoropropane 共219–311兲 27.2 234 A, E 关420-45-1兴 ⌬ vH 2,2-difluoropropane 共211–302兲 25.6 226 A 关1987STE/MAL, 1970DYK兴 关461-57-4兴 ⌬ vH 1,1-difluoro-2-methoxyethane 共288–322兲 31.8 303 I 关2002MUR/YAM兴 关62067-13-4兴 ⌬ vH N,N-dimethyl-trifluoromethanesulfenamide 共223–295兲 30.2 259 关62067-13-4兴 ⌬ vH dimethyl共trifluoromethylthio兲amine 共273–329兲 31.1 288 关26348-84-5兴 ⌬ vH methyl共trifluoromethyl兲phosphinous acid, methyl ester 共232–285兲 33.9 258 关1970BUR/KAN兴 关26348-91-4兴 ⌬ vH dimethyl共trifluoromethyl兲phosphine oxide 共347–360兲 52.4 358 关1970BUR/KAN兴 关684-56-0兴 ⌬ vH 共trifluoromethyl兲phosphonic acid, dimethyl ester 共237–318兲 37.4 252 A 关1987STE/MAL, 1961BUR/GRI兴 关26348-86-7兴 ⌬ vH methyl共trifluoromethyl兲phosphinothious acid, methyl ester 共273–313兲 38.4 293 关1970BUR/KAN兴 关26348-92-5兴 ⌬subH dimethyl共trifluoromethyl兲phosphine sulfide 共300–320兲 68.0 310 关1970BUR/KAN兴 ⌬ vH 共323–357兲 关1970BUR/KAN兴 关627-31-6兴 ⌬ vH 1,3-diiodopropane 关120-93-4兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH 2-imadazolidinone ⌬subH ⌬subH 共327–349兲 关591-07-1兴 ⌬subH ⌬subH ⌬subH acetylurea 共360–407兲 关108-13-4兴 ⌬trsH ⌬fusH ⌬trsH malonamide Tm 共K兲 47.2 340 54.1 298 3.6 11.5 3.27 5.11 344.6 401.2 344 397.3 96.6⫾ 0.8 83.7 298 298 102.4⫾ 0.7 103.1⫾ 0.7 103.1⫾ 0.7 383 298 298 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 1.89 29.85 1.9 418.9 444.2 393 Method Reference 关1987STE/MAL, 1956MAN, 1970DYK兴 关1960EME/NAB兴 A GC 关1987STE/MAL, 1999DYK/SVO兴 关1994CAR/LAY兴 关2008RIB/RIB兴 DSC 关1984WEI/LEF兴 ME 关2008RIB/RIB兴 关1999DEF/DEO兴 C 关1988IMA/MUR兴 关1988IMA/MUR兴 关1985MUR/SAK兴 DSC 关2006BAD/DEL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-71 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 6N 2O 4 C 3H 6N 2O 4 C 3H 6N 2O 5 C 3H 6N 2O 6 C 3H 6N 2O 6 C 3H 6N 2O 6 C 3H 6N 4 C 3H 6N 4 C 3H 6N 4O 4 C 3H 6N 6 C 3H 6N 6O 3 C 3H 6N 6O 5 C 3H 6N 6O 6 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬fusH 35.8 ⌬subH 126.4⫾ 0.5 Tm 共K兲 Method Reference 关1996DOM/HEA兴 443 C 关1989IMA/TAK兴 A 关1987STE/MAL兴 关601-76-3兴 ⌬ vH 1,1-dinitropropane 共323–383兲 57.9 关595-49-3兴 ⌬trsH ⌬trsH ⌬fusH 2,2-dinitropropane ⌬ vH 共363–553兲 关918-52-5兴 ⌬trsH ⌬fusH 2,2-dinitro-1-propanol 15.06 2.85 281.7 366.7 关6423-43-4兴 ⌬ vH 1,2-propanediol dinitrate 共288–328兲 63.8 303 A 关3457-90-7兴 ⌬ vH 1,3-propanediol dinitrate 共293–313兲 74.3⫾ 4.6 303 A, GS 关2736-80-3兴 ⌬trsH 2,2-dinitro-1,3-propanediol 21.34 341.2 Note: decomposes before melting. 关5144-11-6兴 ⌬fusH 1,5-dimethyltetrazole 14.7 ⌬subH 共303–343兲 关4135-93-7兴 ⌬fusH 2,5-dimethyltetrazole 13.5 关5754-91-6兴 ⌬fusH 1,3-dinitro-1,3-diazacyclopentane 25.08 410 关108-78-1兴 ⌬subH ⌬subH 2,4,6-triamino-s-triazine 共melamine兲 共417–614兲 121.3⫾ 4.2 515 共417–447兲 123.3 432 关13980-04-6兴 ⌬trsH ⌬fusH 1,3,5-trinitroso-1,3,5-triazacyclohexane 17.78 367 3.77 376 ⌬subH ⌬subH ⌬subH 共343–447兲 共383–411兲 关5755-27-1兴 ⌬fusH 1,3-dinitro-5-nitroso-1,3,5-triazacyclohexane 25.97 446 关1987OYU/BRI兴 关121-82-4兴 ⌬fusH hexahydro-1,3,5-trinitro-1,3,5-triazine 37.66 478.2 关1996DOM/HEA兴 ⌬subH ⌬subH ⌬subH 134.3 112.5⫾ 0.8 130.1 298 共325–360兲 共329–371兲 ⌬ vH 共503–523兲 84.4 513 338 11.28 1.87 2.64 267.7 259.7 324.5 46.3 378 A 关1987STE/MAL, 1970DYK兴 关1987STE/MAL, 1957KEM/GOL兴 关1969ROS/HOL兴 关1990KOZ/SIM3兴 ME 关1990KOZ/SIM兴 关1990KOZ/SIM3兴 256.4 298 关1987STE/MAL兴 关1969ROS/HOL兴 349 86.2⫾ 1.0 134.3⫾ 0.7 112.1 112.1 关1996DOM/HEA兴 关1996DOM/HEA兴 GS A 关1960HIR/STE, 1970COX/PIL兴 关1987STE/MAL兴 关1996DOM/HEA兴 ME ME 关1978CUN/PAL兴 关1974PEP/MAT兴 关1953EDW, 1960JON兴 ME 关1978CUN/PAL兴 关1974PEP/MAT兴 关1969ROS/DIC兴 A 关1987STE/MAL兴 350 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-72 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 6O C 3H 6O C 3H 6O C 3H 6O C 3H 6O C 3H 6O C 3H 6O C 3H 6O CAS Reg No Compound Enthalpy Temp 共K兲 Range 关107-18-6兴 ⌬ vH ⌬ vH 2-propen-1-ol 共311–355兲 共323–373兲 关503-30-0兴 ⌬ vH oxetane 关67-64-1兴 ⌬fusH acetone ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–318兲 共329–488兲 共178–243兲 共203–269兲 共323–379兲 共374–464兲 共457–508兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 46.1 47.3 298 298 EB CGC 关2004LUB/MAL兴 关1995CHI/HOS兴 29.8 298 C 关1981HOS/SCO兴 5.72 176.6 共261–328兲 共278–293兲 共310–329兲 共204–339兲 共204–339兲 共204–339兲 32.1 29.9 32.9 33.8 30.6 29.5 29.7 26.1 21.7 15.3 9.2 31.9 31.8 32.8 31.3 32.7 32.6 31.1 35 32.1 30.7 308 344 228 254 338 389 472 373 423 473 498 300 319 274 298 276 285 319 253 293 313 关107-18-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH allyl alcohol 共310–340兲 共253–370兲 44.6 46.7 325 268 共283–313兲 44.8 298 关107-25-5兴 ⌬ vH methyl vinyl ether 共278–412兲 23.4 293 关503-30-3兴 ⌬fusH trimethylene oxide 共85–270兲 6.27 173.2 关1985HAN兴 关123-38-6兴 ⌬fusH propanal 171.3 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共263–373兲 共286–321兲 278 301 321 303 286 298 305 298 298 265 关1977KIM/KIM兴 关1974AMB/SPR兴 关1972COU/LEE兴 关1972COU/LEE兴 关1972COU/LEE兴 关1972COU/LEE兴 关1987STE/MAL, 1970DYK兴 关1967BUC/COX, 2003VER/KRA2兴 关1962TJE2, 2003VER/KRA2兴 关1987STE/MAL, 1951SMI/BON兴 关75-56-9兴 propylene oxide 共285–329兲 共305–333兲 共259–351兲 8.59 共290–322兲 共250–330兲 31.5 30.5 28.3 29.4 30.3 29.6 30.3 29.7⫾ 0.4 30.0 31.9 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 A A A A A A C C C C EB A A, EB MG MG MG 关2008SON/RAM兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986DMI/KAC兴 关1986DMI/KAC兴 关1986DMI/KAC兴 关1986DMI/KAC兴 关1986BAL/GNA兴 关1984CAS/FRA3兴 关1987STE/MAL, 1974AMB/SPR2, 1975AMB/ELL兴 关1975AMB/ELL兴 关1987STE/MAL, 1972BOU/AIM兴 关1963SOK/ZHI兴 关1957BRO/SMI兴 关1926FEL/DUR兴 关1926FEL/DUR兴 关1926FEL/DUR兴 A NA 关2002LUB/BAN兴 关1987STE/MAL兴 关1936EWE兴 关1935BAU/BUR兴 A 关1987STE/MAL兴 A EB EB EB PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-73 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬fusH C 3H 6O 2 C 3H 6O 2 C 3H 6O 2 C 3H 6O 2 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共225–308兲 共292–345兲 关646-06-0兴 ⌬trsH ⌬fusH 1,3-dioxolane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共305–347兲 共280–323兲 共321–357兲 共306–346兲 共280–355兲 关109-94-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl formate 共300–326兲 共327–498兲 关79-20-9兴 ⌬fusH methyl acetate ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共260–351兲 共249–308兲 共285–322兲 共243–306兲 共213–336兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 6.57 161.3 31.6 28.5 27.9 30.1 28.2 32.9 240 307 298 264 303 273 2.68 6.57 142.4 175.9 34.6 35.8 33.7 33.7 34.1 35.6⫾ 0.4 326 295 339 326 296 31.4 29.9 31.6⫾ 0.1 30.9⫾ 0.1 29.8⫾ 0.1 35.8 313 342 304 313 328 228 7.49 共308–338兲 共273–318兲 共274–329兲 34.1 32.3⫾ 0.1 29.5⫾ 0.1 31.8 32.6⫾ 0.1 32.2⫾ 0.1 31.6⫾ 0.1 30.5⫾ 0.1 30.3⫾ 0.1 32.5 30.2 34.5 33.4 Method 关1996DOM/HEA兴 A C 关1987STE/MAL, 1970DYK兴 关1966BOT/ADL兴 关1962SIN/HIL兴 关1959MCD/SHR兴 关1937MOO/KAN兴 关1935KIR/POP兴 关1996DOM/HEA兴 A A A C C C A 关1989WU/SAN兴 关1987STE/MAL兴 关1982CAS/FRA兴 关1980FRA/CAS兴 关1968CHE/TUR, 1984BOU/FRI兴 关1959FLE/MOR兴 关1993FAR/WIC兴 关1987STE/MAL兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1987STE/MAL, 1970DYK兴 关1992OKA/OGU兴 174.9 275 298 343 323 298 304 313 328 331 295 330 296 289 Reference A C C DTA C C C C C BG A 关1987STE/MAL兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980MEY/AWE兴 关1979SUN/SVE2兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1976CON/COU兴 关1976CON/COU兴 关1971HAL/BAL兴 关1987STE/MAL, 1965MER/POL, 1970DYK兴 关79-09-4兴 ⌬fusH propionic acid ⌬subH ⌬subH 共225–238兲 74.1⫾ 1 73.2⫾ 1 233 233 TE ME 关1978CAL/CAL兴 关1978CAL/CAL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬vH 共monomer兲 ⌬ vH 共303–378兲 共353–393兲 共343–419兲 共414–511兲 共345–401兲 54.4 54.9 47.0 60.6 46.4 56.0 31.1⫾ 0.1 55⫾ 2 298 298 358 429 360 303 298 298 CGC CGC A A A 关2000VER兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983TAM/DRA兴 关1970KON/WAD兴 关1970KON/WAD兴 10.66 关1996DOM/HEA, 1982MAR/AND兴 252.7 C C J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-74 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula 共C3H6O2兲2 C 3H 6O 2 C 3H 6O 2S C 3H 6O 3 C 3H 6O 3 C 3H 6O 3 C 3H 6O 3 C 3H 6O 3 C 3H 6O 3 C 3H 6O 3 C 3H 6S C 3H 6S C 3H 6S 3 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共328–437兲 48.3 关32574-16-6兴 ⌬subH ⌬subH propionic acid dimer 共225–238兲 81.3⫾ 1 79.4⫾ 1.0 233 233 关116-09-6兴 ⌬ vH hydroxyacetone 共296–356兲 42⫾ 3 326 关2010PET/REY兴 关107-96-0兴 ⌬fusH -thiolactic acid 16.97 291.9 关1996DOM/HEA兴 关625-45-6兴 ⌬ vH 2-methoxyacetic acid 共325–477兲 54.5 关96-35-5兴 ⌬fusH methyl glycolate ⌬ vH ⌬ vH 共326–381兲 共282–425兲 关616-38-6兴 ⌬trsH ⌬fusH dimethylcarbonate ⌬ vH ⌬ vH ⌬ vH 共274–304兲 共326–411兲 共311–397兲 关4212-43-5兴 ⌬ vH 11.4 52.5⫾ 6.3 47.4 NA 11.58 Tm 共K兲 Method 关1981AMB/ELL兴 343 340 TE ME A 关1978CAL/CAL兴 关1978CAL/CAL兴 关1987STE/MAL, 1947STU兴 关2000JAR/MAR兴 272.8 298 297 Reference EB A 220.1 278.2 关1996STE/CHI2兴 关1987STE/MAL, 1947KET/VAN兴 关2004DIN兴 298 341 298 GS EB 关2008KOZ/EME兴 关2002ROD/CAN兴 关1997STE/CHI4, 1997STE/CHI2兴 peroxypropionic acid 共273–393兲 43.2 288 A 关1987STE/MAL, 1951EGE/EMT, 1970DYK兴 关38787-96-1兴 ⌬ vH propylene ozonide 共261–296兲 36.9 281 A 关1987STE/MAL, 1956GAR/SCH兴 关110-88-3兴 ⌬fusH 1,3,5-trioxane ⌬subH ⌬subH ⌬subH ⌬subH 共212–231兲 ⌬ vH 共329–386兲 关50-21-5兴 ⌬fusH 共dl兲 lactic acid 关1072-43-1兴 ⌬ vH 2-methylthiirane 共272–423兲 关287-27-4兴 ⌬trsH ⌬fusH thiacyclobutane 共thietane兲 0.67 8.24 ⌬ vH ⌬ vH ⌬ vH 共275–393兲 关291-21-4兴 ⌬fusH 38.0⫾ 0.2 36.4 37.7⫾ 0.2 15.1 关1996DOM/HEA, 1991ACR兴 333.4 57.9 55.6 56.5 56.2⫾ 0.2 223 298 298 298 TE,ME C C 关1983DEW/VAN兴 关1983DEW/VAN兴 关1975BOG/BER兴 关1969MAN/MOR, 1977PED/RYL兴 40.0 344 A 关1987STE/MAL, 1965SER/BYK兴 11.34 289.9 34.6 287 共321–404兲 关1996DOM/HEA兴 A 关1987STE/MAL, 1970DYK, 1999DYK/SVO兴 176.7 199.9 关1996DOM/HEA兴 36.5 35.8 34.6 290 298 336 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1953SCO/FIN, 1966OSB/DOU兴 32.2 488.4 A, EB 1,3,5-trithiane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2002VAN/VAN2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-75 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H7Br C3H7Br C3H7Cl C3H7Cl C3H7ClO C3H7ClO C3H7ClO2 C3H7ClO2S C3H7ClS CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference ⌬subH ⌬subH ⌬subH 共320–339兲 93.2⫾ 0.2 91.5 93.9 298 331 298 ME TE,ME 关2001ROU/JIM兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关106-94-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-bromopropane 共301–344兲 31.8 31.1⫾ 0.1 30.5⫾ 0.1 30.1⫾ 0.1 29.3⫾ 0.1 31.9⫾ 0.1 共250–368兲 34.1 共220–344兲 35.5 共273–303兲 32.6 316 322 332 339 352 298 265 235 288 A, EB C C C C C A, E 关1987STE/MAL, 1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1966WAD兴 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 关1947STU兴 关1906REX, 1984BOU/FRI兴 关75-26-3兴 ⌬fusH 2-bromopropane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共323–363兲 共236–328兲 共299–332兲 关540-54-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-chloropropane 共250–320兲 关75-29-6兴 ⌬fusH 2-chloropropane ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共239–310兲 共271–312兲 共194–309兲 共273–303兲 关127-00-4兴 ⌬ vH ⌬ vH 6.55 关1996DOM/HEA兴 184.1 298 251 314 305 318 330 338 298 226 288 29.0 28.5⫾ 0.2 31.0 33.1 298 298 263 219 7.39 156 30.2 27.6 30.6 27.3 254 298 209 288 A 关1987STE/MAL兴 关1960DJK兴 关1947STU兴 关1906REX, 1984BOU/FRI兴 1-chloro-2-propanol 共308–399兲 45.0⫾ 2.2 共308–399兲 42.2⫾ 1.9 340 380 EB EB 关2002STE/CHI兴 关2002STE/CHI兴 关78-89-7兴 ⌬ vH 2-chloro-1-propanol 共316–399兲 45.0 331 A 关1987STE/MAL兴 关96-24-2兴 ⌬ vH 3-chloro-1,2-propanediol 共343–409兲 66.6 358 关1996GIL/WIL兴 关10147-36-1兴 ⌬ vH ⌬ vH ⌬ vH 1-propanesulfonyl 共273–362兲 共362–464兲 共243–273兲 288 377 258 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关na兴 methyl共2-chloroethyl兲 sulfide 共211–333兲 共273–303兲 共248–320兲 共205–319兲 chloride 52.3 49.9 60.1 CGC A EB C C C C C 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL, 1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1966WAD兴 关1947STU兴 关1906REX, 1984BOU/FRI兴 30.6 32.1 30.1 29.8⫾ 0.1 29.2⫾ 0.1 28.5⫾ 0.1 28.0⫾ 0.1 30.2⫾ 0.1 33.4 30.9 C A 关1984BOU/FRI, 1991BAS/SVO兴 关1977MAN/SEL兴 关1987STE/MAL, 1969KEM/KRE, 1970DYK兴 关1947STU兴 关1991ACR兴 A J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-76 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 7F C 3H 7F C 3H 7I C 3H 7I C 3H 7N CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共293–333兲 关460-13-9兴 ⌬ vH Tm 共K兲 Method Reference 42.4 308 A, GS 关1987STE/MAL, 1948RED/CHA, 1970DYK兴 1-fluoropropane 共196–289兲 24.0 274 A, E 关420-26-8兴 ⌬ vH 2-fluoropropane 共190–264兲 23.7 249 A 关107-08-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-iodopropane 共171–271兲 37.8 36.3⫾ 0.1 36.8 37.0 256 298 286 252 A C A, E 关1987STE/MAL兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 关1947STU兴 关75-30-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-iodopropane 共313–353兲 共173–262兲 34.0 36.7 34.1⫾ 0.1 36.3 298 247 298 244 CGC A C 关1995CHI/HOS兴 关1987STE/MAL兴 关1968WAD兴 关1947STU兴 关765-30-0兴 ⌬fusH cyclopropylamine 共271–402兲 共237–375兲 共230–363兲 13.18 ⌬ vH C 3D 7N C 3H 7N C 3H 7N C3H7NO C3H7NO C3H7NO 31.3⫾ 0.4 关1987STE/MAL兴 关1991ACR兴 237.8 298 关1987STE/MAL, 1961LI/ROS, 1970DYK兴 EB 关1971GOO/MOO兴 关153557-96-1兴 ⌬ vH perdeuterocyclopropylamine 共283–336兲 32.0 298 关107-11-9兴 ⌬ vH ⌬ vH allylamine 共273–303兲 共273–324兲 33.0 32.6 288 288 A A 关1987STE/MAL兴 关1987STE/MAL兴 关503-29-7兴 ⌬ vH azetidine 共273–303兲 32.6 288 A 关1987STE/MAL兴 关127-06-0兴 ⌬subH acetone oxime 共313–333兲 59.6 323 I 关1987STE/MAL, 1975MES/BAE兴 ⌬ vH 共338–352兲 51.4 345 A 关1987STE/MAL兴 关79-05-0兴 ⌬fusH ⌬fusH propionamide 12.9 12.9 352.6 352.6 ⌬subH ⌬subH ⌬subH ⌬subH 共283–343兲 关1993WOL/KIM兴 关2008ABA/BAD兴 关2000BRU/DEL兴 298 共318–346兲 ⌬ vH ⌬ vH 共375–476兲 共338–486兲 63.9 60.3 390 353 EB 关2004HOR/FIS兴 关1947STU兴 关68-12-2兴 ⌬fusH ⌬fusH N,N-dimethylformamide 8.95 8.95 212.9 212.9 AC 关2007SMI/TSV兴 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共463–513兲 共346–425兲 共377–426兲 共338–425兲 共301–426兲 298 361 392 353 316 CGC 关2009PAN/ANT兴 关2005MUN/MON兴 关1997BLA/BEL兴 关1995MAR/GAB兴 关1987STE/MAL兴 46.7⫾ 0.5 43.1 41.8 43.6 49.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 TE 关2000BRU/DEL兴 关1975BAR/PIL, 1977PED/RYL兴 关1960THO兴 关1959DAV/JON2兴 75⫾ 4.0 79.2⫾ 0.3 73.3 79.1⫾ 0.4 GS A PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-77 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H7NO C3H7NO CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 46.9 42.5 56.7 46.7 298 370 346 318 A 共318–423兲 共331–425兲 共303–363兲 关1985BAR/CAS, 1985MAJ/SVO兴 关1979BLU/BAE兴 关1974MYA/SCH, 1984BOU/FRI兴 关1968GOP/RIZ兴 58.4 298 A 关1985BAR/CAS, 1985MAJ/SVO兴 关627-45-2兴 ⌬ vH N-ethylformamide 关79-16-3兴 ⌬fusH ⌬fusH N-methylacetamide 10.11 9.73 ⌬subH ⌬subH ⌬subH C3H7NO C3H7NO2 C3H7NO2 C3H7NO2 C3H7NO2 C3H7NO2 C3H7NO2 C3H7NO2 共288–303兲 70.8⫾ 2.0 69.87⫾ 0.31 54.0 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共363–414兲 共353–428兲 共333–443兲 共353–479兲 关627-39-4兴 ⌬ vH propionaldehyde oxime 共313–339兲 51.2 关51-79-6兴 ⌬fusH ethyl carbamate ⌬subH ⌬subH ⌬subH ⌬subH 共256–273兲 55.5 62 59.6 53.5 NA 15.23 Tm 共K兲 Method Reference 303.7 303.8 关1999AHL/LOH兴 关1969KRE/WOO兴 298 298 关1996ROU/JIM2兴 关1984STA/WAD兴 关1952AIH, 1960JON兴 378 368 348 368 A A 关1995SCH/PUS兴 关1993AUC/MON兴 关1987STE/MAL兴 关1987STE/MAL兴 关1968GOP/RIZ兴 326 A 关1987STE/MAL兴 关1991ACR兴 321.9 GS 关1983DEW/VAN兴 关1983DEW/VAN兴 关1976BAR/BOU兴 关1959DAV/JON兴 338 353 A 关2004AHM/GIE兴 关1987STE/MAL, 1947STU兴 26.0 260 A 关1987STE/MAL, 1937THO/DAI兴 1-nitropropane 共313–353兲 共293–405兲 共331–404兲 43.9 42.6 40.6 298 308 346 CGC A, EB 关1995CHI/HOS兴 关1987STE/MAL, 1956TOO, 1970DYK兴 关1949DRE/SHR, 1949DRE/MAR兴 关79-46-9兴 ⌬ vH ⌬ vH 2-nitropropane 共313–353兲 共284–394兲 43.9 40.9 298 299 CGC A, EB 关1995CHI/HOS兴 关1987STE/MAL, 1947STU, 1956TOO, 1970DYK兴 关543-67-9兴 ⌬ vH propyl nitrite 共253–268兲 28.3 260 A 关56-41-7兴 ⌬subH ⌬subH ⌬subH L-共d兲-alanine 132.8⫾ 1 132.4⫾ 1.3 144.8⫾ 4.2 414 433 298 TE,ME C 关338-69-2兴 ⌬subH ⌬subH ⌬subH D-共l兲-alanine 共407–426兲 共342–442兲 共453–469兲 132.8 U 105⫾ 8 138.3⫾ 8 417 392 461 A LE ME 共292–307兲 77.7 76.3 71.9 89.1⫾ 0.8 265 298 322 299 ⌬ vH ⌬ vH 共323–373兲 共338–457兲 U 25.8 56.6 关541-42-4兴 ⌬ vH isopropyl nitrite 共253–268兲 关108-03-2兴 ⌬ vH ⌬ vH ⌬ vH 共413–450兲 TE,ME 关1987STE/MAL, 1937THO/DAI兴 关1979DEK/VOO兴 关1977NAG/SAB兴 关1977NAG/SAB兴 关1987STE/MAL兴 关1977GAF/PIE兴 关1965SVE/CLY, 1970COX/PIL, 1964CLY/SVE, 1989CHI/GRO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-78 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H7NO2 C3H7NO2 C3H7NO2S C3H7NO3 C3H7NO3 C3H7NO3 C 3H 7N 3 C 3H 7N 3 C 3H 7P C 3H 8 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关107-95-9兴 ⌬subH ⌬subH ⌬subH -alanine 共384–402兲 关107-97-1兴 ⌬subH ⌬transHm 共kJ mol−1兲 C 3H 8N 2O Method Reference 393 298 368 C C LE 关1983SKO/SAB兴 关1983SKO/SAB兴 关1977GAF/PIE兴 sarcosine 共N-methylglycine兲 共380–413兲 146⫾ 1 298 C 关1978SAB/LAF兴 关52-90-4兴 ⌬subH L-cysteine 共337–437兲 387 LE 关1977GAF/PIE兴 关1712-64-7兴 ⌬fusH isopropyl nitrate 133.1⫾ 0.7 134⫾ 2 U 105⫾ 4 共318–418兲 U 96.2⫾ 4.2 10.1 关1988LUS/RUB兴 190.9 35.3⫾ 0.6 39.7 288 DSC A 关1999JON/FEN兴 关1987STE/MAL, 1957GRA/PRA, 1970DYK兴 41.7 288 A 关1987STE/MAL, 1957GRA/PRA, 1970DYK兴 U 83.7⫾ 4 404 LE 关1977GAF/PIE兴 31.1 268 A 关1987STE/MAL, 1964GEI/KON, 1984BOU/FRI兴 33.2 268 A 关1987STE/MAL, 1964GEI/KON, 1984BOU/FRI兴 关81637-99-2兴 ⌬ vH 2-propenylphosphine 共210–273兲 32.7 241 关74-98-6兴 ⌬fusH ⌬fusH propane ⌬ vH ⌬ vH 共273–343兲 关627-13-4兴 ⌬ vH propyl nitrate 共273–343兲 关302-84-1兴 ⌬subH 共dl兲-serine 共354–454兲 关22293-25-0兴 ⌬ vH 1-azidopropane 共253–298兲 关691-57-6兴 ⌬ vH 2-azidopropane 共253–298兲 ⌬subH C 3H 8N 2 Tm 共K兲 85.5 85.5 28.5 86 B 关1963BON兴 18.8 19.5 22.1 19.0 19.2 18.9 18.77 20.0 293 233 150 266 344 327 256 216 A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/SVA兴 关1971WIL/ZWO兴 关1938REI兴 共278–332兲 共165–248兲 共104–165兲 共231–281兲 共329–369兲 共312–367兲 关na兴 ⌬ vH dimethyl ammonium cyanide 共251–295兲 49.0 关625-52-5兴 ⌬fusH ⌬trsH ⌬fusH ⌬fusH ⌬fusH N-ethylurea ⌬subH ⌬subH ⌬subH ⌬subH 共323–364兲 共323–364兲 9.6 1.0 14.65 13.9 14.39 共333–365兲 98.1⫾ 1.1 97.8⫾ 1.1 96.4⫾ 1.1 91.8⫾ 1.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 AC 关2009PER/OCH兴 关1991ACR兴 3.51 3.52 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共166–231兲 关1988SHA/DIE兴 关1987STE/MAL, 1973DIE/MAR兴 280 356.7 294.6 368.9 NA 365.1 344 350 350 354 DSC 关2005HAS/TAJ兴 DSC DSC 关1995FER/DEL兴 关1995STR/ARG兴 关1990KAB/MIR2兴 ME ME C TE 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1990PIA/FER, 1987FER/DEL2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-79 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬subH C 3H 8N 2O C 3H 8N 2O C 3H 8N 2O 2 C 3H 8N 2S C 3H 8N 4O 4 C 3H 8O C 3H 8O Tm 共K兲 Method 关598-94-7兴 ⌬fusH 1,1-dimethylurea ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共346–398兲 共323–372兲 共323–372兲 关96-31-1兴 ⌬fusH ⌬trsH ⌬trsH 1,3-dimethylurea ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共313–357兲 共317–377兲 共317–377兲 共316–373兲 关4114-31-2兴 ⌬fusH ethyl carbazate 共78–371兲 关534-13-4兴 ⌬fusH ⌬fusH 共326–369兲 29.11 454 93.5⫾ 0.3 94.7⫾ 1.4 94.7⫾ 1.4 93.3⫾ 0.5 92.5⫾ 1.3 99.1⫾ 0.4 298 348 350 350 357 13.0 0.08 0.32 Reference 关1986KRA/KOZ2兴 100.3⫾ 0.7 关1991ACR兴 GS ME ME C TE 379.5 301.2 161.3 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1990PIA/FER, 1987FER/DEL2兴 关1986KRA/KOZ2兴 关1995KAB/KOZ2, 1990KAB/MIR2兴 298 347 350 350 353 GS ME ME C TE 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1990PIA/FER, 1987FER/DEL2兴 20.0 318.9 AC 关2001DI/SUN2兴 1,3-dimethylthiourea 13.71 12.7 337 336.9 ⌬subH ⌬subH ⌬subH C 3H 8N 2S ⌬transHm 共kJ mol−1兲 89.3⫾ 0.4 87.6⫾ 1.0 87.5⫾ 1.0 86.6⫾ 0.5 87.2⫾ 0.6 关2000DEL/JOZ兴 关1994FER/MAR兴 关2000DEL/JOZ兴 关1994TER/PIA兴 关1994FER/MAR兴 111.8⫾ 3 107.3⫾ 4.0 108⫾ 3.0 298 298 361 B B B 93⫾ 4.0 359 ME, TE 关1994TER/PIA兴 DSC 关2000DEL/JOZ兴 ME, TE ME, TE ME 关2007FER/BAD兴 关2007FER/BAD兴 关2000DEL/JOZ兴 ⌬ vH 共342–375兲 关625-53-6兴 ⌬fusH 1-ethylthiourea ⌬subH ⌬subH ⌬subH 共360–380兲 共360–380兲 关13232-00-3兴 ⌬fusH 2,4-dinitro-2,4-diazapentane 16.36 关540-67-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl ethyl ether 共281–433兲 30.1 共216–299兲 37.0 共281–438兲 37.1 共278–281兲 NA 共182–280兲 26.3 关71-23-8兴 ⌬fusH ⌬fusH 1-propanol ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–363兲 共310–356兲 21.34 116.1⫾ 2.0 118.8⫾ 2.1 118.8⫾ 5 380.8 370 298 298 330.2 DSC 关1997ZEM兴 265 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1967SHA兴 关1947STU兴 5.4 5.37 148.7 148.8 关2004VAN/VAN兴 关1968COU/LEE兴 45.7 47.8 41.2 35.2 298 298 371 423 296 231 296 A A A EB 关2004NAS/ZIM兴 关2004LUB/MAL兴 关2000WOR/VIN兴 关2000WOR/VIN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-80 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 3H 8O 共323–373兲 共303–370兲 共360–377兲 共200–228兲 共356–376兲 共369–407兲 共401–482兲 共478–507兲 共243–303兲 共275–373兲 共333–377兲 共292–370兲 共288–348兲 共338–378兲 共405–537兲 共343–385兲 共321–367兲 关67-63-0兴 ⌬fusH 2-propanol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–353兲 共322–355兲 ⌬transHm 共kJ mol−1兲 29.4 21.0 11.4 49.2 47.0 42.9 48.0 43.5 42.3 40.1 36.5 46.3 49.3 46.4⫾ 0.1 45.7⫾ 0.1 44.9⫾ 0.1 44.0⫾ 0.1 43.2⫾ 0.1 42.4⫾ 0.1 47.49⫾ 0.02 44.7 46.9 46.7 47.3⫾ 0.1 44.3 46.6 40.7 44.1 43.9⫾ 0.1 42.3⫾ 0.1 41.2⫾ 0.1 40.3⫾ 0.1 39.7⫾ 0.1 45.5 43.2 5.41 共300–355兲 共195–228兲 共347–368兲 共350–383兲 共379–461兲 共453–508兲 共273–374兲 共325–362兲 44.0 43.2 39.8 29.7 23.7 16.5 10.5 40.4 44.8 50.3 42.0 41.3 39.2 35.3 45.7 43.1 45.34⫾ 0.02 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method Reference 354 关2000WOR/VIN兴 关2000WOR/VIN兴 关2000WOR/VIN兴 关1995CHI/HOS兴 关1995AUC/GON兴 关1990ORT/SUS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983SCH/STR兴 关1973WIL/ZWO兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1971POL/BEN兴 关1970AMB/SPR, 1987STE/MAL兴 关1969KEM/KRE兴 关1967VAN/SOC兴 关1966WAD兴 关1963BID/COL兴 关1963MCC/LAI兴 关1963AMB/TOW兴 关1961MAT/MCK兴 关1961MAT/MCK兴 关1961MAT/MCK兴 关1961MAT/MCK兴 关1961MAT/MCK兴 关1961MAT/MCK兴 关1959ARO/KAS兴 关1957WIL/HAR兴 185.2 关1996DOM/HEA兴 298 337 355 423 453 483 503 关2004NAS/ZIM兴 关2002SEG/GAL兴 关2000WOR/VIN2兴 关2000WOR/VIN2兴 关2000WOR/VIN2兴 关2000WOR/VIN2兴 关2000WOR/VIN2兴 关1999FAT兴 关1995AUC/GON兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1987STE/MAL, 1970AMB/SPR兴 关1971POL/BEN兴 453 498 528 298 318 375 214 366 384 416 492 298 290 313 323 333 343 353 363 298 348 307 303 298 353 298 420 358 343 360 370 378 384 315 213 355 365 394 468 288 340 298 CGC A A A A A C C C C C C C EB DTA C EB C C C C C C A A A A A A, EB C PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-81 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C3H8OS2 C 3H 8O 2 C 3H 8O 2 C 3H 8O 2 C 3H 8O 2 C 3H 8O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共288–348兲 45.5 45.2⫾ 0.1 42.7⫾ 0.1 41.0⫾ 0.1 39.8⫾ 0.1 38.9⫾ 0.1 42.8 44.0 39.1 43.2 41.7 39.8 41.1 44.4 303 298 330 346 355 363 344 298 410 324 339 355 369 298 Method Reference 关1967VAN/SOC兴 关1966WAD兴 关1964BER/LAR兴 关1964BER/LAR兴 关1964BER/LAR兴 关1964BER/LAR兴 关1963BID/COL兴 关1963MCC/LAI兴 关1963AMB/TOW兴 关1963HAL/COX兴 关1963HAL/COX兴 关1963HAL/COX兴 关1955FOZ/MOR兴 关1928PAR/BAR兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共354–420兲 共273–363兲 关59-52-9兴 ⌬ vH 2,3-dimercaptopropanol 共353–413兲 61.2 382 关109-86-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methoxyethanol 共346–397兲 43.0 共333–423兲 42.8 45.2⫾ 0.2 共329–396兲 42.9 361 348 298 344 关109-87-5兴 ⌬fusH dimethoxymethane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共273–357兲 共273–316兲 共273–318兲 共296–314兲 共273–308兲 关57-55-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,2-propanediol 共propylene glycol兲 共284–331兲 67.5⫾ 0.5 298 GS 关2009VER/KOZ兴 共284–331兲 64.5⫾ 0.2 298 GS 关2004VER2兴 Note: Author later recalculated this earlier value in a later paper 关2009VER/KOZ兴. The recalculated value was reported to be 68.5⫾ 0.5 共293–423兲 76 298 EB 关2004CHY/FRA2兴 共366–396兲 62.2 298 TGA 关2002TAT/DOL兴 共365–496兲 60.0⫾ 0.3 380 EB 关2002STE/CHI3兴 共365–496兲 56.2⫾ 0.2 420 EB 关2002STE/CHI3兴 共365–496兲 52.0⫾ 0.3 460 EB 关2002STE/CHI3兴 共365–496兲 47.5⫾ 0.6 500 EB 关2002STE/CHI3兴 共348–453兲 63.6⫾ 0.3 298 EB 关1990KNA/SAB3, 2004VER2兴 U71.2⫾ 0.1 298 C 关1990KNA/SAB3, 2004VER2兴 共373–408兲 66.5 413 TGA 关1987ALN/ALS兴 U 51.7 298 I 关1971SUN/EIS兴 共359–461兲 64.7 298 EB 关1966THO/MEA, 2004VER2兴 共318–461兲 58.6 333 A 关1987STE/MAL, 1947STU兴 共353–403兲 58.2 378 关1935SCH/STA兴 共403–460兲 56 431 关1935SCH/STA兴 关4254-14-2兴 ⌬fusH 共R兲-1,2-propanediol 共propylene glycol兲 8.4 240 关1995JAB/LET兴 关4254-15-3兴 ⌬fusH 共S兲-1,2-propanediol 共propylene glycol兲 8.4 240 关1995JAB/LET兴 共329–363兲 共395–508兲 8.33 168 29.6 31.2 29.8 30.3 30.1 298 288 288 305 288 C C C C C EB C C C C 关1999DYK/SVO, 1987STE/MAL兴 A C 关2010MAR/LOR兴 关1987STE/MAL兴 关1971KUS/WAD兴 关1956PIC/FRI兴 关1996DOM/HEA兴 A A 关2001ALB/HAH兴 关1987STE/MAL兴 关1987STE/MAL兴 关1976BRA/PES兴 关1949NIC/LAF兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-82 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 8O 2 C 3H 8O 2S CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共294–338兲 69.2⫾ 0.3 298 GS 关2009VER/KOZ兴 关504-63-2兴 ⌬fusH 1,3-propanediol 11.4 249 DSC 关1998JAB/LET兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共314–460兲 共293–342兲 共480–716兲 共413–458兲 共402–488兲 共367–489兲 66.5 70.5⫾ 0.2 69.1⫾ 0.2 70.6⫾ 0.5 70.1⫾ 0.3 71.4 72.4⫾ 0.3 57.2 65.2 63.3 60.4 298 298 298 298 298 298 298 347 298 408 460 EB GS 关594-43-4兴 ⌬fusH ethyl methyl sulfone 11.3 共332–448兲 共373–488兲 共383–433兲 共433–488兲 ⌬subH C 3H 8O 3 C 3H 8S C 3H 8S 关56-81-5兴 ⌬fusH EB EB EB C A EB Reference 关2008RIB/SAN4兴 关2007VER兴 关2002WIL/VON, 2007VER兴 关1996OLS, 2007VER兴 关1981MAR/SAC, 2007VER兴 关1966THO/MEA, 2007VER兴 关1988KNA/SAB, 1990KNA/SAB2兴 关1987STE/MAL, 1947STU兴 关1937GAL/HIB, 2007VER兴 关1935SCH/STA兴 关1935SCH/STA兴 关1961BUS/IVI兴 307.7 关UR/MAC, 1970COX/PIL兴 77.8⫾ 2.9 glycerol 18.28 293 91.7⫾ 0.9 78.5 86.8 67.5 66.8 66.2 65.5 64.8 71.5 85.8 86 298 484 316 343 353 363 373 383 300 308 471 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共278–323兲 共293–343兲 共456–553兲 关624-89-5兴 ⌬fusH ethyl methyl sulfide 9.76 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共253–363兲 共469–563兲 共291–341兲 关1991ACR兴 C A ME GC GC GC GC GC ME 关1988BAS/NIL兴 关1987STE/MAL兴 关1977CAM/SCHL兴 关1977NOV/NOV兴 关1977NOV/NOV兴 关1977NOV/NOV兴 关1977NOV/NOV兴 关1977NOV/NOV兴 关1972MCF/SOM兴 关1987STE/MAL, 1962ROS/HEI, 1970DYK兴 关1886RIC兴 167.2 关1996DOM/HEA兴 33.7 31.5 32.3 31.8 31.8 30.3 268 298 287 311 298 338 关1999DYK/SVO兴 关1981SHI/SAI兴 关1960MAC/MAY兴 关1987STE/MAL, 1951SCO/FIN兴 关1971WIL/ZWO, 1966OSB/DOU, 1954HUB/WAD兴 关1935THO/LIN兴 3.97 5.48 142.1 160 共297–375兲 33.7 31.9 31.8 269 298 312 共284–340兲 31.6⫾ 0.1 30.7⫾ 0.1 29.5⫾ 0.1 31.5 303 320 341 312 共296–373兲 关107-03-9兴 ⌬trsH ⌬fusH 1-propanethiol ⌬ vH ⌬ vH ⌬ vH 共254–364兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH Method J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A, EB 关1996DOM/HEA兴 A, EB C C C 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1956PEN/SCO, 1966OSB/DOU, 1954HUB/WAD兴 关1956PEN/SCO兴 关1956PEN/SCO兴 关1956PEN/SCO兴 关1933TAY/LAY兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-83 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 8S C 3H 8S 2 C 3H 9N CAS Reg No Compound Enthalpy Temp 共K兲 Range C3H9NO C3H9NO C3H9NO C3H9NO C3H9NO C3H9NO2S C3H9OP 0.05 5.73 112.5 142.6 2-propanethiol ⌬ vH ⌬ vH ⌬ vH 共242–348兲 31.9 29.5 30.1 257 298 298 关109-80-8兴 ⌬ vH ⌬ vH ⌬ vH 1,3-propanedithiol 共338–446兲 50.9 共377–446兲 41.6 49.7 353 398 298 关75-31-0兴 ⌬fusH isopropylamine 关107-10-8兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 3H 9N Tm 共K兲 关75-33-2兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C 3H 9N ⌬transHm 共kJ mol−1兲 共283–358兲 共277–334兲 Method Reference 关1996DOM/HEA兴 A, EB A 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1954MCC/SCO, 1966OSB/DOU, 1954HUB/WAD兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1962MAN/SUN兴 7.33 178 关1991ACR兴 28.4 27.2 29.7 298 313 292 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1987STE/MAL, 1968OSB/DOU, 1970DYK兴 10.97 188.4 关1991ACR兴 31.3 30.1 28.9 31.3 298 313 328 311 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1987STE/MAL, 1968OSB/DOU, 1970DYK兴 6.54 156.1 关1991ACR兴 23.0 24.1 24.6 24.5 368 288 261 250 关1950DAY/FEL兴 关1945SWI/HOC兴 关1987STE/MAL, 1944AST/SAG兴 关1944AST/SAG兴 A, EB, IP propylamine 共296–350兲 A, EB, IP 关75-50-3兴 ⌬fusH trimethylamine ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共333–403兲 共273–313兲 共193–276兲 关109-83-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-共methylamino兲ethanol 共275–320兲 57.8⫾ 0.2 共269–401兲 57.9 共340–461兲 57.0⫾ 0.5 共351–410兲 57.6 共298–308兲 57.5 298 298 298 298 298 GS 关78-96-6兴 ⌬ vH 1-amino-2-propanol 共306–431兲 51.6 321 A 关156-87-6兴 ⌬fusH 3-amino-1-propanol 16.9 284.1 关5669-39-6兴 ⌬ vH N-methoxy dimethyl amine 共trimethylhydroxylamine兲 共194–297兲 28 282 A 关1987STE/MAL, 1957BIS/PAR兴 关109-85-3兴 ⌬ vH 2-methoxyethyl amine 共278–318兲 38.8 关1987STE/MAL兴 关177634-55-8兴 ⌬subH trimethyl amine. sulfur dioxide complex 共292–349兲 60.6 307 关676-96-0兴 ⌬subH trimethyl amine. sulfur dioxide complex 50.2⫾ 4.2 293 A C EB EB 关2005KAP/SLO兴 关1998NOL/VAL, 2005KAP/SLO兴 关1997STE/CHI3兴 关1987SMI/TER, 2005KAP/SLO兴 关1982TOU/OKA, 2005KAP/SLO兴 关1987STE/MAL兴 关2003CAC/BAU兴 A 关1987STE/MAL, 1943BUR2兴 E 关1982PIL/SKI, 1960CLA/FOW兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-84 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 3H 9O 3P C 3H 9O 3P C 3H 9O 4P C 3H 9P C3H9PS C3H10N2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关756-79-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methylphosphonic 共258–454兲 共258–454兲 共258–454兲 共258–454兲 共258–454兲 共336–408兲 关121-45-9兴 ⌬ vH ⌬ vH trimethyl phosphite 共302–342兲 42.5 共422–494兲 32.8 关512-56-1兴 ⌬ vH ⌬ vH trimethyl phosphate 共408–438兲 47.5 共296–466兲 48.8 关594-09-2兴 ⌬ vH ⌬ vH trimethyl phosphine 共248–310兲 28.9 28.0⫾ 2.1 关2404-55-9兴 ⌬subH trimethylphospine sulfide 共366–394兲 70.3 380 关109-76-2兴 ⌬trsH ⌬fusH 1,3-diaminopropane 10.53 12.19 260.6 262.4 ⌬ vH C3H10N2 C3H10N2 ⌬transHm 共kJ mol−1兲 Tm 共K兲 acid, dimethyl ester 54.9 273 52.8 298 51.8 313 50.6 333 49.5 353 64 351 50.2⫾ 0.1 关78-90-0兴 ⌬trsH ⌬fusH 共dl兲 1,2-propanediamine 0.07 18.42 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共293–393兲 共242–293兲 共242–293兲 关1741-01-1兴 ⌬fusH trimethylhydrazine ⌬ vH ⌬ vH 共257–287兲 关1115-12-4兴 ⌬ vH 42.2 47.2 43.9⫾ 0.2 44.2⫾ 0.2 9.49 Method Reference GS GS GS GS GS A 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关1987STE/MAL, 1955KOS兴 317 437 EB A 关1990DUT/KAH兴 关1987STE/MAL兴 298 311 CGC A 263 A 298 关1987STE/MAL兴 关1957LON/SAC, 1962BER/MCK兴 关1966BUR兴 DSC C 222 236.5 308 278 298 298 关2007PAN/ANT2兴 关1987STE/MAL, 1947STU兴 关2002DAL/DEL兴 关1969WAD兴 关1996DOM/HEA兴 A A, IP IP IP 关1987STE/MAL兴 关1987STE/MAL, 1975MES/FIN兴 关1975MES/FIN兴 关1965DOU/OSB, 1970GOO/MOR兴 关1996DOM/HEA兴 201.2 272 292 C 关1955AST/ZOL兴 关1955AST/ZOL兴 carbonyl cyanide 共250–291兲 37.5 276 A 关1987STE/MAL, 1948GLE/HAU兴 关504-64-3兴 ⌬ vH carbon suboxide 共161–249兲 26.2 234 A 关1987STE/MAL, 1965MCD/KIL兴 关627-34-9兴 ⌬ vH carbon subsulfide 共287–383兲 45.1 302 A 关1987STE/MAL兴 C4BrClF9N 关na兴 ⌬ vH 1,1,2-trifluoro-2-chloro-2-bromo-N,N-bis共trifluoromethyl兲ethylamine 共329–364兲 33.1 344 A 关1987STE/MAL, 1965HAS/TIP兴 C4BrCl2F8N 关4905-98-0兴 ⌬ vH 2-bromo-1,2-dichloro-1,2-difluoro-N,N-bis共trifluoromethyl兲ethamine 共358–394兲 36.5 376 关1965HAS/TIP兴 C4BrF6N 关22130-38-7兴 ⌬ vH 2-bromo-N,N-bis共trifluoromethyl兲ethynylamine 共311–329兲 30.4 320 C 3N 2O C 3O 2 C 3S 2 34.6 33.4⫾ 0.1 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 关1987STE/MAL, 1969FRE/TIP兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-85 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关17725-57-4兴 ⌬ vH N,N-bis共trifluoromethyl兲-2,2-difluoro-1-bromovinylamine 共293–320兲 31.2 320 A 关1987STE/MAL, 1968HAS/TIP兴 关14609-27-9兴 ⌬ vH 2-bromo-3-fluorosulfatooctafluorobutane 共313–372兲 43.5 342 关1966EAR/HIL兴 C4BrF10N 关2261-32-7兴 ⌬ vH 1,1,2,2-tetrafluoro-2-bromo-N,N-bis共trifluoromethyl兲ethylamine 共289–329兲 30.4 304 A 关1987STE/MAL, 1965HAS/TIP兴 C4Br2Cl2F6 关375-42-8兴 ⌬ vH ⌬ vH 1,4-dibromo-2,3-dichloro-1,1,2,3,4,4-hexafluorobutane 47.7⫾ 0.1 308 C 46.9⫾ 0.1 315 C C4Br2F9N 关17725-58-5兴 ⌬ vH 1,2-dibromo-1,2,2-trifluoro-N,N-bis共trifluoromethyl兲ethylamine 共326–366兲 34.3 341 A 关1987STE/MAL, 1968HAS/TIP兴 C4ClF8N 关14003-64-6兴 ⌬ vH 2-chloro-1,2-difluoro-N,N-bis共trifluoromethyl兲vinylamine 共273–312兲 29.1 288 A C4ClF10N 关54566-79-9兴 ⌬ vH N-chloro-1,1,2,2,2-pentafluoro-N-共pentafluoroethyl兲ethanamine 27.2 325 关1975PET/SHR2兴 C4ClF10N 关53684-04-1兴 ⌬ vH N-chloro-1,1,1,2,3,3,3-heptafluoro-N-共trifluoromethyl兲-2-propanamine 28.9 325 关1975KIR/LAS兴 C4ClF12NS 关62609-69-2兴 ⌬ vH chlorodifluoro关1,1,1,2,3,3,3-heptafluoro-2-propanaminoto共2-兲兴-共trifluoromethyl兲 sulfur 37.7 402 关1977KIT/SHR2兴 C4Cl2F6 关20972-44-5兴 ⌬ vH 1,4-dichloro-hexafluoro-2-butene 共279–330兲 34 294 A 关1987STE/MAL兴 关2418-22-6兴 ⌬ vH cis 2,3-dichloro-hexafluoro-2-butene 共298–341兲 32.5 313 A 关1987STE/MAL兴 关2418-21-5兴 ⌬ vH trans 2,3-dichloro-hexafluoro-2-butene 共298–340兲 32.2 313 A 关1987STE/MAL兴 关89033-96-5兴 ⌬ vH 2,3,4,4-tetrafluoro-2,3-dichloro-共trifluoromethyl兲azetidine 共273–333兲 32.6 288 A 关1987STE/MAL, 1965BAN/BAR兴 关4776-86-7兴 ⌬ vH 2,3-dichlorotetrafluoropropylidenetrifluoromethylamine 共283–343兲 27.0 313 关1965BAN/BAR兴 关335-44-4兴 ⌬ vH ⌬ vH ⌬ vH 2,3,3-trichloroheptafluorobutane 33.3 35.6 298 共302–446兲 36.4 317 MM, A 关1959YEN/REE兴 关1959YEN/REE兴 关1987STE/MAL, 56CAP/JAC兴 关457-20-0兴 ⌬ vH 1,2,3,4-tetrachlorotetrafluoro-1-butene 共362–414兲 39.4 377 A 关61136-57-0兴 ⌬ vH ⌬ vH trichloromethyl 2-chloro-1,1,2,3,3,3-hexafluoropropyl ether 共325–403兲 40.3 340 A 42.8⫾ 0.7 298 EB 关1987STE/MAL兴 关1976AMM/BUL兴 关1780-40-1兴 ⌬subH 2,4,5,6-tetrachloropyrmidine 83.0⫾ 1.0 298 C 关2007RIB/AMA兴 关87-68-3兴 ⌬ vH ⌬ vH perchloro-1,3-butadiene 共343–484兲 58.6 共343–473兲 60.4 358 358 A 关1987STE/MAL兴 关1971GEL/SIM, 1984BOU/FRI兴 Molecular Formula C4BrF8N C4BrF9O3S C4Cl2F6 C4Cl2F6 C4Cl2F7N C4Cl2F7N C4Cl3F7 C4Cl4F4 C4Cl4F6O C4Cl4N2 C4Cl6 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1992SVO/KUB2兴 关1992SVO/KUB2兴 关1987STE/MAL, 1968HAS/TIP兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-86 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关4124-31-6兴 ⌬ vH trichloroacetic anhydride 共329–496兲 56.0 344 关685-63-2兴 ⌬ vH hexafluoro-1,3-butadiene 共273–343兲 25.9 288 关71148-78-2兴 ⌬fusH 3,4-bis共trifluoromethyl兲-1?4-1,2,5-thiadiazole 11.5 284 关na兴 ⌬subH bis共trifluoromethyl兲-1,3,2-dithiazol-2-yl 共253–283兲 49.0⫾ 1.5 268 PG 关2000BRO/DU兴 关407-25-0兴 ⌬ vH trifluoroacetic anhydride 共271–312兲 34.7 A 关1987STE/MAL, 1962KRE, 1971DYK兴 C4F7NO 关4222-29-1兴 ⌬ vH 4,4-difluoro-3-共difluoromethylene兲-2-共trifluoromethyl兲-1,2-oxazetidine 共238–283兲 31.1 268 A,I 关1987STE/MAL, 1960GRI/HAZ兴 C4F7NO 关4777-13-3兴 ⌬ vH 3,6-dihydro-2,2,3,3,5,6,6-heptafluoro 2H-1,4-oxazine 共249–293兲 27.3 278 A C4F7NO3S 关26404-53-5兴 ⌬ vH fluorosulfuric ester 3,3,3-trifluoro-2-共trifluoromethyl兲lactonitrile 共262–320兲 31.2 277 A 关1987STE/MAL兴 C 4F 8 关357-26-6兴 ⌬ vH ⌬ vH perfluoro-1-butene 共203–279兲 28.9 共250–293兲 U 14.4 264 265 A 关1987STE/MAL, 1971DYK兴 关1947FOW/HAM, 1984BOU/FRI兴 关115-25-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH perfluorocyclobutane 共289–348兲 23.5 共343–388兲 23.2 共233–388兲 25 共234–269兲 25 共233–274兲 24.9 304 358 248 254 259 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1967KLE/PET兴 关1962MAR, 1984BOU/FRI兴 关1987STE/MAL, 1954FUR/MCC兴 关66918-60-3兴 ⌬ vH N , N⬘-bis共trifluoroacetyl兲sulfur difluorodiimide 共328–383兲 43.5 355 关1978STA/MEW兴 关382-38-7兴 ⌬ vH perfluoro-2-共tetrafluoro-2-nitroethyl兲-1,2-oxazetidine 共273–343兲 31 288 A 关1987STE/MAL兴 关42060-62-8兴 ⌬ vH perfluorotetramethylene sulfoxide 37.1 关1973ABE/SHR兴 关42060-64-0兴 ⌬ vH perfluorotetramethylene sulfone 31.1 关1973ABE/SHR兴 关6069-35-8兴 ⌬ vH heptaflurobutyric acid and fluorosulfuric acid anhydride 共268–352兲 44.8 283 A 关1987STE/MAL, 1966DES/CAD兴 关706-76-3兴 ⌬trsH ⌬fusH octafluorotetramethylene sulfide 10.88 146 2.09 266.7 关1961VAN兴 Molecular Formula C4Cl6O3 C 4F 6 C 4F 6N 2S C 4F 6N 2S C 4F 6O 3 C 4F 8 C 4F 8N 2O 2S C 4F 8N 2O 3 C4F8OS C 4F 8O 2S C 4F 8O 4S C 4F 8S ⌬transHm 共kJ mol−1兲 ⌬ vH C 4F 8S 2 C 4F 9N 26.9 Tm 共K兲 286 Method A Reference 关1987STE/MAL, 1947STU兴 关2002BOB/FED兴 关2002BRO/DU兴 A 关1987STE/MAL兴 关1973ABE/SHR兴 关710-65-6兴 ⌬ vH perfluoro-1,4-dithiane 33 关453-22-5兴 ⌬ vH 1,1,1-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴-methanamine 22.2 288 关1975KIR/LAS兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1973ABE/SHR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-87 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关13821-49-3兴 ⌬ vH perfluoro关N,N-dimethyl共vinylamine兲兴 共257–280兲 27.5 268 A 关1987STE/MAL, 1968HAS/TIP兴 关680-23-9兴 ⌬ vH perfluoro关N-methyl共propylidineamine兲兴 共245–280兲 26.6 265 A 关1987STE/MAL, 1968HAS/TIP兴 关378-00-7兴 ⌬ vH perfluoro关N-propyl共methylenenamine兲兴 共250–291兲 28.3 276 A 关1987STE/MAL, 1956BAR/HAS兴 关32822-51-8兴 ⌬ vH nonafluorobutyramide 29.7 HG 关1971DEM/SHR兴 关na兴 ⌬ vH 2,2,4,4,5,5-hexafluoro-3-共trifluoromethyl兲oxazolidine 共253–293兲 27.4 278 A 关1987STE/MAL兴 关714-52-3兴 ⌬ vH perfluoro关2,4-bis共trifluoromethyl兲-1,2-oxazetidine 共266–289兲 25.9 278 A 关1987STE/MAL, 1961BAR/HAS兴 C4F9NOS 关31340-35-9兴 ⌬ vH 1,1,1-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴-methanesulfinamide 36.4 361 I 关1972SWI/BAB兴 C4F9NO2 关15496-02-3兴 ⌬ vH O-共trifluoroacetyl兲-N,N-bis共trifluoromethyl兲hydroxylamine 共234–296兲 30.5 281 A 关1987STE/MAL兴 关34556-29-1兴 ⌬ vH N-共trifluoroacetyl兲-S,S-bis共trifluoromethyl兲sulfoximine 35.1 363 I 关1972SAU/SHR兴 关55064-78-3兴 ⌬ vH 2,2,2-trifluoro-1,1-bis共trifluoromethyl兲 nitrate 33.5 关1975WAL/DES兴 C4F9NS 关31340-34-8兴 ⌬ vH 1,1,1-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴-methanesulfenamide 31.4 324 I 关1972SWI/BAB兴 C4F10 关355-25-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH perfluorobutane 共272–327兲 共233–273兲 共323–386兲 共233–383兲 共233–383兲 共233–260兲 关33622-18-3兴 ⌬ vH heptafluoropropyl trifluoromethyl sulfoxide 33.6 关1971SAU/SHR兴 关33622-19-4兴 ⌬ vH bis共pentafluoroethyl兲 sulfoxide 35.1 关1971SAU/SHR兴 关5762-52-7兴 ⌬ vH fluorosulfuric acid, perfluoro共1-methylpropyl兲 ester 共294–342兲 33.8 309 A 关1987STE/MAL兴 C4F10O4S 关55064-77-2兴 ⌬ vH fluoroperoxymonosulfuric acid, 2,2,2-trifluoro-1,1-bis共trifluoromethyl兲-ethyl ester 37.6 关1975WAL/DES兴 C4F10O6S2 关2261-44-1兴 ⌬ vH ⌬ vH 1,1,1,2,3,4,4,4-octafluoro-2,3-bis共fluorosulfato兲butane 共316–393兲 30.1 331 A 共392–411兲 27.1 401 A 关1987STE/MAL, 1964RAT/SHR兴 关1987STE/MAL, 1964RAT/SHR兴 关42060-60-6兴 ⌬ vH octafluoroetramethylene sulfur difluoride 41.5 关1973ABE/SHR兴 关33547-11-4兴 ⌬ vH heptafluoropropyl trifluoromethyl sulfide 27.7 关1971SAU/SHR兴 Molecular Formula C 4F 9N C 4F 9N C 4F 9N C4F9NO C4F9NO C4F9NO C4F9NO2S C4F9NO3 C4F10OS C4F10OS C4F10O3S C4F10S C4F10S ⌬transHm 共kJ mol−1兲 24.2 24.2 23.1 21 17.1 25.8 Tm 共K兲 306 287 258 338 293 333 247 Method A A A Reference 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1958BRO/MEA兴 关1958BRO/MEA兴 关1952SIM/HAU, 1984BOU/FRI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-88 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range C4F11NOS 关62609-62-5兴 ⌬ vH difluoro共1,1,1,3,3,3-hexafluoro-2-propaniminato兲oxo共trifluoromethyl兲 sulfur 35.1 396 I 关1977KIT/SHR兴 C4F11NS 关37826-43-0兴 ⌬ vH fluoro共trifluoromethyl兲关2,2,2,1-tetrafluoro-1-共trifluoromethyl兲ethyl兴-imino sulfur 共300–333兲 32.4 315 A, I 关1987STE/MAL, 1972SWI/SHR兴 C4F12N2O 关10405-32-0兴 ⌬ vH perfluoro共2,3-dimethyl兲-4-oxo-diazepentane 共276–308兲 32 291 A 关1987STE/MAL, 1971DYK, 1966HAS/TIP兴 关6141-72-6兴 ⌬ vH perfluoro共2,4-dimethyl兲-3-oxo-diazepentane 共288–318兲 30.1 303 A 关1987STE/MAL, 1971DYK, 1966HAS/TIP兴 关4101-59-1兴 ⌬ vH difluorobis关1,1,2,2,2-pentafluorothananaminato兴sulfur 37.0 关1976STA/MEW兴 关33564-25-9兴 ⌬ vH difluorobis关1,1,2,2,2-pentafluorothananaminato兴sulfur 共284–341兲 33.8 299 关1999DYK/SVO兴 关63465-11-2兴 ⌬ vH bis共trifluoromethyl兲bis共trifluoromethoxy兲 sulfur 共273–325兲 29.3 288 A, I 关1987STE/MAL, 1977KIT/SHR3, 1978KIT/SHR兴 关66632-46-0兴 ⌬ vH oxobis共trifluoromethyl兲bis共trifluoromethoxy兲 sulfur 共273–335兲 33.4 288 A, I 关1987STE/MAL, 1978KIT/SHR兴 关1486-20-0兴 ⌬ vH di关bis共trifluoromethyl兲phosphino兴 sulfide 共273–335兲 42.2 304 关1964CAV/EME兴 关393-02-2兴 ⌬subH 1,2,3,4-tetrakis共trifluoromethyl兲tetraphosphetane 共292–339兲 65.3 307 A, SG 关1987STE/MAL, 1958MAH/BUR兴 ⌬ vH 共313–375兲 关1987STE/MAL, 1958MAH/BUR兴 关33622-15-0兴 ⌬ vH ⌬ vH difluorobis共pentafluoroethyl兲 sulfur 共284–341兲 34.0 299 32.2 关31206-31-2兴 ⌬ vH difluoro共heptafluoropropyl兲 共trifluoromethyl兲 sulfur 32.8 C4F13NOS 关65844-09-9兴 ⌬ vH trifluoro关1,1,1,2,3,3,3-heptafluoro-2-propanaminoato共2-兲兴-共trifluoromethanolato兲 sulfur 33.9 389 I 关1978KIT/SHR兴 C4F15N2O2P 关36544-20-4兴 ⌬ vH phosphorous bis关bis共trifluoromethyl兲nitroxide兴 difluoride 共303–370兲 37.6 336 关1973WAN/SHR兴 关4556-31-4兴 ⌬ vH hexadecafluoro-octahydro-1,4-dithiane 共323–408兲 40.5 365 关1999DYK/SVO, 1973ABE/SHR兴 关1071-98-3兴 ⌬subH dicyanoacetylene 共263–273兲 44.3 268 I 关1957SAG, 1975GRO, 1987STE/MAL兴 ⌬ vH 共295–350兲 310 A 关1987STE/MAL兴 关25273-49-8兴 ⌬ vH 1-bromo-2-fluoro-N,N-bis共trifluromethyl兲vinylamine 共321–342兲 29.8 331 A 关1987STE/MAL兴 关4905-99-0兴 ⌬ vH 2-bromo-1,1,2-trifluoro-N,N-bis共trifluoromethyl兲ethylamine 共308–342兲 31.9 323 A 关1987STE/MAL, 1965HAS/TIP兴 关4905-96-8兴 ⌬ vH 2-bromo-1,2,2-trifluoro-N,N-bis共trifluoromethyl兲ethylamine 共301–332兲 33.8 316 A 关1987STE/MAL, 1968HAS/TIP兴 关22298-34-6兴 trans 1,2-dibromo-N,N-bis共trifluromethyl兲vinylamine Molecular Formula C4F12N2O C4F12N2S C4F12OS C4F12O2S C4F12O3S C4F12P2S C4F12P4 C4F12S C4F12S C4F16S2 C 4N 4 C4HBrF7N C4HBrF9N C4HBrF9N C4HBr2F6N ⌬transHm 共kJ mol−1兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 43.2 27.3 Tm 共K兲 328 Method T A, SG A Reference 关1987STE/MAL兴 关1971SAU/SHR兴 关1971SAU/SHR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-89 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH 共355–382兲 33.4 369 A 关1987STE/MAL, 1969FRE/TIP兴 关375-07-5兴 ⌬ vH 3,4-dichloro-2,2,3,4,4-pentafluorobutyric acid 共373–456兲 54.8 388 A 关1987STE/MAL, 1957BAR/SEF兴 关3764-01-0兴 ⌬ vH 2,4,6-trichloropyrimidine 55.6⫾ 0.6 298 C 关2007RIB/AMA兴 关7096-51-7兴 ⌬ vH 3,3,4,4,4-pentafluoro-1-butyne 共203–261兲 23.6 246 A 关1987STE/MAL兴 关13747-21-2兴 ⌬ vH N,N-bis共trifluoromethyl兲ethynylamine 共229–271兲 26.0 256 A 关1987STE/MAL, 1968FRE/TIP兴 关709-62-6兴 ⌬subH ⌬subH 3,5-bis共trifluoromethyl兲-1,2,4-triazole 共271–283兲 75.6⫾ 0.8 277 共271–283兲 74.7⫾ 0.8 298 ME ME 关1994TIP/JIM兴 关1994TIP/JIM兴 关375-22-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH perfluorobutyric acid 共310–426兲 50.1⫾ 0.2 共310–426兲 45.9⫾ 0.2 共310–426兲 41.0⫾ 0.5 共329–493兲 47.8 共353–393兲 47.3 EB EB EB A A 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关1987STE/MAL兴 关1987STE/MAL兴 关14003-49-7兴 ⌬ vH N,N-bis共trifluoromethyl兲-1,2-difluorovinylamine 共276–296兲 28.8 286 A 关1987STE/MAL, 1968HAS/TIP兴 关13747-23-4兴 ⌬ vH N,N-bis共trifluoromethyl兲-2,2-difluorovinylamine 共274–291兲 27.7 282 A 关1987STE/MAL, 1968HAS/TIP兴 关13580-54-6兴 ⌬ vH 2,2,3,3,5,5,6,6-octafluoromorpholine 共273–323兲 32.7 288 A 关1987STE/MAL, 67BAN/HAS兴 C4HF8NOS 关77589-47-0兴 ⌬ vH 2,2,3,3,4,4,5,5-octafluoro-1,1,2,3,4,5-hexahydro-1-iminothiophene-1-oxide 28.0 397 关1981ABE/SHR兴 C4HF9N2OS 关62609-65-8兴 ⌬ vH 1,1,1-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴-methanesulfonimidamide 37.2 388 I 关1977KIT/SHR兴 C4HF9O2S 关52225-50-0兴 ⌬ vH trifluoromethanesulfinic acid, 2,2,2-trifluoro-1-共trifluoromethyl兲ethyl ester 39.3 362 HG 关1974MAJ/SHR兴 C4HF10N 关54566-81-3兴 ⌬ vH 1,1,1,2,3,3,3-heptafluoro-N-共pentafluoroethyl兲ethanamine 26.4 306 关1975PET/SHR2兴 关53684-05-2兴 ⌬ vH 1,1,1,2,3,3,3-heptafluoro-N-共trifluoromethyl兲-2-propanamine 28.1 309 关1975KIR/LAS兴 关34556-24-6兴 ⌬ vH S,S-bis共pentafluoroethyl兲sulfoximine 35.6 366 I 关1972SAU/SHR兴 关460-12-8兴 ⌬subH ⌬subH 1,3-butadiyne 共190–232兲 共188–234兲 36.2 36.3 211 A 关1947STU兴 关1933TAN兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共237–283兲 共191–282兲 共188–234兲 共195–273兲 26.1 26.4 33.4 25.4 268 267 219 258 A 关1987STE/MAL, 1971DYK兴 关1947STU兴 关1933TAN, 1984BOU/FRI兴 关1926STR, 1984BOU/FRI兴 关19451-87-7兴 1-bromo-N,N-bis共trifluoromethyl兲vinylamine Molecular Formula C4HCl2F5O2 C4HCl3N2 C4HF5 C4HF6N C4HF6N3 C4HF7O2 C4HF8N C4HF8N C4HF8NO C4HF10N C4HF10NOS C 4H 2 C4H2BrF6N 320 360 400 344 368 Reference J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-90 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H2BrF6N C4H2BrF6N C4H2BrF8N C4H2BrF8N C4H2Br2S C4H2Cl2N2 C4H2Cl2N2 C4H2Cl2O2 C4H2Cl2S C 4H 2F 4 C 4H 2F 8 C 4H 2F 6O 2 C 4H 2F 7S C 4H 2F 7S C 4H 2F 8 C 4H 2F 8O C 4H 2F 8O 2 C 4H 2F 8O 3 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共288–327兲 32.8 A 关1987STE/MAL, 1968FRE/TIP兴 关19483-21-7兴 ⌬ vH cis 2-bromo-N,N-bis共trifluoromethyl兲vinylamine 共314–346兲 29.7 329 A 关1987STE/MAL, 1968FRE/TIP兴 关19483-20-6兴 ⌬ vH trans 2-bromo-N,N-bis共trifluoromethyl兲vinylamine 共314–341兲 30.0 327 A 关1987STE/MAL, 1968FRE/TIP兴 关6857-63-2兴 ⌬ vH 2-bromo-1,2-difluoro-N,N-bis共trifluoromethyl兲ethylamine 共323–348兲 32.4 328 A 关1987STE/MAL, 1965HAS/TIP兴 关5003-73-6兴 ⌬ vH 2-bromo-2,2-difluoro-N,N-bis共trifluoromethyl兲ethylamine 共313–348兲 33.6 328 A 关1987STE/MAL, 1965HAS/TIP兴 关3141-26-2兴 ⌬ vH 3,4-dibromothiophene 共333–374兲 32.1 348 A, I 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 关4774-14-5兴 ⌬subH 2,6-dichloropyrazine 69.9⫾ 2.0 298 C 关2004MOR/MIR兴 关3934-20-1兴 ⌬subH 2,4-dichloropyrimidine 76.5⫾ 2.0 298 C 关2007RIB/AMA兴 关627-53-4兴 ⌬ vH trans fumaroyl chloride 共288–433兲 45.6 303 A 关1987STE/MAL, 1947STU兴 关3172-52-9兴 ⌬fusH 2,5-dichlorothiophene 11.87 232.7 关2006FUJ/MAT兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共323–425兲 共323–425兲 共323–425兲 共333–374兲 338 338 338 348 关1999DYK/SVO兴 关1999DYK/SVO兴 关1981DIT/SKO兴 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 关407-70-5兴 ⌬ vH 1,1,4,4-tetrafluoro-1,3-butadiene 共239–271兲 22.4 256 A 关1987STE/MAL兴 关662-35-1兴 ⌬ vH 1,1,1,2,2,3,3,4-octafluorobutane 共260–278兲 28.9 269 EB 关1997DEF/CAR兴 关407-38-5兴 ⌬ vH trifluoroacetic acid, 2,2,2-trifluoroethyl ester 31.8 330 HG 关1973MAJ/SHR兴 关25273-51-2兴 ⌬ vH cis 2-fluoro-N,N-bis共trifluoromethyl兲vinylamine 共289–311兲 29.1 300 A 关1987STE/MAL兴 关25211-47-6兴 ⌬ vH trans 2-fluoro-N,N-bis共trifluoromethyl兲vinylamine 共273–295兲 28.5 284 A 关1987STE/MAL兴 关662-35-1兴 ⌬ vH 1,1,1,2,2,3,3,4-octafluorobutane 共260–278兲 28.9 269 关1997DEF/CAR兴 关26103-08-2兴 ⌬ vH 2-difluoromethoxy-1,1,1,3,3,3-hexafluoropropane 共283–315兲 31.1 298 I 关2002MUR/YAM兴 关188690-78-0兴 ⌬fusH 1,2-bis共difluoromethoxy兲-1,1,2,2-tetrafluoroethane 11.8 195 关1999MAR/BAS兴 ⌬ vH 共253–331兲 36.1⫾ 0.2 关1999MAR/BAS兴 关249932-25-0兴 ⌬fusH oxybis关共difluoromethoxy兲difluoromethane兴 3.1 153 关1999MAR/BAS兴 49.9 36.2 40.7 33.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method 303 A, I EB Reference PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-91 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 2N 2 C 4H 2N 2O 4S C 4H 2N 2O 4S C 4H 2N 2S C 4H 2O 3 C 4H 2O 4 C 4H 2O 4 C4H3BrF7N CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共253–341兲 35.2⫾ 0.2 关764-42-1兴 ⌬subH ⌬subH ⌬subH fumaronitrile 共250–269兲 关5347-12-6兴 ⌬ vH C4H3BrS 2,4-dinitrothiophene 共388–523兲 59.7 403 A 关59434-05-8兴 ⌬ vH 2,5-dinitrothiophene 共388–523兲 59.6 403 关1452-15-9兴 ⌬subH 4-cyanothiazole 关108-31-6兴 ⌬fusH maleic anhydride ⌬subH ⌬subH ⌬subH ⌬subH 共308–326兲 C4H3ClN2 共245–281兲 73.9⫾ 0.4 12.26 298 ME C TE,ME 共308–325兲 ⌬ vH ⌬ vH ⌬ vH 共336–475兲 共326–350兲 共317–475兲 49.1 54.8 56.7 351 A 关142-45-0兴 ⌬subH butyndioic acid 关2892-51-5兴 ⌬subH ⌬subH ⌬subH 3,4-dihydroxy-3-cyclobutene-1,2-dione 共469–499兲 152.5 486 154.3 298 83.7⫾ 16.7 298 关25237-12-1兴 ⌬ vH 2-bromo-2-fluoro-N,N-bis共trifluoromethyl兲ethylamine 共329–255兲 30.9 342 A 332 2-bromothiophene ⌬ vH 共333–373兲 关872-31-1兴 ⌬ vH 关1966MAN/SUN, 1970COX/PIL兴 关1987STE/MAL兴 关1983DEW/VAN兴 关1978VIL/PER兴 关1949WIN/KUL, 1970COX/PIL兴 关1987STE/MAL兴 关1949WIN/KUL兴 关1947STU兴 关1972LEB/KAT兴 NA 关1003-09-4兴 ⌬trsH ⌬fusH 关1987STE/MAL, 1971DYK, 1999DYK/SVO兴 关1996DOM/HEA兴 325.7 317 258 298 148.1 151.4⫾ 2.5 128.4 关1983DEW/VAN兴 关1983DEW/VAN兴 关1967BOY/GUH, 1970COX/PIL兴 关1999DYK/SVO兴 85.4 68.8 70 71.5⫾ 5.0 5-bromouracil 共405–414兲 Reference 关1999MAR/BAS兴 TE,ME C4H3ClF6O2S 关57169-82-1兴 ⌬ vH C4H3ClN2 Method 260 298 263 C4H3BrN2O2 关51-20-7兴 ⌬subH ⌬subH ⌬subH C4H3BrS 69.6 68.6 72⫾ 0.8 Tm 共K兲 298 ME,TE E ME ME LE 关1983DEW/VAN兴 关1983DEW/VAN兴 关1971SEL2, 1977PED/RYL兴 关1987STE/MAL兴 关2002SZT/KAM兴 关2002SZT/KAM, 2005ZIE/SZT兴 关1974YAN/VER兴 0.01 7.9 55.3 203.9 27.9 348 A, I 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 3-bromothiophene 共333–373兲 28.9 348 A, I 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 关1996DOM/HEA兴 chlorosulfurous acid, 2,2,2-trifluoro-1-methyl-1-共trifluoromethyl兲ethyl ester 39.7 关1975DEM/KOV2兴 关14508-49-7兴 ⌬ vH 2-chloropyrazine 45.1⫾ 1.5 298 C 关2004MOR/MIR兴 关1722-12-9兴 ⌬subH 2-chloropyrimidine 70.1⫾ 1.3 298 C 关2007RIB/AMA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-92 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range C4H3ClN2O2 关1820-81-1兴 ⌬subH ⌬subH 5-chlorouracil 共402–412兲 C4H3ClN2O2 关4270-27-3兴 ⌬subH ⌬subH 6-chlorouracil 共381–392兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 145.5 148.3⫾ 2.4 298 ME ME 关2002SZT/KAM兴 关2002SZT/KAM, 2005ZIE/SZT兴 134.3 135.2⫾ 2.0 298 ME ME 关2002SZT/KAM兴 关2002SZT/KAM, 2005ZIE/SZT兴 关96-43-5兴 ⌬fusH 2-chlorothiophene ⌬ vH ⌬ vH ⌬ vH 共313–401兲 共320–401兲 共333–374兲 关17249-80-8兴 ⌬fusH 3-chlorothiophene 共13–300兲 9.39 关na兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-methyl ester 共383–423兲 64.8 GC 关51-21-8兴 ⌬subH ⌬subH ⌬subH 5-fluorouracil 共394–401兲 关35709-11-6兴 ⌬ vH trifluoroacetic acid, S-共2,2-difluoroethyl兲 ester 共282–322兲 39.3 297 关2195-84-8兴 ⌬fusH ␣-共trifluoromethoxy兲-␣ , ␣-difluoromethyl acetate 8.51 167.4 关22743-78-8兴 ⌬ vH N,N-bis共trifluoromethyl兲acetamide-N-oxide 共268–336兲 40.6 283 关2022-79-9兴 ⌬ vH bis共trifluoromethyl兲acetoxyphosphine 共273–313兲 41 288 关375-01-9兴 ⌬ vH 2,2,3,3,4,4,4-heptafluoro-1-butanol 共273–298兲 43.6 286 关171182-95-9兴 ⌬ vH 1-共2,2-difluoroethoxy兲-1,1,2,2,2-pentafluoroethane 共288–318兲 31.5 303 I 关2002MUR/YAM兴 关306-78-0兴 ⌬ vH 1,1,2,2-tetrafluoro-1-共2,2,2-trifluoroethoxy兲ethane 共283–329兲 34 298 I 关2002MUR/YAM兴 关1683-81-4兴 ⌬ vH 1,1,2,2-tetrafluoro-3-共trifluoromethoxy兲propane 共288–319兲 31.3 303 I 关2002MUR/YAM兴 关28523-86-6兴 ⌬ vH 1,1,1,3,3,3-hexafluoro-2-fluoromethoxypropane 共288–331兲 34.1 303 I 关2002MUR/YAM兴 关56860-81-2兴 ⌬ vH 3-共difluoromethoxy兲-1,1,1,2,2-pentafluoropropane 共283–319兲 31.2 298 I 关2002MUR/YAM兴 C 4H 3F 7O 2S 关57169-83-2兴 ⌬ vH fluorosulfurous acid, 2,2,2-trifluoro-1-methyl-1-共trifluoromethyl兲ethyl ester 36.4 关1975DEM/KOV2兴 C4H3IN2O2 关696-07-1兴 ⌬subH 5-iodouracil 共381–392兲 C4H3ClS C4H3ClS C4H3Cl3OS C4H3FN2O2 C4H3F5OS C 4H 3F 5O 3 C4H3F6NO2 C 4H 3F 6O 2P C 4H 3F 7O C 4H 3F 7O C 4H 3F 7O C 4H 3F 7O C 4H 3F 7O C 4H 3F 7O 共421–483兲 8.97 201.3 关1993FUJ/OGU兴 34.7 36.9 34.4 328 335 348 A, I 关1999DYK/SVO兴 关1999DYK/SVO, 1981DIT/SKO兴 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 214.2 AC 关2004FUJ/TOD兴 129.9 133.2⫾ 2.1 150⫾ 2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 127 ME ME TE 298 A 关1980PIT/KIS兴 关2002SZT/KAM兴 关2002SZT/KAM, 2005ZIE/SZT兴 关2002BRU/POR兴 关1987STE/MAL, 1999DYK/SVO兴 关1996DOM/HEA兴 A 关1987STE/MAL, 1968NAS/BAB兴 关1964PET/BUR, 1984BOU/FRI兴 A, MM ME 关1987STE/MAL, 1971DYK, 1967MEE/GOL兴 关2002SZT/KAM兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-93 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range 关3437-95-4兴 ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 2-iodothiophene 共333–374兲 29.0 348 A, I 关609-40-5兴 ⌬ vH ⌬ vH 2-nitrothiophene 共378–443兲 共321–498兲 48.6 50.4 393 336 A 关609-39-2兴 ⌬subH 2-nitrofuran 关689-97-4兴 ⌬ vH 1-butene-3-yne 共180–278兲 关1683-83-6兴 ⌬ vH 2-bromo-N,N-bis共trifluoromethyl兲ethylamine 共323–356兲 31.0 338 关2240-25-7兴 ⌬subH 5-bromocytosine 共403–468兲 148.4⫾ 1.5 435 关3574-40-1兴 ⌬ vH 1,2-dichloro-1,3-butadiene 共260–308兲 33.3 275 A 关1987STE/MAL兴 关1653-19-6兴 ⌬ vH 2,3-dichloro-1,3-butadiene 共299–368兲 33.8 314 A 关1987STE/MAL兴 关543-20-4兴 ⌬ vH succinyl chloride 共312–466兲 54.7 327 A 关1987STE/MAL, 1947STU兴 关541-88-8兴 ⌬ vH chloroacetic acid anhydride 共340–490兲 61.8 355 A 关1987STE/MAL, 1947STU兴 关3737-41-5兴 ⌬subH ⌬subH 3,3,4,4-tetrachlorotetrahydrothiophene-1,1-dioxide 共303–348兲 88.7 325 ME 共303–348兲 88.6 318 A 关1978DEP兴 关1987STE/MAL, 1999DYK/SVO兴 关383-70-0兴 ⌬subH N-共trifluoroacetyl兲aminoacetic acid 共273–393兲 98.8 288 A 关1987STE/MAL, 1960WEY/KLI兴 关35709-10-5兴 ⌬ vH trifluorothioacetic acid, S-共2-fluoroethyl兲 ester 共282–322兲 41.4 297 A 关1987STE/MAL, 1999DYK/SVO兴 C 4H 4F 6N 2S 关62067-10-1兴 ⌬ vH 2,2,2-trifluoro-N-methyl-N⬘-关共trifluoromethyl兲thio兴ethanimidamide 共339–387兲 34.9 354 A, I 关1987STE/MAL, 1977BUR/SHR2, 1999DYK/SVO兴 C 4H 4F 6O 关35042-99-0兴 ⌬ vH 3-difluoromethoxy-1,1,2,2-tetrafluoropropane 共283–349兲 35.9 298 I 关2002MUR/YAM兴 关13171-18-1兴 ⌬ vH 1,1,1,3,3,3-hexafluoro-2-methoxypropane 共283–324兲 32.6 298 I 关2002MUR/YAM兴 关25449-61-0兴 ⌬ vH 1,1,1-trifluoro-2-共1,1,2-trifluoroethoxy兲ethane 共283–338兲 35.4 298 I 关2002MUR/YAM兴 关333-36-8兴 ⌬ vH 1,1,1-trifluoro-2-共2,2,2-trifluoroethoxy兲ethane 共283–337兲 35 298 I 关2002MUR/YAM兴 关50807-77-7兴 ⌬ vH 1-共1,1-difluoroethoxy兲-1,1,2,2-tetrafluoroethane 共288–352兲 38.1 303 I 关2002MUR/YAM兴 关382-34-3兴 ⌬ vH 1,1,1,2,3,3-hexafluoro-3-methoxypropane 共288–327兲 32.4 303 I 关2002MUR/YAM兴 关160620-20-2兴 1,1,2,2,3,3-hexafluoro-1-methoxypropane Molecular Formula C4H3IS C4H3NO2S C4H3NO3 C 4H 4 C4H4BrF6N C4H4BrN3O C4H4Cl2 C4H4Cl2 C4H4Cl2O2 C4H4Cl2O3 C4H4Cl4O2S C4H4F3NO3 C4H4F4OS C 4H 4F 6O C 4H 4F 6O C 4H 4F 6O C 4H 4F 6O C 4H 4F 6O C 4H 4F 6O 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1980BAL/LEB, 1986PED/NAY兴 75.3⫾ 2.1 26.0 Reference 236 A 关1987STE/MAL, 1947STU兴 A 关1987STE/MAL, 1965HAS/TIP兴 关1975TEP/YAN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-94 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共288–341兲 34.5 C 4H 4F 6O 2S 关52225-48-6兴 ⌬ vH trifluoromethanesulfinic acid, 2,2,2-trifluoro-1-methylethyl ester 36.8 375 HG 关1974MAJ/SHR兴 C4H4IN3O 关1122-44-7兴 ⌬subH 5-iodocytosine 共4-amino-5-iodopyrimidinone兲 共413–463兲 144⫾ 1.5 438 关290-37-9兴 ⌬trsH ⌬trsH ⌬fusH ⌬fusH pyrazine 共5–380兲 共5–380兲 共5–380兲 ⌬subH ⌬subH 共288–317兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共342–373兲 共354–426兲 共354–426兲 共354–426兲 共332–373兲 关289-95-2兴 ⌬ vH ⌬ vH ⌬ vH pyrimidine 共342–373兲 关289-80-5兴 ⌬ vH pyridazine 关110-61-2兴 ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH succinonitrile 共5–350兲 3.7 6.09 3.75 6.2 3.7 ⌬subH 共279–298兲 70⫾ 0.3 关141-90-2兴 ⌬subH 2-thiouracil 关591-28-6兴 ⌬subH 4-thiouracil 关2423-84-9兴 ⌬subH pyrazine 1,4-dioxide 116.9⫾ 0.8 关66-22-8兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH uracil 共315–435兲 共399–411兲 共394–494兲 共452–587兲 共452–587兲 共378–428兲 Molecular Formula C 4H 4N 2 C 4H 4N 2 C 4H 4N 2 C 4H 4N 2 C4H4N2OS C4H4N2OS C 4H 4N 2O 2 C 4H 4N 2O 2 共500–545兲 1.09 0.05 14.78 12.95 Tm 共K兲 303 300.5 309.8 325.4 328.2 Method I Reference 关2002MUR/YAM兴 关1975TEP/YAN兴 AC 关2003CHI/KNI兴 关1978BOU/LEC兴 关1995SAK/UEO兴 关1962TJE, 1970COX/PIL兴 56.2 56.3⫾ 0.5 303 40.5⫾ 1.7 38.8⫾ 0.1 36.5⫾ 0.2 34.1⫾ 0.4 37.9 298 340 380 420 352 CGC EB EB EB 关2009LIP/CHI2, 2009LIP/CHI兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关1995SAK/UEO兴 41.0⫾ 1.9 49.9⫾ 0.6 49.8⫾ 0.3 298 298 298 CGC C C 关2009LIP/CHI2, 2009LIP/CHI兴 关1977NAB/SAB兴 关1962TJE兴 53.5⫾ 0.4 298 C 329.7 233.6 330.3 233.3 331.2 关1962TJE兴 DSC 关2009RAI/RED兴 DSC 关2007BAD/BLA兴 AC 关1996DOM/HEA, 1963WUL/WES兴 关1960WOO/MUR, 1977PED/RYL, 1971RAP/WES, 1969STU/WES兴 289 129.3 LE 关1974YAN/VER兴 125.5 LE 关1974YAN/VER兴 298 C 关1997ACR/POW兴 425 QR,ME ME TE ME, TE TE,GS QR MS HSA C 关2006DEB/MED兴 关2002SZT/KAM兴 关2000BRU/PIA兴 关1980BAR/BEN兴 关1980BAR/BEN兴 关1980TEP/YAN兴 关1979YAN/TEP兴 关1978NOW/SZC兴 关1977NAB/SAB兴 125.3⫾ 0.2 101.3 127.0⫾ 2.0 130.6⫾ 4.0 131⫾ 5 120.5⫾ 1.3 121.7 133.9⫾ 8 126.5⫾ 2.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 C 439 519 298 403 425 523 440 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-95 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 4N 2O 2S C 4H 4N 2O 3 C 4H 4N 2S 2 C 4H 4N 4O 2 C 4H 4N 4O 7 C 4H 4N 4O 8 C 4H 4N 6 C4H4N8O13 C4H4N8O14 C 4H 4O CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH ⌬subH ⌬subH 共393–458兲 120.5⫾ 5.2 115.5⫾ 2.1 U 83.7 关504-17-6兴 ⌬subH thiobarbituric acid 共400–461兲 110⫾ 4.0 关67-52-7兴 ⌬trsH ⌬fusH barbituric acid ⌬subH ⌬subH ⌬subH 共294–438兲 共392–493兲 共404–479兲 111.3⫾ 0.3 113⫾ 4.0 123.3⫾ 1.7 442 440 关2001-93-6兴 ⌬subH 2,4-dithiouracil 共393–443兲 119.7⫾ 2.4 418 关1975TEP/YAN兴 关5424-94-2兴 ⌬fusH N-nitro-bis共N,N-cyanomethyl兲 amine 38.66 367 关1987OYU/BRI兴 关57449-43-1兴 ⌬ vH furazandimethanol dinitrate 共399–433兲 58.7 414 A 关1987STE/MAL, 1975PEP/MAT兴 关57449-44-2兴 ⌬ vH furazandimethanol dinitrate, 2-oxide 共413–453兲 64.3 428 A 关1987STE/MAL, 1975PEP/MAT兴 关1123-54-2兴 ⌬subH 8-azaadenine 共418–463兲 128.4⫾ 1.3 关34882-73-0兴 ⌬subH bis-共2,2,2-trinitroethyl兲-N-nitrosoamine 共333–354兲 97.9⫾ 0.8 343 ME 关1973DEK/OON兴 关19836-28-3兴 ⌬subH bis-共2,2,2-trinitroethyl兲-N-nitroamine 共340–356兲 117.6⫾ 0.8 348 ME 关1973DEK/OON兴 关110-00-9兴 ⌬trsH ⌬fusH furan 1.3 20.87 2.05 3.8 ⌬subH C4H4OS C 4H 4O 2 C 4H 4O 2 C 4H 4O 2 C 4H 4O 2 Tm 共K兲 Method 426 LE ME 关1975YAN/TEP, 1974YAN/VER兴 关1972ROM/SUK, 2000BRU/PIA兴 关1965CLA/PES兴 430 TE 关1999BRU/PIA兴 516 526.4 关2008ROU/TEM2兴 GS TE ME 共238–356兲 共277–323兲 共275–334兲 关3354-32-3兴 ⌬ vH 2-共5H兲-thiophenone 56.0⫾ 1.2 关674-82-8兴 ⌬ vH ⌬ vH diketene 共297–388兲 关1999ZIE/PER兴 关1999BRU/PIA兴 关1990SOL/KAB兴 关1975TEP/YAN兴 440 150 187.6 关1996DOM/HEA兴 关1953MIL/PAO兴 NA ⌬ vH ⌬ vH ⌬ vH Reference 253 298 290 A 关1987STE/MAL兴 关1970MOI/ANT兴 关1952GUT/SCO, 1984BOU/FRI兴 298 C 关2010RIB/SAN3兴 42.9 42.9⫾ 0.1 312 298 A C 关1987STE/MAL兴 关1968MAN/NAK兴 关33689-28-0兴 ⌬subH ⌬subH cyclobutane-1,2-dione 共251–289兲 69.1⫾ 3.5 共295–335兲 54.8 270 315 HSA 关UR/CHI兴 关1985CAO/BAC兴 关15506-53-3兴 ⌬subH cyclobutane-1,3-dione 共274–322兲 73.6⫾ 3.7 298 HSA 关1978CHI/SHE兴 关497-23-4兴 ⌬ vH 2-共5H兲-furanone 55.6⫾ 1.3 298 C 关2010RIB/SAN3兴 30.2 28.2 28.6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-96 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 4O 3 C 4H 4O 4 C 4H 4O 4 C 4H 4O 4 C 4H 4O 4 C 4H 4O 4 C 4H 4S C4H5Cl C4H5ClO C4H5ClO2 C4H5ClO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关108-30-5兴 ⌬subH ⌬subH ⌬subH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference succinic anhydride 共298–320兲 80.5⫾ 1.6 80.7⫾ 1.6 共290–311兲 82.2 309 298 302 ME C ME,TE 关1990MEN/PIL兴 关1990MEN/PIL兴 关1983DEW/VAN兴 ⌬ vH 共401–534兲 416 A 关1987STE/MAL兴 关110-16-7兴 ⌬fusH cis-butenedioic acid 共maleic acid兲 26.9 411.9 DSC 关2010GUO/SAD兴 ⌬subH ⌬subH ⌬subH 共348–389兲 共357–367兲 共356–371兲 368 ME 关1974ARS兴 关1938WOL/WEG, 1960JON, 1970COX/PIL兴 关1934WOL/TRI兴 关110-17-8兴 ⌬subH ⌬subH ⌬subH trans-butenedioic acid 共371–391兲 123.6⫾ 2.0 136⫾ 6.3 共358–371兲 134⫾ 4.2 381 365 TE,ME QF 关1977DEK/VAN兴 关1938WOL/WEG, 1935TRI, 1960JON兴 关1934WOL/TRI兴 关4480-83-5兴 ⌬subH diglycolic anhydride 共382–303兲 84.2⫾ 1.1 294 ME, TE 关1983DEW/VAN兴 关502-97-6兴 ⌬trsH ⌬fusH 1,4-dioxane-2,5-dione 1.81 14.8 312.1 356.2 ⌬ vH 共376–513兲 50.4 391 关3524-70-7兴 ⌬fusH ethylene oxalate 13.4 415 关1996DOM/HEA兴 关110-02-1兴 ⌬trsH ⌬fusH thiophene 1.21 4.97 171.1 235.2 关1996DOM/HEA, 1985FIG/SZW兴 ⌬subH ⌬subH 共195–228兲 共192–213兲 46.8 49 213 203 关1987STE/MAL, 1956MIL兴 关1944MIL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共267–381兲 共333–373兲 共344–363兲 共228–289兲 35.8 34.8 34.6 34.1 33.7 33.6⫾ 0.1 32.7⫾ 0.1 31.5⫾ 0.1 32.6 35 282 348 298 315 326 319 336 357 353 270 关126-99-8兴 ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,3-butadiene 共243–263兲 29.6 共279–333兲 29.6 共293–333兲 30.9 253 294 308 A A 关1987STE/MAL兴 关1987STE/MAL, 1971DYK兴 关1964GUB/FER, 1984BOU/FRI兴 关920-46-7兴 ⌬ vH methacryloyl chloride 共313–372兲 36.1 328 A 关1987STE/MAL兴 关na兴 ⌬fusH Z-3-chloro-2-butenoic acid 20.71 366.8 关na兴 E-3-chloro-2-butenoic acid 共300–366兲 共311–393兲 57.3 105.4⫾ 1.7 110⫾ 2.5 109⫾ 4.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 AC A I EB C C C 关1996DOM/HEA, 1988LEB/KAL兴 关1987STE/MAL, 1947STU兴 关1999DYK/SVO兴 关1971EON/POM兴 关1971WIL/ZWO兴 关1952WHI/BER兴 关1949WAD/KNO兴 关1949WAD/KNO兴 关1949WAD/KNO兴 关1949WAD/KNO兴 关1945FAW/RAS兴 关1944MIL兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-97 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 13.81 333.7 关1996DOM/HEA兴 关1947STU兴 ⌬fusH C4H5ClO3 C4H5Cl3O2 C4H5Cl5 C 4H 5F 2I C 4H 5F 3O C4H5F3OS C 4H 5F 3O 2 C 4H 5F 5 C 4H 5F 5O C 4H 5F 5O C4H5F6OP C 4H 5N C 4H 5N C 4H 5N C 4H 5N C 4H 5N C 4H 5N C 4H 5N Method Reference 关4755-77-5兴 ⌬ vH ethyl chloroglyoxylate 共268–408兲 44.9 283 关515-84-4兴 ⌬ vH ⌬ vH ⌬ vH ethyl trichloroacetate 共293–440兲 49 51.0⫾ 0.1 共317–368兲 47.5 308 298 332 A C 关1987STE/MAL兴 关1972LAY/WAD兴 关1959USA/DEM, 1984BOU/FRI兴 关2431-52-9兴 ⌬ vH 1,2,2,3,4-pentachlorobutane 共368–498兲 62.6 383 A 关1987STE/MAL, 1968CIH/VOJ兴 关692-26-2兴 ⌬ vH 1,1-difluoro-4-iodo-1-butene 共318–342兲 40.6 330 A 关1987STE/MAL兴 关406-90-6兴 ⌬ vH vinyl 2,2,2-trifluoroethyl ether 共293–317兲 32.0 305 A 关1987STE/MAL兴 关383-64-2兴 ⌬ vH trifluorothioacetic acid, S-ethyl ester 共273–313兲 42.0 288 A 关1987STE/MAL兴 关383-63-1兴 ⌬ vH trifluoroacetic acid, ethyl ester 34.7 335 HG 关1973MAJ/SHR兴 关406-58-6兴 ⌬ vH 1,1,1,3,3-pentafluorobutane 共303–358兲 29.2 关378-16-5兴 ⌬ vH 1,1,1,2,2-pentafluoro-3-methoxypropane 共283–321兲 31.6 298 I 关2002MUR/YAM兴 关69948-24-9兴 ⌬ vH 1-共difluoromethoxy兲-1,1,2-trifluoroethane 共283–316兲 31.7 298 I 关2002MUR/YAM兴 关1692-49-5兴 ⌬ vH ethyl bis共trifluoromethyl兲phosphinite 共248–328兲 33.2 288 关109-75-1兴 ⌬ vH ⌬ vH ⌬ vH 3-butenenitrile 共293–417兲 关627-26-9兴 ⌬ vH 共E兲 2-butenenitrile 关1190-76-7兴 ⌬ vH 共Z兲 2-butenenitrile 关1190-76-7兴 ⌬ vH ⌬ vH cis crotonitrile 共297–405兲 共244–381兲 关2002MAR/OLI兴 318 关1959EME/SMI兴 308 298 268 40.0 298 关1969KON/PRO兴 38.9 298 关1969KON/PRO兴 37.1 39.0 312 259 A 关1987STE/MAL兴 关1947STU兴 关627-26-7兴 ⌬ vH ⌬ vH trans crotonitrile 共292–420兲 39.7 共254–395兲 40.5 307 268 A 关1987STE/MAL兴 关1947STU兴 关126-98-7兴 ⌬ vH ⌬ vH methacrylonitrile 共273–373兲 36.5 共229–363兲 35.4 288 243 A 关1987STE/MAL兴 关1947STU兴 关5500-21-0兴 ⌬ vH cyclopropylcyanide 41.9⫾ 0.1 298 C 关1982FUC/HAL兴 共254–392兲 A 关1987STE/MAL兴 关1969KON/PRO兴 关1947STU兴 40.3 40.0 41.6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-98 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 5N C4DH4N C4H5NO C4H5NO C4H5NO2 C4H5NO2 C4H5NS C4H5NS C4H5NS C4H5NS C 4H 5N 3O CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH 共310–391兲 共310–391兲 39.4 39.8⫾ 0.4 325 298 关109-97-7兴 ⌬fusH ⌬subH pyrrole ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共285–329兲 共313–373兲 共338–440兲 关10162-82-0兴 ⌬ vH 7.91 NA 249.7 42.5 41.9 42.5 45.2 41.8 41.9 300 328 353 298 Method BG BG Reference 关1971HAL/BAL兴 关1971HAL/BAL兴 关1996DOM/HEA兴 关1941MIL兴 348 关1992KIM/SZY兴 关1971EON/POM兴 关1987STE/MAL, 1968OSB/DOU, 1967SCO/BER兴 关1967SCO/BER兴 关1961ZIM/GEI兴 关1947STU兴 N-deutero pyrrole 共285–329兲 42.9 300 关1992KIM/SZY兴 关30842-90-1兴 ⌬ vH 3-methylisoxazole 39.8⫾ 0.2 298 C 关1978HAM/BEN兴 关5765-44-6兴 ⌬ vH 5-methylisoxazole 39.7⫾ 0.2 298 C 关1978HAM/BEN兴 关105-34-0兴 ⌬ vH ⌬ vH methyl cyanoacetate 共292–322兲 66.2⫾ 0.9 共385–573兲 54.9 298 400 GS A 关123-56-8兴 ⌬fusH succinimide ⌬subH ⌬subH ⌬subH 共317–340兲 ⌬ vH ⌬ vH 共416–561兲 共388–560兲 共333–373兲 17.0 400 83.1⫾ 1.5 83.6⫾ 1.5 88.0 329 298 66.9 73.5 431 403 关57-06-7兴 ⌬ vH ⌬ vH ⌬ vH allyl isothiocyanate 共277–323兲 47.6 共370–430兲 56.8 共283–323兲 42.1 385 298 关3581-87-1兴 ⌬fusH 2-methylthiazole ⌬ vH ⌬ vH 共353–402兲 共342–404兲 关693-95-8兴 ⌬fusH 4-methylthiazole ⌬ vH ⌬ vH 共346–408兲 关3581-89-3兴 ⌬fusH 5-methylthiazole 关71-30-7兴 ⌬subH ⌬subH ⌬subH cytosine 共320–410兲 共505–525兲 共423–483兲 248.6 39.4 40.0 368 357 8.9 229.1 7.65 167.7⫾ 0.5 151.7⫾ 0.7 147.2⫾ 2.6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 361 298 ME A GC A 453 关1990MEN/PIL兴 关1990MEN/PIL兴 关1989STE/CHI2兴 关1987STE/MAL兴 关1947STU兴 关1997LIM/TUN兴 关1987STE/MAL兴 关1935BAU/BUR, 1984BOU/FRI, 1999DYK/SVO兴 关1968GOU/WES, 1969SOU/GOU兴 A A 关1987STE/MAL, 1999DYK/SVO兴 关1987STE/MAL, 1969SOU/GOU兴 关1966MEY/MET兴 A C 关1987STE/MAL兴 关1966MAN/SUN兴 关1966MEY/MET兴 232.8 365 关1995VER/BEC兴 关1987STE/MAL, 1971DYK兴 关1996DOM/HEA兴 B 12.16 40.8 43.8⫾ 0.2 I A, EB, IP QR,ME GS ME 关2006DEB/MED兴 关1998ZIE/WSZ兴 关1984BUR/MOR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-99 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共450–470兲 155.0⫾ 3.0 167⫾ 10 176⫾ 10 NA 150.6 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 4H 5N 3O 2 C 4H 5N 3O 2 C 4H 5N 3S C4H5N7O12 C 4H 6 C 4H 6 C 4H 6 C 4H 6 C 4H 6 C4H6ClFO2 Tm 共K兲 Method 298 298 298 TE C ME 关1984BUR/MOR兴 关1980FER/BEN兴 关1980SAB兴 关1977SAB/NAB兴 关1974YAN/VER, 1975YAN/TEP兴 LE 关1974YAN/VER兴 关932-52-5兴 ⌬subH 5-aminouracil 关932-53-6兴 ⌬subH 6-azathymine 共358–403兲 112.5⫾ 2.3 关333-49-3兴 ⌬subH 2-thiocytosine 共408–458兲 关34880-53-0兴 ⌬subH 2,2,2-trinitro-N-共2,2,2-trinitroethyl兲ethanamine 共338–349兲 80.8⫾ 0.4 ME, A 关590-19-2兴 ⌬fusH 1,2-butadiene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共243–291兲 共204–243兲 关106-99-0兴 ⌬fusH 1,3-butadiene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共270–318兲 共193–213兲 共213–276兲 共315–382兲 共380–425兲 关107-00-6兴 ⌬fusH 1-butyne ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共205–289兲 关503-17-3兴 ⌬fusH 2-butyne ⌬subH 145.6 6.95 共184–291兲 共198–271兲 共191–249兲 25.3 26.4 23.9 25.2 24.6⫾ 0.1 433 276 228 298 276 273 164.2 23 25.7 23.6 22.4 22.9 21.1 23.7 24.7 285 203 261 330 395 298 256 235 6.03 147.4 274 298 263 281 关1975TEP/YAN兴 关1973DEK/OON, 1977PED/RYL, 1987STE/MAL兴 关1996DOM/HEA兴 136.9 7.98 26 23.7 25.8⫾ 0.1 24.5⫾ 0.1 关1974MAN3兴 380 158⫾ 1.6 Reference A A C 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947STU兴 关1947AST/SZA兴 关1991ACR兴 A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO, 1945PRO/ROS兴 关1984BOU/FRI, 1933HEI2兴 关1932VAU, 1984BOU/FRI兴 关1996DOM/HEA兴 A C C 关1987STE/MAL兴 关1971WIL/ZWO兴 关1950AST/MAS兴 关1950AST/MAS兴 关1991ACR兴 9.25 240.9 共200–239兲 37.4 220 A 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH 共240–308兲 29 26.7 26.9⫾ 0.1 255 298 291 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1941YOU/GAR兴 关822-35-2兴 ⌬ vH ⌬ vH cyclobutene 共206–275兲 共196–275兲 24.7 24.6 260 260 A 关1537-62-8兴 2-chloroethyl fluoroacetate C 关1987STE/MAL兴 关1941HEI, 1984BOU/FRI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-100 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H6ClF3O C4H6Cl2 C4H6Cl2 C4H6Cl2 C4H6Cl2O2 C4H6Cl2O2 C4H6Cl4 C4H6FN C 4H 6F 2O 2 C 4H 6F 3I C 4H 6F 3I C4H6F3NO3 C 4H 6F 4O C 4H 6F 4O C 4H 6F 4O 2 C 4H 6F 6N 2O C 4H 6F 6P 2S C 4H 6N 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference ⌬ vH 共273–333兲 56.4 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1971DYK兴 关310-71-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,1,2-trifluoroethyl ethyl ether 37.5⫾ 0.1 298 36.5⫾ 0.1 313 35.3⫾ 0.1 328 34.2⫾ 0.1 343 32.9⫾ 0.1 358 C C C C C 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关760-23-6兴 ⌬ vH 3,4-dichloro-1-butene 共320–396兲 38 335 A 关1987STE/MAL兴 关7415-31-8兴 ⌬ vH trans 1,3-dichloro-2-butene 共306–401兲 39.3 321 A 关1987STE/MAL兴 关110-57-6兴 ⌬ vH trans 1,4-dichloro-2-butene 共340–379兲 45.6 355 A 关1987STE/MAL兴 关3848-12-2兴 ⌬ vH 2-chloroethyl chloroacetate 共319–478兲 53.3 334 A 关1987STE/MAL, 1947STU兴 关535-15-9兴 ⌬ vH ⌬ vH ethyl dichloroacetate 50.6⫾ 0.1 共283–430兲 46.2 298 298 C A 关1972LAY/WAD兴 关1987STE/MAL, 1947STU兴 关13138-51-7兴 ⌬ vH 1,2,3,3-tetrachlorobutane 共349–464兲 54.2 364 A 关1987STE/MAL, 1968CIH/VOJ兴 关407-83-0兴 ⌬ vH 4-fluorobutyronitrile 共273–333兲 45.2 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1971DYK兴 关459-99-4兴 ⌬ vH 2-fluoroethyl fluoroacetate 共273–333兲 55.1 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1971DYK兴 关540-87-4兴 ⌬ vH 1,1,1-trifluoro-3-iodobutane 共304–321兲 32.4 312 A 关1987STE/MAL兴 关26653-47-4兴 ⌬ vH 1,1,1-trifluoro-3-iodo-2-methylpropane 共298–368兲 30.4 313 A 关1987STE/MAL兴 关72316-38-2兴 ⌬ vH carbamic acid, methoxy共trifluoromethyl兲-, methyl ester 39 关1979SEK/DES兴 关512-51-6兴 ⌬ vH 1-ethoxy-1,1,2,2-tetrafluoroethane 共283–330兲 33 298 I 关2002MUR/YAM兴 关60598-17-6兴 ⌬ vH 1,1,2,2-tetrafluoro-3-methoxypropane 共293–347兲 35.2 308 I 关2002MUR/YAM兴 关73287-23-7兴 ⌬fusH 1,2-dimethoxytetrafluoroethane 10.75 DSC 关2005MAR/AVA兴 ⌬ vH 共270–356兲 关30295-33-1兴 ⌬ vH 1,1-dimethyl-2,2-bis共trifluoromethyl兲hydrazine-2-oxide 共287–356兲 36.4 302 A 关1987STE/MAL兴 关26348-88-9兴 ⌬ vH methyl共trifluoromethyl兲phosphinothious acid, anhydrosulfide 共316–342兲 46.7 329 关1970BUR/KAN兴 关693-98-1兴 ⌬subH 2-methylimidazole 共301–318兲 88.2⫾ 0.7 关1992JIM/ROU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 252 关2005MAR/AVA兴 33.7 309 ME PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-101 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 88.4⫾ 0.7 298 关1453-58-3兴 ⌬ vH 3-methylpyrazole 65.9⫾ 2.0 298 关1072-67-9兴 ⌬subH 3-amino-5-methylisoxazole 81.6⫾ 2.5 关4975-21-7兴 ⌬ vH dimethylfurazan 共353–427兲 51.1 368 A 关1987STE/MAL, 1971MAT/PEP兴 关106-57-0兴 ⌬subH 2,5-piperazinedione 共413–450兲 103.8 428 A 关1987STE/MAL兴 关2518-42-5兴 ⌬ vH dimethylfurazan-2-oxide 共353–493兲 57.0 368 A 关1987STE/MAL, 1971MAT/PEP兴 关56-06-4兴 ⌬subH 2,4-diamino-6-hydroxypyrimidine 共423–471兲 147.6⫾ 0.2 GS 关1999ZIE/PER兴 关59-66-5兴 ⌬trsH ⌬fusH 2-acetamido-1,3,4-thiadiazole-5-sulfonamide 1.2 506.2 28.6 532.2 DSC DSC 关2009BAR/GAM兴 关14760-99-7兴 ⌬fusH 2,5-dinitro-2,5-diazahexane-3,4-dione 23.4 397.1 DSC 关1997ZEM兴 关3759-60-2兴 ⌬subH 1,1,3,3-tetranitrobutane 87.9⫾ 0.8 298 关1999MIR/VOR兴 关20919-97-5兴 ⌬subH 2,2,3,3-tetranitrobutane 78.2⫾ 0.8 298 关1999MIR/VOR兴 关20919-96-4兴 ⌬subH 1,1,1,4-tetranitrobutane 99.6 298 关1999MIR/VOR兴 关42216-58-0兴 ⌬subH 1,1,1,3-tetranitro-2-methylpropane 91.2 298 关1999MIR/VOR兴 ⌬ vH 共304–327兲 A 关1987STE/MAL兴 关20820-44-4兴 ⌬ vH 2-nitro-2-hydroxmethyl-1,3-propanedioltrinitrate 共313–353兲 72.9 328 A 关1987STE/MAL兴 关81360-42-1兴 ⌬fusH 1,3,5,5-tetranitro-1,3-diazacyclohexane 29.37 430 关1987OYU/BRI, 1995SKA/GOL兴 关123-73-9兴 ⌬ vH ⌬ vH ⌬ vH trans crotonaldehyde 共314–411兲 36.6⫾ 0.1 共314–411兲 34.5⫾ 0.2 共314–411兲 32.1⫾ 0.5 关4170-30-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH crotonaldehyde 关1191-95-3兴 ⌬fusH cyclobutanone ⌬subH C 4H 6N 2 C 4H 6N 2O C 4H 6N 2O C 4H 6N 2O 2 C 4H 6N 2O 2 C 4H 6N 4O C 4H 6N 4O 3S 2 C 4H 6N 4O 6 C 4H 6N 4O 8 C 4H 6N 4O 8 C 4H 6N 4O 8 C 4H 6N 4O 8 C4H6N4O11 C 4H 6N 6O 8 C 4H 6O C 4H 6O C 4H 6O 共288–376兲 共304–377兲 共306–376兲 75.7 37.3⫾ 0.4 38.8 35.1⫾ 0.5 37.3 36.8 10.8 Method C Reference 关2008RIB/FIG兴 关1973HAM/AYE, 1977PED/RYL兴 316 320 360 400 EB EB EB 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 298 325 332 319 321 C EB 关1996VAN/YU兴 关1994WIB/MOR兴 关1988BAG/GUR兴 关1979MAR/SAC兴 关1987STE/MAL, 1973WAR/SKU, 1984BOU/FRI兴 220.5 A 关1998GON/SZW兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-102 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 6O C 4H 6O C 4H 6O C 4H 6O C4H6OS C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共301–344兲 共283–313兲 共317–380兲 37.7 38.4 36.3 38.2⫾ 0.4 38.5 322 298 332 298 273 EB A A, EB 关1994WIB/MOR兴 关1987STE/MAL兴 关1987STE/MAL, 1976MEY/HOT兴 关1972WOL兴 关1942BEN/KIS, 1984BOU/FRI兴 关109-93-3兴 ⌬ vH ⌬ vH divinyl ether 共253–323兲 共253–323兲 29.2 26.1 268 301 A I 关1987STE/MAL兴 关1933MIL/MEN兴 关78-94-4兴 ⌬ vH ⌬ vH methyl vinyl ketone 共279–355兲 32.9 共300–355兲 33.6 294 315 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1191-99-7兴 ⌬ vH ⌬ vH 2,3-dihydrofuran 共302–260兲 30.8⫾ 0.1 共302–360兲 28.6⫾ 0.3 300 340 EB EB 关2002STE/CHI5兴 关2002STE/CHI5兴 关927-74-2兴 ⌬ vH 3-butyn-1-ol 共343–393兲 51.7⫾ 0.9 298 CGC 关2005VAL/QUI兴 关1115-15-7兴 ⌬ vH divinyl sulfoxide 51.2⫾ 0.9 298 C 关1989VOR/KLY兴 关1759-53-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH cyclopropane carboxylic acid 共357–473兲 58.9⫾ 0.3 共357–473兲 55.7⫾ 0.2 共357–473兲 52.4⫾ 0.2 共357–473兲 48.8⫾ 0.4 340 380 420 460 EB EB EB EB 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关431-03-8兴 ⌬ vH ⌬ vH 2,3-butanedione 共biacetyl兲 共273–348兲 38.5 共273–293兲 39.6⫾ 0.2 288 283 A, I 关1987STE/MAL, 1972NEE/HAL兴 关1954NIC/SZA兴 关503-64-0兴 ⌬ vH cis 2-butenoic acid 共306–445兲 55.8 321 A 关1987STE/MAL, 1947STU兴 关107-93-7兴 ⌬ vH trans 2-butenoic acid 共353–458兲 56.7 368 A 关1987STE/MAL, 1947STU兴 关110-65-6兴 ⌬ vH 2-butyne-1,4-diol 共418–520兲 69.0 433 A 关1987STE/MAL, 1966BRA/SEM, 1971DYK兴 关96-48-0兴 ⌬fusH ␥-butyrolactone ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共293–333兲 共378–406兲 共378–406兲 共345–370兲 共345–370兲 共392–555兲 共249–298兲 共361–522兲 共357–435兲 共392–474兲 共273–478兲 共413–478兲 9.57 230 47.6⫾ 4.0 49.5⫾ 0.1 55.2⫾ 1.3 51.8⫾ 0.6 55.6⫾ 1.4 48.9⫾ 0.3 54.4⫾ 0.4 54.9⫾ 0.2 51.5 48.2 54.6⫾ 0.2 53.1⫾ 0.2 48.0⫾ 0.4 298 392 298 357 298 298 298 298 298 407 298 298 298 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1991ACR兴 EB EB MM MM C EB EB A GS EB EB 关1997KLE, 2008EME/KOZ兴 关1991WIB/WAL兴 关1991WIB/WAL兴 关1991WIB/WAL兴 关1991WIB/WAL兴 关1990RAM/KUD, 2008EME/KOZ兴 关1990LEI/PIL2兴 关1989STE/CHI2, 2008EME/KOZ兴 关1988ISM/GAB, 2008EME/KOZ兴 关1987STE/MAL兴 关1980JAR/AFA, 2008EME/KOZ兴 关1980JAR/AFA, 2008EME/KOZ兴 关1980YEV/LEB, 2008EME/KOZ兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-103 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 C 4H 6O 2 C 4H 6O 2S C 4H 6O 2S C 4H 6O 3 C 4H 6O 3 C 4H 6O 3 C 4H 6O 4 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关79-41-4兴 ⌬ vH ⌬ vH ⌬ vH 2-methyl-2-propenoic acid 47.5⫾ 0.4 共321–435兲 53.9 共298–434兲 51.6 关96-33-3兴 ⌬fusH methyl acrylate ⌬ vH ⌬ vH ⌬ vH 共316–354兲 共299–337兲 共229–353兲 关108-05-4兴 ⌬fusH vinyl acetate ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 298 336 313 Method C A A Reference 关1996VAN/YU兴 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 关1996DOM/HEA兴 9.73 197.5 34.2 28.8 38 331 314 244 8.46 180.6 共294–346兲 34.4 309 ⌬ vH 共340–355兲 31.4 348 关1987STE/MAL, 1971DYK, 1963CAP/FRI, 1984BOU/FRI兴 关1965SWA/VAN兴 关na兴 ⌬fusH ␣-methylacrylic acid 8.06 287.5 关1996DOM/HEA兴 关na兴 ⌬fusH cis-crotonic acid 12.57 344.4 关1991ACR兴 关3232-39-1兴 ⌬ vH ⌬ vH diacetyl sulfide 共325–355兲 共325–355兲 54.2 50.9 340 340 关77-77-0兴 ⌬ vH ⌬ vH divinyl sulfone 56.4⫾ 0.9 56.5⫾ 0.8 298 298 C 关108-24-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH acetic anhydride 共349–429兲 共413–526兲 共320–413兲 共336–412兲 364 428 335 351 EB A A 关108-32-7兴 ⌬fusH ⌬fusH ⌬fusH propylene carbonate 8.96 共13–300兲 8.01 9.62 220.3 218.7 218.2 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–345兲 共294–473兲 共460–513兲 共668–762兲 共412–466兲 共368–462兲 共368–462兲 共368–462兲 共293–353兲 共323–370兲 298 298 298 298 427 383 423 443 323 338 关3041-16-5兴 ⌬fusH p-dioxanone 关553-90-2兴 ⌬fusH dimethyl oxalate 43.3 47.6 45.5 44.2 61.5⫾ 0.3 71.3 61.3⫾ 0.1 71.2⫾ 0.6 54.4 57.8 55.2 53.0 55.2 33.8 A BG 关1987STE/MAL兴 关1971HAL/BAL兴 关1947STU兴 关1997KUL/LEB兴 A A DSC AC GS E A EB EB EB A, MM 关1999DYK/SVO兴 关1987STE/MAL兴 关1989VOR/KLY兴 关1969MAC/MCN兴 关1987AMB/GHI兴 关1987STE/MAL兴 关1987STE/MAL, 1971DYK兴 关1959MCD/SHR兴 关2004DIN兴 关1994FUJ/OGU兴 关1974VAS/KOR兴 关2008VER/TOK兴 关2005NAS/NEU兴 关2004CHE/CLE, 2008VER/TOK兴 关2002WIL/VON, 2008VER/TOK兴 关1987STE/MAL兴 关1982HON/WAK兴 关1982HON/WAK兴 关1982HON/WAK兴 关1972GRA/SAL兴 关1987STE/MAL, 1971CHO/JON兴 16.14 301.7 关1995LEB/BYK兴 21.07 327.6 关1991ACR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-104 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 4H 6O 4 C 4H 6O 4 C 4H 6O 4 C 4H 6O 5 C 4H 6O 5 C 4H 6O 6 C 4H 6O 6 C 4H 6S C 4H 6S C 4H 6S 3 C4H7Br 共268–298兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共330–365兲 共328–443兲 共347–485兲 共293–437兲 关110-15-6兴 ⌬fusH ⌬fusH succinic acid ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共318–358兲 共280–302兲 共356–376兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 74.6⫾ 0.7 75.6⫾ 1.6 75.3⫾ 1.6 74.9⫾ 0.6 47.4⫾ 0.5 298 283 298 54.7⫾ 0.3 52.5 44.7 48.8 298 298 416 308 34 32.95 Method C HSA B BG GS HG, EB A Reference 关1996CHI/SAB兴 关1996CHI/SAB兴 关1996CHI/SAB兴 关1996CHI/SAB兴 关1976ANT/CAR2, 1975ANT/CAR兴 关2006VER/KOZ兴 关2004MA/LIU, 2006VER/KOZ兴 关1988ASK/DAU兴 关1987STE/MAL, 1947STU兴 关2005ROU/TEM兴 关1991ACR兴 455.2 457 共292–320兲 368 298 386 298 298 306 ⌬ vH 共424–503兲 94.4 298 CGC 关2005ROU/TEM兴 关516-05-2兴 ⌬subH ⌬subH methylmalonic acid 117.4⫾ 1.9 113.2⫾ 0.4 298 ME C 关2000RIB/MON兴 关1983ALT/PIL兴 关931-40-8兴 ⌬ vH ⌬ vH 4-hydroxmethyl兲-1,3-dioxolan-2-one 共330–398兲 85.4⫾ 0.4 298 共430–455兲 87.8⫾ 0.4 298 GS EB 关2008VER/TOK兴 关2002WIL/VON, 2008VER/TOK兴 关na兴 ⌬fusH (I) ⌬fusH (II) 共dl兲 malic acid I 关na兴 ⌬fusH 共d兲 malic acid 关147-73-9兴 ⌬subH meso tartaric acid 关na兴 ⌬fusH 共d兲-tataric acid 关5954-75-6兴 ⌬ vH 2-vinylthiirane 共273–335兲 关627-51-0兴 ⌬ vH divinyl sulfide 共372–401兲 TPD TPTD TE,ME 关2007CAP/LOV兴 关2005CHA/ZIE兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关1970COX/PIL, 1960DAV/THO兴 关1970COX/PIL, 1960DAV/THO兴 关1960DAV/THO, 1999RIB/MON兴 关1947GRA兴 128⫾ 2 119.5 120.5 123.1 118.1⫾ 3.3 120.3⫾ 4.4 121.8⫾ 3.3 73.6 ME A 33.52 30.17 402 396 关1996DOM/HEA兴 关1996DOM/HEA兴 23.01 376 关1976LEC/COL兴 关1983DEW/BOW兴 156.9 关1998MUR/BET兴 32.3 445.1 38.7 288 A 关1987STE/MAL, 1999DYK/SVO兴 38.3⫾ 0.7 298 C 关1989VOR/KLY兴 关1748-15-8兴 ⌬subH ⌬subH 1,3-dithian-2-thione 共321–348兲 88.6 91.4⫾ 2.5 335 298 关31849-78-2兴 ⌬ vH ⌬ vH cis 1-bromo-1-butene 共280–397兲 35.1 共229–359兲 36.5 295 244 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1967GEI/SCH兴 关1967GEI/SCH, 1970COX/PIL兴 A 关1987STE/MAL, 1971DYK兴 关1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-105 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H7Br C4H7Br C4H7Br C4H7Br C4H7BrO C4H7BrO C4H7BrO C4H7Br3 C4H7Br3 C4H7Br3 C4H7Br3 C4H7Br3 C4H7Br3 C4H7Cl C4H7Cl C4H7ClO C4H7ClO C4H7ClO C4H7ClO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关32620-08-9兴 ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method trans 1-bromo-1-butene 共234–368兲 36.1 249 A 关1987STE/MAL, 1947STU兴 关23074-36-4兴 ⌬ vH ⌬ vH 2-bromo-1-butene 共276–391兲 34.5 共226–354兲 36.1 291 241 A 关1987STE/MAL, 1971DYK兴 关1947STU兴 关3017-71-8兴 ⌬ vH cis 2-bromo-2-butene 共234–367兲 36.5 249 A 关1987STE/MAL, 1947STU兴 关3017-68-3兴 ⌬ vH trans 2-bromo-2-butene 共228–359兲 35.7 243 A 关1987STE/MAL, 1947STU兴 关816-40-0兴 ⌬ vH ⌬ vH 1-bromo-2-butanone 共322–428兲 49.9 共279–420兲 47.7 337 294 A 关1987STE/MAL兴 关1947STU兴 关814-75-5兴 ⌬ vH 3-bromo-2-butanone 共306–409兲 46.4 321 A 关1987STE/MAL兴 关2736-37-0兴 ⌬ vH isobutyryl bromide 共286–436兲 45.7 301 A 关1987STE/MAL, 1947STU兴 关62127-48-4兴 ⌬ vH 1,3-dibromo-2-共bromomethyl兲propane 共475–660兲 66.1 490 A 关1987STE/MAL兴 关3675-68-1兴 ⌬ vH 1,1,2-tribromobutane 共361–490兲 49.4 376 A 关1987STE/MAL兴 关3675-69-2兴 ⌬ vH ⌬ vH 1,2,2-tribromobutane 共356–487兲 48.4 共314–486兲 50.7 371 329 A 关1987STE/MAL兴 关1947STU兴 关632-05-3兴 ⌬ vH ⌬ vH 1,2,3-tribromobutane 共394–546兲 54.1 共318–489兲 51.3 409 333 A 关1987STE/MAL, 1971DYK兴 关1947STU兴 关38300-67-3兴 ⌬ vH 1,2,4-tribromobutane 共390–541兲 53.5 405 A 关1987STE/MAL, 1971DYK兴 关62127-47-3兴 ⌬ vH 2,2,3-tribromobutane 共311–480兲 51.7 326 A 关1987STE/MAL, 1947STU兴 关513-37-1兴 ⌬ vH 1-chloro-2-methyl-1-propene 共285–343兲 33.2 300 A 关1987STE/MAL兴 关563-47-3兴 ⌬ vH 3-chloro-2-methyl-1-propene 共285–348兲 33.3 300 A 关1987STE/MAL兴 关616-27-3兴 ⌬ vH 1-chloro-2-butanone 共307–411兲 49.2 322 A 关1987STE/MAL, 1971DYK兴 关4091-39-8兴 ⌬ vH 3-chloro-2-butanone 共313–389兲 38.8 328 A 关1987STE/MAL兴 关40605-42-3兴 ⌬ vH 3-chloro-2-butene-1-ol 共345–437兲 50 360 A 关1987STE/MAL兴 关109-61-5兴 ⌬ vH ⌬ vH propyl chloroformate 共293–303兲 40.7⫾ 0.4 40.7⫾ 0.4 298 298 C 关1990DAV/FIN兴 关1990DAV/FIN兴 Reference J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-106 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H7ClO2 C4H7ClS C4H7Cl2O4P C4H7Cl3 C4H7FOS C4H7FO2 C 4H 7F 3 C4H7IO2 C 4H 7N C 4H 7N C4H7NO C4H7NO C4H7NO C4H7NO C4H7NO C4H7NO C4H7NO CAS Reg No Compound Enthalpy Temp 共K兲 Range 关105-39-5兴 ⌬ vH ⌬ vH ⌬ vH ethyl chloroacetate 共274–418兲 45 49.5⫾ 0.1 共298–418兲 48.5 289 298 313 A C 关1987STE/MAL兴 关1972LAY/WAD兴 关1928NEL2, 1984BOU/FRI兴 关760996-44-9兴 ⌬ vH 2-butene-3-chloro-1-thiol 共341–397兲 48.2 356 A 关1987STE/MAL兴 关62-73-7兴 ⌬ vH dimethyl-共2,2-dichlorovinyl兲 phosphate 共283–387兲 68 298 A 关1987STE/MAL兴 关18338-40-4兴 ⌬ vH 1,2,3-trichlorobutane 共273–442兲 41.3 288 A 关1987STE/MAL, 1947STU兴 关462-31-7兴 ⌬ vH 2-fluoroethyl thioacetate 共273–333兲 44.7 288 A, GS 关1987STE/MAL, 1948RED/CHA4兴 关459-72-3兴 ⌬ vH ethyl fluoroacetate 共273–333兲 41.9 288 A, GS 关1987STE/MAL, 1948RED/CHA4, 1971DYK兴 关460-34-4兴 ⌬ vH 1,1,1-trifluorobutane 共226–320兲 28.1 241 A 关1987STE/MAL, 1971DYK兴 关623-48-3兴 ⌬ vH ethyl iodoacetate 共301–362兲 52.1 316 A 关1987STE/MAL, 1947GOU/HOL兴 关78-82-0兴 ⌬ vH ⌬ vH isobutyronitrile 共324–354兲 共303–352兲 35.9 37.5 339 321 BG 关109-74-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH butyronitrile 共294–415兲 39.2⫾ 0.1 38.8 37.7 37.0 40.5⫾ 0.2 298 318 347 298 298 C EB A, EB EB MM 关75-86-5兴 ⌬ vH acetone cyanohydrin 共355–393兲 106.5 370 A 关1987STE/MAL兴 关4476-02-2兴 ⌬ vH 2-hydroxybutyronitrile 共314–452兲 57.9 329 A 关1987STE/MAL, 1947STU兴 关1120-64-5兴 ⌬ vH 2-methyl-2-oxazoline 39.1⫾ 0.3 298 C 关1976HAM/THO兴 关79-39-0兴 ⌬fusH ⌬ vH methyacrylamide 385.1 404 A 关1996DOM/HEA兴 关1987STE/MAL兴 关62957-60-2兴 ⌬ vH ethoxyacetonitrile 共273–313兲 46.5⫾ 0.3 298 GS 关1995VER/BEC兴 关33695-59-9兴 ⌬ vH 3-methoxypropionitrile 共328–438兲 47.6 343 A 关1987STE/MAL兴 关616-45-5兴 ⌬fusH 2-pyrrolidone ⌬ vH ⌬ vH ⌬ vH 共391–484兲 共303–493兲 共332–401兲 ⌬transHm 共kJ mol−1兲 15.0 86.3 共390–418兲 共395–518兲 Tm 共K兲 Method 关1979SUK/VLA兴 关1971HAL/BAL兴 关1982FUC/HAL兴 关1971MEY/REN兴 关1987STE/MAL, 1947STU, 1973MEY/HOT兴 关1959EVA/SKI, 2005EME/VER兴 关1933HEI, 2005EME/VER兴 关1996DOM/HEA兴 13.92 299 73.6⫾ 1.3 41.7⫾ 0.6 60 298 EB,BG 410 A J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Reference 关1998MOR/KOP兴 关1995VIE/CDE兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-107 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H7NO C4H7NO C4H7NOS C4H7NO2 C4H7NO2 C4H7NO2 C4H7NO2 C4H7NO2 C4H7NO3 C4H7NO4 C 4H 7N 3O 9 C 4H 8 C 4H 8 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关31110-30-2兴 ⌬subH cis 2-butenoic acid amide 共353–387兲 68.0 368 A 关1987STE/MAL兴 关625-37-6兴 ⌬subH trans 2-butenoic acid amide 共363–413兲 80.0 378 A 关1987STE/MAL兴 关17374-18-4兴 ⌬fusH tetrahydro-2H-1,3-oxazine-2-thione 18.4 400.2 关625-77-4兴 ⌬subH diacetamide ⌬ vH ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method DSC Reference 关2008TEM/ROU3兴 73.2⫾ 0.8 298 C 关1965WAD, 1971MOR兴 共368–496兲 共343–496兲 59.7 64.6 383 358 A 关1987STE/MAL兴 关1947STU兴 关2783-12-2兴 ⌬ vH 2-nitro-1-butene 共273–333兲 44.0 288 A 关1987STE/MAL, 1971DYK兴 关22677-21-0兴 ⌬fusH 共R兲-4-hydroxy-2-pyrrolidone 23.41 392 DSC 关2004WAN/WIE兴 关68108-18-9兴 ⌬fusH 共⫺兲 4-hydroxy-2-pyrrolidone 28.49 429.8 DSC 关1999LI/ZEL兴 关25747-41-5兴 ⌬fusH 共⫹兲 4-hydroxy-2-pyrrolidone 26.74 394.8 DSC 关1999LI/ZEL兴 关543-24-8兴 ⌬subH N-acetylglycine 127.0⫾ 1.0 389 TE,ME 关56-84-8兴 ⌬subH L-aspartic acid 共370–470兲 U 96⫾ 4.2 420 LE 关6859-60-5兴 ⌬ vH 1,2,4-butanetriol trinitrate 共293–313兲 60.0⫾ 11.3 303 A, GS 关106-98-9兴 ⌬fusH 1-butene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共200–274兲 共126–192兲 共267–345兲 共342–411兲 共267–411兲 关590-18-1兴 ⌬fusH cis 2-butene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共221–290兲 共276–325兲 共324–386兲 共383–431兲 3.85 共216–273兲 共195–267兲 259 177 282 357 282 298 202 219 242 267 258 7.31 134.3 24.4 24.0 23.6 23.6 22.1 22.5 25.3 275 291 339 398 298 246 252 关1977GAF/PIE兴 关1987STE/MAL, 1957MCC/DOU兴 关1996DOM/HEA兴 87.8 23.3 28.3 22.8 22.0 22.5 20.1 25.3 24.5 23.3 21.9 23.2 关1979DEK/VOO兴 A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1946AST/FIN兴 关1946AST/FIN兴 关1946AST/FIN兴 关1946AST/FIN兴 关1940LAM/ROP, 1984BOU/FRI兴 关1996DOM/HEA兴 A A A A C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1944SCO/FER兴 关1942BEN, 1984BOU/FRI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-108 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 8 C 4H 8 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关624-64-6兴 ⌬fusH trans 2-butene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共205–287兲 共273–315兲 共313–385兲 共382–428兲 关287-23-0兴 ⌬trsH ⌬fusH cyclobutane 共203–274兲 共205–283兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 9.76 167.6 23.9 23.6 23.3 23.2 21.3 22.8⫾ 0.1 24.2 23.9 ⌬subH C 4H 8 C 4H 8 C4H8BrClO C4H8Br2 C4H8Br2 C4H8Br2 C4H8Br2 C4H8Br2 C4H8Br2 272 288 328 397 298 274 259 268 Method Reference 关1996DOM/HEA兴 A A A A C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1945GUT/PIT兴 关1945GUT/PIT, 1984BOU/FRI兴 关1940LAM/ROP, 1984BOU/FRI兴 5.71 1.09 145.7 182.4 36.4 145 B 关1963BON兴 关1996DOM/HEA兴 ⌬ vH ⌬ vH 共198–287兲 共217–285兲 25.2 25.2 272 270 A 关1987STE/MAL兴 关1953RAT/GWI, 1984BOU/FRI兴 关594-11-6兴 ⌬ vH cyclobutane 共177–278兲 24.8 263 A 关1987STE/MAL, 1947STU兴 关115-11-7兴 ⌬fusH 2-methylpropene 5.92 132.4 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共212–279兲 共266–313兲 共310–376兲 共371–418兲 23.1 22.7 22.2 22.3 20.6 22.2 22.8 264 281 325 386 298 350 258 关51070-66-7兴 ⌬ vH 2-bromoethyl 2-chloroethyl ether 共309–469兲 53.3 324 关62168-25-6兴 ⌬ vH 1,1-dibromobutane 共342–477兲 45.8 357 A, EST 关533-98-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,2-dibromobutane 共338–425兲 43.5 共330–425兲 45.9 45.6⫾ 0.7 共281–439兲 42.8 共273–333兲 45.1 353 298 298 296 300 A 关107-80-2兴 ⌬ vH 1,3-dibromobutane 共351–450兲 44.7 366 A 关110-52-1兴 ⌬ vH ⌬ vH ⌬ vH 1,4-dibromobutane 298 390 320 GC A 关1994CAR/LAY兴 关1987STE/MAL, 1971DYK兴 关1947STU兴 关5780-13-2兴 ⌬ vH meso 2,3-dibromobutane 共274–431兲 41.7 289 A 关1987STE/MAL, 1947STU兴 关598-71-0兴 ⌬ vH threo 2,3-dibromobutane 共278–434兲 40.9 293 A 关1987STE/MAL兴 共303–398兲 共216–273兲 共375–520兲 共305–470兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 52.6 51.4 49.4 关1996DOM/HEA兴 A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1942BEA/ING兴 关1940LAM/ROP, 1984BOU/FRI兴 A 关1987STE/MAL, 1947STU兴 EB A 关1987STE/MAL, 1956MAN, 1971DYK兴 关1987STE/MAL兴 关1975PIS/ROZ2, 1975PIS/ROZ兴 关1975PIS/ROZ兴 关1987STE/MAL, 1947STU兴 关1941LIS兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-109 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H8Br2 C4H8Br2 C4H8Br2O C4H8Br2O2 C4H8Br2O2 C4H8Cl2 C4H8Cl2 C4H8Cl2 C4H8Cl2 C4H8Cl2 C4H8Cl2 C4H8Cl2 C4H8Cl2 C4H8Cl2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关594-34-3兴 ⌬ vH ⌬ vH 1,2-dibromo-2-methylpropane 43.3⫾ 0.1 共244–422兲 33.3 259 C A 关1974SUN/WUL兴 关1987STE/MAL, 1947STU兴 关28148-04-1兴 ⌬ vH 1,3-dibromo-2-methylpropane 共287–448兲 45.1 302 A 关1987STE/MAL, 1947STU兴 关5414-19-7兴 ⌬ vH bis共2-bromoethyl兲 ether 共320–486兲 55.1 335 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬fusH 共dl兲 2,3-dibromo-1,4-butanediol 29.29 363.2 关1981CHI/GAR兴 关na兴 ⌬fusH 共d兲 2,3-dibromo-1,4-butanediol 33.89 388.2 关1981CHI/GAR兴 关541-33-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,1-dichlorobutane 共310–390兲 39.5 共304–386兲 38.7 39.4⫾ 0.6 共303–428兲 38.8 298 319 298 318 关616-21-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,2-dichlorobutane 40.1⫾ 0.1 40.2⫾ 0.1 共312–394兲 39.0 共310–390兲 40.4 40.1⫾ 0.6 共249–397兲 38.1 298 298 327 298 298 264 关1190-22-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,3-dichlorobutane 42.2⫾ 0.1 共320–400兲 42.3 42.3⫾ 1.8 共318–407兲 40.5 298 298 298 333 关110-56-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,4-dichlorobutane 46.7 46.5⫾ 0.1 46.4 46.4⫾ 0.1 46.4⫾ 0.1 43.4 298 298 298 298 298 351 GC C 关4279-22-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2-dichlorobutane 36.3⫾ 0.1 共300–370兲 36.7 共293–376兲 36.4 33.7⫾ 0.6 298 298 308 298 C A EB 关na兴 ⌬ vH meso 2,3-dichlorobutane 38.4 298 C 关1992HE/AN, 1993HE/AN兴 关na兴 ⌬ vH 共dl兲 2,3-dichlorobutane 39.7 298 C 关1993HE/AN兴 关7581-97-7兴 ⌬ vH 2,3-dichlorobutane 共247–389兲 39.6 262 A 关1987STE/MAL兴 关598-76-5兴 1,1-dichloro-2-methylpropane 共325–425兲 共336–425兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method A EB EST C C A EB A C C A C C A Reference 关1991BAS/SVO兴 关1987STE/MAL兴 关1977PIS/ROZ兴 关1987STE/MAL, 1956MAN兴 关1992HE/AN兴 关1989AN/HU兴 关1987STE/MAL兴 关1982ROO, 1991BAS/SVO兴 关1975PIS/ROZ2兴 关1987STE/MAL, 1947STU兴 关1992HE/AN兴 关1991BAS/SVO兴 关1990AN/HE兴 关1987STE/MAL兴 关1994CAR/LAY兴 关1992HE/AN兴 关1991BAS/SVO兴 关1990AN/HE兴 关1989AN/HU兴 关1987STE/MAL, 1971DYK兴 关1992HE/AN兴 关1991BAS/SVO兴 关1987STE/MAL兴 关1977PIS/ROZ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-110 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H8Cl2 C4H8Cl2 C4H8Cl2O C4H8Cl2S C4H8Cl2S3 C4H8Cl3O4P C 4H 8F 2 C 4H 8F 2 C 4H 8F 2O C 4H 8F 2O 4S C 4H 8I 2 C 4H 8N 2 C 4H 8N 2 C 4H 8N 2O C 4H 8N 2O 2 C 4H 8N 2O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共242–379兲 38.7 关594-37-6兴 ⌬ vH Tm 共K兲 Method Reference 257 A 关1987STE/MAL兴 1,2-dichloro-2-methylpropane 共247–381兲 40.4 262 A 关1987STE/MAL, 1947STU兴 关616-19-3兴 ⌬ vH 1,3-dichloro-2-methylpropane 共270–408兲 45.1 285 A 关1987STE/MAL, 1947STU兴 关111-44-4兴 ⌬fusH bis共2-chloroethyl兲 ether 8.39 226.5 ⌬ vH 共297–452兲 312 关505-60-2兴 ⌬subH ⌬subH ⌬subH bis共2-chloroethyl兲 sulfide 共248–293兲 80.9 共263–287兲 77.2 84.5 271 275 ⌬ vH 共288–358兲 59.6 303 ⌬ vH 共353–393兲 50.3 373 关19149-77-0兴 ⌬ vH bis共2-chloroethyl兲 trisulfide 共293–333兲 68.2 关52-68-6兴 ⌬fusH ⌬fusH ⌬fusH 共1-hydroxy-2,2,2-trichloroethyl兲phosphonic acid dimethyl ester 20.37 351 22.4 357 25.0 384 关1996DOM/HEA兴 ⌬subH 共293–357兲 关353-81-1兴 ⌬ vH 1,1-difluorobutane 共246–347兲 31 261 A, EST 关353-81-1兴 ⌬ vH 2,2-difluorobutane 共238–336兲 30 253 A 关184899-81-8兴 ⌬ vH 1,1,1,2,2,3,3-heptafluoro-3-共fluoromethoxy兲propane 共283–316兲 31 298 I 关2002MUR/YAM兴 关381-46-4兴 ⌬ vH bis共2-fluoroethyl兲 sulfate 共273–333兲 63.9 关1987STE/MAL, 1948RED/CHA4, 1999DYK/SVO兴 关628-21-7兴 ⌬ vH 1,4-diiodobutane 关926-64-7兴 ⌬ vH 共dimethylamino兲acetonitrile 共277–307兲 45.4⫾ 0.6 关1606-49-1兴 ⌬ vH 1,4,5,6-tetrahydropyrimidine 共330–395兲 75.6⫾ 2.0 关1852-17-1兴 ⌬subH ⌬subH 49.8 308 107 关1996DOM/HEA兴 A 关1987STE/MAL, 1947STU兴 B 关2006BUC/BUE兴 关1987STE/MAL兴 关1963BON, 1947BAL/DEN兴 A, MM 关1987STE/MAL, 1947BAL/DEN, 1984BOU/FRI, 1948BEN/FRA兴 关1943HOL/MEL兴 A, GS 关1987STE/MAL, 1948RED/CHA, 1999DYK/SVO兴 308 关1987STE/MAL兴 关1987STE/MAL, 1956MAN, 1971DYK兴 关1987STE/MAL, 1971DYK兴 288 A, GS 298 GC 关1994CAR/LAY兴 GS 关1997WEL/VER兴 298 IP 关1996STE/CHI3兴 tetrahydro-2-pyrimidone 共363–385兲 113.4⫾ 0.7 89.3 298 298 ME 关2008RIB/RIB兴 关1999DEF/DEO兴 关3148-73-0兴 ⌬subH 1,2-diacetylhydrazine 共347–358兲 103.1⫾ 1.7 352.5 A 关1987STE/MAL, 1959TAK/SHI兴 关95-45-4兴 ⌬subH dimethylglyoxime 共331–352兲 96.8 341.5 A 关1987STE/MAL兴 59 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-111 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬subH C 4H 8N 2O 2 关2620-63-5兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C 4H 8N 2O 2 C 4H 8N 2O 2 C 4H 8N 2O 6 C 4H 8N 2O 6 C 4H 8N 2O 7 C 4H 8N 4O 2 C 4H 8N 4O 4 C 4H 8N 4O 4 C 4H 8N 6O 5 C 4H 8N 6O 6 C 4H 8N 8O 8 C4H8N12O6 C 4H 8O C 4H 8O ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 关1956SEK/SUZ, 1970COX/PIL, 1960JON兴 97.1⫾ 2.1 N-acetylglycine amide 25.6 共378–406兲 123.5⫾ 1.7 126.3⫾ 2.3 140.2⫾ 2.3 135⫾ 3 Reference 关1996DOM/HEA兴 408.2 376 C 298 392 C TE 关1999DEL/BAR兴 关1999DEL/BAR兴 关1995DEL/SAB兴 关1988FER/DEL, 1986BAR/FER兴 关110-14-5兴 ⌬fusH succinamide 关59-82-2兴 ⌬vapH N-nitrosomorpholine 50.2 343 关6423-44-5兴 ⌬ vH 1,3-butanediol dinitrate 共293–313兲 71.4⫾ 7.1 303 A, GS 关1987STE/MAL, 1957KEM/GOL兴 关3457-91-8兴 ⌬ vH 1,4-butanediol dinitrate 共293–313兲 57.4⫾ 0.8 303 A, GS 关1987STE/MAL, 1957KEM/GOL兴 关693-21-0兴 ⌬fusH diethyleneglycol dinitrate 25.4 276.5 ⌬ vH 共293–333兲 308 关140-79-4兴 ⌬subH 1,4-dinitrosopiperazine 共325–360兲 101.3⫾ 8 关4164-37-8兴 ⌬fusH ⌬fusH 1,4-dinitropiperazine 200.8 489.2 关2001OXL/SMI兴 Note: Enthalpy of fusion is abnormally high, compound may be decomposing 33.93 489.6 DSC 关1997ZEM兴 ⌬subH 共325–360兲 关5754-89-2兴 ⌬trsH ⌬fusH 关5800-63-5兴 ⌬trsH ⌬fusH 1,3-dinitro-1,3-diazacyclohexane 15.8 343 2.97 354 1,5-dinitro-3-nitroso-1,3,5-triazacycloheptane 25.7 404 2.9 440 关5790-78-3兴 ⌬fusH 1,3,5-trinitro-1,3,5-triazacycloheptane 27.74 435.9 关2691-41-0兴 ⌬fusH共␦兲 1,3,5,7-tetranitro-1,3,5,7-tetrazacyclooctane 69.87 553.2 关1996DOM/HEA兴 ⌬subH ⌬subH共␦兲 ⌬subH共兲 共461–487兲 共415–479兲 共371–403兲 关1976TAY/CRO兴 关1978CUN/PAL兴 关1969ROS/DIC兴 关62209-57-8兴 ⌬fusH 1,7-diazido-2,4,6-trinitro-2,4,6-triazaheptane 40.17 406 关2919-23-5兴 ⌬fusH cyclobutanol 关78-93-3兴 ⌬fusH 2-butanone 6.08 94.3 111.3⫾ 8 161.9 161⫾ 0.3 175.2 485.9 DSC 关1988SOL/SIT兴 关2000URY/KUP兴 A 关1987STE/MAL兴 关1974PEP/MAT, 1977PED/RYL兴 343 关1974PEP/MAT, 1977PED/RYL兴 343 474 447 385 关2006BAD/DEL兴 关1991PIC/RYL兴 关1991PIC/RYL兴 DSC 关1997ZEM兴 关1987OYU/BRI兴 8.53 228.4 关1982DWO/FUC兴 8.44 186.5 关1991ACR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-112 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 8O C 4H 8O C 4H 8O C 4H 8O C 4H 8O C 4H 8O C 4H 8O C 4H 8O C 4H 8O C 4H 8O CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共294–342兲 共353–403兲 共397–479兲 共473–537兲 34.6 32.5 31.6 31.1 34.8⫾ 0.1 34.5⫾ 0.1 35.6 34.7 33.9 33.8 33.8⫾ 0.1 32.3⫾ 0.1 31.3⫾ 0.1 30.5⫾ 0.1 30.0⫾ 0.1 33.9 关513-42-8兴 ⌬ vH 2-methyl-2-propen-1-ol 共323–373兲 51.9 关627-27-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-buten-1-ol 共343–393兲 关6118-14-5兴 ⌬ vH 共dl兲 3-buten-2-ol 共304–370兲 39.2 关123-72-8兴 ⌬fusH butyraldehyde ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共313–353兲 共293–349兲 共330–348兲 共304–347兲 共258–353兲 关106-88-7兴 ⌬ vH 共dl兲 1,2-epoxybutane 共254–347兲 24.7 关558-30-5兴 ⌬ vH 1,2-epoxy-2-methylpropane 共2,2-dimethyloxirane兲 共204–329兲 30.6 219 A 关1987STE/MAL, 1947STU兴 关109-92-2兴 ⌬ vH ethyl vinyl ether 共223–309兲 29.5 238 A 关1987STE/MAL兴 关78-84-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH isobutyraldehyde 共313–353兲 共313–324兲 共309–337兲 共333–347兲 共283–337兲 32.3 31.4 31.8 33.4 32.8 298 318 324 340 298 CGC 关116-11-0兴 ⌬ vH 2-methoxy-1-propene 共281–309兲 28.3⫾ 0.1 关4188-68-5兴 cis methyl propenyl ether 共258–362兲 共315–363兲 共314–370兲 50.8⫾ 0.0 50.9⫾ 0.1 48.8⫾ 0.1 46.7⫾ 0.1 11.09 33.2 34.2 33.7⫾ 0.4 32.9 33.3 33.9 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method Reference 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983UCH/MAJ兴 关1979SUN/SVE2兴 关1978CAV/CHA兴 关1975AMB/ELL兴 关1987STE/MAL, 1975AMB/ELL, 1965COL/COU兴 关1973GEI/QUI兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1947STU兴 309 368 412 488 298 298 273 A A A A C C 330 315 314 338 352 363 370 329 A, EB, GS C C C C C C 298 CGC 关1995CHI/HOS兴 298 313 328 343 CGC C C C 关2005VAL/QUI兴 关1996ULB/KLU兴 关1996ULB/KLU兴 关1996ULB/KLU兴 319 A 关1987STE/MAL兴 关1996DOM/HEA, 1989VAS/LEB兴 176.8 298 308 298 339 319 306 CGC A EB EB 269 A 295 EB A 关1995CHI/HOS兴 关1987STE/MAL兴 关1967BUC/COX, 2003VER/KRA2兴 关1963WOJ兴 关1959SEP/PAU, 1984BOU/FRI兴 关1938KUC兴 关1987STE/MAL兴 关1995CHI/HOS兴 关1984ENG/SAN兴 关1976BRA/PES兴 关1963WOJ兴 关1987STE/MAL, 1959SEP/PAU, 1964SER/TIM兴 关1988BAG/GUR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-113 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 8O C 4H 8O C4H8OS C4H8OS C4H8OS C4H8OS2 C 4H 8O 2 C 4H 8O 2 C 4H 8O 2 C 4H 8O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共293–318兲 30.6 关4188-69-6兴 ⌬ vH trans methyl propenyl ether 共293–322兲 29.5 关109-99-9兴 ⌬fusH tetrahydrofuran ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共290–339兲 共273–339兲 共399–479兲 共467–541兲 共235–340兲 共302–339兲 共273–308兲 共296–373兲 共224–360兲 共293–341兲 共293–313兲 关1600-44-8兴 ⌬trsH ⌬fusH tetrahydrothiophene 1-oxide 5.85 0.51 223.9 231.8 关15980-15-1兴 ⌬ vH ⌬ vH 1,4-oxathiane 共342–411兲 共342–411兲 378 357 A 关1999DYK/SVO兴 关1987STE/MAL兴 关625-60-5兴 ⌬ vH S-ethyl thiolacetate 40.0⫾ 0.2 298 C 关1966WAD兴 关16487-10-8兴 ⌬fusH 1,3-dithiane sulfoxide 22.6 361.9 关497-26-7兴 ⌬ vH 2-methyl-1,3-dioxolane 共270–308兲 43.0⫾ 0.6 关6117-80-2兴 ⌬ vH cis 2-butene-1,4-diol 共373–508兲 74.7 388 关922-69-0兴 ⌬ vH 1,1-dimethoxyethene 共303–362兲 39.6 333 关1995GUT/LIU兴 关107-92-6兴 ⌬fusH ⌬trsH ⌬fusH butanoic acid 264.7 NA 268 关1991ACR兴 ⌬subH 共238–255兲 76.0⫾ 1.5 248 TE,ME ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共384–435兲 共391–429兲 共303–378兲 共278–308兲 共278–308兲 共353–393兲 共437–592兲 共301–358兲 共355–453兲 52.5 50.3 58.5 58.5⫾ 0.3 58.2⫾ 0.3 60.7 47.7 51.1 53.2 399 406 298 293 298 298 452 316 370 EB CGC GS GS CGC A A A 8.54 32.3 33.1 29 29.6 32 32.5⫾ 0.2 30.8 32.8 31.9 32.9 U 26.9 31.8 42.1 44.8 11.07 1.04 11.59 Tm 共K兲 Method Reference 305 A 关1987STE/MAL兴 307 A 关1987STE/MAL兴 关1991ACR兴 164.8 305 288 414 482 298 288 320 288 311 298 308 313 A A A C DSC DSC 关2001LOR/AUC兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1981HOS/SCO兴 关1976BOR/CHU兴 关1975RIV兴 关1970KOI/OUC, 1984BOU/FRI兴 关1970SCO, 1984BOU/FRI兴 关1970MOI/ANT兴 关1959BIS/FIN兴 关1948KLA/MOH, 1958CAS/FLE3兴 关1990HAI/GIL兴 关2003ROU/TEM2兴 GS 关1998VER/PEN, 2002VER兴 A 关1987STE/MAL兴 关1982MAR/AND兴 关1978CAL/CAL兴 关2004CLI/RAM兴 关2001MUN/KRA兴 关2000VER2兴 关2000VER2兴 关2000VER2兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1971DYK兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-114 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula 共C4H8O2兲2 C 4H 8O 2 C 4H 8O 2 C 4H 8O 2 C 4H 8O 2 C 4H 8O 2 C 4H 8O 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬vH 共monomer兲 ⌬ vH ⌬ vH 298 298 378 C C 共363–436兲 40.5⫾ 0.1 58⫾ 4 52 关19496-06-1兴 ⌬subH butanoic acid dimer 共238–255兲 85⫾ 1.5 248 TE,ME 关1978CAL/CAL兴 关505-22-6兴 ⌬ vH ⌬ vH 1,3-dioxane 298 C 关1982BYS/MAN兴 关1959FLE/MOR兴 关123-91-1兴 ⌬trsH ⌬fusH 1,4-dioxane ⌬subH 39.1⫾ 0.1 35.6⫾ 0.4 Method Reference 关1970KON/WAD兴 关1970KON/WAD兴 关1949DRE/SHR, 1949DRE/MAR, 1984BOU/FRI兴 2.35 12.84 272.9 284.1 共237–272兲 35.6 255 A 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共285–375兲 共329–372兲 38 36.5 38.6⫾ 0.1 37.3 37 300 350 298 308 318 A 关1987STE/MAL兴 关1984CAS/FRA兴 关1982BYS/MAN兴 关1963VIN/MAR, 1984BOU/FRI兴 关1936HOV/SCH兴 关141-78-6兴 ⌬fusH ethyl acetate ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共300–390兲 共313–353兲 共271–373兲 共288–351兲 关513-86-0兴 ⌬ vH ⌬ vH 3-hydroxy-2-butanone 共acetoin兲 共363–393兲 48.7⫾ 0.4 298 共273–418兲 38.4 288 CGC A 关2005TEM/CHI兴 关1987STE/MAL兴 关79-31-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬vH 共monomer兲 ⌬ vH 2-methylpropanoic acid 共375–426兲 50.5 共303–378兲 56.3 共278–308兲 55.8⫾ 0.3 共278–308兲 55.5⫾ 0.3 共344–445兲 51.6 共288–428兲 50.9 共428–562兲 45.4 共228–243兲 53.4⫾ 3 35.5⫾ 0.1 53⫾ 4 CGC GS GS EB A A TE C C 关2004CLI/RAM兴 关2000VER2兴 关2000VER2兴 关2000VER2兴 关1987AMB/GHI3兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979DEK/OON兴 关1970KON/WAD兴 关1970KON/WAD兴 关625-55-8兴 isopropyl formate 共293–398兲 共283–353兲 10.48 34.1 35.0 36.7 35.6⫾ 0.1 34.6⫾ 0.1 31.4⫾ 0.1 33.8⫾ 0.1 33.4⫾ 0.1 32.4⫾ 0.1 31.9⫾ 0.1 31.0⫾ 0.1 34.0 31.9 35.1⫾ 0.2 35.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 C 关1991ACR兴 189.3 315 298 286 298 313 343 326 331 344 351 363 320 350 298 303 390 298 293 298 359 303 443 398 298 298 CGC C C C C C C C C C A 关1997HER/ORT兴 关1995CHI/HOS兴 关1981AMB/ELL, 1984BOU/FRI兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1976CON/COU兴 关1976CON/COU兴 关1966WAD兴 关1987STE/MAL, 1965MER/POL, 1971DYK兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-115 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 8O 2 C 4H 8O 2 C 4H 8O 2S C 4H 8O 2S C 4H 8O 2S C 4H 8O 2S 2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共221–342兲 34.5 关922-67-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl propionate 共313–363兲 28.9 35.6⫾ 0.4 共231–353兲 39.1 共353–486兲 32.8 35.9⫾ 0.1 34.9⫾ 0.1 36.3⫾ 0.3 35.8⫾ 0.1 34.2⫾ 0.1 33.8⫾ 0.1 32.8⫾ 0.1 32.1⫾ 0.1 31.5⫾ 0.1 共293–353兲 35.9 关110-74-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH propyl formate 共302–353兲 共354–518兲 共230–355兲 关16215-14-8兴 ⌬ vH allyl methyl sulfone 共405–450兲 68.2 关126-33-0兴 ⌬trsH ⌬fusH tetrahydrothiophene-1,1-dioxide 共sulfolane兲 7.86 288.6 1.37 301.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共423–529兲 共364–529兲 共424–542兲 共373–453兲 共303–328兲 共413–558兲 共360–400兲 关126-33-0兴 ⌬trsH ⌬fusH tetramethylene sulfone 5.35 1.43 288.6 301.6 关55337-75-2兴 ⌬fusH ⌬fusH 1,3-dithiane sulfone 23.47 22.0 413.8 414 DSC DSC 关2004ROU/TEM3兴 关2003ROU/TEM2兴 ⌬subH ⌬subH 共342–358兲 共342–358兲 350 298 ME ME 关2004ROU/TEM3兴 关2004ROU/TEM3兴 共299–355兲 35.3 32.7 36.8 37.5⫾ 0.1 36.5⫾ 0.1 35.8⫾ 0.1 35.4⫾ 0.1 34.4⫾ 0.1 33.8⫾ 0.1 33.5⫾ 0.1 32.9⫾ 0.1 35.6 69.1⫾ 1.4 59.0 53.7 67.8⫾ 0.8 58.2 31.0 58.7 54.5 102.3⫾ 0.9 103.6⫾ 0.9 Tm 共K兲 Method Reference 关1987STE/MAL, 1947STU兴 236 A 298 298 246 368 298 313 298 298 326 331 344 355 363 308 CGC GC A A C C GCC C C C C C C A 317 369 245 298 313 326 331 344 351 355 363 314 A A C C C C C C C C 关1993FAR/WIC兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1928NEL, 1984BOU/FRI兴 420 A 关1987STE/MAL, 1999DYK/SVO兴 298 438 379 298 413 315 428 380 关1995CHI/HOS兴 关1987AZA兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980FUC/PEA兴 关1979SUN/SVE2兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1987STE/MAL, 1965MER/POL兴 关1999AHL/LOH兴 C EB TGA A A 关2004MOR/MAT兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1997STE/CHI3兴 关1987ALN/ALS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984SHC/KAP兴 关1996DOM/MOO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-116 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C 4H 8O 2S 2 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3 C 4H 8O 3S C 4H 8O 3S C 4H 8O 4 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关139408-38-1兴 ⌬fusH Tm 共K兲 Method 1,4-dithiane sulfone 26.0 474.2 DSC 关2006TEM/ROU兴 ⌬subH ⌬subH 共340–354兲 共340–354兲 298 347 ME ME 关2006ROU/TEM兴 关2006ROU/TEM兴 关627-03-2兴 ⌬ vH ethoxyacetic acid 共280–310兲 69.1 295 A 关1987STE/MAL兴 关19693-75-5兴 ⌬ vH ⌬ vH 2-methoxy-1,3-dioxolane 共278–308兲 46.4⫾ 0.8 共278–308兲 46.8⫾ 0.8 298 GS GS 关2002VER兴 关1995RAK/VER2兴 关623-50-7兴 ⌬ vH ethyl glycolate 共287–432兲 302 A 关1987STE/MAL, 1947STU兴 关594-61-6兴 ⌬ vH 2-hydroxyisobutyric acid 共371–485兲 67.5 386 A 关1987STE/MAL兴 关6149-41-3兴 ⌬ vH methyl 3-hydroxypropionate 共330–343兲 60 336 A 关1987STE/MAL兴 关6290-49-9兴 ⌬ vH methoxyacetic acid, methyl ester 共285–310兲 39.3 297 A 关1987STE/MAL兴 关547-64-8兴 ⌬ vH 共dl兲 methyl lactate 共313–418兲 44.7 328 A 关1987STE/MAL兴 关542-59-6兴 ⌬ vH ⌬ vH ethylene glycol monoacetate 共301–346兲 63.9⫾ 0.3 共363–448兲 55.1 298 378 GS EB 关2009VER/EME2兴 关2007SCH/DOE兴 关13122-71-9兴 ⌬ vH peroxybutyric acid 共273–393兲 45.5 288 A 关1987STE/MAL, 1971DYK兴 关623-53-0兴 ⌬fusH ethyl methyl carbonate 11.24 219.4 DSC 关2004DIN兴 关109577-03-9兴 ⌬fusH 1,3-oxathiane sulfone 15.2 352.9 DSC 关2006TEM/ROU兴 ⌬subH ⌬subH 共307–324兲 共307–324兲 298 316 ME ME 关2007ROU/TEM2兴 关2007ROU/TEM2兴 关107-61-9兴 ⌬trsH + ⌬fusH 1,4-oxathiane sulfone 20.2 403.3 DSC 关2006TEM/ROU兴 ⌬subH ⌬subH 共307–322兲 共307–322兲 298 314 ME ME 关2007ROU/TEM2兴 关2007ROU/TEM2兴 关293-30-1兴 ⌬fusH 1,3,5,7-tetroxane ⌬subH ⌬subH C 4H 8S C 4H 8S C 4H 8S ⌬transHm 共kJ mol−1兲 99.9⫾ 1.2 98.7⫾ 1.2 47.1 92.1⫾ 0.7 91.7⫾ 0.7 92.0⫾ 1.0 91.6⫾ 1.0 Reference 关1996DOM/HEA兴 22.59 385 79.6⫾ 0.2 79.5 298 C C 关1977PED/RYL, 1969MAN/MOR兴 关1975BOG/BER兴 关3772-13-2兴 ⌬ vH 2,2-dimethylthiirane 共273–473兲 37 288 A 关1987STE/MAL, 1971DYK, 1999DYK/SVO兴 关3195-86-6兴 ⌬ vH 2-ethylthiirane 共298–450兲 313 A 关1987STE/MAL, 1971DYK兴 关110-01-0兴 tetrahydrothiophene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 39.7 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-117 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬fusH ⌬ vH ⌬ vH ⌬ vH C 4H 8S 2 共331–401兲 共343–434兲 关505-23-7兴 ⌬trsH ⌬fusH 1,3-dithiane ⌬subH ⌬subH ⌬subH ⌬subH 共266–279兲 共250–271兲 ⌬ vH C 4H 8S 2 关505-29-3兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH C4H9Br C4H9Br C4H9Br ⌬transHm 共kJ mol−1兲 Tm 共K兲 7.35 177 38.8 37.7 37.1 298 346 358 0.8 14.4 316.4 327.2 62.9⫾ 0.7 69.9⫾ 0.4 72.6 52.3⫾ 0.8 298 298 263 298 66.9⫾ 0.4 Method Reference 关1985DEA兴 EB A, EB 关1971WIL/ZWO兴 关1952WHI/BER兴 关1987STE/MAL, 1952HUB/FIN, 1966OSB/DOU兴 关1996DOM/HEA兴 ME GC TE,ME C GC 关1999ROU/DAV兴 关1989AZA兴 关1983DEW/VAN兴 关1971MOR兴 关1989AZA兴 1,4-dithiane 共253–276兲 共389–437兲 共388–437兲 21.6 384.6 关1996DOM/HEA兴 63 68.9 72.4 298 298 268 E 关1999DAV/FLO兴 关1989AZA兴 关1983DEW/VAN兴 48.7 68.9⫾ 0.5 47.9 404 GC A 关1999DYK/SVO兴 关1989AZA兴 关1987STE/MAL兴 403 关109-65-9兴 ⌬fusH 1-bromobutane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共323–363兲 共340–370兲 共338–373兲 关78-76-2兴 ⌬fusH 2-bromobutane ⌬ vH ⌬ vH ⌬ vH 共281–403兲 33.9 34.5⫾ 0.1 34.8⫾ 0.1 296 298 298 A C C 关78-77-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-bromo-2-methylpropane 共305–363兲 34.1 33.1⫾ 0.1 32.6⫾ 0.1 32.0⫾ 0.1 31.4⫾ 0.1 共281–404兲 34 34.9⫾ 0.1 320 330 341 353 366 296 298 A, EB C C C C A C 9.23 共273–400兲 共293–343兲 36.4 36.4 34.6 35.6⫾ 0.1 34.9⫾ 0.1 34.5⫾ 0.1 33.7⫾ 0.1 33.0⫾ 0.1 36.6⫾ 0.1 36.7⫾ 0.1 37.5 33.5 6.88 关1996DOM/HEA兴 160.4 298 298 353 322 332 339 352 366 298 298 288 308 CGC A, EB C C C C C C C A, EST 关1995CHI/HOS兴 关1991BAS/SVO兴 关1987STE/MAL, 1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1968WAD兴 关1966WAD兴 关1987STE/MAL, 1961LI/ROS, 1971DYK兴 关1929SMY/ENG, 1984BOU/FRI兴 关1991ACR兴 160.3 关1987STE/MAL, 1971DYK兴 关1968WAD兴 关1966WAD兴 关1987STE/MAL, 1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1977SVO/MAJ兴 关1987STE/MAL, 1971DYK兴 关1968WAD兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-118 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H9Br C4H9BrO C4H9Cl C4H9Cl C4H9Cl C4H9Cl CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关507-19-7兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH 2-bromo-2-methylpropane 5.65 1.05 1.97 5.85 0.96 NA 208.6 231.5 256.1 209.3 231.8 NA ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共248–346兲 共270–345兲 共298–323兲 关2482-57-7兴 ⌬ vH 1-bromo-2-butanol 共296–418兲 58.4 关109-69-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-chlorobutane 共260–350兲 关78-86-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chlorobutane 共315–341兲 共266–377兲 Reference 关1996DOM/HEA兴 DSC 关1986WEN/SCH兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1969CAL/VAL兴 关1968WAD兴 关1951BRY/HOW, 1984BOU/FRI兴 263 298 313 298 288 A 311 A 33.5 33.5⫾ 0.1 32.7⫾ 0.1 31.8⫾ 0.1 30.9⫾ 0.1 30.0⫾ 0.1 29.4⫾ 0.1 35.6 33.5⫾ 0.1 35 37.2 298 298 313 328 343 358 358 271 298 272 308 C C C C C C DTA C A, EST 30.9 33.1 31.5⫾ 0.1 30.7⫾ 0.1 29.9⫾ 0.1 29.1⫾ 0.1 28.2⫾ 0.1 31.6⫾ 0.1 31.8 328 281 298 313 328 343 358 298 288 EB A C C C C C C 关1996DAH/WIC兴 关1987STE/MAL兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1968WAD兴 关1928ROL, 1984BOU/FRI兴 关513-36-0兴 ⌬ vH ⌬ vH 1-chloro-2-methylpropane 共219–342兲 36.1 31.7⫾ 0.1 234 298 A C 关1987STE/MAL, 1947STU兴 关1968WAD兴 关507-20-0兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH 2-chloro-2-methylpropane 2.08 5.75 1.89 1.87 5.88 1.97 1.86 5.66 1.99 183.6 219.8 247.8 182.9 219.3 248.1 183.1 219.4 248.4 ⌬ vH ⌬ vH 共313–353兲 共253–358兲 298 268 共273–346兲 共256–352兲 共257–389兲 共293–343兲 共273–312兲 31.4 31 31.5 31.8⫾ 0.1 31.2 Method J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 28.6 32.3 C DSC 关1987STE/MAL, 1947STU兴 关1984BOU/FRI, 1991BAS/SVO兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1969KEM/KRE兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS, 1971DYK兴 关1929SMY/ENG, 1984BOU/FRI兴 关2000TAM/LOP兴 关1985DEA兴 关1972URB/JAN兴 CGC A 关1995CHI/HOS兴 关1987STE/MAL, 1971DYK兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-119 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H9ClO2 C4H9ClO2S C4H9ClS C 4H 9F C 4H 9F C 4H 9F C4H9FO C 4H 9I C 4H 9I C 4H 9I C 4H 9I C 4H 9N CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共295–323兲 共295–323兲 Method Reference 关1987STE/MAL, 1969CAL/VAL兴 关1969CAL/VAL, 1984BOU/FRI兴 关1968WAD兴 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 309 310 298 269 A 共254–324兲 27.8 27 29.0⫾ 0.1 29.1 关628-89-7兴 ⌬ vH 2-共2-chloroethoxy兲ethanol 共326–469兲 59.8 341 A 关1987STE/MAL, 1947STU兴 关2386-60-9兴 ⌬ vH ⌬ vH ⌬ vH butyl sulfonyl chloride 共283–373兲 55.7 共373–474兲 52.9 共253–283兲 60.2 298 388 268 A 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关693-07-2兴 ⌬ vH ethyl 共2-chloroethyl兲 sulfide 共293–333兲 44.4 308 A, GS 关1987STE/MAL, 1948RED/CHA, 1971DYK兴 关2366-52-1兴 ⌬ vH 1-fluorobutane 共222–326兲 30.1 237 A, EST 关1987STE/MAL, 1961LI/ROS, 1971DYK兴 关359-01-3兴 ⌬ vH 2-fluorobutane 共233–329兲 29.2 248 A 关1987STE/MAL, 1971DYK兴 关353-61-7兴 ⌬ vH 2-fluoro-2-methylpropane 共222–315兲 27.6 237 A 关1987STE/MAL, 1971DYK兴 关372-93-0兴 ⌬ vH 4-fluoro-1-butanol 共323–343兲 64 333 A 关1987STE/MAL兴 关542-69-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-iodobutane 共313–353兲 共313–353兲 40.3 39.7 40.6⫾ 0.1 39.9 298 298 298 307 CGC CGC C A, EST 关513-48-4兴 ⌬ vH ⌬ vH ⌬ vH 2-iodobutane 共313–353兲 共313–353兲 37.9 38.8 38.5⫾ 0.1 298 298 298 CGC CGC C 关513-38-2兴 ⌬ vH ⌬ vH 1-iodo-2-methylpropane 共256–393兲 41.1 38.8⫾ 0.1 271 298 A C 关1987STE/MAL, 1947STU兴 关1968WAD兴 关558-17-8兴 ⌬subH 2-iodo-2-methylpropane 共202–223兲 49.8 212.5 MG 关1987STE/MAL, 1944MIL2兴 ⌬ vH ⌬ vH ⌬ vH 共313–353兲 共236–294兲 298 279 298 CGC A C 关1995CHI/HOS兴 关1987STE/MAL, 1971DYK兴 关1968WAD兴 关123-75-1兴 ⌬trsH ⌬fusH pyrrolidine ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共273–313兲 共316–394兲 共292–431兲 37.0 34.8 35.4⫾ 0.1 0.54 8.58 共294–360兲 38.4 35.8 35.8⫾ 0.1 34.5⫾ 0.1 33.0⫾ 0.1 37.3 C 207.1 215.3 288 331 322 340 360 309 关1995CHI/HOS兴 关1995CHI/HOS兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS, 1971DYK兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1968WAD兴 关1996DOM/HEA兴 A EB, IP C C C 关1987STE/MAL兴 关1987STE/MAL, 1959MCC/DOU, 1968OSB/DOU兴 关1959MCC/DOU兴 关1959MCC/DOU兴 关1959MCC/DOU兴 关1959HIL/SIN, 1984BOU/FRI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-120 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H9NO C4H9NO C4H9NO C4H9NO C4H9NO C4H9NO C4H9NO CAS Reg No Compound Enthalpy Temp 共K兲 Range 关96-29-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-butanone oxime 共283–329兲 58.6⫾ 0.2 共283–329兲 59.1⫾ 0.2 共308–425兲 53.7 共318–343兲 55.5 共313–333兲 57.2 共313–333兲 57.7 306 298 323 330 323 298 关625-50-3兴 ⌬ vH ⌬ vH N-ethylacetamide 共361–423兲 55.7 64.9⫾ 0.2 376 298 C 关1995SCH/PUS兴 关1984STA/WAD兴 关110-69-0兴 ⌬ vH buyraldehyde oxime 共313–343兲 55.8 328 A 关1987STE/MAL兴 关541-35-5兴 ⌬fusH ⌬fusH butyramide ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共288–354兲 共298–347兲 ⌬ vH 共397–504兲 关563-83-7兴 ⌬fusH 2-methylpropanamide 19.2 ⌬subH ⌬subH ⌬subH 共285–302兲 关127-19-5兴 ⌬fusH ⌬fusH ⌬fusH N,N-dimethylacetamide 10.2 8.2 10.42 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共463–513兲 共298–423兲 共371–423兲 50.7⫾ 0.7 45.8 45.1 50.2 67.9 43.7 45.2 298 298 386 298 312 298 318 CGC 关1187-58-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-methylpropionamide 共307–371兲 64.0⫾ 0.2 共307–371兲 66.6⫾ 0.2 共368–473兲 66.9⫾ 1.3 共368–473兲 64.0⫾ 0.3 共361–414兲 54.2 64.9⫾ 0.3 共303–363兲 54.4 共381–480兲 56.6⫾ 0.2 339 298 298 420 376 298 318 431 GS GS EB,BG EB,BG ⌬transHm 共kJ mol−1兲 19.2 19.2 共292–304兲 共353–373兲 共336–382兲 共298–341兲 共297–438兲 共303–363兲 Tm 共K兲 Method GS GS A A 298 298 TE TE 298 363 359 320 ME GS ME 64 412 A J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2000BRU/DEL兴 关2000BRU/DEL兴 关1975BAR/PIL, 1977PED/RYL兴 关1973LEB/KAT2, 1977PED/RYL兴 关1960JON兴 关1959DAV/JON2兴 关1959DAV/JON2兴 关1960THO兴 关1987STE/MAL兴 关2008ABA/BAD兴 400.1 294 298 关2009VER/EME4兴 关2009VER/EME4兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975MES/BAE, 2009VER/EME4兴 关1975MES/BAE, 2009VER/EME4兴 关2008ABA/BAD兴 关2000BRU/DEL兴 387.3 387.3 82⫾ 4.0 82⫾ 4.0 86.4⫾ 0.4 85.4⫾ 1.7 87 86.4⫾ 0.4 87.0⫾ 0.8 79.9 82 86.1⫾ 0.2 86.0⫾ 0.2 Reference ME 关2000BRU/DEL兴 关1989ABB/JIM兴 关1989ABB/JIM兴 关2007SMI/TSV兴 关2000LIS/JAM兴 关1999AHL/LOH兴 254.2 253.2 251.4 A A I A C A EB 关2009PAN/ANT兴 关2005NAS/NEU兴 关1987STE/MAL兴 关1985BAR/CAS, 1985MAJ/SVO兴 关1974MYA/SCH, 1984BOU/FRI兴 关1971SUN/EIS兴 关1987STE/MAL, 1968GOP/RIZ兴 关2009VER/EME4兴 关2009VER/EME4兴 关1998MOR/KOP兴 关1998MOR/KOP兴 关1995SCH/PUS兴 关1984STA/WAD兴 关1987STE/MAL, 1968GOP/RIZ兴 关1983VAS, 2009VER/EME4兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-121 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H9NO C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 C4H9NO2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共381–480兲 63.9⫾ 0.2 431 EB 关110-91-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH morpholine 45.3⫾ 0.5 45.6⫾ 0.4 45.0⫾ 0.4 40.8 44.3 45.3 42.3 42.3 298 288 298 361 328 288 332 333 DSC GS GS TGA A A EB 关2835-81-6兴 ⌬subH ⌬subH 共dl兲 2-aminobutyric acid 132⫾ 2 共400–418兲 132 409 409 TE,ME A 关1492-24-6兴 ⌬subH ⌬subH S 2-aminobutyric acid 162.8⫾ 0.8 共449–462兲 162.5 455 455 ME A 关1965SVE/CLY, 1964CLY/SVE兴 关1987STE/MAL兴 关62-57-7兴 ⌬subH ⌬subH ⌬subH 2-aminoisobutyric acid 共439–462兲 125.8 共403–424兲 134.2 129.5⫾ 0.4 450.5 413.5 455 A A ME 关1987STE/MAL兴 关1987STE/MAL兴 关1965SVE/CLY, 1964CLY/SVE兴 关56-12-2兴 ⌬subH ⌬subH ⌬subH 4-aminobutanoic acid 共460–475兲 139⫾ 4 共384–407兲 138.9⫾ 0.6 140⫾ 2 395 395 ⌬ vH 共493–500兲 关924-43-6兴 ⌬ vH sec-butyl nitrite 共267–287兲 29.6 277 A 关1987STE/MAL, 1937THO/DAI兴 关540-80-7兴 ⌬ vH tert-butyl nitrite 共267–337兲 30.8 282 A 关1987STE/MAL, 1937THO/DAI兴 关na兴 ⌬ vH lactic acid N-methyl amide 共359–415兲 72.7 374 A 关1987STE/MAL兴 关105-40-8兴 ⌬ vH N-methyl carbamic acid, ethyl ester 共299–443兲 51.7 314 A 关1987STE/MAL, 1947STU兴 关625-74-1兴 ⌬ vH 2-methyl-1-nitropropane 共347–415兲 41.1 362 关594-70-7兴 ⌬trsH ⌬trsH ⌬fusH 2-methyl-2-nitropropane 4.2 4.7 2.6 215.3 260.1 299.2 ⌬ vH 共334–401兲 39.1 349 EB 关1987STE/MAL, 1956TOO, 1971DYK兴 关627-05-4兴 ⌬ vH ⌬ vH 1-nitrobutane 共313–353兲 共357–426兲 47.0 42.7 298 372 CGC A, EB 关1995CHI/HOS兴 关1987STE/MAL, 1956TOO, 1971DYK兴 关600-24-8兴 ⌬ vH 共dl兲 2-nitrobutane 共345–413兲 40.3 360 A, EB 关1987STE/MAL, 1956TOO, 1971DYK兴 共274–303兲 共274–303兲 共346–401兲 共313–343兲 共273–318兲 共317–443兲 共318–401兲 Method C C Reference 关1983VAS, 2009VER/EME4兴 关2005ROJ/GIN兴 关1998VER2兴 关1998VER2兴 关1991WU/LOC兴 关1987ALN/ALS兴 关1987STE/MAL, 1975CAB/CON兴 关1987STE/MAL兴 关1983PAL/CHO兴 关1979DEK/VOO兴 关1987STE/MAL兴 关2009LEG/BAC兴 关1983SKO/SAB兴 关1983SKO/SAB兴 关2009LEG/BAC兴 87⫾ 2 A, EB 关1987STE/MAL, 1956TOO, 1971DYK兴 关1997REU/BUS兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-122 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H9NO2 C4H9NO3 C4H9NO3 C4H9NO3 C4H9NO3 C4H9NO4 C4H9NO5 C 4H 9N 3O 2 C 4H 9N 3O 2 C4H9O2PS2 C 4H 9P C 4H 9P C 4H 9P C4H10 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关627-12-3兴 ⌬ vH propyl carbamate 共325–468兲 61.6 340 A 关1987STE/MAL, 1947STU兴 关928-45-0兴 ⌬ vH butyl nitrate 共273–343兲 44.1 288 A 关1987STE/MAL, 1971DYK, 1957GRA/PRA兴 关543-29-3兴 ⌬ vH isobutyl nitrate 共273–343兲 42.8 288 A 关1987STE/MAL, 1971DYK, 1957GRA/PRA兴 关80-68-2兴 ⌬subH 共dl兲-threonine 共341–441兲 U 96⫾ 8 391 LE 关1977GAF/PIE兴 关76-39-1兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH 2-methyl-2-nitro-1-propanol 14.64 3.17 17.2 3.74 ⌬subH (cryst) ⌬subH (plastic) ⌬subH (plastic) ⌬subH (cryst) 共293–309兲 共319–333兲 关77-49-6兴 ⌬trsH ⌬fusH 2-methyl-2-nitro-1,3-propanediol 25.72 352 3.84 424 ⌬subH (cryst) ⌬subH (plastic) ⌬subH (plastic) ⌬subH (cryst) 共330–349兲 共361–382兲 关126-11-4兴 ⌬subH (cryst) ⌬subH (plastic) ⌬subH (plastic) ⌬transHm 共kJ mol−1兲 78⫾ 1 64⫾ 2 59.5⫾ 3.0 73.2⫾ 3.7 Tm 共K兲 Method 311.5 363.9 310 361 319 311 Reference 关1999SAL/LOP兴 关1996DOM/HEA兴 C C 关1995FON/MUN兴 关1995FON/MUN兴 关1994FON/MUN兴 关1994FON/MUN兴 关1996DOM/HEA, 1994LOP/VAN兴 C C 关1995FON/MUN兴 关1995FON/MUN兴 关1994FON/MUN兴 关1994FON/MUN兴 2-hydroxymethyl-2-nitro-1,3-propanediol 共332–347兲 107⫾ 10 共354–378兲 76⫾ 8 77.3⫾ 3.9 368 C 关1995FON/MUN兴 关1995FON/MUN兴 关1994FON/MUN兴 关na兴 ⌬ vH bis共nitrosoethyl兲amine 共291–450兲 46.4 A 关1987STE/MAL兴 关216489-98-4兴 ⌬subH 1-关2-共ethenyloxy兲ethyl兴-1-nitrosohydrazine 112.1⫾ 1.9 298 关1998LEB/CHI兴 关695-68-1兴 ⌬ vH 2-mercapto-4,5-dimethyl-1,3,2-dioxaphospholane-2-sulfide 66 298 关2008SAG/SAF兴 关62778-93-2兴 ⌬ vH allymethylphosphine 共242–291兲 34.4 276 关1987STE/MAL兴 关114596-01-9兴 ⌬ vH 3-butenylphosphine 共252–295兲 34.5 273 关3466-00-0兴 ⌬ vH phospholane 共257–347兲 37.4 272 关106-97-8兴 ⌬trsH ⌬fusH butane 2.05 4.66 107.6 134.9 35.9 107 22.9 308 98⫾ 4 74⫾ 5 79.3⫾ 4.0 102.0⫾ 5.1 ⌬subH ⌬ vH 共300–315兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 368 339 306 A 关1988SHA/DIE兴 A 关1987STE/MAL兴 关1996DOM/HEA兴 B 关1966GEI/QUI兴 关1997SAK/HOR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-123 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H10 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共195–292兲 共273–321兲 共316–383兲 共375–425兲 共135–213兲 23.4 23.2 22.6 22.8 27 22.4 23.1 23.9 关75-28-5兴 ⌬fusH ⌬fusH 2-methylpropane 共isobutane兲 4.49 4.56 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共303–333兲 共186–280兲 共121–187兲 共263–306兲 共301–366兲 共361–408兲 共277–344兲 C4H10F3NOS 关26458-94-6兴 ⌬ vH C4H10F3NS C4H10N2 C4H10N2 C4H10N2O C4H10N2O 共206–279兲 共195–273兲 21.5 22.4 26.9 21.9 21.4 21.6 21.6 21.3 22.6 共188–262兲 Tm 共K兲 277 288 331 390 198 298 264 258 Method A A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1973CAR/KOB兴 关1971WIL/ZWO兴 关1945WAC/LIN, 1984BOU/FRI兴 关1940AST/MES, 1984BOU/FRI兴 关2009PER/MAG兴 关1996DOM/HEA兴 113.7 113.7 318 265 172 278 316 376 292 286 247 Reference A A A A A 关1999LIM/PAR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1976STE/POL, 1984BOU/FRI兴 关1971WIL/ZWO兴 关1940AST/KEN, 1984BOU/FRI兴 共diethylaminato兲trifluorooxosulfur 共329–354兲 49.5 341 A 关1987STE/MAL, 1999DYK/SVO兴 关38078-09-0兴 ⌬ vH 共N-ethylethaneaminato兲trifluoro sulfur 共318–340兲 45.2 329 A 关1987STE/MAL, 1999DYK/SVO兴 关275-02-5兴 ⌬fusH ⌬fusH piperazine 关1997STE/CHI4兴 关1997LEE/CHA兴 26.7 22.1 384.6 381.8 298 385 294 B 关1998VER2兴 关1997STE/CHI4兴 关1987STE/MAL兴 298 EB 关1997STE/CHI4兴 ⌬subH ⌬subH ⌬subH 共279–321兲 72.1 65.2 73.1 ⌬ vH 共417–460兲 50.1⫾ 1.9 关na兴 ⌬subH trimethylammonium cyanide 共219–236兲 45.0 关927-67-3兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬fusH N-propylurea ⌬subH ⌬subH 共333–357兲 共332–373兲 关691-60-1兴 ⌬trsH ⌬trsH ⌬fusH N-isopropylurea ⌬subH ⌬subH ⌬subH 共333–372兲 共333–372兲 2.4 11.9 3.0 14.92 14.63 101.4⫾ 0.6 90.7⫾ 1.0 1.41 2.31 17.5 96.7⫾ 1.6 96.8⫾ 1.6 97.2⫾ 0.6 DSC 关1987STE/MAL兴 227.5 291.3 370.2 289.6 383 381 298 366 DSC 关2005HAS/TAJ兴 DSC 关1995FER/DEL兴 关1991ACR兴 GS 280.8 375.5 429 353 350 350 关2006EME/KAB兴 关1990PIA/FER, 1987FER/DEL2兴 关1990KAB/MIR2兴 ME ME C 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-124 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬subH C4H10N2O C4H10N2O2 C4H10N4O4 C4H10N6O6 C4H10O ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 389 关1990PIA/FER兴 344.4 关1991ACR兴 89.7⫾ 1.2 360 关1990PIA/FER兴 49.7 358 关1958CAS/FLE兴 100.6⫾ 1.3 关632-14-4兴 ⌬fusH 1,1,3-trimethylurea ⌬ vH 共345–375兲 关7119-92-8兴 ⌬ vH diethylnitramine 共338–378兲 关4164-34-5兴 ⌬fusH N , N⬘-dimethyl-N , N⬘-dinitro-1,2-ethanediamine 60.32 410 关13126-25-5兴 ⌬fusH 2,4,6-trinitro-2,4,6-triazaheptane 34.01 442.4 关71-36-3兴 ⌬fusH 1-butanol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–363兲 共357–389兲 14.3 9.28 共323–373兲 共315–390兲 共364–403兲 共283–323兲 共376–399兲 共323–413兲 共413–550兲 共209–251兲 共376–397兲 共391–429兲 共415–501兲 共497–563兲 共243–303兲 共329–391兲 共288–404兲 共351–397兲 共295–391兲 共419–563兲 共362–398兲 共337–390兲 共314–390兲 Reference 48.4 46.0 38.2 29.6 20.8 44.1 52.5 49.9 45.3 55.2 45.3 50.1 41.9 51.6 45.4 43.8 41.9 37.4 51.7 49.0 52.1 55.0 49.5⫾ 0.1 48.6⫾ 0.1 47.5⫾ 0.1 46.4⫾ 0.1 52.34⫾ 0.02 47.2 53.0 52.3⫾ 0.1 47.2⫾ 0.1 45.4⫾ 0.1 43.1⫾ 0.1 42.1 46.6 51.0⫾ 0.1 48.3 48.3 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1987OYU/BRI兴 DSC 关1991ACR兴 183.9 298 372 423 473 523 298 330 379 298 387 338 428 236 386 406 430 512 298 344 298 303 333 343 353 363 298 366 310 298 356 381 391 434 377 298 352 352 关1997ZEM兴 EB CGC A A A A A A A A C C C C C C EB DTA C C C C EB C 关2004NAS/ZIM兴 关2001MUN/KRA兴 关2000WOR/FEN兴 关2000WOR/FEN兴 关2000WOR/FEN兴 关1999FAT兴 关1995CHI/HOS兴 关1995DEJ/BUR兴 关1993SUS/ORT2兴 关1992GRA/SAN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983SCH/STR兴 关1982SAC/PES兴 关1982FUC/PEA兴 关1973WIL/ZWO兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1971POL/BEN兴 关1987STE/MAL, 1970AMB/SPR兴 关1969KEM/KRE兴 关1966WAD兴 关1965COU/HAL兴 关1965COU/HAL兴 关1965COU/HAL兴 关1963AMB/TOW兴 关1963BID/COL兴 关1963MCC/LAI兴 关1959BRO/SMI, 1984BOU/FRI兴 关1998KAH, 1984BOU/FRI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-125 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H10O C4H10O C4H10O CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 5.97 184.7 Method Reference 关78-92-2兴 ⌬fusH 2-butanol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共315–371兲 共320–379兲 共298–563兲 共306–373兲 共303–403兲 共359–381兲 共372–524兲 共210–303兲 共359–380兲 共368–404兲 共395–485兲 共476–536兲 共307–373兲 共293–380兲 共319–372兲 共280–314兲 共298–393兲 关na兴 ⌬fusH 共⫹兲 2-butanol 6.0 177.4 关1971AND/CON兴 关78-83-1兴 ⌬fusH 2-methyl-1-propanol 6.32 171.2 关1968COU/LEE兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共350–400兲 共350–400兲 共313–411兲 共381–524兲 共202–243兲 共369–389兲 共383–416兲 共401–493兲 共483–548兲 共323–373兲 422–538兲 共345–381兲 共340–379兲 共320–382兲 共293–388兲 48.8 46.2 46.2 47.7 49.3 43.2 47.9 57.5 43.2 42 39.6 35 47.8 53.2 44.1 50.2 48.1 49.74⫾ 0.02 46.3 49.7⫾ 0.1 38.4 44.1 48.5 44.7 45.3⫾ 0.1 43.3⫾ 0.1 41.9⫾ 0.1 40.8⫾ 0.1 48.8 45.4 49.5 46.0 55.0 44.2 42.6 41.1 36.2 50.8⫾ 0.1 49.7⫾ 0.1 48.3⫾ 0.1 45.0⫾ 0.1 48.1 52.6 50.79⫾ 0.02 46.2⫾ 0.1 44.2⫾ 0.1 41.9⫾ 0.1 330 335 298 321 318 370 387 225 369 383 410 491 322 308 334 295 313 298 338 298 437 360 298 355 340 355 365 372 298 365 328 396 228 379 398 416 498 298 313 328 358 335 308 298 347 363 381 关1971AND/CON兴 EB A A A A A A A A C C EB C EB C C C C EB A A A A A A A C C C C C C C C 关2009GIE/KOS兴 关2009MAR/LLA兴 关2004NAS/ZIM兴 关1995DEJ/BUR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982SAC/PES兴 关1978CAV/CHA兴 关1975BRA/AND兴 关1975CAB/CON2兴 关1973WIL/ZWO兴 关1971POL/BEN兴 关1969BRO/FOC, 1984BOU/FRI兴 关1966WAD兴 关1963AMB/TOW兴 关1963BID/COL兴 关1963MCC/LAI兴 关1987STE/MAL, 1962BER/MCK, 1970AMB/SPR兴 关1962BER/MCK兴 关1962BER/MCK兴 关1962BER/MCK兴 关1962BER/MCK兴 关1999ORT/HER兴 关1993SUS/ORT兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1982SAC/PES兴 关1973WIL/ZWO兴 关1971POL/BEN兴 关1970COU/FEN兴 关1970COU/FEN兴 关1970COU/FEN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-126 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H10O C4H10O CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共342–389兲 共333–381兲 46.2 47.0 50.8⫾ 0.1 40.1 45.2 49.8 357 348 298 438 368 298 A, EB 关1987STE/MAL, 1970AMB/SPR兴 关1969BRO/FOC, 1984BOU/FRI兴 关1966WAD兴 关1963AMB/TOW兴 关1963BID/COL兴 关1963MCC/LAI兴 关75-65-0兴 ⌬trsH ⌬trsH ⌬fusH 2-methyl-2-propanol 0.83 0.49 6.7 286.1 294.5 299 ⌬subH 共253–298兲 275 A 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共306–355兲 共323–368兲 共321–359兲 共323–373兲 共299–375兲 共347–363兲 共356–480兲 共347–363兲 共357–461兲 共453–506兲 298 338 336 298 314 355 371 355 372 468 303 313 328 343 368 321 308 298 328 298 348 330 340 346 349 356 344 298 388 323 EB 关2007MAL兴 关2003ORT/ESP兴 关1999AUC/LOR兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1984MAJ/SVO兴 关1982SAC/PES兴 关1973WIL/ZWO兴 关1971POL/BEN兴 关1969BRO/FOC, 1984BOU/FRI兴 关1966WAD兴 关1963BEN/MCK兴 关1963BEN/MCK兴 关1963BEN/MCK兴 关1963BEN/MCK兴 关1963BEN/MCK兴 关1963BEN/MCK兴 关1987STE/MAL, 1970AMB/SPR, 1963BEN/MCK兴 关1963MCC/LAI兴 关1963AMB/TOW兴 关1928PAR/BAR兴 关60-29-7兴 ⌬fusH diethyl ether ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共286–329兲 共307–457兲 共305–360兲 共351–420兲 共417–467兲 共423–548兲 共353–388兲 共306–357兲 共293–376兲 共313–355兲 共333–363兲 共329–363兲 共373–506兲 共293–363兲 51.3 47.4 42.7 43.4 45.4 46.2 41.4 43.2 41.4 39.8 33.6 46.2⫾ 0.1 44.9⫾ 0.1 43.0⫾ 0.1 41.0⫾ 0.1 37.2⫾ 0.1 44.7 46.5 46.94⫾ 0.02 44.2 46.6⫾ 0.1 42.1 42.5⫾ 0.1 41.3⫾ 0.1 40.4⫾ 0.1 40.0⫾ 0.1 39.0⫾ 0.1 42.6 44.9 38.7 44.7 7.19 共250–329兲 共250–329兲 共213–293兲 28.1 26.9 27.5 26,6 26.7 27.1⫾ 0.1 27.2 29.5 28.4 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 C EB C 关1996DOM/HEA兴 CGC A A A A A A C C C C C C C EB C C C C C EB C 关1971COU/LEE兴 156.9 301 322 320 366 432 298 298 265 278 A A A A A C A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/WAN兴 关1976AMB/ELL兴 关1987STE/MAL, 1972AMB/SPR, 1976AMB/ELL兴 关1922TAY/SMI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-127 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H10O C4H10O C4H10OS C4H10O2 C4H10O2 C4H10O2 C4H10O2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关598-53-8兴 ⌬fusH isopropyl methyl ether 5.85 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共250–325兲 关557-17-5兴 ⌬fusH methyl propyl ether 7.67 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共325–407兲 共401–476兲 共273–321兲 27.2 26.7 30.7 27.6⫾ 0.1 29.7 27.5 27.9⫾ 0.2 29.7 340 416 288 298 268 298 298 288 关70-29-1兴 ⌬ vH diethyl sulfoxide 共298–318兲 58.7⫾ 3.3 308 关26171-83-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共⫾兲 1,2-butanediol 共283–332兲 70.4⫾ 0.3 73.3⫾ 0.4 共372–506兲 71.6⫾ 0.8 共372–506兲 51.46⫾ 0.4 共372–506兲 48.9⫾ 0.4 共372–506兲 46.3⫾ 0.4 共372–506兲 43.6⫾ 0.4 共372–506兲 40.7⫾ 0.5 298 298 298 360 400 440 480 520 GS C EB EB EB EB EB EB 关2004VER2兴 关2003EUS/LOP兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关107-88-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共⫾兲 1,3-butanediol 共288–332兲 72.6⫾ 0.3 72.8⫾ 0.6 共365–518兲 74.5⫾ 1.0 共365–518兲 72.3⫾ 0.8 共365–518兲 68.3⫾ 0.7 共365–518兲 64.1⫾ 0.6 共365–518兲 59.5⫾ 0.5 共365–518兲 54.4⫾ 0.6 共362–483兲 67.6 共373–423兲 59.7 共423–480兲 58.1 298 298 298 320 360 400 440 480 377 398 451 GS C EB EB EB EB EB EB A 关2007VER兴 关2003EUS/LOP兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1987STE/MAL兴 关1935SCH/STA兴 关1935SCH/STA兴 关na兴 ⌬ vH 共R兲 1,3-butanediol 72.3⫾ 0.7 298 C 关2003EUS/LOP兴 关110-63-4兴 ⌬fusH 1,4-butanediol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共330–363兲 共260–325兲 共253–328兲 共273–312兲 ⌬transHm 共kJ mol−1兲 28.8 26.4⫾ 0.1 28.4 26.4 18.7 共380–510兲 共416–501兲 共419–490兲 79.0⫾ 0.9 78.3⫾ 0.3 79.3⫾ 0.5 72 76.1⫾ 0.5 76.6⫾ 1.7 Tm 共K兲 Method 关1996DOM/HEA兴 127.3 265 298 275 298 A C A 关1987STE/MAL兴 关1980MAJ/WAN兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1996DOM/HEA兴 134 A A A C A C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/WAN兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 关1910BIN, 1984BOU/FRI兴 关2005MAR/ZAT兴 关1996DOM/HEA兴 293.6 298 298 298 395 298 298 Reference GS C C A EB 关2005VAS/VER兴 关2003EUS/LOP兴 关1988KNA/SAB, 1990KNA/SAB2兴 关1987STE/MAL兴 关1984PAL/CHO, 2005VAS/VER兴 关1972GAR/HUS, 2003EUS/LOP兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-128 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2 C4H10O2S C4H10O2S C4H10O2S2 C4H10O2S2 CAS Reg No Compound Enthalpy Temp 共K兲 Range 关513-85-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2,3-butanediol 共348–457兲 62.5 共317–455兲 58.4 共353–403兲 57.9 共303–456兲 55.7 363 332 378 380 关na兴 ⌬fusH meso 2,3-butanediol 10.8 306.6 ⌬ vH ⌬ vH 共413–453兲 关na兴 ⌬ vH levo 2,3-butanediol 共413–453兲 52.6 433 关na兴 ⌬ vH 共S,S兲 2,3-butanediol 63.2⫾ 0.7 298 C 关2163-42-0兴 ⌬ vH ⌬ vH 2-methyl-1,3-propanediol 共297–375兲 73.6⫾ 0.2 共488–708兲 71.3⫾ 0.5 298 298 GS 关2007VER兴 关2002WIL/VON, 2007VER兴 关628-37-5兴 ⌬ vH diethylperoxide 共253–333兲 268 A 关1987STE/MAL, 1951EGE/EMT, 1971DYK兴 关534-15-6兴 ⌬ vH ⌬ vH 1,1-dimethoxyethane 36.4⫾ 0.1 共273–333兲 33.4 298 288 C A 关1970KUS/WAD兴 关1987STE/MAL, 1949NIC/LAF, 1971DYK兴 关110-71-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,2-dimethoxyethane 共304–358兲 34.5 共305–392兲 36.8⫾ 0.2 共238–298兲 39.4 共238–363兲 39.1 共225–366兲 33.9 298 253 253 240 EB EB A A 关2009LI/FAN兴 关1996STE/CHI2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1947STU兴 关110-80-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-ethoxyethanol 共310–385兲 共313–353兲 共313–363兲 共323–353兲 关107-98-2兴 ⌬ vH ⌬ vH ⌬transHm 共kJ mol−1兲 66.6⫾ 0.4 54.6 29.0 298 433 Method A Reference 关1987STE/MAL兴 关1947STU兴 关1935SCH/STA兴 关1935SCH/STA兴 关2003EUS/LOP兴 C 关2003EUS/LOP兴 关1946KNO/SCH兴 关1946KNO/SCH兴 关2003EUS/LOP兴 关2001CHY/FRA兴 关1999ANT/FRA兴 关1999ANT/FRA兴 关1987ALN/ALS兴 关1971KUS/WAD兴 关1971SUN/EIS兴 关1987STE/MAL, 1956PIC/FRI兴 325 298 298 338 298 298 351 EB EB EB TGA C I A 1-methoxy-2-propanol 共331–373兲 46.2 共347–378兲 46.4 298 298 EB EB 关2004ANT/GAL兴 关2004CHY/FRA2兴 关111-48-8兴 ⌬ vH ⌬ vH bis共2-hydroxyethyl兲 sulfide 共368–483兲 27.1 共315–558兲 28.3 383 330 A 关1987STE/MAL兴 关1947STU兴 关597-35-3兴 ⌬subH diethyl sulfone 关na兴 ⌬fusH meso 1,2-bis共methylsufinyl兲ethane 34.31 446.7 关2001CAL/MEL兴 关na兴 ⌬fusH racemic 1,2-bis共methylsufinyl兲ethane 22.18 405.4 关2001CAL/MEL兴 共336–408兲 47.4 49.4 50.0 45.9 48.2⫾ 0.1 49.2 44.7 Tm 共K兲 86.2⫾ 2.5 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关UR/MAC, 1970COX/PIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-129 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference Note: The enthalpy and entropy of fusion values given in the paper are not consistent. C4H10O3 C4H10O3 C4H10O3 C4H10O3S C4H10O4 关111-46-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH diethylene glycol 共410–539兲 66.9⫾ 0.3 共410–539兲 63.1⫾ 0.3 共410–539兲 59.2⫾ 0.3 共410–539兲 55.1⫾ 0.5 共373–453兲 66.5 共364–518兲 59.8 共412–513兲 66.8 共403–513兲 69.2 420 460 500 540 413 379 427 418 关4435-50-1兴 ⌬ vH 1,2,3-butanetriol 共375–537兲 390 关149-73-5兴 ⌬ vH ⌬ vH orthoformic acid trimethyl ester 共273–358兲 39 288 38.1⫾ 0.8 298 关623-81-4兴 ⌬ vH ⌬ vH diethyl sulfite 关149-32-6兴 ⌬fusH ⌬fusH meso erythritol 共283–431兲 ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH C4H10O4 C4H10O4S C4H10S 关2319-57-5兴 ⌬fusH 44.7 44.5 298 38.9 40.3 391.2 392.2 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关1987ALN/ALS兴 关1987STE/MAL兴 关1981AMB/HAL, 1984BOU/FRI兴 关1927RIN, 1984BOU/FRI兴 关1947STU兴 A A 关1987STE/MAL兴 关1971PIH/TUO兴 关1975DEM/KOV兴 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关2005LOP/TOM兴 关2002JON/COO兴 140 157 135.1⫾ 2.2 298 298 Vap+ Fus B 97⫾ 1 113.6⫾ 1.1 93.3 398 412 397 C TE A 关2005LOP/TOM兴 关1990BAR/DEL兴 关1950EDW, 1960JON, 1970COX/PIL兴 关2005LOP/TOM兴 关1990BAR/DEL兴 关1987STE/MAL兴 共l兲-threitol 关2005LOP/TOM兴 29.1 361.8 ⌬subH 123 298 Vap+ Fus 关2005LOP/TOM兴 ⌬ vH 86⫾ 1 398 C 关2005LOP/TOM兴 50.1 54.9 428 335 A 关1987STE/MAL兴 关1947STU, 1999DYK/SVO兴 10.46 157.5 关64-67-5兴 ⌬ vH ⌬ vH diethyl sulfate 共413–484兲 共320–482兲 关109-79-5兴 ⌬fusH 1-butanethiol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C4H10S 共397–428兲 共394–401兲 68.1 EB EB EB EB TGA A 关513-53-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH 共323–409兲 36.5 35 34.7⫾ 0.1 33.6⫾ 0.1 32.2⫾ 0.1 298 338 330 350 371 关1996DOM/HEA兴 A, EB C C C 关1971WIL/ZWO兴 关1987STE/MAL, 1957SCO/FIN, 1966OSB/DOU兴 关1957SCO/FIN兴 关1957SCO/FIN兴 关1957SCO/FIN兴 共dl兲 2-butanethiol 共310–395兲 6.48 133 34.1 33.2 32.9⫾ 0.1 298 325 318 关1996DOM/HEA兴 A, EB C 关1971WIL/ZWO兴 关1987STE/MAL, 1958MCC/FIN, 1966OSB/DOU兴 关1958MCC/FIN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-130 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬ vH ⌬ vH ⌬ vH C4H10S 关513-44-0兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C4H10S C4H10S C4H10S C4H10S C4H10S2 Tm 共K兲 32.3⫾ 0.1 31.8⫾ 0.1 30.6⫾ 0.1 329 337 358 2-methyl-1-propanethiol 4.98 共314–399兲 34.6 33.6 33.3⫾ 0.1 32.3⫾ 0.1 31.0⫾ 0.1 关75-66-1兴 ⌬trsH ⌬trsH ⌬trsH ⌬fusH tert-butyl mercaptan 4.07 0.65 0.97 2.48 ⌬ vH ⌬ vH ⌬ vH 共275–293兲 关352-93-2兴 ⌬fusH diethyl sulfide ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共293–361兲 关1551-21-9兴 ⌬fusH 共293–373兲 共318–396兲 共309–371兲 共233–361兲 关1996DOM/HEA兴 128.3 298 329 321 340 361 关1958MCC/FIN兴 关1958MCC/FIN兴 关1958MCC/FIN兴 A, EB C C C 关1971WIL/ZWO兴 关1987STE/MAL, 1958SCO/MCC, 1966OSB/DOU兴 关1958SCO/MCC兴 关1958SCO/MCC兴 关1958SCO/MCC兴 30.1 30.8 30.9 284 298 308 关1998STO/NG兴 关1971WIL/ZWO兴 关1987STE/MAL, 1953MCC/SCO, 1966OSB/DOU兴 11.92 169.2 34.9 35.8⫾ 0.7 35.5 35.8 34.4 34.8 37.5 33.5 共298–368兲 关3877-15-4兴 ⌬fusH methyl propyl sulfide 9.91 34.1 33.0⫾ 0.1 32.0⫾ 0.1 30.7⫾ 0.1 33.8 36.2 35.3 34.5⫾ 0.1 33.4⫾ 0.1 32.1⫾ 0.1 关1191-08-8兴 ⌬ vH ⌬ vH ⌬ vH 1,4-butanedithiol 共347–469兲 50.9 55.3 54.9 关110-81-6兴 ⌬fusH diethyl disulfide J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 C C C Reference 关1996DOM/HEA兴 methyl isopropyl sulfide 9.36 共308–374兲 Method 151.6 157 199.4 274.4 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C4H10S2 ⌬transHm 共kJ mol−1兲 9.4 327 298 298 298 333 324 248 364 A, EB 关1996DOM/HEA兴 C A, EB EB 关1996DOM/HEA兴 171.7 298 318 336 358 313 C C C A, EB 362 298 298 171.6 关1971WIL/ZWO兴 关1955MCC/FIN兴 关1955MCC/FIN兴 关1955MCC/FIN兴 关1987STE/MAL, 1952WHI/BER兴 关1996DOM/HEA兴 160.2 298 323 328 347 369 关2008BAE兴 关1989VOR/KLY兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1987STE/MAL, 1952SCO/FIN, 1966OSB/DOU兴 关1952WHI/BER兴 关1947STU兴 关1935THO/LIN兴 A, EB C C C A 关1971WIL/ZWO兴 关1987STE/MAL, 1952WHI/BER兴 关1957SCO/FIN兴 关1957SCO/FIN兴 关1957SCO/FIN兴 关1987STE/MAL, 1999DYK/SVO兴 关1962MAN/SUN兴 关1962MAN/SUN兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-131 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H11N C4H11N C4H11N C4H11N C4H11N C4H11N CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共383–423兲 298 298 302 298 298 298 388 CGC C A C 共373–431兲 44.8 45.4⫾ 0.8 45.7 45.2⫾ 0.1 45.2 45.6 40.9 EB 关1995CHI/HOS兴 关1989VOR/KLY兴 关1987STE/MAL兴 关1985KUS兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1987STE/MAL, 1966OSB/DOU, 1952SCO/FIN2兴 ⌬ vH 共359–433兲 41.5 374 EB 关1952WHI/BER兴 关109-73-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH butyl amine 共298–343兲 共283–373兲 共323–373兲 共313–350兲 35.2 36.0 35.6 34.7 35.7⫾ 0.2 35.5 35.7⫾ 0.1 34.7⫾ 0.1 33.5⫾ 0.1 32.4⫾ 0.1 31.1⫾ 0.1 35.7⫾ 0.1 313 298 298 328 298 311 298 313 323 343 358 298 I CGC A C EB C C C C C C 关2000BEL/BEL兴 关1995WOL/LAN兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1985KUS兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1969WAD兴 关13952-84-6兴 ⌬ vH 共dl兲 2-aminobutane 共264–371兲 34.1 279 A 关1987STE/MAL, 1971DYK兴 关13952-84-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH sec-butylamine 共300–335兲 32.4 32.7⫾ 0.1 31.6⫾ 0.1 30.5⫾ 0.1 29.4⫾ 0.1 32.6⫾ 0.1 315 298 313 328 343 298 EB C C C C C 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1969WAD兴 关78-81-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH isobutylamine 共248–347兲 37.6 33.9⫾ 0.1 32.7⫾ 0.1 31.6⫾ 0.1 33.5 33.8⫾ 0.1 33.9⫾ 0.2 263 298 313 328 313 298 298 A C C C EB C IP 关1987STE/MAL兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1969WAD兴 关1965DOU/OSB, 1970GOO/MOR兴 关75-64-9兴 ⌬trsH ⌬trsH ⌬fusH tert-butylamine ⌬ vH ⌬ vH ⌬ vH 共283–343兲 关109-89-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH diethylamine 共302–328兲 共325–437兲 共431–496兲 共287–434兲 共296–349兲 共297–340兲 0.11 6.05 0.88 共292–349兲 Method 91.3 202.3 206.2 Reference 关1996DOM/HEA兴 30.5 29.6⫾ 0.1 30.1 298 298 307 C A,EB,IP 31.2 30.4 28.4 31.3⫾ 0.1 315 340 446 298 A A A C 关1995WOL/LAN兴 关1969WAD兴 关1987STE/MAL, 1968OSB/DOU兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979MAJ/SVO2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-132 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula C4H11N C4H11NO C4H11NO C4H11NO2 C4H11NO2 C4H11NO2 C4H11NO2S C4H11NO3 C4H11O2PS2 CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共273–333兲 共292–313兲 共304–323兲 30.2⫾ 0.1 29.1⫾ 0.1 28.0⫾ 0.1 31.2⫾ 0.1 32.7⫾ 0.2 31.8 31.5 313 328 343 298 298 307 319 C C C C I 关4747-21-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-methyl isopropyl amine 30.7⫾ 0.1 29.5⫾ 0.1 27.1⫾ 0.1 共293–319兲 30.9 298 313 343 306 C C C EB 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关108-01-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-共dimethylamino兲ethanol 共278–316兲 46.5⫾ 0.4 共350–387兲 43.2 共323–408兲 42.7 共298–308兲 47.9 共333–423兲 47.6 298 365 338 298 298 GS A A EB 关2005KAP/SLO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982TOU/OKA, 2005KAP/SLO兴 关1970QUI/HOF, 2005KAP/SLO兴 关5332-73-0兴 ⌬ vH 3-methoxypropylamine 共278–390兲 44.5 293 A 关1987STE/MAL兴 关111-42-2兴 ⌬ vH 2 , 2⬘-iminodiethanol 共463–582兲 69 478 关111-42-2兴 ⌬subH diethanolamine ⌬ vH ⌬ vH ⌬ vH 共423–542兲 共376–454兲 共466–514兲 关115-69-5兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH 2-amino-2-methyl-1,3-propanediol 23.55 356.7 2.76 384.1 25.21 352 2.99 384 共283–393兲 5.0 352.9 共283–393兲 18.46 353.7 共283–393兲 2.78 384.1 ⌬subH (cryst) ⌬subH (plastic) ⌬subH (plastic) ⌬subH (cryst) 共330–346兲 共354–372兲 Method Reference 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1969WAD兴 关1969FRA/WAT兴 关1965KIL/BIT, 1984BOU/FRI兴 关1962BIT/KAU, 1984BOU/FRI兴 关1959MCD/SHR兴 105.9⫾ 2.0 298 C 关1982MIN/SAB兴 74.4 77.0 70.6 438 391 481 A 关1987STE/MAL兴 关1969DAN/MAT, 1984BOU/FRI兴 关1959MCD/SHR, 1984BOU/FRI兴 DSC 关2006DIV/CHE兴 关1996DOM/HEA, 1994LOP/VAN兴 AC 关1990ZHA/YAN兴 368 339 C C 关1995FON/MUN兴 关1995FON/MUN兴 关1994FON/MUN兴 关1994FON/MUN兴 关6338-68-7兴 ⌬ vH N,N-dimethylethanesulfonamide 共384–517兲 54.3 399 A 关1987STE/MAL兴 关77-86-1兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH 2-amino-2-hydroxymethylpropane-1,3-diol 33.48 409.2 3.1 444.6 33.42 407.5 2.41 443.6 DSC 关2006DIV/CHE兴 关298-06-6兴 ⌬ vH O,O-diethyl phosphorodithioate 67.7 298 110⫾ 6 81⫾ 8 86.5⫾ 4.3 114.5⫾ 5.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1990YIN/LIN, 1994LOP/VAN兴 关2008SAG/SAF兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-133 TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关762-04-9兴 ⌬ vH ⌬ vH diethylphosphite 关na兴 ⌬ vH dimethyl ethylphosphonate 共333–410兲 70.1 348 关3858-78-4兴 ⌬ vH butylammonium chloride 共489–508兲 62.1 498 A 关1987STE/MAL兴 关660-68-4兴 ⌬ vH diethylamine hydrochloride 共513–558兲 177.6 528 A 关1987STE/MAL兴 关na兴 ⌬ vH bis共dimethylamino兲chlorophosphine 45.9⫾ 1.2 298 STG 关1995ALM/FIN2兴 C4H12FN2OP 关115-26-4兴 ⌬ vH bis共dimethylamido兲fluorophosphate 共312–350兲 50.4 327 A 关1987STE/MAL兴 关683-84-1兴 ⌬ vH dimethyl共dimethylamino兲phosphine 共264–372兲 36.8 279 A 关1987STE/MAL兴 关4426-48-6兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 1,2-butanediamine 共251–293兲 50.2 共251–293兲 46.9 46.3⫾ 0.2 278 298 298 IP IP 关1987STE/MAL, 1975MES/FIN兴 关1975MES/FIN兴 关1965DOU/OSB, 1970GOO/MOO兴 关110-60-1兴 ⌬fusH butane-1,4-diamine 28.06 295.1 关811-93-8兴 ⌬trsH ⌬fusH 2-methyl-1,2-propanediamine 15.46 2.23 237.5 256.1 ⌬ vH ⌬ vH ⌬ vH 共256–293兲 共256–293兲 关6415-12-9兴 ⌬ vH C4H11O3P C4H11O3P C4H12ClN C4H12ClN C4H12ClN2P C4H12NP C4H12N2 C4H12N2 C4H12N2 C4H12N2 C4H12N2 C4H12N2O C4H12N2OS C4H12N2O2S C4H12N2S C4H13NP2 C4H13N3 共338–471兲 49.3 38.1 298 353 A 关2008SAG/SAF兴 关1987STE/MAL兴 关1987STE/MAL, 1955KOS, 1984BOU/FRI兴 DSC 关2002DAL/DEL兴 关1996DOM/HEA, 1975MES/FIN兴 278 298 298 IP IP IP 关1987STE/MAL, 1975MES/FIN兴 关1975MES/FIN兴 关1965DOU/OSB, 1970GOO/MOR兴 tetramethylhydrazine 共290–346兲 32.9 305 T 关1987STE/MAL, 1957AYL兴 关6291-84-5兴 ⌬ vH 3-共methylamino兲propylamine 共327–413兲 45.9 342 EB 关2008KIM/SVE兴 关111-41-1兴 ⌬ vH N-共2-hydroxyethyl兲ethylenediamine 共383–517兲 62.8 398 A 关1987STE/MAL兴 关3768-60-3兴 ⌬ vH tetramethyl sulfurous diamide 共320–351兲 41.9 335 A 关1987STE/MAL, 1999DYK/SVO兴 关3768-63-6兴 ⌬ vH N , N , N⬘ , N⬘-tetramethylsulfamide 共358–495兲 53.2 373 A 关1987STE/MAL, 1999DYK/SVO兴 关2129-20-6兴 ⌬ vH tetramethylsulfoxylic diamide 共301–326兲 40.4 313 A 关1987STE/MAL兴 关98023-09-7兴 ⌬subH bis共dimethylphosphino兲amine 共300–310兲 61.7 305 关111-40-0兴 ⌬ vH ⌬ vH 2 , 2⬘-diaminodiethylamine 共371–521兲 63.4⫾ 0.7 共371–441兲 54.8 298 386 47.2 43.5⫾ 0.2 43.6⫾ 0.2 关1953WAG/BUR兴 EB A 关1999RIB/MAT2兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-134 W. ACREE, JR. AND J. S. CHICKOS TABLE 5. Phase change enthalpies of C1 to C4 organic compounds—Continued Molecular Formula CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬fusH ⌬transHm 共kJ mol−1兲 Tm 共K兲 NA Note: compound decomposed on melting J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Method DSC Reference 关2006BAD/DEL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-135 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C5BrF12N 关4908-96-7兴 ⌬ vH 1,1,2,3,3,3-hexafluoro-2-bromo-N,N-bis共trifluoromethyl兲propylamine 共324–351兲 30.2 337 A 关1987STE/MAL, 1965HAS/TIP兴 C5ClF5 关30221-57-9兴 ⌬ vH 1-chloro-2,3,4,5,5-pentafluoro-1,3-cyclopentadiene 共273–303兲 31.0 288 A 关1987STE/MAL兴 关30221-56-8兴 ⌬ vH 5-chloro-1,2,3,4,5-pentafluoro-1,3-cyclopentadiene 共283–323兲 28.7 298 A 关1987STE/MAL兴 C5ClF10N 关54120-14-8兴 ⌬ vH 2,2,2-trifluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethylidene兴-ethanimidoyl chloride 28.6 361 关1975PET/SHR2兴 C5ClF12N 关54566-78-8兴 ⌬ vH N-chloro-1,1,2,3,3,3-heptafluoro-N-共pentafluoroethyl兲-2-propanamine 28.6 346 关1975PET/SHR2兴 C5Cl2F6 关706-79-6兴 ⌬ vH ⌬ vH 1,2-dichlorohexafluorocyclopentene 33.0 36.5 298 C5Cl2F9N 关54566-77-7兴 ⌬ vH 1,1-dichloro-2,2,2-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲-ethylidene兴ethanamine 31.2 361 关1975PET/SHR2兴 C5Cl5F7O 关61196-11-0兴 ⌬ vH ⌬ vH 共1,1,2-trifluoro-2,2-dichloroethyl兲共2,2,3,3-tetrafluoro-1,1,3-trichloropropyl兲 ether 共362–449兲 45.3 377 A 关1987STE/MAL兴 50.7⫾ 0.8 298 EB 关1976AMM/BUL兴 C5Cl6 关77-47-4兴 ⌬subH hexachlorocyclopentadiene 73.6 C5ClF5 ⌬ vH ⌬ vH 共335–512兲 53.7 67.4 关1959YEN/REE兴 关1959YEN/REE兴 283 B 关1963BON, 1958UNG/MCB兴 350 A 关1987STE/MAL兴 关1977LYU/SMO兴 关706-78-5兴 ⌬ vH octachlorocyclopentene 83.4 关700-16-3兴 ⌬ vH perfluoropyridine 共273–363兲 36.3 288 A 关1987STE/MAL, 1961BAN/GIN, 1972DYK兴 关21972-01-1兴 ⌬ vH perfluoro-1,2-pentadiene 共262–276兲 26.1 269 A 关1987STE/MAL兴 关19451-91-3兴 ⌬ vH 3,3,3-trifluoro-N,N-bis共trifluoromethyl兲-1-propylamine 共277–293兲 24.9 285 A 关1987STE/MAL兴 关714-37-4兴 ⌬ vH 2,3,4,5-tetrahydrononafluoropyridine 共249–310兲 29.3 264 关1987STE/MAL兴 C5F9NO 关52225-57-7兴 ⌬ vH 2,2,2-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴-acetamide 32.1 319 关1974PET/SHR兴 C5F9NO 关4827-67-2兴 ⌬ vH 3,3,4,5,6,6-hexafluoro-3,6-dihydro-2-trifluoromethyl-2H-1,2-oxazine 共263–323兲 31.4 278 A 关1987STE/MAL, 1965BAN/BAR兴 C5F9NO3S 关34805-64-6兴 ⌬ vH nonafluoro-1-butanesulfonyl isocyanate 共309–401兲 48.2 324 关376-77-2兴 ⌬trsH ⌬fusH perfluorocyclopentane C5Cl8 C 5F 5N C 5F 8 C 5F 9N C 5F 9N C5F10 4.95 2.99 关1977LYU/SMO兴 118.2 238.5 A A 关1987STE/MAL兴 关1951BUR/CAD兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-136 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH ⌬subH 共229–281兲 32.1 38.2 266 115 ⌬ vH ⌬ vH ⌬ vH 共285–297兲 共290–330兲 共290–329兲 27 25.6 26.3 291 298 298 A 35.6 368 HG 298 A Enthalpy Tm 共K兲 Method Reference 关1987STE/MAL, 1967CRO/TAY兴 关1963BON, 1951BUR/CAD, 1956BAR/CAD兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1956BAR/CAD兴 关32822-52-9兴 ⌬ vH decafluoroglutaramide 关1840-07-9兴 ⌬ vH 1-nitrodecafluoropiperadine 共283–343兲 29.6 C5F10O2 关55064-79-4兴 ⌬ vH carbonofluoridic acid, 2,2,2-trifluoro-1,1-bis共trifluoromethyl兲 ethyl ether 共275–305兲 32.2 290 A 关1987STE/MAL, 1975WAL/DES2兴 C5F10O3S 关2993-14-8兴 ⌬ vH perfluorocyclopentyl fluorosulfate 共255–360兲 36.6 关741-20-8兴 ⌬ vH octafluorocyclopentanediol bis共fluorosulfate兲 共334–423兲 49.5 349 关836-77-1兴 ⌬trsH ⌬trsH ⌬fusH perfluoropiperidine C5F10N2O2 C5F10N2O2 C5F10O6S2 C5F11N ⌬ vH 6.63 1.84 2.82 关1987STE/MAL, 1964BAN/CHE兴 关1963GIL/CAD兴 307 关1972DYK, 1987STE/MAL, 1999DYK/SVO兴 161 171.9 274.1 关1996DOM/HEA兴 317 A 关1987STE/MAL, 1963GOO/TOD, 1972DYK兴 关2344-10-7兴 ⌬ vH octafluoro-1-共trifluoromethyl兲pyrrolidine 共249–306兲 29.4 264 A 关1987STE/MAL兴 C5F11NO 关52225-65-7兴 ⌬ vH N,2,2,2-tetrafluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴-acetamide 32.6 332 关1974PET/SHR兴 C5F12 关594-21-2兴 ⌬ vH ⌬ vH ⌬ vH perfluoro-2-methylbutane 共290–340兲 26.3 共228–308兲 31.0 共290–337兲 27.4 关678-26-2兴 ⌬fusH perfluoropentane C5F11N C5F12 共302–355兲 关1971DEM/SHR兴 ⌬subH ⌬ vH ⌬ vH ⌬ vH 共280–340兲 共221–303兲 共288–338兲 30 298 243 298 A 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1967CRO/TAY兴 关1956BAR/CAD兴 6.8 147.8 关1951BUR/CAD兴 43.7 145 关1963BON, 1951BUR/CAD, 1956BAR/ CAD兴 26.6 31.1 27.5 298 236 298 A 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1967CRO/TAY兴 关1956BAR/CAD兴 C5F12N2 关53684-06-3兴 ⌬ vH 关2,2,2-trifluoro-1,1-bis共trifluoromethyl兲ethyl兴共trifluoromethyl兲-diazene 23.7 309 关1975KIR/LAS兴 C5F12O2 关20822-11-1兴 ⌬ vH bis共pentafluoroethoxy兲difluoromethane 共246–299兲 32.7 261 关52225-54-4兴 ⌬ vH trifluoromethanesulfinic acid, 2,2,2-trifluoro-1,1-bis共trifluoromethyl兲 ethyl ether 37.7 355 HG 关1974MAJ/SHR兴 C5F12O2S J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-137 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5F12O4S C5F13N Enthalpy 关60672-63-1兴 ⌬ vH 关1481-55-6兴 ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference pentafluoro共2,2,3,3,4,4,5-heptafluoro-5-oxopentaneperoxoato兲sulfur 39.2 关1976HOP/DES兴 N-共trifluoromethyl兲bis共pentafluoroethyl兲amine 共298–319兲 30.2 29.4⫾ 0.4 308 298 A 关1987STE/MAL兴 关1977VAR/AMM2兴 关758-48-5兴 ⌬fusH perfluoromethyldiethylamine 7.16 C5F13NS 关37826-44-1兴 ⌬ vH N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴-S,S-bis共trifluoromethyl兲sulfilimine 共314–360兲 31.3 A 关1987STE/MAL, 1999DYK/SVO兴 C5F14N2O 关17636-89-4兴 ⌬ vH 1-关difluoro共trifluoromethoxy兲methyl兴-1,2,2-tris共trifluoromethyl兲hydrazine 共302–311兲 34.7 A 关1987STE/MAL兴 C5F14N2O 关17636-88-3兴 ⌬ vH 1,1-difluoro-N-共trifluoromethoxy兲-N , N⬘ , N⬘-tris共trifluoromethyl兲-methanediamine 共282–323兲 33.7 297 A 关1987STE/MAL兴 C5F14OS 关736-59-4兴 ⌬ vH pentafluoro关共nonfluorocyclopentyl兲oxyl兴 sulfur 共300–361兲 36.1 315 关758-48-5兴 ⌬ vH N-共trifluoromethyl兲bis共pentafluoroethyl兲amine 29.4⫾ 0.4 298 C5F15NS 关65844-10-2兴 ⌬ vH difluoro关1,1,1,2,3,3,3-heptafluoro-2-propanaminoto共2-兲兴-bis共trifluoromethyl兲 sulfur 32.2 375 I 关1978KIT/SHR兴 C5F15P5 关745-23-3兴 ⌬ vH 1,2,3,4,5-pentakis共trifluoromethyl兲pentaphospholane 共319–435兲 51.8 334 A,SG 关24331-09-7兴 ⌬subH tetracyanomethane 关51799-36-1兴 ⌬ vH pentacarbon dioxide 共186–273兲 C5HClF8O2 关52225-55-5兴 ⌬ vH trifluoroacetic acid, 1-共chlorodifluoromethyl兲-2,2,2-trifluoroethyl ester 37.2 338 HG 关1974MAJ/SHR兴 C5HF10NO 关52225-63-5兴 ⌬ vH 2,2,2-trifluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴-acetamide 42.3 367 关1974PET/SHR兴 C5HF9 关376-65-8兴 ⌬ vH ⌬ vH nonafluorocyclopentane 共289–348兲 29.6 共289–348兲 29.4 C5HF9IN 关20257-34-5兴 ⌬ vH cis 3,3,3-trifluoro-1-iodo-N,N-bis共trifluromethyl兲propenylamine 共343–366兲 31.3 354 A 关1987STE/MAL, 1968FRE/TIP兴 C5HF9IN 关20257-35-6兴 ⌬ vH trans 3,3,3-trifluoro-1-iodo-N,N-bis共trifluromethyl兲propenylamine 共345–368兲 35 356 A 关1987STE/MAL, 1968FRE/TIP兴 C5HF9O2 关42031-15-2兴 ⌬ vH trifluoroacetic acid, 2,2,2-1-共trifluoromethyl兲ethyl ester 28.5 321 HG 关1973MAJ/SHR兴 关559-31-9兴 ⌬ vH 2,2,3,3,4,4,5,5,6,6-decafluoropiperidine 共273–313兲 32.7 288 关1987STE/MAL, 1964BAN/CHE兴 C5HF12N 关54566-80-2兴 ⌬ vH 1,1,1,2,3,3,3-heptafluoro-N-共pentafluoroethyl兲-2-propanamine 29.8 325 关1975PET/SHR2兴 C5HN3 关997-76-2兴 ethylenetricarbonitrile C5F13N C5F15N C 5N 4 C 5O 2 C5HF10N 61.1⫾ 8.8 4.6 关1996DOM/HEA兴 149.7 A 关1987STE/MAL, 1999DYK/SVO兴 关1977VAR/AMM兴 关1987STE/MAL, 1958MAH/BUR兴 298 C 关1973BAR/MOR2兴 258 A 关1987STE/MAL, 1937KLE/WAG兴 304 298 A A 关1987STE/MAL, 1956BAR/CAD兴 关1956BAR/CAD兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-138 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H2BrF8N C5H2Cl3N C5H2Cl3NO Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共313–343兲 66.0 Tm 共K兲 Method Reference 328 A,MG 关1987STE/MAL, 1963BOY兴 关19451-93-5兴 ⌬ vH 2-bromo-3,3-difluoro-N,N-bis共trifluoromethyl兲allylamine 共336–367兲 33.8 351 A 关1987STE/MAL, 1968HAS/TIP兴 关16063-70-0兴 ⌬subH 2,3,5-trichloropyridine 74.4⫾ 1.5 298 关2005GOM/AMA兴 关6515-38-4兴 ⌬fusH 3,5,6-trichloro-2-pyridinol 25.79 448.1 ⌬ vH 共373–403兲 63.0 C 关1991ACR兴 GC 关2007GOE/MCC兴 关14704-41-7兴 ⌬subH 3,5-bis共trifluoromethyl兲pyrazole 69.0⫾ 0.6 266 ME 关1991ELG/YRA兴 关1522-22-1兴 ⌬ vH ⌬ vH 1,1,1,5,5,5-hexafluoropentan-2,4-dione 共273–330兲 33.1 301 30.6⫾ 0.1 298 GS 关1998GEO/YOU兴 关1997RIB/GON, 1975IRV/RIB, 1978RIB/IRV兴 关25273-42-1兴 ⌬ vH trans 3,3,3-trifluoro-N,N-bis共trifluoromethyl兲propenylamine 共287–319兲 28.2 302 A C5H2F9NOS 关62067-07-6兴 ⌬ vH 2,2,2-trifluoro-N-关共trifluoromethyl兲thio兴ethanimidic acid, 2,2,2-trifluoroethyl ester 35.8 373 I 关1977BUR/SHR2兴 C5H2F9NS 关57682-29-8兴 ⌬ vH 2,2,2-trifluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethyl兴ethanethioamide 36.9 关1975PET/SHR3兴 C5H2F10 关138495-42-8兴 ⌬ vH 1,1,1,2,2,3,4,5,5,5-decafluoropentane 共289–326兲 33.4 298 关na兴 ⌬ vH 共threo兲 1,1,1,2,2,3,4,5,5,5-decafluoropentane 共293–328兲 40.8 298 EB 关2004KAO/SIE兴 关na兴 ⌬ vH 共erythro兲 1,1,1,2,2,3,4,5,5,5-decafluoropentane 共293–328兲 37.9 298 EB 关2004KAO/SIE兴 关142469-08-7兴 ⌬ vH 1,1,1,2,2,3,3-heptafluoro-3-共2,2,2-trifluoroethoxy兲propane 共288–325兲 31.5 303 I 关2002MUR/YAM兴 关347148-74-7兴 ⌬ vH 1,1,1,2,4,4,4-heptafluoro-2-共trifluoromethoxy兲butane 共288–323兲 31.8 303 I 关2002MUR/YAM兴 关155653-44-4兴 ⌬ vH 1,1,1,2,2-pentafluoro-3-共pentafluoroethoxy兲propane 共288–320兲 31.2 303 I 关2002MUR/YAM兴 C5H2F10O3 关188690-77-9兴 ⌬ vH 1-共difluoromethoxy兲-2-关共difluoromethoxy兲difluoromethoxy兴-1,1,2,2-tetrafluoroethane 共263–357兲 36.5⫾ 0.7 关1999MAR/BAS兴 C 5H 2N 4O 6 关78013-51-1兴 ⌬fusH 2,4,6-trinitropyridine C 5H 2F 6N 2 C 5H 2F 6O 2 C 5H 2F 9N C5H2F10 C5H2F10 C5H2F10O C5H2F10O C5H2F10O 22.0 关2001LOR/AUC兴 关1988LIC/RIT兴 101.7⫾ 2.9 关1995LEB/CHI兴 关25242-76-6兴 ⌬subH 2,4,6-trinitropyridine N-oxide 共377–403兲 106.3⫾ 2.9 关1995LEB/CHI兴 C5H3BrF9N 关19451-92-4兴 ⌬ vH 2-bromo-3,3,3-trifluoro-N,N-bis共trifluoromethyl兲propylamine 共342–365兲 34.2 353 A 关1987STE/MAL, 1968FRE/TIP兴 C5H3Br2N 关624-28-2兴 2,5-dibromopyridine ⌬subH C 5H 2N 4O 7 共335–357兲 436.2 关1987STE/MAL, 1968HAS/TIP兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-139 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 82.1⫾ 2.2 298 C 关1997RIB/MAT兴 关626-05-1兴 ⌬subH 2,6-dibromopyridine 85.6⫾ 3.0 298 C 关1997RIB/MAT兴 关2402-77-9兴 ⌬subH 2,3-dichloropyridine 73.5⫾ 3.1 298 C 关1997RIB/MAT兴 关16110-09-1兴 ⌬subH 2,5-dichloropyridine 67.1⫾ 2.0 298 C 关1997RIB/MAT兴 关2402-78-0兴 ⌬subH 2,6-dichloropyridine 72.0⫾ 1.6 298 C 关1997RIB/MAT兴 关2457-47-8兴 ⌬subH 3,5-dichloropyridine 67.3⫾ 1.9 298 C 关1997RIB/MAT兴 关54-20-6兴 ⌬subH ⌬subH 5-共trifluoromethyl兲uracil 共373–392兲 108.5⫾ 0.9 共373–392兲 110.8⫾ 0.9 382 298 ME ME 关2004ZIE/SZT兴 关2004ZIE/SZT兴 关25237-11-0兴 ⌬ vH N,N-bis共trifluoromethyl兲-1-propynylamine 共295–312兲 31.1 303 关356-24-1兴 ⌬fusH methyl perfluorobutyrate 11.77 Enthalpy Temp 共K兲 Range ⌬subH C5H3Br2N C5H3Cl2N C5H3Cl2N C5H3Cl2N C5H3Cl2N C 5H 3F 3N 2O 2 C 5H 3F 6N C 5H 3F 7O 2 ⌬ vH Method A Reference 关1987STE/MAL兴 关1996DOM/HEA兴 191.4 关1977DIT/KOL, 1978KOL/DIT兴 34.5 C5H3F8NOS 关77589-48-1兴 ⌬ vH 2,2,3,3,4,4,5,5-octafluoro-1,1,2,3,4,5-hexahydro-1-共methylimino兲-thiophene-1-oxide 33.9 330 关1981ABE/SHR兴 C5H3F9N2OS 关62609-63-6兴 ⌬ vH 1,1,1-trifluoro-N⬘-methyl-N-关2,2,2-trifluoro-1-共trifluoromethyl兲-ethylidene兴methanesulfonimidamide 32.6 417 I 关1977KIT/SHR兴 C 5H 3F 9O 关176310-27-3兴 ⌬ vH 1,1,2,2-tetrafluoro-3-共pentafluoroethoxy兲propane 共288–336兲 34.0 303 关176310-28-4兴 ⌬ vH 1-共2,2-difluoroethoxy兲-1,1,2,2,3,3,3-heptafluoropropane 共288–340兲 34.8 303 I 关2002MUR/YAM兴 关50807-74-4兴 ⌬ vH 1,1,1,2,2-pentafluoro-3-共1,1,2,2-tetrafluoroethoxy兲propane 共293–343兲 35.6 308 I 关2002MUR/YAM兴 关439152-54-2兴 ⌬ vH 1,1,1,2,4,4-hexafluoro-2-共trifluoromethoxy兲butane 共283–332兲 33.8 298 关2002MUR/YAM兴 关66670-22-2兴 ⌬ vH 1,1,1,3,3,3-hexafluoro-2-methxoy-2-共trifluoromethyl兲propane 共288–326兲 31.3 303 I 关2002MUR/YAM兴 关993-95-3兴 ⌬ vH 1,1,1,2,3,3-hexafluoro-3-共2,2,2-trifluoroethoxy兲propane 共293–346兲 36.1 308 I 关2002MUR/YAM兴 关69948-43-2兴 ⌬ vH 1,1,1,2,3,3-hexafluoro-4-共trifluoromethoxy兲butane 共288–338兲 34.0 303 关2002MUR/YAM兴 C 5H 3F 9O 2S 关52225-51-1兴 ⌬ vH trifluoromethanesulfinic acid, 2,2,2-trifluoro-1-methyl-1-共trifluoromethyl兲ethyl ester 34.3 385 HG 关1974MAJ/SHR兴 C5H3NO 关617-90-3兴 ⌬ vH 2-furancarbonitrile 关698-63-5兴 5-nitro-2-furancarboxaldehyde C 5H 3F 9O C 5H 3F 9O C 5H 3F 9O C 5H 3F 9O C 5H 3F 9O C 5H 3F 9O C5H3NO3 44.8⫾ 0.4 298 I I I C 关2002MUR/YAM兴 关2009RIB/AMA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-140 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH C5H3NS C5H3NS C5H3NS C 5H 3N 3 C5H4BrF6N C5H4BrF6N C5H4BrN C5H4BrN C5H4ClN C5H4ClN C5H4F4N4O10 C 5H 4F 7I C 5H 4F 8O C 5H 4F 8O C 5H 4F 9N C 5H 4N 2 C 5H 4N 2 C 5H 4N 2O 3 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1980BAL/LEB, 1986PED/NAY兴 75.3⫾ 2.1 关1003-31-2兴 ⌬ vH 2-thiophenecarbonitrile 49.5⫾ 1.1 298 C 关2008RIB/SAN兴 关1641-09-4兴 ⌬ vH 3-thiophenecarbonitrile 51.6⫾ 1.9 298 C 关2008RIB/SAN兴 关10359-20-3兴 ⌬fusH 2,2-dicyanopropionitrile 18.7 367.2 ⌬subH 共293–333兲 73.9⫾ 0.5 ⌬ vH 共293–333兲 55.2 313 关1994RAK/VER兴 T 关1994RAK/VER兴 B 关1994RAK/VER兴 C 关2005RIB/MIR兴 关19847-12-2兴 ⌬ vH pyrazinecarbonitrile 58.7⫾ 1.2 关25273-47-6兴 ⌬ vH cis 2-bromo-N,N-bis共trifluoromethyl兲propenylamine 共346–367兲 35.3 356 A 关1987STE/MAL兴 关25273-48-7兴 ⌬ vH trans 2-bromo-N,N-bis共trifluoromethyl兲propenylamine 共336–360兲 33.3 348 A 关1987STE/MAL兴 关109-04-6兴 ⌬ vH 2-bromopyridine 关626-55-1兴 ⌬ vH ⌬ vH 3-bromopyridine 关109-09-1兴 ⌬ vH ⌬ vH 2-chloropyridine 关626-60-8兴 ⌬ vH 3-chloropyridine 关58715-08-5兴 ⌬ vH bis共2-fluoro-2,2-dinitroethyl兲difluoroformal 共323–357兲 72.7 340 关1513-88-8兴 ⌬ vH 1,1,1,2,2,3,3-heptafluoro-5-iodopentane 共317–386兲 38.7 332 关16627-68-2兴 ⌬ vH 1,1,2,2-tetrafluoro-3-共1,1,2,2-tetrafluoroethoxy兲propane 共293–366兲 40.2 308 I 关2002MUR/YAM兴 关382-26-3兴 ⌬ vH 1,1,1,3,3-penatafluoro-3-methoxy-2-trifluoromethylpropane 共288–343兲 34.5 303 I 关2002MUR/YAM兴 关19451-89-9兴 ⌬ vH 3,3,3-trifluoro-N,N-bis共trifluoromethyl兲propylamine 共290–333兲 31 305 A 关1987STE/MAL, 1968FRE/TIP兴 关37580-43-1兴 ⌬ vH cis 2-methyl-2-butenedinitrile 共395–467兲 58.5 410 A 关1987STE/MAL, 1972DYK兴 关37580-44-2兴 ⌬ vH trans 2-methyl-2-butenedinitrile 共339–411兲 47.9 354 A 关1987STE/MAL, 1972DYK兴 关1124-33-0兴 ⌬subH ⌬subH 4-nitropyridine-N-oxide 108.9⫾ 0.3 共311–335兲 89.1⫾ 2.5 298 C 关1995ACR/TUC兴 关1995LEB/CHI兴 共289–447兲 共286–444兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 298 54.4⫾ 1.3 298 C 关1997RIB/MAT兴 52.1⫾ 1.3 47.4 298 304 C A 关1997RIB/MAT兴 关1987STE/MAL, 1947STU兴 51.0⫾ 1.2 53 298 301 C A 关1997RIB/MAT2兴 关1987STE/MAL, 1947STU兴 47.9⫾ 1.1 298 C 关1997RIB/MAT2兴 关1997MIN/BEH兴 A 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-141 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 4N 4 Enthalpy 关275-02-5兴 ⌬fusH Compound Temp 共K兲 Range 1,2,4-triazolo关1,5-a兴pyrimidine 19.4 ⌬subH ⌬ vH ⌬ vH ⌬ vH C 5H 4N 4 C 5H 4N 4O C 5H 4N 4S C5H4OS C5H4OS C 5H 4O 2 C 5H 4O 2S C 5H 4O 2S C 5H 4O 3 C 5H 4O 3 Reference 419.5 关1997STE/CHI4兴 86.9 419 关1997STE/CHI4兴 82.5⫾ 13.1 63.5⫾ 2.2 61.2⫾ 2.0 298 480 520 EB EB EB 关1997STE/CHI4兴 关1997STE/CHI4兴 关1997STE/CHI4兴 关68-94-0兴 ⌬subH hypoxanthine 共423–473兲 158.1⫾ 1.6 448 关1975TEP/YAN兴 关6112-76-1兴 ⌬subH 6-mercaptopurine 共413–458兲 148.5⫾ 1.5 435 关1975TEP/YAN兴 关98-03-3兴 ⌬ vH 2-thiophenecarboxyaldehyde 54.9⫾ 1.1 298 C 关2008RIB/SAN2兴 关498-62-4兴 ⌬ vH 3-thiophenecarboxyaldehyde 52.6⫾ 1.2 298 C 关2008RIB/SAN2兴 关98-01-1兴 ⌬fusH 2-furfuraldehyde 关1974TEP/SUK兴 NA 14.37 共277–323兲 共357–435兲 共366–394兲 共329–433兲 共365–443兲 共329–434兲 关1996DOM/HEA兴 235.1 关2007EME/DAB兴 关1987STE/MAL兴 关1987HAU/WU, 2007EME/DAB兴 关1950MAT/SUM, 1984BOU/FRI兴 关1926EVA/AYL, 1984BOU/FRI兴 关1926MAT, 2007EME/DAB兴 50.7⫾ 0.2 44.7 50.7⫾ 0.2 48.2 47.6 50.6⫾ 0.4 298 372 298 344 380 298 GS A EB 48.1⫾ 0.5 298 C 关2009RIB/AMA兴 DSC 关2003ROU/TEM兴 关498-60-2兴 ⌬ vH 3-furanaldehyde 关527-72-0兴 ⌬fusH 2-thiophene carboxylic acid 21 400.9 ⌬subH 共315–323兲 97.1 319 ⌬subH 共314–323兲 96.9 319 EB E 关1953BRA/CAR, 1960JON兴 关1999DYK/SVO兴 关88-13-1兴 ⌬fusH 3-thiophenecarboxylic acid 18.3 412.9 关616-02-4兴 ⌬ vH citraconic anhydride 共320–487兲 53.3 335 关88-14-2兴 ⌬fusH 2-furancarboxylic acid 22.6 402.5 DSC 关2004ROU/TEM2兴 298 ME ME 关2003ROU/TEM3兴 关1953BRA/CAR, 1960JON, 1970COX/PIL兴 394.8 DSC 关2004ROU/TEM2兴 298 ME 关2003ROU/TEM3兴 关488-93-7兴 ⌬fusH ⌬subH C5H5ClN2O2 Method purine ⌬subH ⌬subH C 5H 4O 3 共370–523兲 共370–523兲 共370–523兲 Tm 共K兲 关120-73-0兴 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 4O 2 ⌬transHm 共kJ mol−1兲 关31737-09-4兴 共285–304兲 共317–328兲 88.4⫾ 1.5 108.4⫾ 2.2 3-furancarboxylic acid 21.3 共283–298兲 87.1⫾ 0.5 DSC A 关2003ROU/TEM兴 关1987STE/MAL, 1947STU兴 1-methyl-6-chlorouracil J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-142 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H5ClN2O2 C5H5Cl3OS C5H5FN2O2 C5H5FN2O2 C 5H 5F 3N 2 C 5H 5F 3O 2 C 5H 5F 3O 2 C5H5F6NO C5H5F6NO C5H5F6NO C5H5F6NO2 C 5H 5F 7O C 5H 5F 7O C 5H 5F 7O C 5H 5N C 5H 5N C 5H 5N Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共417–465兲 108.8⫾ 8 HSA 关1978NOW/SZC兴 关4318-56-3兴 ⌬subH 3-methyl-6-chlorouracil 共444–493兲 104.6⫾ 6 HSA 关1978NOW/SZC兴 关76619-92-6兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-ethyl ester 共383–423兲 66.9 GC 关1980PIT/KIS兴 关155-16-8兴 ⌬subH ⌬subH 1-methyl-5-fluorouracil 共381–423兲 116⫾ 2 共480–515兲 125.5⫾ 8 TE HSA 关2002BRU/POR兴 关1978NOW/SZC兴 关4840-69-1兴 ⌬subH 3-methyl-5-fluorouracil 共465–487兲 79.5⫾ 17 HSA 关1978NOW/SZC兴 关10010-93-2兴 ⌬subH 3共5兲-trifluoromethyl-5共3兲-methylpyrazole 78.2⫾ 0.8 297 ME 关1991ELG/YRA兴 关367-57-7兴 ⌬ vH 1,1,1-trifluoropentane-2,4-dione 37.2⫾ 0.2 关7291-30-7兴 ⌬fusH trifluoromethyl 共2-hydroxy-1-propenyl兲ketone 8.45 232.4 关22743-77-7兴 ⌬ vH N,N-bis共trifluoromethyl兲allylamine-N-oxide 共254–328兲 33.1 269 A 关1987STE/MAL兴 关22130-39-8兴 ⌬ vH 1-methoxy-N,N-bis共trifluoromethyl兲vinylamine 共321–343兲 32.4 332 A 关1987STE/MAL, 1969FRE/TIP兴 关22298-35-7兴 ⌬ vH cis 2-methoxy-N,N-bis共trifluoromethyl兲vinylamine 共341–362兲 32.5 351 A 关1987STE/MAL, 1969FRE/TIP兴 关22743-66-4兴 ⌬ vH N,N-bis共trifluoromethyl兲propionamide-N-oxide 共278–361兲 42.1 293 A 关1987STE/MAL, 1968NAS/BAB兴 关200501-98-0兴 ⌬ vH 1,1,1,2-tetrafluoro-2-共trifluoromethoxy兲butane 共283–319兲 30.3 298 I 关2002MUR/YAM兴 关22052-86-4兴 ⌬ vH 1-ethoxy-1,1,2,2,3,3,3-heptafluoropropane 共288–323兲 31.0 303 I 关2002MUR/YAM兴 关376-98-7兴 ⌬ vH 1,1,1,2,2,3,3-heptafluoro-4-methoxybutane 共293–344兲 34.6 308 I 关2002MUR/YAM兴 关2180-69-0兴 ⌬ vH ⌬ vH ⌬ vH cis 2,4-pentadienenitrile 共cis 1-cyano-1,3-butadiene兲 共318–383兲 41.4 333 A 40.7 348 38.3 408 关1987STE/MAL, 1972DYK兴 关1954WIS兴 关1954WIS兴 关16955-35-4兴 ⌬ vH bicyclo关1.1.0兴butane-1-carbonitrile 共307–349兲 48.0 319 关1971HAL/BAL兴 关110-86-1兴 ⌬fusH pyridine ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 8.28 共342–373兲 共289–358兲 共323–373兲 共346–362兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 40.5⫾ 1.1 39.3 40.16⫾ 0.06 40.4 37.6 Tm 共K兲 Method 关1997RIB/GON, 1975IRV/RIB, 1978RIB/IRV兴 298 关1996DOM/HEA兴 BG 关1996DOM/HEA兴 231.5 298 324 298 298 354 Reference CGC CGC 关2009LIP/CHI2兴 关1997UKR/SOL兴 关1996CHI/STE兴 关1995CHI/HOS兴 关1994BLA/BEL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-143 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H5NO C5H5NO C5H5NO C5H5NO C5H5NO2 C5H5NO2 C5H5NO2 C5H5NO2 C5H5NO2 C5H5NO2 C 5H 5N 3O Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 共295–388兲 共296–353兲 共348–434兲 共431–558兲 共552–620兲 共298–333兲 39.9 39.7 37.3 35.0 34.0 39.6 40.2 39.4 38.5 37.7 36.3 37.6 37.5⫾ 0.1 36.4⫾ 0.1 35.1⫾ 0.1 38.4 44.4 310 311 363 446 567 313 298 313 328 343 368 355 346 366 388 335 273 EB A A A A C C C C C 86.6⫾ 1.3 298 C 关1982SUR/SAI, 1986PED/NAY兴 共340–426兲 共320–388兲 共258–389兲 EB C C C MG Reference 关1990LEN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986MIC/JOS兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1987STE/MAL, 1957MCC/DOU兴 关1957MCC/DOU兴 关1957MCC/DOU兴 关1957MCC/DOU兴 关1953HER/MAR兴 关1931VAN/MAN兴 关142-08-5兴 ⌬subH 2-hydroxypyridine 关109-00-2兴 ⌬subH 3-hydroxypyridine 88.3⫾ 1.3 298 C 关1982SUR/SAI, 1986PED/NAY兴 关626-64-2兴 ⌬subH ⌬subH 4-hydroxypyridine 118.6⫾ 5.2 103.8⫾ 1.7 298 298 C C 关1992RIB/MAT兴 关1982SUR/SAI, 1986PED/NAY兴 关694-59-7兴 ⌬subH pyridine N-oxide 79.3⫾ 1.0 298 关13161-30-3兴 ⌬subH 2-hydroxypyridine N-oxide 89.4⫾ 0.9 298 C 关2004RIB/MAT兴 关6602-28-4兴 ⌬subH 3-hydroxypyridine N-oxide 共345–392兲 121.8⫾ 4.4 298 ME 关1998RIB/MAT兴 关634-97-9兴 ⌬subH ⌬subH ⌬subH pyrrole-2-carboxylic acid 共331–353兲 98.6⫾ 0.9 共331–353兲 100.8⫾ 0.9 共350–354兲 126.8 342 298 352 ME ME ME 关2009SAN/RIB兴 关2009SAN/RIB兴 关1953BRA/CAR, 1960JON兴 关930-88-1兴 ⌬subH ⌬subH N-methylmaleimide 共276–289兲 75.3⫾ 0.5 73.3⫾ 0.5 282 298 ME 关1997ROU/JIM兴 关1997ROU/JIM兴 关137-05-3兴 ⌬ vH 2-cyanoacrylic acid, methyl ester 共258–283兲 57.8 270 A 关1987STE/MAL, 1969WOO/ADI, 1972DYK兴 关16867-04-2兴 ⌬subH 2,3-dihydroxypyridine 109.1⫾ 4.3 298 C 关2006MOR/MIR兴 关98-96-4兴 ⌬fusH pyrazine carboxamide 30.28 463 ⌬subH C 5H 5N 3O 2 Compound 关4214-76-0兴 共353–383兲 87.9 368 关1988SHA/PIL兴 关1960NEG/MIK2兴 ME 关1987STE/MAL, 1960NEG/MIK, 1959HAR兴 2-amino-5-nitropyridine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-144 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 5N 5 C 5H 5N 5O C5H5N7O14 C 5H 6 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬fusH 共80–395兲 29.2 461.4 AC 关2007SHI/TAN2兴 ME A ME LE ME 关2000ZIE兴 关1987STE/MAL兴 关1984ZIE/ZIE兴 关1975YAN/TEP, 1974YAN/VER兴 关1965CLA/PES, 1970COX/PIL兴 QR,ME LE 关2006DEB/MED兴 关1975YAN/TEP, 1974YAN/VER兴 关73-24-5兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH adenine 关73-40-5兴 ⌬subH ⌬subH guanine 共325–405兲 关20919-99-7兴 ⌬subH 1,1,1,3,5,5,5-heptanitropentane 111.7 关542-92-7兴 ⌬fusH 1,3-cyclopentadiene ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共448–473兲 共403–439兲 140.4 109.2 127.2⫾ 1.9 126.3 108.7⫾ 8 168.3⫾ 0.6 186.2 8.01 共271–314兲 共291–314兲 共291–314兲 共273–287兲 28.2 28.1 28.4⫾ 0.3 29.7 460.5 365 Reference 298 关1999MIR/VOR兴 176.6 关1996DOM/HEA兴 286 302 298 298 A,MM MM 305 A 关1967LES/OGO, 1984BOU/FRI兴 关1987STE/MAL, 1965HUL/REI兴 关1965HUL/REI兴 关1965HUL/REI, 1933BAR/BUR兴 关6746-94-7兴 ⌬ vH ethynylcyclopropane 共290–320兲 31.1 关78-80-8兴 ⌬ vH isopropenylacetylene 关32366-08-8兴 ⌬ vH 4-chloro-3-pentenenitrile 共349–433兲 63.9 364 A 关1987STE/MAL兴 关2873-74-7兴 ⌬ vH glutaryl chloride 共329–490兲 344 A 关1987STE/MAL, 1947STU兴 关17003-79-1兴 ⌬ vH bis共2-fluoro-2,2-dinitroethyl兲formal 共323–365兲 85.1 344 关1997MIN/BEH兴 关383-72-2兴 ⌬subH glycine, N-共trifluoroacetyl兲 methyl ester 共293–463兲 57.3 308 关1987STE/MAL, 1960WEY/KLI兴 C 5H 6F 6N 2S 关62067-11-2兴 ⌬ vH 2,2,2-trifluoro-N,N-dimethyl-N⬘-关共trifluoromethyl兲thio兴ethanimidamide 40.4 400 I 关1977BUR/SHR2兴 C 5H 6F 6O 关58705-93-4兴 ⌬ vH 1,1,1,2,3,3-hexafluoro-4-methoxybutane 共293–360兲 37.0 308 关38005-19-5兴 ⌬ vH dimethylamino共hexafluoroisoproplidenimino兲 sulfur 39.7 383 I C 5H 6F 6O 2S 关52225-49-7兴 ⌬ vH trifluoromethanesulfinic acid, 2,2,2-trifluoro-1,1-dimethylethyl ester 35.6 388 HG 关1974MAJ/SHR兴 C 5H 6F 6O 5S 2 关61915-97-7兴 ⌬ vH 3,3-bis关共trifluoromethyl兲sulfonyl兴-1-propanol 共333–418兲 32.8 348 关7321-55-3兴 ⌬trsH ⌬fusH dimethylmalononitrile C 5H 6 C 5H 6 C5H6ClN C5H6Cl2O2 C5H6F2N4O10 C5H6F3NO3 C 5H 6F 6N 2S C 5H 6N 2 关1977LEB/RYA兴 27.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 55.9 9.87 4.05 关1987STE/MAL兴 302.6 307.5 I A,I 关2002MUR/YAM兴 关1972MET/SHR兴 关1987STE/MAL, 1977BUR/SHR, 1999DYK/SVO兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-145 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH ⌬ vH C 5H 6N 2 C 5H 6N 2 C 5H 6N 2 C 5H 6N 2 C 5H 6N 2O 2 C 5H 6N 2O 2 C 5H 6N 2O 2 47.5 337 A 关1990BEC/DOG兴 关1987STE/MAL, 1967RIB/WES兴 CGC 关2009LIP/CHI2兴 关1995SAK/UEO兴 关1632-76-4兴 ⌬ vH 3-methylpyridazine 共342–373兲 49.7⫾ 2.8 298 CGC 关2009LIP/CHI2兴 关3438-46-8兴 ⌬ vH 4-methylpyrimidine 共342–373兲 44.2⫾ 2.4 298 CGC 关2009LIP/CHI2兴 关544-13-8兴 ⌬fusH ⌬fusH glutaronitrile 12.03 12.59 242 244.2 DSC 关2007BAD/BLA兴 关1996DOM/HEA兴 60.1 66.8 379 290 15.3 331.5 关504-29-0兴 ⌬fusH 共364–560兲 共277–303兲 关462-08-8兴 ⌬fusH A A 关1987STE/MAL兴 关1987STE/MAL, 1972DYK, 1960WOO/MUR兴 2-aminopyridine 76.5⫾ 0.4 38.6⫾ 1.9 78.7⫾ 0.8 298 298 关1998SAB/DAS兴 C DSC C 关1998SAB/DAS兴 关1985BRO/INI兴 关1984BIC/PIL兴 3-aminopyridine 14.4 关1998SAB/DAS兴 335.5 C C 关1998SAB/DAS兴 关1984BIC/PIL兴 429.9 DSC 关1990DON/DRE兴 298 298 C DSC C 关1998SAB/DAS兴 关1985BRO/INI兴 关1984BIC/PIL兴 关2361-27-5兴 ⌬subH ⌬subH 2-thiophenecarboxylic acid hydrazide 共339–361兲 110.7⫾ 0.5 350 共339–361兲 113.3⫾ 0.5 298 ME ME 关2008RIB/AMA3兴 关2008RIB/AMA3兴 关615-77-0兴 ⌬subH ⌬subH ⌬subH 1-methyluracil 共343–428兲 共378–418兲 共435–480兲 121.7⫾ 4.0 112.5⫾ 2.6 104.6⫾ 8 439 398 457 TE QR HSA 关2000BRU/PIA兴 关1980TEP/YAN兴 关1978NOW/SZC兴 关608-34-4兴 ⌬subH ⌬subH 3-methyluracil 共344–419兲 共438–498兲 118.8⫾ 3.0 75.3⫾ 8 382 463 TE HSA 关2000BRU/PIA兴 关1978NOW/SZC兴 关65-71-4兴 ⌬fusH 5-methyluracil 共thymine兲 17.51 关504-24-5兴 ⌬fusH 80.7⫾ 0.3 84.0⫾ 1.4 ⌬subH ⌬subH ⌬subH ⌬subH 298 298 4-aminopyridine 20.07 ⌬subH ⌬subH ⌬subH C5H6N2OS 298 Reference 298 340 ⌬subH ⌬subH C 5H 6N 2 62.0⫾ 0.7 Method 2-methylpyrazine 共342–373兲 43.7⫾ 1.9 共288–392兲 42.4 ⌬subH ⌬subH ⌬subH C 5H 6N 2 Tm 共K兲 关109-08-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 6N 2 共322–413兲 ⌬transHm 共kJ mol−1兲 87.1⫾ 0.4 53.8⫾ 0.8 88.1⫾ 1.1 共383–438兲 共378–428兲 125.7⫾ 3.6 131.3⫾ 4.0 124.4⫾ 1.3 138⫾ 10 关1996DOM/HEA兴 321.3 411 298 403 298 ME QR TE 关1984BUR/MOR兴 关1984BUR/MOR兴 关1980TEP/YAN兴 关1980FER/BEN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-146 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH ⌬subH C 5H 6N 2O 2 C 5H 6N 2O 2 C 5H 6O C 5H 6O 2 C 5H 6O 2 C 5H 6O 3 298 131 298 6-methyluracil 共426–503兲 关3326-71-4兴 ⌬subH ⌬subH 2-furancarboxylic acid hydrazide 共309–325兲 98.1⫾ 0.7 共309–325兲 99.0⫾ 0.7 关534-22-5兴 ⌬fusH 2-methylfuran 317.2 298 Method C LE Reference 关1977NAB/SAB兴 关1975YAN/TEP, 1974YAN/VER兴 关1980FER/BEN2兴 ME ME 关2008RIB/AMA3兴 关2008RIB/AMA3兴 关1965CAR/WES兴 8.55 181.9 32.4 34.4 31.5 32.5 30.9 32.2 304 266 324 295 348 298 关591-12-8兴 ⌬ vH 5-methyl-2共3H兲-furanone 共324–442兲 40.3 339 A 关1987STE/MAL兴 关591-11-7兴 ⌬ vH 共dl兲 5-methyl-2共5H兲-furanone 共356–481兲 48.2 371 A 关1987STE/MAL兴 关98-00-0兴 ⌬fusH furfuryl alcohol 共289–337兲 共251–338兲 共309–339兲 共288–303兲 共333–373兲 共215–360兲 A 关2002LOR/AUC兴 关1987STE/MAL兴 关1986KRE/PRA兴 关1972DYK兴 关1971EON/POM, 1984BOU/FRI兴 关1970MOI/ANT兴 关1996DOM/HEA兴 13.1 258.6 53.6 319 A 关1987STE/MAL, 1947KET/VAN兴 关15441-65-3兴 ⌬ vH 5-hydroxy-3-pentyn-2-one 共273–333兲 64.4 288 A 关1987STE/MAL, 1972DYK兴 关108-55-4兴 ⌬subH ⌬subH glutaric anhydride 共298–320兲 85.9⫾ 1.6 86.1⫾ 1.6 309 298 ME 388 A 关1987STE/MAL, 1947STU兴 357 A 关1987STE/MAL, 1947STU兴 ⌬ vH C 5H 6O 2 Tm 共K兲 134.1⫾ 4.2 124.3 关626-48-2兴 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 6O 2 ⌬transHm 共kJ mol−1兲 ⌬ vH 共304–443兲 共373–560兲 60.9 关1990MEN/PIL兴 关1990MEN/PIL兴 关4100-80-5兴 ⌬ vH 共dl兲 methylsuccinic anhydride 共342–521兲 59.3 关328-50-7兴 ⌬fusH ␣-ketoglutaric acid ⌬subH 共269–285兲 100 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods C 5H 6O 5 关542-05-2兴 ⌬subH 3-oxopentanedioic acid 共310–322兲 160.2 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods C 5H 6S 关554-14-3兴 ⌬fusH 2-methylthiophene C 5H 6O 3 C 5H 6O 5 ⌬ vH ⌬ vH ⌬ vH 28.59 共333–373兲 共324–391兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 388.7 9.47 207.8 36.8 38.7 37.2 348 298 339 DSC 关2005CON/CHI兴 关1956PEN/FIN兴 I A,EB 关1971EON/POM, 1984BOU/FRI兴 关1971WIL/ZWO兴 关1987STE/MAL, 1952WHI/BER, 1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-147 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 6S Enthalpy 关616-44-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H7ClO3 C5H7Cl3O2 C5H7FO2 C 5H 7N C 5H 7N C 5H 7N C 5H 7N Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 10.54 204.2 关1985DEA兴 37.3 36.8 37.4 39.5 37.5 348 357 348 298 342 关2009SAP/UUS2兴 关1999DYK/SVO兴 关1971EON/POM, 1984BOU/FRI兴 关1971WIL/ZWO兴 关1987STE/MAL, 1952WHI/BER兴 共333–388兲 共326–398兲 共333–373兲 共327–399兲 关54166-91-5兴 ⌬ vH acetic acid, chlorooxo, propyl ester 共282–396兲 52.7 297 关17831-70-8兴 ⌬fusH 3-chloro-2,2-bis共chloromethyl兲propionic acid 20.9 383.9 关406-23-5兴 ⌬ vH ⌬ vH allyl fluoroacetate 共273–333兲 关4426-11-3兴 ⌬ vH ⌬ vH ⌬ vH 48.9 C 5H 7N C5H7NO C5H7NO2 A 关1987STE/MAL, 1947STU兴 关1999GOT/BUH兴 关1987STE/MAL, 1948RED/CHA4兴 关1972DYK兴 cyclobutanecarbonitrile 44.3 共328–402兲 39.6 40.0⫾ 0.4 298 347 298 C BG BG 关1647-11-6兴 ⌬ vH 2-ethylacrylonitrile 共244–387兲 37.1 259 A 关1987STE/MAL, 1947STU兴 关20068-02-4兴 ⌬ vH angelic acid, nitrile 共265–413兲 42.8 280 A 关1987STE/MAL, 1947STU兴 关96-54-8兴 ⌬fusH 1-methylpyrrole 7.82 216.9 关25899-50-7兴 关1996DOM/HEA兴 关1941MIL兴 NA 共333–373兲 共321–423兲 关1983FUC/HAL兴 关1971HAL/BAL兴 关1971HAL/BAL兴 I A,EB,IP 关1971EON/POM兴 关1987STE/MAL, 1968OSB/DOU, 1972DYK兴 38 39 343 336 43.2 298 关1969KON/PRO兴 44.8 298 关1969KON/PRO兴 44.9 298 关1969KON/PRO兴 共Z兲 2-pentenenitrile 关16529-66-1兴 ⌬ vH 共E兲 3-pentenenitrile 关26294-98-4兴 ⌬ vH 共E兲 2-pentenenitrile 关30574-97-1兴 ⌬ vH tiglic acid, nitrile 共247–395兲 37.4 262 A 关1987STE/MAL, 1947STU兴 关927-56-0兴 ⌬ vH 4-oxo-pentanenitrile 共293–473兲 52.3 308 A 关1987STE/MAL兴 关105-56-6兴 ⌬fusH ethyl cyanoacetate ⌬ vH C5H7NO2 A,EB A,GS ⌬ vH C 5H 7N I 288 ⌬ vH ⌬ vH C 5H 7N Reference 3-methylthiophene ⌬subH C 5H 7N Method 关1121-89-7兴 ⌬subH ⌬subH 共340–479兲 glutarimide 共317–340兲 关1996DOM/HEA兴 11.78 246.8 66.9 355 A 93.6⫾ 1.6 94.1⫾ 1.6 329 298 ME 关1987STE/MAL, 1947STU兴 关1990MEN/PIL兴 关1990MEN/PIL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-148 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H7NO2 C5H7NO3 C5H7NS C5H7NS Enthalpy C 5H 7N 3O C 5H 7N 3O C 5H 7N 3O 2 C 5H 7N 3O 5 C 5H 8 C 5H 8 C 5H 8 Tm 共K兲 Method Reference 289 298 ME 关1997ROU/JIM兴 关1997ROU/JIM兴 关149-87-1兴 ⌬subH 共dl兲-5-oxoproline 共394–416兲 133.2⫾ 1 405 TE,ME 关1979DEK/VOO兴 关3386-97-8兴 ⌬ vH isothiocyanic acid, 3-butenyl ester 共342–443兲 45.2 357 关541-58-2兴 ⌬fusH 2,4-dimethylthiazole 共357–421兲 2.9 222.9 42.0 372 关1122-47-0兴 ⌬subH ⌬subH ⌬subH 1-methylcytosine 共455–487兲 141.2⫾ 0.6 共423–443兲 141.8⫾ 8.8 149.1⫾ 9.0 关4776-08-3兴 ⌬subH 3-methylcytosine 共487–526兲 关1122-04-9兴 ⌬subH 3,5-dimethyl-4-nitrosopyrazole 102.9⫾ 3.0 关20541-50-8兴 ⌬subH 1-methyl-N-hydroxycytosine 126.7⫾ 1.5 关179894-08-7兴 ⌬fusH N-acetyl-3,3-dinitroazetidine 25.65 386.9 关185-94-4兴 ⌬ vH ⌬ vH bicyclo关2.1.0兴pentane 28.0⫾ 0.5 共296–315兲 28.6 298 305 关157-40-4兴 ⌬fusH spiropentane 共276–344兲 关1987STE/MAL, 1999DYK/SVO兴 关1966MEY/MET兴 A 关1987STE/MAL兴 GS ME 关1998ZIE/WSZ兴 关1984BUR/MOR兴 关1984BUR/MOR兴 HAS 关1965CLA/PES兴 C 关2001RIB/FER兴 关1998ZIE/WSZ兴 关1999GRI/SZE兴 EB A 关1998KOL/PIM, 1996VAR/PAS兴 关1987STE/MAL兴 关1996DOM/HEA兴 166.1 291 283 298 312 A C C C 关1987STE/MAL, 1950SCO/FIN兴 关1950SCO/FIN2兴 关1950SCO/FIN2兴 关1950SCO/FIN2兴 28.9 299 A 关1987STE/MAL兴 0.48 3.36 87.07 138.1 29.9 24.8 264 299 共230–293兲 28.4 methylenecyclobutane 5.86 300 关1941LIS兴 138.5 关1996DOM/HEA兴 关142-29-0兴 ⌬trsH ⌬fusH cyclopentene ⌬ vH ⌬ vH 298 A 28.6 28.3⫾ 0.1 27.5⫾ 0.1 26.7⫾ 0.1 vinylcyclopropane 共289–310兲 ⌬ vH 关1120-56-5兴 ⌬fusH 433 298 150.6 6.43 关693-86-7兴 ⌬ vH ⌬ vH ⌬ vH C 5H 8 ⌬transHm 共kJ mol−1兲 N-methylsuccinimide 共280–298兲 80.6⫾ 0.3 80.1⫾ 0.3 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 Temp 共K兲 Range 关1121-07-9兴 ⌬subH ⌬subH ⌬ vH C 5H 7N 3O Compound 共249–318兲 共289–318兲 共290–316兲 共292–306兲 ⌬ vH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 A MM 26.1 29.1 303 299 A A 27.7⫾ 0.4 298 EB 关1987STE/MAL兴 关1950FOR/CAM兴 关1987STE/MAL兴 关1987STE/MAL, 1978LEB/TSV, 1978LEB/TSV2兴 关1974GOO/MOO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-149 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 8 Enthalpy 关598-25-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 关78-79-5兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 C 5H 8 共213–242兲 共274–319兲 关2004-41-0兴 ⌬fusH 关591-93-5兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 31 29.9 28 31.6 29 2-methyl-1,3-butadiene 4.92 共221–254兲 共254–316兲 共216–235兲 共290–308兲 共258–318兲 1,2-pentadiene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 共227–253兲 共252–323兲 关591-95-7兴 ⌬fusH ⌬ vH 关1574-41-0兴 ⌬fusH ⌬transHm 共kJ mol−1兲 3-methyl-1,2-butadiene 7.95 3-methyl-1-butyne 共218–320兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 Temp 共K兲 Range 关598-23-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 Compound 共231–249兲 共249–331兲 共213–245兲 共285–319兲 cis 1,3-pentadiene 共255–326兲 共230–255兲 共213–242兲 共289–318兲 Tm 共K兲 Method 关1996DOM/HEA兴 159.5 240 267 298 230 291 Reference A A IP EB 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 关1969OSB/DOU兴 关1996DOM/HEA兴 127.3 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 关1950FOR/CAM兴 关1938KUC兴 29.4 28.3 26.4 31.5 27.3 27.4 239 269 298 225 299 288 30.2 25.8 233 298 7.56 135.9 31.6 30.6 28.7 32.2 240 264 298 231 IP 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 29.1 300 MM 关1950FOR/CAM兴 5.64 132.4 30.1 31.2 28.3 31.9 28.8 270 242 298 230 304 7.14 185.7 30.7 29.5 27.8 31.3 28.3 242 271 298 230 304 6.14 124.3 29.1 28.1 25.2 29.3 26.5 28.4 226 251 298 221 293 240 IP MM A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1996DOM/HEA兴 A A 关1996DOM/HEA兴 A A IP MM 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 关1950FOR/CAM兴 trans 1,3-pentadiene 共228–256兲 共256–324兲 共213–242兲 共292–316兲 关1996DOM/HEA兴 A A IP MM 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 关1950FOR/CAM兴 1,4-pentadiene 共216–236兲 共236–307兲 共213–230兲 共288–300兲 共194–255兲 关1996DOM/HEA兴 A A IP MM 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 关1950FOR/CAM兴 关1940LAM/ROP兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-150 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 8 Enthalpy 关591-96-8兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8 C 5H 8 C5H8Br2 C5H8Br4 C5H8ClFO2 C5H8ClF3O C5H8ClF3O C5H8Cl2O Compound Temp 共K兲 Range C 5H 8F 2O 3 C 5H 8F 4 C 5H 8F 4N 4O 2 Tm 共K兲 6.13 147.5 32.3 31.1 29.5 33.2 29.6 246 273 298 232 310 31.8 28.4 244 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 33.1 30.8 255 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 A 关1987STE/MAL, 1941LIS兴 Method Reference 2,3-pentadiene 共234–258兲 共258–330兲 共213–247兲 共298–322兲 关627-19-0兴 ⌬ vH ⌬ vH 1-pentyne 共229–315兲 关627-21-4兴 ⌬ vH ⌬ vH 2-pentyne 共240–329兲 关10230-26-9兴 ⌬ vH trans 1,2-dibromocyclopentane 共273–332兲 47.9 288 关3229-00-3兴 ⌬fusH pentarythritol tetrabromide 27.97 433.5 关1996DOM/HEA兴 A A IP MM 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1969OSB/DOU兴 关1950FOR/CAM兴 关1996DOM/HEA兴 ⌬subH ⌬subH 共384–434兲 84.0 NA 399 A GSM 关1987STE/MAL兴 关1941NIT/SEK兴 ⌬ vH 共439–466兲 61.0 452 A 关1987STE/MAL兴 关1987STE/MAL, 1948RED/CHA4, 1972DYK兴 关541-86-6兴 ⌬ vH 3-chloro-4-fluorobutyric acid, methyl ester 共273–333兲 54.5 288 GS 关330-17-0兴 ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,1,2-trifluoroethyl isopropyl ether 39.2 298 38.1 313 37.0 324 C C C 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关380-43-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,1,2-trifluoroethyl propyl ether 41.0 298 39.9 313 38.7 328 37.5 343 36.2 358 C C C C C 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关1984UCH/MAJ兴 关78-71-7兴 ⌬fusH 3,3-bis共chloromethyl兲oxetane 16.95 ⌬ vH C5H8Cl4 ⌬transHm 共kJ mol−1兲 56.0⫾ 0.4 关1996DOM/HEA兴 292.2 298 C 关1971RIN/SUN兴 关2467-10-9兴 ⌬ vH 1,1,1,5-tetrachloropentane 共340–432兲 61.7 355 A 关1987STE/MAL兴 关406-15-5兴 ⌬ vH bis共2-fluoroethyl兲 carbonate 共273–333兲 61.5 288 GS 关1987STE/MAL, 1948RED/CHA4, 1972DYK兴 关338-23-8兴 ⌬trsH ⌬fusH pentaerythritol tetrafluoride 13.21 5.14 249.4 367.4 关298228-65-6兴 4,4-bis共difluoroamino兲-1-nitropiperidine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-151 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C5H8NO2 C 5H 8N 2 C 5H 8N 2 C 5H 8N 2 C 5H 8N 2 C 5H 8N 2 C 5H 8N 2 C 5H 8N 2O 2 C 5H 8N 4O 6 C5H8N4O12 C 5H 8O C 5H 8O Tm 共K兲 50.2 366.2 关19947-75-2兴 ⌬subH 5-amino-3,4-dimethylisoxazole 87.9⫾ 2.5 关80-73-9兴 ⌬ vH ⌬ vH 1,3-dimethyl-2-imidazolidinone 共355–498兲 54.3 共355–498兲 48.5 关7098-07-9兴 ⌬ vH 1-ethylimidazole 关1072-62-4兴 ⌬subH ⌬subH 2-ethylimidazole 共303–321兲 关2817-71-2兴 ⌬ vH 1-ethylpyrazole 关2721-32-6兴 ⌬subH ⌬subH 2,3-diazabicyclo关2.2.1兴hept-2-ene 43.9⫾ 2.1 55.3⫾ 0.6 298 关67-51-6兴 ⌬subH ⌬subH 3,5-dimethylpyrazole 83.4⫾ 2.4 83.3⫾ 0.2 298 301 关19947-75-2兴 ⌬subH 1,3-dimethyluracil 关298228-66-7兴 ⌬fusH 1,4,4-trinitropiperidine 100.4 关78-11-5兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH pentaerythritol tetranitrate 共356–382兲 156.9⫾ 0.8 152.3 共328–405兲 150.4⫾ 1.3 146⫾ 12 U 121.3 共370–411兲 151.9⫾ 2.1 关120-93-2兴 ⌬fusH cyclopentanone ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8O ⌬transHm 共kJ mol−1兲 共273–299兲 关2001OXL/SMI兴 关1987KNE/ZON兴 关1987KNE/ZON兴 375 450 EB EB 66.0⫾ 3.9 298 C 关1999RIB/RIB兴 89.2⫾ 0.4 89.6⫾ 0.4 312 298 ME ME 关1992JIM/ROU兴 关1992JIM/ROU兴 53.3⫾ 2.4 298 C 关1999RIB/RIB兴 11.4 共317–427兲 共293–404兲 共338–416兲 Reference 关1973HAM/MIT, 1977PED/RYL兴 96.9⫾ 1.2 共323–403兲 Method 关1974ENG/WOO, 1977PED/RYL兴 关1976ENG/MEL兴 C ME 关2001RIB/FER兴 关1991ELG/YRA兴 C 关1989IMA/TAK兴 关2001OXL/SMI兴 389.2 369 298 TE DSC ME ME 关2004LAU/HIL兴 关1990HWA/YOS兴 关1978CUN/PAL兴 关1978CUN/PAL, 1971DIN/STA兴 关1969CRI兴 关1953EDW, 1960JON, 1970COX/PIL兴 关1998GON/SZW兴 221.2 338 298 36.8⫾ 0.4 298 C 关1996VAN/YU兴 374 A 298 C 关1987STE/MAL兴 关1984KOZ/TIM兴 关1983FUC/HAL兴 关922-63-4兴 ⌬ vH 2-ethylacrolein 关765-43-5兴 ⌬ vH ⌬ vH ⌬ vH cyclopropyl methyl ketone 共361–387兲 37.6 39.4 39.4⫾ 0.1 EB 关2006TEO/BAR兴 关1991DIK/KAB兴 关1989AZA兴 关1987AMB/GHI2兴 关1987STE/MAL兴 关1987STE/MAL, 1976MEY/HOT兴 关1972WOL兴 关1968PLA/WIL兴 关191942BEN/KIS兴 41.5 42.1⫾ 0.2 43.2⫾ 0.3 40.6 42.6 39.6 42.6⫾ 0.4 42.7⫾ 0.1 43.6 GC 332 308 353 298 298 286 A A,EB C J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-152 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 8O C 5H 8O C 5H 8O C 5H 8O C 5H 8O C5H8OS C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关25512-65-6兴 ⌬ vH dihydro-2H-pyran 共273–288兲 32.2 280 A 关1987STE/MAL, 1972DYK, 1958CAS/FLE3兴 关497-03-0兴 ⌬ vH trans 2-methyl-2-butenal 共248–390兲 39.2 263 A 关1987STE/MAL, 1947STU兴 关814-78-8兴 ⌬ vH 3-methyl-3-buten-2-one 共313–371兲 26.2 328 A 关1987STE/MAL, 1972DYK兴 关115-19-5兴 ⌬ vH ⌬ vH ⌬ vH 2-methyl-3-butyn-2-ol 共333–377兲 41.0 共294–380兲 43.9 共294–380兲 49.5 353 337 309 A A 关1999ZAR/CHA兴 关1987STE/MAL, 1972DYK兴 关1984BOU/FRI, 1950CON/ELV兴 关1629-58-9兴 ⌬ vH 1-penten-3-one 共303–376兲 318 A 关1987STE/MAL兴 关1072-72-6兴 ⌬subH ⌬subH tetrahydro-4H-thiopyran-4-one 71.7⫾ 1.7 72.6⫾ 1.7 317 298 I 关1972GEI/SAW兴 关1972GEI/SAW, 1977PED/RYL兴 关111-30-8兴 ⌬ vH ⌬ vH glutaraldehyde 共347–382兲 共327–436兲 362 342 关2868-37-3兴 ⌬ vH ⌬ vH methyl cyclopropanecarboxylate 共273–313兲 42.6⫾ 0.4 41.3⫾ 0.1 关123-54-6兴 ⌬vH 共diketone兲 ⌬vH 共enol form兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬vH 共84% enol兲 ⌬vH 共100% enol兲 ⌬ vH acetylacetone 关na兴 ⌬fusH acetylacetone enol 关600-14-6兴 ⌬fusH 2,3-pentanedione 关565-63-9兴 ⌬ vH cis 2-methyl-2-butenoic acid 共361–458兲 61.8 376 A 关1987STE/MAL兴 关3586-58-1兴 ⌬ vH 2-ethylpropenoic acid 52.1⫾ 0.4 298 C 关1996VAN/YU兴 关3586-58-1兴 ⌬ vH 2-ethylacrylic acid 共320–453兲 335 A 关1987STE/MAL, 1947STU兴 关626-96-0兴 ⌬ vH 4-oxovaleraldehyde 共levulinaldehyde兲 共301–460兲 48.8 316 A 关1987STE/MAL, 1947STU兴 关541-47-9兴 3-methylcrotonic acid 共307–414兲 共295–313兲 共378–411兲 共288–378兲 共297–398兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 36.7 51.4 56.2 关1998OLS兴 关1998OLS兴 298 GS C 关1998VER/KUM兴 关1983FUC/HAL兴 51.2⫾ 2.2 50.8⫾ 0.6 298 298 CGC CGC 关2005TEM/ROU兴 关2005TEM/ROU兴 39.2 40.6 35.2 42.7 41.8⫾ 0.2 43.2 39.4 322 304 393 303 298 298 347 EB 14.5 254.8 7.84 221.2 62.2 A,I,EB A,EB C C 关1985RAV/RAO兴 关1981INO/ARA兴 关1987STE/MAL, 1972NAK/TOY兴 关1987STE/MAL兴 关1970IRV/WAD兴 关1970IRV/WAD兴 关1969MEL/MER兴 关1969MEL/MER兴 DSC 关2006DOM/MOR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-153 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 C 5H 8O 2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH 共363–473兲 57.7 378 A 41.4 258 关140-88-5兴 ⌬ vH 2-ethyl acrylate 共243–372兲 关140-88-5兴 ⌬ vH 2-propenoic acid, ethyl ester 39.2 关80-62-6兴 ⌬fusH methyl methacrylate C 5H 8O 2 C 5H 8O 2 C 5H 8O 2S C 5H 8O 2S C 5H 8O 3 关1947STU兴 225 关1996DOM/HEA兴 关1952BYW, 1960JON兴 60.7 205 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共295–386兲 共295–386兲 共295–386兲 共293–373兲 共318–348兲 共305–373兲 38.8⫾ 0.1 36.3⫾ 0.2 33.3⫾ 0.4 37.9 37.7 38 40.1 39 300 340 380 308 333 320 65.8⫾ 0.4 EB EB EB A 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关1987STE/MAL兴 关1984HUL/LU兴 关1984BOU/FRI兴 关1975VIL/PER兴 关1956VON/JEN兴 298 GS 关2008EME/VER兴 365 A 关1987STE/MAL兴 327 关591-80-0兴 ⌬ vH 4-pentenoic acid 共289–324兲 关80-59-1兴 ⌬ vH trans 2-methyl-2-butenoic acid 共350–453兲 61.2 关542-28-9兴 ⌬trsH ⌬trsH ⌬fusH tetrahydro-2H-pyran-2-one 共␦-valerolactone兲 0.46 118 0.3 135 10.53 263 共278–353兲 共393–428兲 共393–428兲 关1991ACR兴 58.2⫾ 0.3 52.4⫾ 0.2 60.2⫾ 1.3 58.0⫾ 0.4 48.6 298 410 298 298 387 GS EB EB C 关29943-42-8兴 ⌬ vH 2,3,5,6-tetrahydropyran-4-one 50.7⫾ 0.3 298 C 关108-29-2兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲␥-valerolactone 共276–350兲 53.9⫾ 0.2 54.8⫾ 0.4 共310–480兲 53.5 298 298 325 GS C A 关105-38-4兴 ⌬ vH vinyl propanoate 共321–368兲 336 关6007-71-2兴 ⌬subH 2,5-dihydro-2-methyl-thiophene-1,1-dioxide 60.7⫾ 2.5 关1193-10-8兴 ⌬subH 2,5-dihydro-3-methyl-thiophene-1,1-dioxide 64.0⫾ 2.5 关123-76-2兴 ⌬ vH 4-oxopentanoic acid 共375–519兲 74.4 共342–433兲 关1987STE/MAL兴 12.24 共194–223兲 共312–362兲 Reference 关1975VIL/PER兴 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8O 2 Compound 36.7 390 关2007EME/KOZ兴 关1991WIB/WAL兴 关1991WIB/WAL兴 关1990LEI/PIL2, 1989BRO/CON兴 关1930SCH/THO兴 关2009FRE/GOM2兴 关2008EME/KOZ, 2009EME/VER兴 关1990LEI/PIL2兴 关1987STE/MAL, 1947STU兴 关2005RES/GON兴 关1969MAC/MCN, 1969MAC/MCN2, 1977PED/RYL兴 关1969MAC/MCN, 1969MAC/MCN2, 1977PED/RYL兴 A 关1987STE/MAL, 1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-154 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 8O 3 C 5H 8O 3 C 5H 8O 3 C 5H 8O 4 Enthalpy C5H9BrO C5H9Cl Tm 共K兲 Method Reference 关123-76-2兴 ⌬fusH levulinic acid 关4437-85-8兴 ⌬ vH ⌬ vH butylene carbonate 共289–344兲 63.2⫾ 0.3 共397–523兲 63.8⫾ 0.1 298 298 GS E 关2008VER/TOK兴 关2004CHE/CLE, 2008VER/TOK兴 关108-59-8兴 ⌬subH dimethyl malonate 111.7⫾ 2.1 298 ME 关2000RIB/MON兴 298 360 400 440 293 497 323 GS EB EB EB GS EB,HG A 关2006VER/KOZ兴 关2002STE/CHI6兴 关2002STE/CHI6兴 关2002STE/CHI6兴 关1992VER/BEC兴 关1988ASK/DAU兴 关1987STE/MAL兴 DSC DSC 关2009HA/HAN兴 关2009GOO/ROD兴 DSC 关2005ROU/TEM兴 共278–314兲 共351–460兲 共351–460兲 共351–460兲 共278–308兲 共374–620兲 共308–454兲 45.4 304 9.22 306.2 57.5⫾ 0.3 52.9⫾ 0.2 49.5⫾ 0.2 46.1⫾ 0.3 61.8⫾ 0.8 50.0 53.7 A 关1987STE/MAL兴 关1991ACR兴 关110-94-1兴 ⌬trsH ⌬fusH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH glutaric acid ⌬subH ⌬subH 共313–349兲 134⫾ 4 TPD 关2007CAP/LOV兴 共275–294兲 132.3 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods 共348–363兲 117.0⫾ 1.2 356 ME 关1999RIB/MON兴 共348–363兲 119.8⫾ 1.2 298 ME 关1999RIB/MON兴 共292–320兲 U 52.6 306 A 关1947GRA兴 ⌬ vH ⌬ vH C 5H 8O 4 ⌬transHm 共kJ mol−1兲 methyl acetoacetate 共289–446兲 ⌬subH ⌬subH ⌬subH C 5H 8O 4 Temp 共K兲 Range 关105-45-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 5H 8O 4 Compound 2.34 21.3 20.7 2.3 18.8 2.4 23 2.46 20.9 共424–503兲 共428–576兲 349.2 372.3 370.9 340.5 363.9 338 371 348.5 371 关2002STE/CHI6兴 关1991ACR兴 101.6 98.1 298 443 GS A 关2005ROU/TEM兴 关1987STE/MAL, 1947STU兴 112.8⫾ 2.2 105.5⫾ 0.5 298 ME C 关2000RIB/MON兴 关1983ALT/PIL兴 关601-75-2兴 ⌬subH ⌬subH ethylmalonic acid 关628-51-3兴 ⌬ vH diacetoxymethane 共334–443兲 50.6 349 A 关1987STE/MAL兴 关815-48-5兴 ⌬ vH 3-bromo-2-pentanone 共273–333兲 45.2 288 A 关1987STE/MAL, 1972DYK兴 关930-28-9兴 ⌬trsH ⌬fusH cyclopentyl chloride ⌬ vH ⌬ vH 共322–387兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 7.63 0.64 169.4 180 38.8 37.4 298 337 关1993DIK/KAB兴 C A,EB 关1993DIK/KAB兴 关1987STE/MAL, 1970AND/BRA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-155 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H9ClO2 C5H9ClO2 C5H9ClO2 C5H9ClO2 C5H9ClS C5H9Cl3O C5H9Cl3O C5H9FOS C5H9FO2 C5H9FO2 C5H9FO3 C 5H 9N Enthalpy C 5H 9N ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference propyl chloroacetate 0.36 0.69 0.17 13.0 110 204 207 240 关1990MID/KAT兴 关105-48-6兴 ⌬ vH isopropyl chloroacetate 共308–425兲 44.3 323 关1928NEL2, 1984BOU/FRI兴 关535-13-7兴 ⌬ vH 2-chloropropionic acid, ethyl ester 共279–420兲 46.5 294 A 关1987STE/MAL, 1947STU兴 关623-71-2兴 ⌬ vH 3-chloropropionic acid, ethyl ester 共316–358兲 56.0 331 A 关1987STE/MAL兴 关19155-35-2兴 ⌬ vH 共2-chloroethyl兲 allyl sulfide 共293–333兲 50.2 关1067-09-0兴 ⌬trsH ⌬fusH 2-chloromethyl-2-methyl-1,3-dichloropropane 12 246.6 2.5 291.3 关813-99-0兴 ⌬ vH 3-chloro-2,2-bis共chloromethyl兲-1-propanol 共404–450兲 79.6 419 关63732-24-1兴 ⌬ vH 4-fluorothiobutryic acid, methyl ester 共273–333兲 52.4 288 A,GS 关1987STE/MAL, 1948RED/CHA4, 1972DYK, 1999DYK/SVO兴 关406-20-2兴 ⌬ vH 4-fluorobutyric acid, methyl ester 共273–333兲 47.3 288 A,GS 关1987STE/MAL, 1948RED/CHA4, 1972DYK兴 关406-06-4兴 ⌬ vH isopropyl fluoroacetate 共273–333兲 44.3 288 A,GS 关1987STE/MAL, 1948RED/CHA4兴 关25309-12-0兴 ⌬ vH 3-fluoro-2-hydroxybutryic acid, methyl ester 共273–333兲 62.3 288 GS 关1987STE/MAL, 1948RED/CHA4, 1972DYK兴 关630-18-2兴 ⌬trsH ⌬trsH ⌬fusH pivalonitrile 共299–365兲 共313–371兲 共313–371兲 213 232.7 292.1 37.0 36.5 37.8 318 328 298 2-methylbutyronitrile 共274–313兲 42.5⫾ 0.3 关110-59-8兴 ⌬ vH ⌬ vH ⌬ vH valeronitrile 共313–418兲 关872-50-4兴 308 0.23 1.91 9.29 关18936-17-9兴 ⌬ vH ⌬ vH C5H9NO Temp 共K兲 Range 关5396-24-7兴 ⌬trsH ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C 5H 9N Compound 328 298 共342–414兲 42.3 44.3 44.2 共394–439兲 44.1⫾ 0.2 298 A,GS 关1987STE/MAL, 1949WAD/SMI, 1972DYK, 1999DYK/SVO兴 关1996DOU/FUE兴 A 关1987STE/MAL兴 关1996DOM/HEA兴 BG A,I I 关1971HAL/BAL兴 关1987STE/MAL, 1967WES/RIB兴 关1967WES/RIB兴 GS 关1994RAK/VER兴 A 关1987STE/MAL兴 关1969KON/PRO兴 关1949DRE/SHR, 1949DRE/MAR, 2005EME/VER兴 关1933HEI, 2005EME/VER兴 EB MM N-methyl-2-pyrrolidone J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-156 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 18.1 248.5 49.5 61.9 53.1 53.4 47.7 49.2 55.3 49.3 395 298 345 350 425 376 295 403 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H9NO C5H9NO C5H9NO C5H9NO C5H9NO C5H9NO C5H9NO C5H9NO C5H9NO2 C5H9NO3 C5H9NO4 C 5H 9N 3O 7 关2000LIS/JAM兴 EB GS EB EB A A 关2007PAL/ORA2兴 关2004CHY/FRA2兴 关1996LIN/WIC兴 关1987KNE/ZON兴 关1987KNE/ZON兴 关1987STE/MAL, 1972DYK兴 关1987STE/MAL兴 关1979BLU/BAE兴 butyl isocyanate 共293–388兲 共273–389兲 38.5 46.8 308 288 A 关2004AHM/GIE兴 关1987STE/MAL, 1974ZHU/MON兴 关1873-29-6兴 ⌬ vH isobutyl isocyanate 共273–376兲 44.2 288 A 关1987STE/MAL, 1974ZHU/MON兴 关3887-02-3兴 ⌬ vH N-methyl methacrylamide 共355–489兲 60.9 370 A 关1987STE/MAL兴 关15856-96-9兴 ⌬subH cis 2-pentenoic acid amide 共323–333兲 106.5 328 A 关1987STE/MAL兴 358 A 关1987STE/MAL兴 共343–384兲 74.8 关15856-96-9兴 ⌬subH trans 2-pentenoic acid amide 共353–383兲 57.9 368 A 关1987STE/MAL兴 关76474-09-4兴 ⌬ vH ␣-methoxyisobutyronitrile 共261–285兲 37.4⫾ 0.8 298 GS 关1995VER/BEC兴 关14631-45-9兴 ⌬ vH 2-ethoxypropanenitrile 共348–445兲 46.7 363 A,EB 关675-20-7兴 ⌬fusH 2-piperidone ⌬ vH 关10431-98-8兴 ⌬ vH 共293–312兲 75.5 2-ethyl-2-oxazoline 44.2⫾ 0.4 10.5 关1987STE/MAL, 1976RAO/CHI兴 关1990DOM/HEA兴 311.9 302 A 关1987STE/MAL兴 298 C 关1976HAM/THO兴 共293–312兲 74.5 303 关147-85-3兴 ⌬subH ⌬subH ⌬subH L-共l兲-proline 共396–416兲 共380–420兲 共323–423兲 127.4⫾ 1 149⫾ 4 U 50⫾ 8 406 400 373 TE,ME C LE 关1979DEK/VOO兴 关1978SAB/LAF兴 关1977GAF/PIE兴 关4394-85-8兴 ⌬ vH ⌬ vH N-formylmorpholine 416 399 TGA 关1989PAR/GME兴 关1987ALN/ALS兴 关51-35-4兴 ⌬subH trans 4-hydroxy-L-proline 共461–481兲 162.6⫾ 2 471 TE,ME 关1979DEK/VOO兴 关56-86-0兴 ⌬subH 共l兲-glutamic acid 共353–453兲 U 121⫾ 34 403 LE 关1977GAF/PIE兴 关26459-85-8兴 ⌬ vH 2-ethoxy-1,1,1-trinitropropane 共293–310兲 57.7 301 A 关1987STE/MAL兴 ⌬subH C5H9NO2 Reference 关111-36-4兴 ⌬ vH ⌬ vH ⌬ vH C5H9NO 共380–475兲 共352–378兲 共330–373兲 共340–476兲 共340–476兲 共361–477兲 共291–299兲 共333–473兲 Method 共375–423兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 56.9 52.7 关1953AIH, 1960JON, 1960AIH2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-157 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 5H 9N 3O 9 C 5H 9N 3O 9 C5H10 C5H10 Enthalpy Compound Temp 共K兲 Range 关98071-55-7兴 ⌬ vH 1,2,5-pentanetriol trinitrate 共293–313兲 41.7⫾ 2.1 303 A,GS 关1987STE/MAL, 1957KEM/GOL兴 关1630-94-0兴 ⌬ vH 1,1-dimethylcyclopropane 25.1⫾ 0.8 298 EB 关287-92-3兴 ⌬trsH ⌬trsH ⌬fusH cyclopentane 关109-67-1兴 ⌬fusH 关627-20-3兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH 关646-04-8兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C5H10 Reference 关1987STE/MAL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10 Method 2-hydroxymethyl-2-methyl-1,3-propanediol trinitrate 共299–345兲 88.1 314 A ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10 Tm 共K兲 关3032-55-1兴 ⌬ vH ⌬subH C5H10 ⌬transHm 共kJ mol−1兲 关563-46-2兴 ⌬fusH ⌬ vH ⌬ vH 共280–331兲 共322–384兲 共381–455兲 共452–511兲 共289–323兲 关1974GOO/MOO兴 4.9 0.34 0.6 122 138 179.7 42.6 122 B 关1963BON兴 29.2 28.0 27.2 27.5 28.5 28.5⫾ 0.1 27.9⫾ 0.1 27.3⫾ 0.1 27.4 29.0 29.2 295 337 396 467 298 298 310 322 323 304 298 A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1959MCC/PEN兴 关1959MCC/PEN兴 关1959MCC/PEN兴 关1946SPI/PIT兴 关1945WIL/TAY兴 关1943AST/FIN兴 关1996DOM/HEA兴 C C C MM C 1-pentene 5.81 共218–311兲 共286–304兲 共273–334兲 共273–308兲 共313–368兲 29.1 26.7 25.5 26.9 26.2⫾ 0.1 25.5⫾ 0.1 25.2⫾ 0.1 26.3 25.7 关1991ACR, 1990MES/TOD兴 107.9 233 295 298 288 284 298 303 290 341 A MM C C C 关1987STE/MAL兴 关1950FOR/CAM兴 关1971WIL/ZWO兴 关1949SCO/WAD兴 关1949SCO/WAD兴 关1949SCO/WAD兴 关1949SCO/WAD兴 关1948DAY/NIC兴 关1948DAY/NIC兴 cis 2-pentene 共234–318兲 共274–341兲 7.11 121.8 29.8 26.8 28.1 249 298 289 8.35 133 28.8 26.7 28 266 298 289 5.36 104.7 28.5 25.9 255 298 关1991ACR兴 A EB 关1987STE/MAL兴 关1971WIL/ZWO兴 关1950SCO/WAD兴 trans 2-pentene 共251–341兲 共274–341兲 关1991ACR兴 A EB 关1987STE/MAL兴 关1971WIL/ZWO兴 关1950SCO/WAD兴 2-methyl-1-butene 共240–336兲 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1971WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-158 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH C5H10 关563-45-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C5H10 关515-35-9兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10 C5H10Br2 C5H10Br2 C5H10Br2 C5H10Br2 C5H10Br2O2 C5H10ClNO C5H10Cl2 C5H10Cl2 C5H10Cl2 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共274–336兲 27.3 25.9⫾ 0.1 25.5⫾ 0.1 289 298 304 Method C C Reference 关1949SCO/WAD兴 关1949SCO/WAD兴 关1949SCO/WAD兴 3-methyl-1-butene 共237–324兲 共273–324兲 5.36 104.7 26.3 23.9 25.4 252 298 288 7.59 139.4 关1996DOM/HEA兴 A EB 关1987STE/MAL兴 关1971WIL/ZWO兴 关1950SCO/WAD兴 2-methyl-2-butene 共271–343兲 共276–344兲 28.4 27.1 28.3 27.5⫾ 0.1 27.1⫾ 0.1 26.3⫾ 0.1 286 298 291 290 298 312 关1996DOM/HEA兴 A C C C 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949SCO/WAD兴 关1949SCO/WAD兴 关1949SCO/WAD兴 关1949SCO/WAD兴 关698-61-8兴 ⌬fusH methylcyclobutane 关13320-56-4兴 ⌬ vH 1,1-dibromopentane 共360–501兲 48.8 375 A,EST 关3234-49-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,2-dibromopentane 共348–465兲 46.5 共350–450兲 49 49.2⫾ 0.8 共292–448兲 48.8 363 298 298 307 A EB A 关1987STE/MAL兴 关1975PIS/ROZ, 1991BAS/SVO兴 关1975PIS/ROZ兴 关1987STE/MAL, 1947STU兴 关626-87-9兴 ⌬ vH 1,4-dibromopentane 共377–524兲 51.8 392 A 关1987STE/MAL, 1972DYK兴 关111-24-0兴 ⌬ vH 1,5-dibromopentane 共396–549兲 54.4 411 A 关1987STE/MAL, 1972DYK兴 关3296-90-0兴 ⌬fusH 2,2-bis共bromomethyl兲-1,3-propanediol 30.1 387.3 关2895-21-8兴 ⌬fusH 2-chloro-N-isopropylacetamide 26.05 351.3 关820-55-3兴 ⌬ vH ⌬ vH 1,1-dichloropentane 共340–410兲 44.3 共325–457兲 42.0 298 340 A A,EST 关1674-33-5兴 ⌬ vH ⌬ vH ⌬ vH 1,2-dichloropentane 共330–420兲 44.4 共332–418兲 41.9 43.8⫾ 0.7 298 347 298 A EB 关1991BAS/SVO兴 关1987STE/MAL兴 关1975PIS/ROZ2兴 关626-92-6兴 ⌬ vH ⌬ vH ⌬ vH 1,4-dichloropentane 共350–440兲 48.9 共348–443兲 45.0 48.1⫾ 0.8 298 363 298 A EB 关1991BAS/SVO兴 关1987STE/MAL兴 关1975PIS/ROZ2兴 5.76 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1991ACR兴 138.6 关1987STE/MAL, 1956MAN, 1972DYK兴 关1996DOU/FUE兴 DSC 关1990DON/DRE兴 关1987VAR/LOS2, 1991BAS/SVO兴 关1987STE/MAL, 1956MAN, 1972DYK兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-159 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H10Cl2 C5H10Cl2 C5H10Cl2O C5H10Cl2O C5H10Cl2O2 C5H10F2 C5H10F2 C5H10F2 C5H10F2O2 C5H10N2 C5H10N2O C5H10N2O2 C5H10N2O2 Enthalpy C5H10N2O2 C5H10N2O2S Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关628-76-2兴 ⌬ vH ⌬ vH ⌬ vH 1,5-dichloropentane 共360–450兲 52.2 共362–453兲 47.2 51.3⫾ 0.8 298 377 298 关29559-55-5兴 ⌬trsH ⌬trsH ⌬fusH 1,3-dichloro-2,2-dimethylpropane 0.6 3.6 1.6 193.8 198.4 262.2 关52250-75-6兴 ⌬ vH 共2-chloroethyl兲-共2-chloroisopropyl兲 ether 共297–453兲 49.7 312 A 关1987STE/MAL, 1947STU兴 关42434-29-7兴 ⌬ vH 共2-chloroethyl兲-共2-chloropropyl兲 ether 共302–467兲 49.3 317 A 关1987STE/MAL, 1947STU兴 关111-91-1兴 ⌬ vH bis共2-chloroethoxy兲 methane 共326–488兲 54.2 341 A 关1987STE/MAL, 1947STU兴 关62127-40-6兴 ⌬ vH 1,1-difluoropentane 共268–378兲 34.4 283 A,EST 关1987STE/MAL, 1956MAN, 1972DYK兴 关371-65-3兴 ⌬ vH 2,2-difluoropentane 共262–367兲 33.7 277 A 关1987STE/MAL, 1972DYK兴 关358-03-2兴 ⌬ vH 3,3-difluoropentane 共262–368兲 33.8 277 A 关1987STE/MAL, 1972DYK兴 关373-40-0兴 ⌬ vH bis共2-fluoroethoxy兲 methane 共273–333兲 52.3 288 A,GS 关1738-25-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-共dimethylamino兲propionitrile 42.2⫾ 0.1 共330–445兲 45.9 共331–407兲 52.4 共290–317兲 44.1⫾ 0.2 47.3 345 346 A A 关100-75-4兴 ⌬ vH 1-nitrosopiperidine 共333–383兲 348 A 关1987STE/MAL兴 关7606-79-3兴 ⌬subH N-acetylglycine, N-methylamide 共348–363兲 97.8 355.5 A 关1987STE/MAL, 1955AIH兴 关15962-47-7兴 ⌬fusH N-acetyl-L-alanine amide 21.7 431 ⌬subH ⌬subH ⌬subH C5H10N2O2 Compound 共366–410兲 47.7 115.0⫾ 1.2 118.1⫾ 1.6 115⫾ 3 376 298 388 A EB 关1991BAS/SVO兴 关1987STE/MAL兴 关1975PIS/ROZ2兴 关99GOT/BUH兴 关1987STE/MAL, 1948RED/CHA4, 1972DYK兴 关1992PAP/PIM兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984LEB/GUT2兴 关1977VAS/KOT兴 关1996DOM/HEA兴 C TE 关1999DEL/BAR兴 关1999DEL/BAR兴 关1988FER/DEL, 1986BAR/FER兴 关95048-77-4兴 ⌬fusH N-acetylsarcosinamide 27.4 关3424-60-0兴 ⌬fusH glutaramide DSC 关2006BAD/DEL兴 关16752-77-5兴 ⌬fusH 5-methyl N-共methylcarbamoyloxy兲thioacetimidate 21.73 352.7 DSC 关1990DON/DRE兴 38.4 关1997PUL/DES兴 412.7 453.9 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-160 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H10N2O3 C5H10N2O6 C5H10N2O6 C5H10N2O6 C5H10N4O4 C5H10O C5H10O C5H10O C5H10O C5H10O C5H10O C5H10O Enthalpy C5H10O Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关na兴 ⌬fusH 共decomp兲 alanylglycine 关3457-92-9兴 ⌬ vH 1,5-pentanediol dinitrate 共293–313兲 78.9⫾ 5.9 303 A,GS 关1987STE/MAL, 1957KEM/GOL, 1972DYK兴 关25385-63-1兴 ⌬ vH 2,4-pentanediol dinitrate 共293–313兲 60.6⫾ 5.9 303 A,GS 关1987STE/MAL, 1957KEM/GOL, 1972DYK兴 关67727-92-8兴 ⌬ vH 1-共methoxymethoxy兲-2,2-dinitropropane 共293–333兲 71.3 308 关5754-90-5兴 ⌬trsH ⌬fusH 1,3-dinitro-1,3-diazacycloheptane 21.8 2.8 369 374 关557-31-3兴 ⌬ vH allyl ethyl ether 共244–401兲 34.6 259 A 关1987STE/MAL兴 关616-25-1兴 ⌬ vH ⌬ vH ⌬ vH 1-penten-3-ol 49.9⫾ 0.1 48.4⫾ 0.1 46.8⫾ 0.1 313 328 343 C C C 关1996ULB/KLU兴 关1996ULB/KLU兴 关1996ULB/KLU兴 关556-82-1兴 ⌬ vH 3,3-dimethyl-2-propen-1-ol 共348–372兲 48.7 360 EB 关1989WAN/YIN兴 关115-18-4兴 ⌬ vH 2-methyl-3-buten-2-ol 共290–372兲 43.1⫾ 0.1 331 关763-32-6兴 ⌬ vH 3-buten-3-methyl-1-ol 共338–409兲 55.6 353 A 关1987STE/MAL兴 关na兴 ⌬ vH 共dl兲 3-buten-3-methyl-2-ol 共358–379兲 41.0 368 A 关1987STE/MAL兴 关96-41-3兴 ⌬trsH ⌬fusH cyclopentanol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O Compound 56.6 3.71 1.54 共323–373兲 共346–437兲 共283–321兲 共283–323兲 共279–314兲 298 361 298 298 294 298 298 36 38.2⫾ 1.1 33.2 35.0 35.0 301 298 350 288 281 tetrahydropyran 共286–361兲 关96-47-9兴 ⌬ vH ⌬ vH 2-methyltetrahydrofuran 共283–353兲 34.0 33.7 共335–412兲 共273–362兲 共273–288兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 298 298 关1987STE/MAL兴 关1991PIC/RYL兴 关1988BAG/GUR兴 202.8 257.4 57.1 52.7 56.1 56.4 57.1 57.5⫾ 0.2 57.5⫾ 0.3 关142-68-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关1996DOM/HEA兴 508 关1996DOM/HEA兴 CGC A,EB A A C C DSC A A 关1995CHI/HOS兴 关1987AMB/GHI2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975CAB/CON2兴 关1968PLA/WIL兴 关1966WAD兴 关2006ROD/GIN兴 关2005ROJ/GIN兴 关2000ROD/ART兴 关1987STE/MAL兴 关1972DYK, 1958CAS/FLE兴 关1987STE/MAL兴 关1970MOI/ANT兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-161 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H10O Enthalpy 关563-80-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O 关107-87-9兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range 关96-22-0兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O 关110-62-3兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Tm 共K兲 Method Reference 3-methyl-2-butanone 共311–369兲 共363–415兲 共405–500兲 共328–377兲 9.34 180 35.5 33.8 32.6 36.8 35.0 36.9 35.0⫾ 0.1 33.8⫾ 0.1 32.3⫾ 0.1 326 378 420 298 343 298 327 346 367 关1996DOM/HEA兴 A A A C A C C C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983UCH/MAJ兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1967HAL/LEE兴 2-pentanone 2.09 10.63 共336–422兲 共416–501兲 共487–561兲 共268–373兲 共329–385兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O ⌬transHm 共kJ mol−1兲 关1991ACR兴 110 196.3 36.1 33.7 33.3 38.4 38.3⫾ 0.3 38.4 39.5 36.5 351 431 502 298 298 298 283 344 A A A C GCC EB A,GS,EB 36.1⫾ 0.1 34.4⫾ 0.1 33.4⫾ 0.1 32.8⫾ 0.1 32.2⫾ 0.1 335 360 375 386 394 C C C C C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983UCH/MAJ兴 关1979SAL/PEA兴 关1975AMB/ELL兴 关1966MEY/WAG兴 关1987STE/MAL, 1975AMB/ELL, 1965COL/COU, 1972DYK兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1961NIC/KOB兴 关1961NIC/KOB兴 3-pentanone 0.11 0.01 11.59 共290–375兲 共329–426兲 共421–502兲 共494–561兲 118.5 180 234.2 关1991ACR兴 共329–384兲 35.9⫾ 0.2 36.6 33.7 33.3 38.5 38.7⫾ 0.3 38.6 36.1⫾ 0.1 34.9⫾ 0.1 33.5⫾ 0.1 36.6 332 344 436 509 298 298 298 335 354 375 344 共283–323兲 36.9 303 关1988BAG/GUR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983UCH/MAJ兴 关1979SAL/PEA兴 关1975AMB/ELL兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1987STE/MAL, 1975AMB/ELL兴 关1965COL/COU, 1972DYK兴 关1937RIN/SAY兴 15.0 151.6 关1998VAS/LEB兴 A A A C GCC C C C A,GS,EB pentanal 共307–343兲 共313–353兲 共290–385兲 38.6 38.3 U 50.0 38.1⫾ 0.1 298 298 305 298 EB CGC A 关2002ANT/FRA, 2003VER/KRA2兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1981DYA/KOR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-162 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H10O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共305–377兲 37.3 320 关1979MAR/SAC兴 0.5 4.81 2.52 158.5 183.9 272.1 关1988WHI/PER兴 34.2 322 关1989VAR/SOM兴 关630-19-3兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH C5H10O C5H10OS C5H10OS C5H10OS C5H10O2 C5H10O2 C5H10O2 C5H10O2 C5H10O2 C5H10O2 C5H10O2 C5H10O2 C5H10O2 Compound Tm 共K兲 Method Reference pivaldehyde 共308–336兲 关6921-35-3兴 ⌬ vH 3,3-dimethyloxetane 33.9⫾ 0.3 298 C 关1971RIN/SUN兴 关2307-10-0兴 ⌬ vH S-propyl thiolacetate 44.1⫾ 0.2 298 C 关1966WAD兴 关926-73-8兴 ⌬ vH S-isopropyl thiolacetate 42.3⫾ 0.2 298 C 关1966WAD兴 关6607-53-0兴 ⌬ vH 1-共methylthio兲-2-共vinyloxy兲ethane 共316–347兲 47.5 331 A 关1987STE/MAL, 1999DYK/SVO兴 关97-99-4兴 ⌬ vH ⌬ vH tetrahydrofurfuryl alcohol 共393–453兲 46.2 共333–443兲 46.5 408 388 A 关1987STE/MAL兴 关1979BLU/BAE兴 关2916-31-6兴 ⌬ vH 2,2-dimethyl-1,3-dioxolane 共278–318兲 41.1⫾ 0.2 GS 关1998VER/PEN, 2002VER兴 关1120-97-4兴 ⌬ vH 4-methyl-1,3-dioxane 共273–313兲 43.7⫾ 0.3 GS 关1998VER/PEN, 2002VER兴 关50741-70-3兴 ⌬ vH 1-methoxy-2-butanone 共297–408兲 44.9 312 A 关1987STE/MAL, 1934RIG/FEL, 1972DYK兴 关115-22-0兴 ⌬ vH 3-hydroxy-3-methyl-2-butanone 共317–419兲 41.1 332 A 关1987STE/MAL, 1972DYK, 1950CON/ELV兴 关3393-64-4兴 ⌬ vH ⌬ vH 4-hydroxy-3-methyl-2-butanone 共375–528兲 58.3 共317–458兲 59.0 390 332 A 关1987STE/MAL, 1972DYK兴 关1947STU兴 关592-84-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH butyl formate 共313–359兲 共295–380兲 40.1 37.9 41.3⫾ 0.1 40.1⫾ 0.1 39.0⫾ 0.1 38.7⫾ 0.1 38.1⫾ 0.1 37.3⫾ 0.1 298 310 298 313 328 346 355 363 EB A C C C C C C 关2004CHY/FRA兴 关1987STE/MAL兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关1976CIH/HYN兴 关589-40-2兴 ⌬ vH sec butyl formate 共238–367兲 37.7 253 A 关1987STE/MAL兴 关105-37-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl propionate 共315–420兲 共372–538兲 36.7 34.4 39.3⫾ 0.1 38.2⫾ 0.1 330 387 298 313 A C C 关1997HER/ORT兴 关1987STE/MAL兴 关1980SVO/UCH兴 关1980SVO/UCH兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-163 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O2 C5H10O2 C5H10O2 C5H10O2 C5H10O2 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 共306–372兲 36.6⫾ 0.1 36.0⫾ 0.1 35.5⫾ 0.1 34.5⫾ 0.1 39.1⫾ 0.1 38.2 336 344 351 363 298 321 C C C C C A 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1972MAN兴 关1987STE/MAL, 1965MER/POL, 1972DYK兴 36.6 38.6 386 255 A A 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 37.0 35.6 37.2⫾ 0.2 38.8 36.3 298 323 298 250 288 CGC C C A A 关1995CHI/HOS兴 关1973GEI/QUI兴 关1966WAD兴 关1987STE/MAL, 1947STU兴 关1929HAG/WEI兴 40.3⫾ 0.5 38.4 36.9 41.1⫾ 0.2 40.6⫾ 0.2 40.6⫾ 0.1 39.3 36.4 39.0⫾ 0.4 34.2 40.4 40.1⫾ 0.4 39.8⫾ 0.3 39.3⫾ 0.2 42.8 298 332 350 284 298 298 298 364 298 390 298 298 298 298 261 GS 33.7 37.3 40.1 381 298 254 37.7 37.0 34.8 38.1 39.8⫾ 0.1 38.6⫾ 0.1 35.3⫾ 0.1 36.9⫾ 0.1 36.4⫾ 0.1 35.8⫾ 0.1 34.8⫾ 0.1 36.9 33.9 36.7 39.1⫾ 0.2 298 348 389 327 298 313 343 336 344 351 363 335 375 335 298 关542-55-2兴 ⌬ vH ⌬ vH isobutyl formate 共371–507兲 共240–372兲 关108-21-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH isopropyl acetate 共313–353兲 关623-42-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl butyrate 共274–303兲 共317–360兲 关547-63-7兴 ⌬ vH ⌬ vH ⌬ vH methyl isobutyrate 共366–533兲 关109-60-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH propyl acetate 共313–363兲 共333–372兲 共374–542兲 共322–383兲 共235–362兲 共273–363兲 共317–360兲 共333–378兲 共349–384兲 共375–545兲 共345–383兲 共246–375兲 共239–366兲 EB CGC GC A EB C GCC C A A A CGC A DTA C C C C C C C C C Reference 关2008VER/EME兴 关2002SWI/MAL兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关2002CON/WIC兴 关1999VER/HEI兴 关1990ORT/SUS兴 关1987AZA兴 关1987STE/MAL兴 关1984WIS/TAM, 2008VER/EME兴 关1981GAT/STR兴 关1980FUC/PEA兴 关1979SUN/SVE2兴 关1987STE/MAL, 1947STU兴 关1987STE/MAL兴 关UR/FUC, 1985MAJ/SVO兴 关1987STE/MAL, 1947STU兴 关1995CHI/HOS兴 关1993FAR/WIC兴 关1987STE/MAL兴 关1980MEY/AWE兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1977SVO/VES兴 关1976CON/COU兴 关1976CON/COU兴 关1973GEI/QUI兴 关1966WAD兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-164 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H10O2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共312–374兲 38.2 关75-98-9兴 ⌬fusH ⌬trsH ⌬fusH trimethylacetic acid 共pivalic acid兲 2.3 8.18 2.27 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O2 关109-52-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O2 C5H10O3 C5H10O3 C5H10O3 C5H10O3 Reference 关1987STE/MAL, 1965MER/POL, 1972DYK兴 关2002STE/CHI4兴 关1990SIN/GLI兴 291 GS 关2000VER2兴 57.6⫾ 0.2 54.4⫾ 0.2 50.9⫾ 0.2 47.0⫾ 0.4 320 360 400 440 EB EB EB EB 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 63.0⫾ 9.5 65.9 57.9 58.0 62.4⫾ 3 298 298 388 390 298 diethyl carbonate 9.24 42.3 44.4⫾ 0.2 39.7 40.9 43.6⫾ 0.2 39.1 44.3 关1996DOM/HEA兴 239.5 关105-58-8兴 ⌬fusH 共308–368兲 共263–399兲 A 309.1 278.3 309.1 3-methylbutanoic acid 共isovaleric acid兲 共396–448兲 53.8 411 共293–323兲 60.7⫾ 0.3 308 共293–323兲 61.2⫾ 0.3 298 共364–464兲 55.8 379 共307–448兲 56.6 322 共243–259兲 57.5⫾ 3 298 46.9⫾ 0.2 298 共360–377兲 45.9 375 共344–398兲 共273–315兲 共352–403兲 共308–400兲 Method 62.3 valeric acid 共pentanoic acid兲 14.16 共283–313兲 共353–393兲 共373–465兲 共375–523兲 共243–266兲 327 关503-74-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬vH 共monomer兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10O3 共344–472兲 共344–472兲 共344–472兲 共344–472兲 Tm 共K兲 198.2 359 298 367 323 298 GS CGC EB A TE 关2000VER2兴 关1995CHI/HOS兴 关1987AMB/GHI3兴 关1987STE/MAL兴 关1979DEK/OON兴 GS GS A,EB A TE C 关2004CLI/RAM兴 关2000VER2兴 关2000VER2兴 关1987AMB/GHI3兴 关1987STE/MAL兴 关1979DEK/OON兴 关1970KON/WAD兴 关1994KAH兴 DSC 关2004DIN兴 EB GS A C MM 278 关2009XIN/FAN兴 关2008KOZ/EME兴 关2002ROD/CAN2兴 关1987STE/MAL兴 关1973COU/LEE兴 关1971CHO/JON兴 关1947STU兴 关110-49-6兴 ⌬ vH ⌬ vH ethylene glycol methyl ethyl acetate 50.3⫾ 0.1 298 共343–417兲 44.3 358 C A 关1970KUS/WAD兴 关1987STE/MAL, 1957DYK/SEP, 1972DYK兴 关97-64-3兴 ⌬ vH ⌬ vH 共dl兲 ethyl lactate 共308–426兲 共324–427兲 323 339 A A 关1987STE/MAL兴 关1987STE/MAL兴 关623-72-3兴 ⌬ vH 3-hydroxypropionic acid, ethyl ester 共338–356兲 62.2 347 A 关1987STE/MAL兴 关3852-09-3兴 ⌬ vH 3-methoxypropionic acid, methyl ester 共350–438兲 43.4 370 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 49.2 51.3 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-165 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H10O3 C5H10O4 C5H10O4 C5H10O5 Enthalpy Compound Temp 共K兲 Range C 关1982BYS/MAN兴 关106-61-6兴 ⌬ vH glycerol, 1-monoacetate 共385–458兲 74.0 400 A 关1987STE/MAL, 1972DYK兴 关4767-03-7兴 ⌬trsH ⌬fusH 2,2-bis-hydroxymethylpropanoic acid 38.5 426 3.59 468 关16528-92-0兴 ⌬fusH 1,3,5,7,9-pentoxecane 21.88 关58-86-6兴 ⌬fusH 关5296-62-8兴 ⌬ vH 关1679-07-8兴 ⌬fusH ⌬ vH ⌬ vH 87.9⫾ 0.5 关1795-09-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10S 关4740-00-5兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H10S 关1613-51-0兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH 关1996DOM/HEA兴 334 DSC 298 C 关1996DOM/HEA兴 关1974MAN2兴 共d兲-xylose 31.7 共370–395兲 allyl ethyl sulfide 共300–327兲 共300–327兲 关2002JON/COO兴 416.2 关1999OJA/SUU兴 158.0⫾ 3.1 382 ME 38.9 313 A,EB 39.3 298 关1987STE/MAL, 1962MAC/MAY3, 1999DYK/SVO兴 关1962MAC/MAY3兴 7.83 155.4 关1996DOM/HEA兴 38.2 38.4 369 363 A,EB 37.9⫾ 0.1 36.7⫾ 0.1 35.3⫾ 0.1 361 381 405 C C C cyclopentanethiol 共354–446兲 共348–446兲 ⌬ vH ⌬ vH ⌬ vH C5H10S Reference 298 ⌬ vH C5H10S Method 1,3,6-trioxacyclooctane 48.8⫾ 0.2 ⌬subH C5H10S Tm 共K兲 关1779-19-7兴 ⌬ vH ⌬subH C5H10O5 ⌬transHm 共kJ mol−1兲 2-methyltetrahydrothiophene 8.87 关1999DYK/SVO兴 关1987STE/MAL, 1961BER/SCO, 1966OSB/DOU兴 关1961BER/SCO兴 关1961BER/SCO兴 关1961BER/SCO兴 172.4 关1974MES/FIN, 1996DOM/HEA兴 40.6 41.8 41.3⫾ 0.1 39 38.7 318 298 298 350 356 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 关1952WHI/BER兴 3-methyltetrahydrothiophene 10.37 192 关1974MES/FIN, 1996DOM/HEA兴 322 298 298 355 361 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 关1952WHI/BER兴 共303–433兲 共335–447兲 共341–411兲 共307–439兲 共340–453兲 共346–422兲 41.3 42.7 42.1⫾ 0.1 39.6 39.3 pentamethylene sulfide 1.1 7.77 2.45 共310–443兲 共338–393兲 41.4 37.2 42.8 A,EB A,EB 201.4 240 292.3 325 345 298 关1996DOM/HEA兴 EB C 关1999DYK/SVO兴 关1984PAL/CHO兴 关1971WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-166 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H11Br Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共347–423兲 39.7 39.5 351 362 14.37 185.1 关110-53-2兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H11Br C5H11Br C5H11Br C5H11Br C5H11Br C5H11Br C5H11Br C5H11Cl C5H11Cl C5H11Cl Tm 共K兲 Method A,EB Reference 关1954MCC/FIN兴 关1987STE/MAL, 1952WHI/BER兴 1-bromopentane 共323–363兲 共293–443兲 40.9 41.4⫾ 0.1 41.1⫾ 0.1 41.0 298 298 298 308 关107-81-3兴 ⌬ vH 共dl兲 sec-pentylbromide, 2-bromopentane 共303–432兲 37.5 318 关107-81-3兴 ⌬ vH 2-bromopentane 共323–363兲 关1809-10-5兴 ⌬fusH 3-bromopentane ⌬ vH C5H11Br Compound 共304–434兲 关1996DOM/HEA兴 CGC C C A,EST A CGC 关1995CHI/HOS兴 关1968WAD兴 关1966WAD兴 关1987STE/MAL, 1961LI/ROS, 1972DYK兴 关1987STE/MAL, 1972DYK兴 关1995CHI/HOS兴 38.5 298 8.4 167.3 37.7 319 A 关1987STE/MAL, 1972DYK兴 关1995TAK/YAM兴 关630-17-1兴 ⌬ vH 1-bromo-2,2-dimethylpropane 共293–420兲 35.6 308 A 关1987STE/MAL, 1972DYK兴 关10422-35-2兴 ⌬ vH 1-bromo-2-methylbutane 共306–436兲 37.9 321 A 关1987STE/MAL, 1972DYK兴 关107-82-4兴 ⌬ vH ⌬ vH 1-bromo-3-methylbutane 共306–436兲 37.9 共253–393兲 41 321 268 A 关1987STE/MAL, 1972DYK兴 关1947STU兴 关507-36-8兴 ⌬ vH 2-bromo-2-methylbutane 共295–422兲 36.4 310 A 关1987STE/MAL, 1972DYK兴 关18295-25-5兴 ⌬ vH 2-bromo-3-methylbutane 共301–430兲 37.2 316 A 关1987STE/MAL, 1972DYK兴 关543-59-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-chloropentane 共313–353兲 共277–421兲 38.8 38.2 37.3 36.5 35.6 34.6 34.0 38.2⫾ 0.1 38.7 298 298 313 328 343 358 363 298 292 CGC C C C C C C C A,EST 共283–323兲 36.2 303 关625-29-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloropentane 36.0 35.2 34.4 33.5 31.9 36.2 298 313 328 358 368 304 关616-20-6兴 3-chloropentane 共289–409兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 C C C C C A 关1995CHI/HOS兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS兴 关1972DYK兴 关1937RIN/SAY兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1987STE/MAL, 1972DYK兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-167 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H11Cl C5H11Cl C5H11Cl C5H11Cl C5H11Cl C5H11ClO2S C5H11Cl2N C5H11F C5H11F C5H11F C5H11I C5H11I C5H11I C5H11I C5H11N Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共289–410兲 36.5 Tm 共K兲 Method Reference 304 A 关1987STE/MAL, 1972DYK兴 关753-89-9兴 ⌬ vH 1-chloro-2,2-dimethylpropane 共279–395兲 34.9 294 A 关1987STE/MAL, 1972DYK兴 关616-13-7兴 ⌬ vH 共dl兲 1-chloro-2-methylbutane 共300–374兲 35.4 315 A 关1987STE/MAL, 1972DYK兴 关594-36-5兴 ⌬ vH 2-chloro-2-methylbutane 共280–396兲 35.0 295 A 关1987STE/MAL, 1972DYK兴 关631-65-2兴 ⌬ vH 2-chloro-3-methylbutane 共285–405兲 35.9 300 A 关1987STE/MAL, 1972DYK兴 关107-84-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-chloro-3-methylbutane 共313–353兲 38.1 36.2 35.4 34.6 33.7 32.8 32.3 298 298 313 328 343 358 368 CGC C C C C C C 关6303-18-0兴 ⌬ vH ⌬ vH ⌬ vH 1-pentanesulfonyl chloride 共293–387兲 58.5 共387–492兲 55.1 共263–293兲 60.5 308 402 278 A 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关51-75-2兴 ⌬ vH N-methyl-bis共2-chloroethyl兲amine 共273–333兲 54.6 288 A 关1987STE/MAL兴 关592-50-7兴 ⌬ vH 1-fluoropentane 共245–373兲 33.7 260 EST 关10086-64-3兴 ⌬ vH 1-fluoro-2-methylbutane 共287–329兲 30.7 302 A 关1987STE/MAL, 1972DYK兴 关661-53-0兴 ⌬ vH 2-fluoro-2-methylbutane 共249–341兲 31.8 264 A 关1987STE/MAL, 1972DYK兴 关628-17-1兴 ⌬ vH ⌬ vH ⌬ vH 1-iodopentane 共313–353兲 298 298 327 CGC C A,EST 关616-14-8兴 ⌬ vH 1-iodo-2-methylbutane 共339–406兲 39.8 354 A 关1987STE/MAL, 1972DYK兴 关541-28-6兴 ⌬ vH ⌬ vH 1-iodo-3-methylbutane 共313–353兲 42.2 共270–422兲 43.5 298 285 CGC A 关1995CHI/HOS兴 关1987STE/MAL, 1947STU兴 关594-38-7兴 ⌬ vH 2-iodo-2-methylbutane 共308–398兲 40.4 323 A 关1987STE/MAL, 1972DYK兴 关1003-03-8兴 ⌬trsH ⌬fusH cyclopentylamine 共312–473兲 44.4 45.3⫾ 0.1 43.1 0.48 8.31 184.5 190.4 关1995CHI/HOS兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1987STE/MAL, 1961LI/ROS, 1972DYK兴 关1995CHI/HOS兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS, 1972DYK兴 关1996DOM/HEA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-168 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H11N C5H11N Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH 共317–419兲 共317–419兲 38.3 40.2⫾ 0.4 332 298 EB EB 关1987STE/MAL, 1975AMB/CON兴 关1975GOO/MES兴 关120-94-5兴 ⌬ vH ⌬ vH ⌬ vH 1-methylpyrrolidine 共270–298兲 35.0⫾ 0.7 共270–298兲 34.2⫾ 0.7 共273–315兲 33.7 284 298 288 GS GS A 关1998VER6兴 关1998VER6兴 关1987STE/MAL兴 关110-89-4兴 ⌬fusH piperidine C5H11NO C5H11NO C5H11NO 关1996DOM/HEA兴 36.6 35.3 37.6 338 357 330 A,EB,IP 关1988HOS/ARC兴 关1988HOS/ARC兴 关1987STE/MAL, 1968OSB/DOU兴 关617-84-5兴 ⌬ vH ⌬ vH N,N-diethylformamide 50.3 共303–363兲 48.9 298 318 A 关1985BAR/CAS, 1985MAJ/SVO兴 关1987STE/MAL, 1968GOP/RIZ兴 关1118-69-0兴 ⌬ vH N-isopropylacetamide 66.4⫾ 0.3 298 C 关1984STA/WAD兴 关5331-48-6兴 ⌬ vH N-propylacetamide 298 C 关1984STA/WAD兴 关626-97-1兴 ⌬trsH ⌬trsH ⌬fusH pentanamide 关759-10-9兴 ⌬fusH ⌬subH ⌬subH C5H11NO C5H11NO C5H11NO C5H11NO Reference 262.1 ⌬subH ⌬subH C5H11NO Method 14.85 ⌬ vH ⌬ vH ⌬ vH C5H11NO Compound 共315–417兲 69.8⫾ 0.2 1.9 1.2 17.9 共333–374兲 共353–373兲 89.3⫾ 0.4 89.1 2,2-dimethylpropanamide 24.1 共298–359兲 共288–306兲 211.8 365 377.2 89⫾ 2.0 86.6⫾ 0.4 GS 关1959DAV/JON2, 1970COX/PIL兴 关1960JON兴 关2008ABA/BAD兴 425.4 298 298 TE 关2000BRU/DEL兴 关1989ABB/JIM兴 341 A 关1987STE/MAL兴 关1977VAS/KOT兴 298 C 关1984STA/WAD兴 GS 关1992VER/BECT兴 关758-96-3兴 ⌬ vH ⌬ vH N,N-dimethylpropionamide 共326–424兲 53.5 52.9 关2675-88-9兴 ⌬ vH N-methyl-2-methylpropionamide 67.1⫾ 0.2 关na兴 ⌬ vH methyl 2-共N,N-dimethylamino兲propanoate 共278–308兲 43.9⫾ 0.4 293 关109-02-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-methylmorpholine 共273–353兲 39.5 共273–353兲 38.9 共273–353兲 39.8 38.2⫾ 1.1 共274–304兲 40.2⫾ 0.3 共274–304兲 39.6⫾ 0.3 共323–363兲 33.6 共297–389兲 38.4 共276–390兲 40.0 共276–319兲 39.4⫾ 0.1 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2008ABA/BAD兴 298 313 298 298 288 298 343 312 291 298 DSC GS GS TGA A A 关2009BEL/RAZ兴 关2009RAZ/HAJ兴 关2009RAZ/HAJ兴 关2005ROJ/GIN兴 关1998VER2兴 关1998VER2兴 关1987ALN/ALS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975CAB/CON兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-169 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H11NO C5H11NO C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2 C5H11NO2S C5H11NO2S C5H11NO2S C5H11NO3 C5H11NO3S C5H11O2PS2 C5H11P Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关15364-56-4兴 ⌬ vH 1-共dimethylamino兲-2-propanone 共298–338兲 43.6⫾ 0.3 298 GS 关1994WEL/VER兴 关1188-11-0兴 ⌬ vH 3-pentanone oxime 共318–425兲 55.8 333 A 关1987STE/MAL兴 关628-05-7兴 ⌬ vH 1-nitropentane 共278–318兲 50.3⫾ 0.2 298 GS 关1997VER3兴 关543-28-2兴 ⌬ vH isobutyl carbamate 共356–479兲 58.8 371 A 关1987STE/MAL, 1947STU兴 关31502-31-5兴 ⌬ vH N,N-dimethyl lactamide 共351–417兲 73.7 366 A 关1987STE/MAL兴 关760-78-1兴 ⌬subH ⌬subH 共dl兲 2-aminopentanoic acid 共DL-norvaline兲 共439–461兲 120 450 121.1⫾ 0.4 455 ME 关1987STE/MAL兴 关1965SVE/CLY, 1964CLY/SVE兴 关592-35-8兴 ⌬subH butyl carbamate 共292–316兲 GS 关1959DAV/JON兴 关465-58-7兴 ⌬subH ⌬subH 共dl兲-2-amino-2-methyl-butanoic acid 134.2⫾ 1 413 共439–469兲 125.8⫾ 0.4 454 关516-06-3兴 ⌬subH DL-valine 共320–420兲 关72-18-4兴 ⌬subH L-valine 94.1⫾ 8 TE,ME 关1979DEK/VOO兴 关1965SVE/CLY, 1964CLY/SVE兴 U 79.5⫾ 8 370 LE 关1977GAF/PIE兴 162.8⫾ 8 455 ME 关1965SVE/CLY, 1964CLY/SVE, 1989CHI/GRO兴 关660-88-8兴 ⌬subH ⌬subH 5-aminopentanoic acid 共384–394兲 141.8⫾ 0.5 144⫾ 3 389 289 C C 关7529-22-8兴 ⌬fusH N-methylmorpholine-N-oxide 18.8 457.4 关59-51-8兴 ⌬subH DL-methionine 共363–463兲 U 134⫾ 8 413 LE 关1977GAF/PIE兴 关63-68-3兴 ⌬subH ⌬subH L-共d兲-methionine 164⫾ 4 125 298 474 C A 关1981SAB/MIN兴 关1987STE/MAL兴 关348-67-4兴 ⌬subH D-共l兲-methionine 125.1⫾ 0.8 455 ME 关543-87-3兴 ⌬ vH isopentyl nitrate 共278–421兲 47.0 293 A 关14357-44-9兴 ⌬fusH 2-methyl-2-共methylsulfonyl兲propanal oxime 27.12 382 关77240-15-4兴 ⌬ vH 2-mercapto-4,6-dimethyl-1,3,2-dioxaphosphorinane-2-sulfide 72.3 关2008SAG/SAF兴 关4743-40-2兴 ⌬subH phosphorinane 共250–291兲 关1987STE/MAL, 1966MOR/TAM兴 共463–485兲 43.3 276 关1983SKO/SAB兴 关1983SKO/SAB兴 关1981NAV/HAU兴 DSC T 关1965SVE/CLY, 1964CLY/SVE兴 关1987STE/MAL, 1947STU兴 关1990DON/DRE兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-170 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H12 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共294–345兲 39.9 309 8.4 143.5 42.0 143 26.7 26.4 29.8 32.3 26.1 26.2 26.6⫾ 0.1 26.4 25.5 23 19.7 15.1 8.5 26.2 27.9 26.4 26.4 27.4 26.2 323 298 238 208 365 433 298 298 310 350 390 430 460 298 284 298 298 298 298 关109-66-0兴 ⌬fusH C5DH11 C5DH11 C5D12 C5H12 C5H12 Method A,T Reference 关1987STE/MAL, 1966MOR/TAM兴 pentane ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Tm 共K兲 共308–423兲 共223–352兲 共143–223兲 共350–422兲 共418–470兲 共216–296兲 共269–341兲 共286–310兲 关1991ACR兴 B A A A A C C EB C MM 关1963BON兴 关2002PFO/RIE兴 关1994RUZ/MAJ兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982FUC/PEA兴 关1981HOS/SCO2兴 关1977DAS/REE兴 关1977DAS/REE兴 关1977DAS/REE兴 关1977DAS/REE兴 关1977DAS/REE兴 关1975HOE/HOE兴 关1987STE/MAL, 1974OSB/DOU兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY兴 关1940MES/KEN兴 关55620-30-9兴 ⌬ vH 1-deuteropentane 共223–303兲 26.2 298 关1975HOE/HOE兴 关55620-31-0兴 ⌬ vH 3-deuteropentane 共213–294兲 26.3 298 关1975HOE/HOE兴 关2031-90-5兴 ⌬ vH pentane-d12 共205–298兲 26.0 298 关1975HOE/HOE兴 关463-82-1兴 ⌬trsH ⌬fusH 2,2-dimethylpropane 共neopentane兲 2.58 140 3.26 256.5 ⌬subH ⌬subH ⌬subH 共223–256兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共268–313兲 共312–385兲 共382–433兲 关78-78-4兴 ⌬fusH 共171–249兲 共257–293兲 共343–433兲 28.2 33.2 23.9 241 210 A 24.0 23.1 23.1 21.8 22.2 19.5 16.2 11.1 24.3 22.8 21.85 22.8⫾ 0.1 283 327 397 298 290 330 370 410 272 358 298 283 A A A C 2-methylbutane 共isopentane兲 5.13 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 113.4 关1987STE/MAL兴 关1933WHI/FLE, 1936AST/MES兴 关1947STU兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1981HOS/SCO2兴 关1977DAS/REE2兴 关1977DAS/REE2兴 关1977DAS/REE2兴 关1977DAS/REE2兴 关1975HOE/PAR, 1984BOU/FRI兴 关1973DAW/SIL, 1984BOU/FRI兴 关1971WIL/ZWO兴 关1936AST/MES兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-171 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共255–323兲 共216–323兲 共300–460兲 共320–391兲 共385–416兲 共412–460兲 26.9 28.5 25.2 25.2 24.8 25.3 24.4 21.5 18.0 12.9 24.8 30.2 26.2 25.0 共190–300兲 共289–301兲 Tm 共K兲 270 231 315 335 400 427 310 350 390 430 298 205 295 298 Method A A A A A MM C Reference 关1991EWI/GOO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1977DAS/REE3兴 关1977DAS/REE3兴 关1977DAS/REE3兴 关1977DAS/REE3兴 关1971WIL/ZWO兴 关1947STU兴 关1945WIL/TAY兴 关1942SCH/AST兴 C5H12ClF3N2OS 关63265-73-6兴 ⌬ vH chlorobis共N-methylmethanaminato兲oxo共trifluoromethyl兲sulfur 40.2 477 I 关1977KIT/SHR2兴 C5H12ClF3N2S 关63265-71-4兴 ⌬ vH chlorobis共N-methylmethanaminato兲共trifluoromethyl兲 sulfur 38.1 368 I 关60-51-5兴 ⌬fusH phosphorodithioic acid, O,O-dimethyl-S-关2-共methylamino兲-2-oxoethyl兴ester 20.49 321 DSC 关1990DON/DRE兴 C5H12NO3PS2 ⌬ vH C5H12N2 C5H12N2 C5H12N2O 298 A 关1987STE/MAL兴 methyl butyldiazene 36.4⫾ 0.2 298 C 关1978ENG/MON兴 关109-01-3兴 ⌬ vH N-methylpiperazine 共274–319兲 289 A 关1987STE/MAL兴 关632-22-4兴 ⌬fusH ⌬fusH 1,1,3,3-tetramethylurea 14.0 13.4 关634-95-7兴 ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C5H12N2O 95.0 关4426-46-4兴 ⌬ vH ⌬ vH ⌬ vH C5H12N2O 共283–390兲 关1977KIT/SHR2兴 关623-76-7兴 ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共320–450兲 共320–450兲 46.7 关2001JAM/DOB兴 关1995KAB/KOZ2, 1996DOM/HEA兴 272.1 272.2 41.7 52.2 450 325 2.07 16.78 197.3 342.3 A,EB A,EB 关1987KNE/ZON兴 关1987KNE/ZON兴 1,1-diethylurea 共312–339兲 共305–347兲 共305–347兲 95.7⫾ 0.7 95.5⫾ 0.8 94.9⫾ 0.8 94.7⫾ 0.2 298 324 350 350 关1991ACR, 1995KAB/KOZ2, 1990KAB/MIR2兴 GS ME ME C 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 1,3-diethylurea 1.87 12.46 共343–379兲 共323–384兲 共323–384兲 共321–379兲 共384–590兲 95.4⫾ 0.3 91.8⫾ 0.9 92.3⫾ 0.9 95.6⫾ 0.6 96.8⫾ 0.9 NA 339.4 383.4 298 358 350 350 361 关1991ACR, 1995KAB/KOZ2, 1990KAB/MIR2兴 GS ME ME C TE ME 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1990PIA/FER, 1987FER/DEL2兴 关1986KRA/KOZ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-172 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H12N2O Enthalpy 关592-31-4兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C5H12N2O C5H12N2O C5H12N2O C5H12N2S Temp 共K兲 Range 共346–367兲 共339–364兲 共339–364兲 N-isobutylurea 关689-11-2兴 ⌬subH ⌬subH ⌬subH ⌬subH N-sec-butylurea 共345–394兲 共338–372兲 共338–372兲 关1118-12-3兴 ⌬trsH ⌬fusH N-tert-butylurea 6.3 0.7 10.8 7.0 1.0 15.7 7.02 0.88 14.55 310.5 362.2 365.4 315 346 370 313.1 344.9 369.3 共335–397兲 共333–372兲 共333–372兲 关2005HAS/TAJ兴 DSC 关1995FER/DEL兴 关1991ACR兴 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1987FIO/FER兴 101.1⫾ 1.1 377 TE 关1990PIA/FER兴 101.9⫾ 0.5 104.3⫾ 0.8 104.5⫾ 0.8 102.4⫾ 0.5 298 355 350 350 GS ME ME C 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2009RIB/FER7兴 249 449.8 N-methyl-N-nitrobutanamine 37.56 331 关105-55-5兴 ⌬fusH 1,3-diethylthiourea 17.14 350.5 关1991ACR兴 GS ME ME C TE 关2006EME/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1990PIA/FER兴 关1987OYU/BRI兴 DSC 关2000DEL/JOZ兴 121.7⫾ 3 120.2⫾ 3.0 298 298 B B 关2000DEL/JOZ兴 关1994TER/PIA兴 101⫾ 3.0 368 ME,TE 关1994TER/PIA兴 350.4 DSC 关2000DEL/JOZ兴 298 333 298 298 298 ME TE 关2000DEL/JOZ兴 关1994FER/MAR兴 关1994FER/MAR兴 关1985MUR/SAK兴 关1982INA/MUR兴 共351–384兲 tetramethylthiourea 22.14 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH DSC GS ME ME C 关52330-07-1兴 ⌬fusH 关628-28-4兴 ⌬fusH Reference 298 354 350 350 298 353 350 350 379 关2782-91-4兴 ⌬fusH Method 105.8⫾ 0.7 102.7⫾ 2.8 103.0⫾ 2.8 101.1⫾ 0.4 99⫾ 4 98.2⫾ 0.4 97.6⫾ 0.8 97.7⫾ 0.8 94.4⫾ 0.9 101.6⫾ 0.7 ⌬ vH C5H12O Tm 共K兲 0.1 33.13 ⌬subH ⌬subH C5H12N2S ⌬transHm 共kJ mol−1兲 N-butylurea 关592-17-6兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C5H12N2O2 Compound 84.5⫾ 3 83⫾ 3.0 84.0 83.0⫾ 0.5 83.0⫾ 0.2 C C 1-methoxybutane 共293–367兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 10.85 157.5 32.5 308 关1996DOM/HEA兴 A 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-173 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O 关628-32-0兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O C5H12O Temp 共K兲 Range 共265–367兲 共265–367兲 共296–342兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 32.4 32.4 29.6 32.5⫾ 0.1 32.4 298 298 343 298 311 8.39 共264–359兲 共264–359兲 共264–359兲 共293–335兲 33.0 31.4 31.4 29 31.4⫾ 0.1 31.6 ethyl isopropyl ether 关1634-04-4兴 ⌬fusH methyl tert-butyl ether 关71-41-0兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Method C C EB Reference 关1980MAJ/WAN兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 关1969CID/POL兴 1-ethoxypropane 关625-54-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O Compound 30.0 7.6 共300–328兲 共315–365兲 共298–322兲 共300–411兲 共287–326兲 共287–351兲 29.9 29.6 30.0 31.2 30.4 29.8 30.2 29.6 27.9 30.4⫾ 0.1 关1996DOM/HEA兴 145.7 279 298 298 336 298 308 A C 298 C C 关1987STE/MAL, 1976AMB/ELL兴 关1980MAJ/WAN兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 关1969CID/POL兴 关1980MAJ/WAN兴 164.6 关1996DOM/HEA兴 314 330 310 315 302 298 302 298 328 298 关2002SEG/GAL兴 关1998AUC/LOR兴 关1995BEL/AIT兴 关1994KRA/GME兴 关1991WU/PIV兴 关1980MAJ/WAN兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 EB C A C 1-pentanol 10.51 10.5 共318–403兲 共323–373兲 共323–373兲 共335–410兲 共388–420兲 共326–411兲 共408–441兲 共343–303兲 55.4 44.4 40.1 36.1 31.7 26.4 22.0 14.1 7.1 43.5 57.8 57.4 51.5 47.2 54.3 45.4 55.7⫾ 0.2 54.4⫾ 0.2 53.0⫾ 0.2 51.2⫾ 0.2 55.4 195.6 195.6 关2004VAN/VAN兴 关1996DOM/HEA兴 298 411 448 473 498 523 548 573 586 关2006NAS/NEU兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关2000WOR/JAM兴 关1999FAT兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1994AUC/BUR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1983SCH/STR兴 298 298 350 403 341 423 313 328 343 358 298 CGC CGC A A A C C C C J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-174 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O 关6032-29-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O 关584-02-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O C5H12O Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共310–411兲 55.0 50.5⫾ 0.1 49.2⫾ 0.1 47.0⫾ 0.1 44.4⫾ 0.1 51.6 56.2 56.9⫾ 0.2 57.7⫾ 1.1 325 362 374 392 411 362 322 298 298 8.48 200 51.2 53.6 58.9 54.2⫾ 0.2 52.7⫾ 0.2 50.9⫾ 0.2 49.0⫾ 0.2 46.9⫾ 0.1 45.4⫾ 0.1 50.3 54.0 53.0 53.7 339 298 289 298 313 328 343 358 368 337 313 298 313 共347–429兲 共307–411兲 Method C C C C EB DTA C EB Reference 关1973WIL/ZWO兴 关1970COU/FEN兴 关1970COU/FEN兴 关1970COU/FEN兴 关1970COU/FEN兴 关1987STE/MAL, 1970AMB/SPR兴 关1969KEM/KRE兴 关1966WAD兴 关1960GRE, 2001KUL/VER兴 2-pentanol 共324–391兲 共323–373兲 共274–393兲 共322–393兲 共298–393兲 共298–383兲 关1997LOH/JOH兴 EB CGC A C C C C C C C 关2009GIE/KOS兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1984SAC/MAR兴 关1973WIL/ZWO兴 关1963MCC/LAI兴 关1935BUT/RAM, 1984BOU/FRI兴 3-pentanol 9.08 共245–390兲 共317–389兲 共279–318兲 共294–389兲 关137-32-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methyl-1-butanol 共330–405兲 共338–402兲 共317–403兲 共249–319兲 共307–403兲 关75-85-4兴 ⌬trsH ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH 2-methyl-2-butanol 共302–410兲 共298–393兲 共84–301兲 共84–301兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1997LOH/JOH兴 204.2 53.2⫾ 0.1 59.9 49.6 53.6 50.2 52.9 298 260 332 294 319 298 51.2 49.8 53.9 58.5 56.1 54.1 43.4 56.7 345 353 332 264 322 298 317 313 0.93 1.54 0.66 2.24 0.9 2.0 1.96 0.17 4.46 146.4 149.9 214.4 262.7 145.8 264.7 146 213 264 EB A C A A A C 关1988PES/SHV, 2001KUL/VER兴 关1987STE/MAL兴 关1984SAC/MAR兴 关1975CAB/CON2兴 关1973WIL/ZWO兴 关1963MCC/LAI兴 关1994AUC/BUR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1979THO/MEA兴 关1973WIL/ZWO兴 关1963MCC/LAI兴 关1957EAS/HAR, 1984BOU/FRI兴 关1984BOU/FRI, 1935BUT/RAM兴 AC 关2008TON/TAN兴 AC 关2007STR/RUZ2兴 关1996DOM/HEA, 1933PAR/HUF兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-175 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12O C5H12O C5H12O C5H12O C5H12O2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共303–373兲 共274–306兲 共323–373兲 共308–375兲 51.2 51.5⫾ 0.3 50.5 47.3 50.2⫾ 0.3 49.0 45.8 50.1⫾ 0.2 48.4⫾ 0.2 46.4⫾ 0.2 44.2⫾ 0.1 42.0⫾ 0.1 40.3⫾ 0.1 52.8 49.2 48.5 318 298 298 323 298 295 338 298 313 328 343 358 368 313 298 313 共280–375兲 共323–376兲 共298–375兲 共298–364兲 Method EB GS CGC EB A A C C C C C C C Reference 关2009GIE/KOS兴 关2001KUL/VER兴 关1995CHI/HOS兴 关1994AUC/BUR兴 关1988PES/SHV, 2001KUL/VER兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1973WIL/ZWO兴 关1963MCC/LAI兴 关1935BUT/RAM兴 关123-51-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-methyl-1-butanol 共348–404兲 共323–373兲 共325–385兲 共303–412兲 49.8 55.3 47.2 57.1 55.2⫾ 0.2 54.2⫾ 0.2 52.9⫾ 0.2 51.4⫾ 0.2 49.7⫾ 0.2 56.5 54.3 363 298 340 318 303 313 328 343 358 313 298 关598-75-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-methyl-2-butanol 共280–301兲 51.6⫾ 0.3 共280–375兲 49.0 共298–384兲 52.7 51.7 298 295 313 298 GS A C 关2001KUL/VER兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1963MCC/LAI兴 关598-75-4兴 ⌬ vH 共dl兲 3-methyl-2-butanol 共293–385兲 46.4 308 A 关1987STE/MAL兴 关75-84-3兴 ⌬trsH ⌬fusH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH 2,2-dimethyl-1-propanol 共10–370兲 4.1 共10–370兲 2.9 3.87 4.14 3.73 4.6 3.5 4.46 4.06 233.3 328.2 329.8 235.4 329.8 242.1 328.1 242 325 AC 关2007STR/RUZ2兴 关2003CEN/RUZ兴 ⌬ vH ⌬ vH C5H12O2 Compound 共298–426兲 共274–312兲 共330–387兲 CGC C C C C C C 关2008LLA/MON兴 关1995CHI/HOS兴 关1994AUC/BUR兴 关1987STE/MAL兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1973WIL/ZWO兴 关1963MCC/LAI兴 关1999SAL/LOP兴 DSC 关1996GRA兴 关1970MER/BRE兴 51.8⫾ 0.3 47.5 298 345 GS,B A 关2001KUL/VER兴 关1987STE/MAL兴 关5137-45-1兴 ⌬ vH 1-ethoxy-2-methoxyethane 39.8⫾ 0.1 298 C 关1970KUS/WAD兴 关77-76-9兴 ⌬ vH 2,2-dimethoxypropane 共272–301兲 37.6⫾ 0.4 298 GS 关2002VER兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-176 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H12O2 C5H12O2 C5H12O2 C5H12O2 C5H12O2 C5H12O2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH 共272–301兲 共299–348兲 共292–357兲 38.2⫾ 0.4 35.3 33.4⫾ 0.2 324 325 关109-59-1兴 ⌬ vH ⌬ vH 2-isopropoxyethanol 50.1⫾ 0.1 共341–413兲 45.1 关2807-30-9兴 ⌬ vH ⌬ vH 2-propoxyethanol 关462-95-3兴 ⌬ vH ⌬ vH 298 356 C A 关1971MOR兴 关1987STE/MAL, 1957DYK/SEP, 1972DYK兴 298 365 C A 关1971KUS/WAD兴 关1987STE/MAL, 1957DYK/SEP, 1972DYK兴 formaldehyde diethyl acetal 共diethoxymethane兲 共273–361兲 36.1 288 35.7⫾ 0.2 298 A C 关1987STE/MAL兴 关1969MAN兴 关684-84-4兴 ⌬ vH 2-methyl-1,3-butanediol 共399–561兲 62.4 414 A 关1987STE/MAL兴 关2568-33-4兴 ⌬ vH 3-methyl-1,3-butanediol 共346–475兲 60.3 361 A 关1987STE/MAL兴 关126-30-7兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬trsH ⌬fusH ⌬fusH 2,2-dimethyl-1,3-propanediol 12.33 4.55 共78–410兲 14.78 共78–410兲 7.52 12.24 4.23 共15–340兲 0.18 共15–340兲 12.5 0.18 12.43 4.34 13.8 12.52 12.8 4.3 4.6 315.1 401.2 314.3 402.4 315.1 401.6 60.4 314.5 60.4 314.4 402.8 315.2 314.5 315.2 402.5 403.2 DSC 关2009SIN/MUR兴 AC 关2007TON/TAN兴 DSC 关2006DIV/CHE兴 AC 关2001KAM/SUE兴 DSC 关1999SAL/LOP兴 AC 关1999SUG兴 DSC 关1996GRA兴 关1973FRA/KRZ, 1994LOP/VAN兴 (cryst) (plastic) (plastic) (cryst) 共350–422兲 共294–311兲 共319–333兲 共400–480兲 关5343-92-0兴 ⌬ vH 1,2-pentanediol 共289–345兲 关111-29-5兴 ⌬fusH 1,5-pentanediol ⌬ vH ⌬ vH C5H12O2 Reference 关1998VER/PEN兴 关1994WIB/MOR兴 关1988BAG/GUR兴 ⌬ vH C5H12O2 Method GS EB ⌬subH ⌬subH ⌬subH ⌬subH C5H12O2 Compound 关625-69-4兴 ⌬ vH 共391–479兲 2,4-pentanediol 共297–347兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 52.1⫾ 0.1 46.3 85⫾ 2 75⫾ 2 75.5⫾ 3.8 87.6⫾ 4.4 368 350 C C 关1995FON/MUN兴 关1995FON/MUN兴 关1994FON/MUN2, 1994FON/MUN兴 关1994FON/MUN2, 1994FON/MUN兴 79.4 415 A 关1987STE/MAL兴 74.6⫾ 0.3 298 GS 关2004VER2兴 15.72 248 86.8⫾ 0.5 78.6 298 406 C A 关1988KNA/SAB, 1990KNA/SAB2兴 关1987STE/MAL兴 72.5⫾ 0.3 298 GS 关2007VER兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-177 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H12O2S Enthalpy 关14094-12-3兴 ⌬fusH Compound Temp 共K兲 Range tert-butyl methyl sulfone 24.69 ⌬subH C5H12O3 C5H12O3 C5H12O3 C5H12O3 C5H12O4 关111-77-3兴 ⌬ vH diethylene glycol, methyl ether 共385–466兲 51.9 400 关14642-48-9兴 ⌬ vH 2,3,4-pentanetriol 共428–600兲 443 关77-85-0兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH 2-hydroxymethyl-2-methyl-1,3-propanediol 20.94 356.7 4.72 474.4 23.17 354 5.38 470 21.1 357.4 4.8 472.4 共18–375兲 21.2 358.2 共353–483兲 4.7 473.7 84.2⫾ 4.2 109.2⫾ 5.5 关1850-14-2兴 ⌬ vH tetramethoxymethane 共304–387兲 41.2 关115-77-5兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH pentaerythritol 43.93 7.11 41.2 5.3 40.5 4.6 共441–460兲 共465–477兲 共418–455兲 共397–410兲 共379–408兲 ⌬ vH 关488-82-4兴 ⌬fusH ⌬fusH ⌬subH 关1961BUS/IVI兴 134⫾ 7 96⫾ 9 131.3⫾ 6.6 161⫾ 1.0 163.0 131.4 143.9⫾ 0.8 关1983VAN/KAC兴 319 311 共418–465兲 A 460.4 538.7 459.7 532.3 458.3 513.2 403 437 298 关1987STE/MAL, 1957DYK/SEP, 1972DYK兴 关1947STU兴 关1999SAL/LOP兴 关1996DOM/HEA兴 DSC AC DSC C C 关1996GRA兴 关1990SUE/MAT兴 关1994FON/MUN兴 关1994FON/MUN兴 关1980THO/SMI兴 319 1,2,3,4,5-pentahydroxypentane 共adonitol兲 36.42 369.1 35.5 375.0 37.6 374.7 ⌬subH C5H12O5 78.9 Reference 关UR/MAC, 1970COX/PIL兴 tert-butyldioxymethanol 59.6⫾ 2.4 关488-81-3兴 ⌬fusH ⌬fusH ⌬fusH Method 357.6 关17742-78-8兴 ⌬ vH ⌬subH (cryst) ⌬subH (plastic) ⌬subH ⌬subH ⌬subH ⌬subH (tetragonal) ⌬subH C5H12O5 Tm 共K兲 82.4⫾ 2.5 ⌬subH (plastic) ⌬subH (cryst) C5H12O4 ⌬transHm 共kJ mol−1兲 关1996DOM/HEA兴 DSC DSC 关1996GRA兴 关1990BAR/DEL兴 关1990BAR/DEL兴 ME ME 关1995FON/MUN兴 关1995FON/MUN兴 关1994FON/MUN兴 关1990BAR/DEL兴 关1990BAR/DEL兴 关1951NIT/SEK2, 1960JON兴 关1953BRA/COT, 1960JON兴 AC DSC DSC 关2010TON/YU兴 关2003CAR/DES兴 关1990BAR/DEL, 1996DOM/HEA兴 C TE 161.0 298 B 关1990BAR/DEL兴 111.1⫾ 1.5 443 TE 关1990BAR/DEL兴 1,2,3,4,5-pentahydroxypentane 共D-arabinitol兲 38.8 376.0 38.9 379.4 160.0 298 DSC DSC B 关2003CAR/DES兴 关1990BAR/DEL, 1990DOM/HEA兴 关1990BAR/DEL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-178 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H12O5 C5H12O5 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共414–461兲 110.1⫾ 1.5 1,2,3,4,5-pentahydroxypentane 共L-arabinitol兲 43.2 374.0 关87-99-0兴 ⌬fusH ⌬fusH ⌬fusH xylitol ⌬ vH C5H12S C5H12S 33.26 37.7 37.4 C5H12S TE 关1990BAR/DEL兴 DSC 关2003CAR/DES兴 DSC DSC 关2007TON/TAN2兴 关2003CAR/DES兴 关1996DOM/HEA, 1990BAR/DEL兴 161 298 B 关1990BAR/DEL兴 111.1⫾ 0.8 433 TE 关1990BAR/DEL兴 303 关1999DYK/SVO兴 关5008-69-5兴 ⌬ vH 4-methyl-2-thiapentane 共288–411兲 36.9 303 关1999DYK/SVO兴 关628-29-5兴 ⌬fusH butyl methyl sulfide 175.6 关1985DEA兴 关6163-64-0兴 ⌬fusH 12.45 共297–423兲 共301–330兲 共296–325兲 共343–436兲 40.4 35.3 40.5 41.0 40.9⫾ 0.8 38.1 38.0 methyl tert-butyl sulfide 8.41 共245–352兲 共276–397兲 共305–411兲 34.2 36.5 35.9 35.1 关5145-99-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl isopropyl sulfide 共284–406兲 38.1 37.8 38.5 37.9⫾ 0.8 共296–325兲 38.1 共319–391兲 36.3 关4110-50-3兴 ⌬fusH ethyl propyl sulfide ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12S Reference 3-methyl-2-thiapentane 共288–418兲 38.5 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12S 共406–460兲 369 368.0 365.7 Method 关10359-64-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12S 440 关7643-75-6兴 ⌬fusH ⌬subH C5H12S Tm 共K兲 关110-66-7兴 ⌬fusH ⌬ vH 共293–418兲 共331–398兲 312 315 298 298 298 313 358 A GC EB A,EB 关1999DYK/SVO兴 关1987STE/MAL兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1964GUB/FER兴 关1962MAC/MAY2兴 关1987STE/MAL, 1961MCC/FIN, 1966OSB/DOU兴 190.8 关1996DOM/HEA兴 298 291 298 320 关2004SAW/MOK兴 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1962SCO/GOO, 1966OSB/DOU兴 299 298 298 298 313 334 A,EB GC EB A,EB 关1999DYK/SVO兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1964MAC/MCC兴 关1962MAC/MAY2兴 关1987STE/MAL, 1952WHI/BER兴 10.58 156.1 关1996DOM/HEA兴 39.8 40 39.5 37.8 308 298 298 346 关1999DYK/SVO兴 关1981SHI/SAI兴 关1981HOS/SCO兴 关1987STE/MAL, 1952WHI/BER兴 17.53 197.5 关1996DOM/HEA兴 40.6 315 关1999DYK/SVO兴 C A,EB 1-pentanethiol 共300–426兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-179 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共347–440兲 41.1 37.1⫾ 0.1 36.4⫾ 0.1 34.9⫾ 0.1 38.1 298 356 376 400 362 C C C A,EB 关2084-19-7兴 ⌬ vH ⌬ vH 2-pentanethiol 共287–412兲 共347–435兲 38.4 37.8 302 361 A 关616-31-9兴 ⌬ vH 3-pentanethiol 共288–413兲 38.3 303 关1999DYK/SVO兴 关1878-18-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methyl-1-butanethiol 共293–418兲 39.2 39.9⫾ 0.1 39.7 共324–432兲 37.6 308 298 298 339 关1999DYK/SVO兴 关1972GOO, 1966OSB/DOU兴 关1971WIL/ZWO兴 关1987STE/MAL, 1966OSB/DOU兴 关541-31-1兴 ⌬fusH 3-methyl-1-butanethiol 7.41 139.6 关1996DOM/HEA兴 39.3 39.7 39.9⫾ 0.1 37.7 307 298 298 338 A,EB 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 关1679-09-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methyl-2-butanethiol 共276–398兲 36.3 35.6 共320–411兲 34.3 33.8⫾ 0.1 32.7⫾ 0.1 31.4⫾ 0.1 291 298 335 330 350 372 A,EB C C C 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1962SCO/DOU兴 关1962SCO/DOU兴 关1962SCO/DOU兴 关1962SCO/DOU兴 关2084-18-6兴 ⌬trsH ⌬fusH 3-methyl-2-butanethiol 7.06 共12–370兲 0.61 144.5 146.1 关1996DOM/HEA, 1974MES/FIN兴 37.7 37.5⫾ 0.1 37.7 36.2 300 298 298 330 A,EB 关1999DYK/SVO兴 关1972GOO, 1966OSB/DOU兴 关1971WIL/ZWO兴 关1987STE/MAL, 1966OSB/DOU兴 关1679-08-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2-dimethyl-1-propanethiol 共280–403兲 36.9 36.4⫾ 0.1 36.8 共292–416兲 36.2 共213–415兲 42.1 295 298 298 307 230 A,EB EB,IP 关1999DYK/SVO兴 关1972GOO, 1966OSB/DOU兴 关1971WIL/ZWO兴 关1987STE/MAL, 1966OSB/DOU兴 关1966OSB/DOU兴 关928-98-3兴 ⌬ vH ⌬ vH 1,5-pentanedithiol 共363–491兲 关5395-75-5兴 ⌬ vH 3,5-dithiaheptane 关53966-36-2兴 ethyl isopropyl disulfide Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12S C5H12S C5H12S C5H12S ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12S C5H12S ⌬ vH ⌬ vH ⌬ vH ⌬ vH C5H12S C5H12S2 C5H12S2 C5H12S2 Compound 共292–418兲 共323–431兲 共285–409兲 共315–422兲 Method A,EB Reference 关1971WIL/ZWO兴 关1965FIN/HOS兴 关1965FIN/HOS兴 关1965FIN/HOS兴 关1987STE/MAL, 1952FIN/SCO, 1966OSB/DOU兴 关1999DYK/SVO兴 关1987STE/MAL兴 51.6 59.3 378 298 A 关1987STE/MAL, 1999DYK/SVO兴 关1962MAN/SUN兴 50.8⫾ 0.2 298 C 关1974MAN4兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-180 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C5H12S2 C5H12S4 C5H13N C5H13N C5H13N C5H13N C5H13N C5H13NO C5H13NO2 C5H13NO2S C5H13NS C5H13N3 C5H13O3P Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共369–426兲 共363–427兲 42.5 42.9 384 378 A,EB 关30453-31-7兴 ⌬ vH ethyl propyl disulfide 共373–414兲 44.0 388 A,EB 关6156-25-8兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH tetra共methylthia兲methane 共13–360兲 7.09 共13–360兲 7.29 共13–360兲 3.31 6.11 7.61 4.14 296.2 318.8 338.9 296.4 318.7 338.7 关19961-27-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-ethylisopropylamine 33.1⫾ 0.1 32.1⫾ 0.1 31.0⫾ 0.1 28.8⫾ 0.1 共303–342兲 33.4 298 313 328 358 318 C C C C EB 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关616-39-7兴 ⌬ vH N,N-diethylmethylamine 共283–339兲 31.8 298 A 关1987STE/MAL兴 关110-68-9兴 ⌬ vH N-methylbutylamine 共283–313兲 38.1 298 A 关1987STE/MAL兴 关14610-37-8兴 ⌬ vH tert-butylmethylamine 共270–288兲 32.3⫾ 1.4 297 关110-58-7兴 ⌬ vH ⌬ vH ⌬ vH pentylamine 共322–378兲 共298–417兲 40.9 39.0 40.1⫾ 0.1 298 313 298 EB A C 关2004ANT/GAL兴 关1987STE/MAL, 1972DYK兴 关1969WAD兴 关110-73-6兴 ⌬ vH 2-共ethylamino兲ethanol 共282–321兲 61.0⫾ 0.4 298 GS 关2005KAP/SLO兴 关105-59-9兴 ⌬ vH ⌬ vH N-methyl diethanolamine 共409–435兲 71.5 共390–520兲 73.0 422 405 EB A 关2008KIM/SVE兴 关1987STE/MAL兴 关2374-61-0兴 ⌬ vH N,N-diethyl methanesulfonamide 共384–528兲 52.1 399 A 关1987STE/MAL兴 关na兴 ⌬ vH N-methyl-tert-butylsulfenamide 共329–397兲 41.9 364 关80-70-6兴 ⌬ vH 1,1,3,3-tetramethylquanidine 46.9 关683-08-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH diethyl methylphosphonate 共253–465兲 60.6 共253–465兲 57.2 共253–465兲 55.9 共253–465兲 54.7 共253–465兲 53.4 共253–465兲 51.2 共343–402兲 51.8 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Tm 共K兲 Method AC Reference 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 关1987STE/MAL, 1952WHI/BER, 1999DYK/SVO兴 关1998SOR/KIM兴 关1996DOM/HEA兴 关1997VER兴 关1999DYK/SVO兴 关1967AND/HAM兴 253 283 298 313 333 373 358 GS GS GS GS GS GS A 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关1987STE/MAL, 1972DYK兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-181 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C5H14NP C5H14N2 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1956NEA/WIL, 1982PIL/SKI兴 56.5⫾ 4.2 关na兴 ⌬ vH trimethylphosphine-N-ethylimine 61.5⫾ 4.2 关1960CLA/FOW, 1982PIL/SKI兴 关111-33-1兴 ⌬fusH N,N-dimethyl-1,3-propanediamine 12.38 194.4 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH 共303–366兲 共303–408兲 45.7 42.0 52.7 318 318 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1977VAS/KOT兴 关51-80-9兴 ⌬ vH bis共dimethylamino兲methane 共273–348兲 32.3 关462-94-2兴 ⌬fusH pentane-1,5-diamine 关7328-91-8兴 ⌬trsH ⌬fusH 2,2-dimethyl-1,3-diaminopropane 14.7 1.7 194.2 301.7 关344-04-7兴 ⌬ vH ⌬ vH ⌬ vH bromopentafluorobenzene 共400–522兲 38.2 共283–348兲 43.1⫾ 0.2 共414–522兲 38.0 415 298 429 C6BrF15N2S 关62977-74-6兴 ⌬ vH bis关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴diimidosulfurylbromide fluoride 41.0 476 I 关1977KIT/SHR2兴 C6Br6 关87-82-1兴 ⌬fusH hexabromobenzene C6ClF15N2S 关62977-72-4兴 ⌬ vH bis关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴diimidosulfurylchloride fluoride 37.2 458 I 关1977KIT/SHR2兴 C6ClF5 关344-07-0兴 ⌬trsH ⌬trsH ⌬fusH chloropentafluorobenzene 3.64 0.98 8.36 C5H14N2 C5H14N2 C5H14N2 C6BrF5 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 29.82 24.6 共290–550兲 共348–402兲 共307–417兲 共403–547兲 41.3 37.7 40.0 37.7⫾ 0.1 36.4⫾ 0.1 34.8⫾ 0.1 35.2 关1965AYL/PET兴 310 285 DSC 关1996STR/BRA兴 A EB 关1987STE/MAL, 1972DYK兴 关1977KRE/PRI兴 关1969WOO/ADI兴 关2004KUR/MAE2兴 598.8 191 245 257.5 298 363 322 349 369 391 418 关2002DAL/DEL兴 关1996DOM/HEA, 1968AND/COU兴 A A EB 关1991BAS/SVO兴 关1987STE/MAL兴 关1987STE/MAL, 1968AMB兴 关1968AND/COU兴 关1968AND/COU兴 关1968AND/COU兴 关1966EVA/TIL兴 C6ClF13N2 关33757-14-1兴 ⌬ vH 1-chloro-1⬘ , 2 , 2 , 2 , 2⬘ , 2⬘ , 2-heptafluoro-1 , 1⬘-bis共trifluoromethyl兲azoethane 共297–355兲 33.3 312 A 关1987STE/MAL, 1971SWI/ZAB兴 C6ClF14P 关756-17-2兴 ⌬ vH 关na兴 ⌬ vH bis共heptafluoropropyl兲 chlorophosphine 共283–373兲 37.5 328 bis共2-chlorohexafluoroisopropylimino兲 sulfur 43.5 404 关319-88-0兴 ⌬fusH 1,3,5-trichloro-2,4,6-trifluorobenzene 19.83 335 C6Cl2F12N2S C6Cl3F3 ⌬ vH 共364–496兲 49.2 379 关1959EME/SMI兴 I 关1972MET/SHR兴 关1991ACR兴 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-182 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6Cl3F14P C6Cl3N3O6 C6Cl4O2 C6Cl5NO2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共364–550兲 53.8 关2631-68-7兴 ⌬ vH ⌬ vH 1,3,5-trichloro-2,4,6-trinitrobenzene 共503–543兲 68.9 518 共503–543兲 43.2 518 关118-75-2兴 ⌬fusH 2,3,5,6-tetrachloro-1,4-benzoquinone 共chloranil兲 30.87 567.2 C 6F 6 Reference 关1984BOU/FRI, 1991BAS/SVO兴 关1959EME/SMI兴 A 关1987STE/MAL, 1968MAK兴 关1972DYK兴 关1991ACR兴 ⌬subH 共333–356兲 98.7⫾ 8.3 ⌬ vH 共343–435兲 88.5 358 关1947STU兴 pentachloronitrobenzene 18.41 418 关1991ACR兴 关82-68-8兴 ⌬fusH 关118-74-1兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6F5NO2 Method 298 trichloro bis共heptafluoropropyl兲phosphorane 共323–393兲 40.1 358 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C6D10O Tm 共K兲 关na兴 ⌬ vH ⌬subH ⌬subH ⌬subH C6Cl6 Compound QF 关1927COO/COO, 1960JON, 1970COX/PIL兴 96.3⫾ 2.1 93.0⫾ 0.4 94.5⫾ 0.4 298 328 298 C ME ME 关2009RIB/FER6兴 关2009RIB/FER6兴 关2009RIB/FER6兴 25.2 23.85 502 505 DTA 关1991SAB/AN2兴 关1991ACR兴 298 GS 278 337 298 GS C C 共461–506兲 共387–502兲 共314–373兲 共288–318兲 共312–337兲 共369–397兲 96.8⫾ 0.5 105 77.4⫾ 0.8 89.6⫾ 0.2 90.5⫾ 0.2 85.5 62.7 94.7 101.3 79.5⫾ 1.2 92⫾ 8.2 402 344 303 A GS GS 共413–453兲 共258–313兲 共343–453兲 共502–589兲 共387–582兲 74.4⫾ 0.7 76.8 81.3 68.6 68.7 60.5 共317–339兲 共317–339兲 hexachlorobenzene 共358–403兲 共258–313兲 共253–303兲 RG 298 298 398 517 402 GS GC GC GC A 关2007VER/EME兴 关1994LIU/DIC兴 关1994WAN/SHU兴 关1991SAB/AN2兴 关1991SAB/AN2兴 关1989LUB/JAN兴 关1987STE/MAL兴 关1986ROR/SAR, 1997DEL兴 关1980FAR/YAN兴 关1977STE2兴 关1949SEA/HOP2, 1970COX/PIL兴 关2001PUR/CHI兴 关1994SPI/LUI兴 关1994LIU/DIC兴 关1990HIN/BID2兴 关1987STE/MAL兴 关1947STU兴 关51209-49-5兴 ⌬trsH ⌬trsH ⌬fusH cyclohexanone-d10 7.1 0.4 1.19 216.8 219.3 241.5 关1997BUS/HAM兴 关880-76-4兴 ⌬fusH pentafluoronitrobenzene 11.81 250.5 关1996DOM/HEA兴 关392-56-3兴 ⌬fusH hexafluorobenzene 11.59 278.3 关1996DOM/HEA兴 49.2 49.8 46.0 263 253 316 ⌬subH ⌬subH ⌬subH 共215–278兲 共238–268兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A IP,A B 关1987STE/MAL, 1965DOU/OSB兴 关1979SCO/OSB兴 关1965COU/GRE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-183 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共288–333兲 共318–376兲 共403–516兲 共278–354兲 共348–389兲 共384–462兲 共458–517兲 共290–510兲 36.1⫾ 0.1 34.4 31.8 36.5 33.2 32.2 31.8 35.6 35.7 35.7 36.4⫾ 0.1 36.2 32.2 36.5 35.1 35.5 298 333 425 293 363 399 473 298 298 308 298 292 378 293 308 308 共293–323兲 共281–335兲 共278–321兲 共363–516兲 共275–387兲 共293–356兲 共293–358兲 Method EB A A A A C MM EB Reference 关2005DIA/GON兴 关1990AMB/EWI兴 关1988DAV/EWI兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982INV, 1991BAS/SVO兴 关1981HOS/SCO兴 关1980PAT/TOM兴 关1972KRE/PRI兴 关1969FIN兴 关1966EVA/TIL兴 关1965DOU/OSB兴 关1964PAT/PRO兴 关1964PAT/PRO, 1984BOU/FRI兴 关20094-84-2兴 ⌬ vH N-共pentafluorophenyl兲imidosulfuryl fluoride 共309–355兲 45.3 332 关1968GLE/VON兴 关59646-78-5兴 ⌬ vH pentafluorophenoxydifluorophosphine 共310–363兲 42.4 325 关1976FAL/DES兴 关59617-42-4兴 ⌬ vH pentafluorophenoxyphosphoryl difluoride 共323–367兲 46.4 338 关1976FAL/DES兴 关5680-05-7兴 ⌬ vH perfluoro共2-methyl-3-methylenecyclobutene兲 共243–306兲 31.0 258 关355-75-9兴 ⌬ vH perfluorocyclohexene 共277–319兲 31.0 C6F11NO 关52225-58-8兴 ⌬ vH 2,2,3,3,3-pentafluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴propanamide 32.7 338 关1974PET/SHR兴 C6F11NO2S 关77589-41-4兴 ⌬ vH 2,2,3,3,4,4,5,5-octafluoro-1,1,2,3,4,5-hexahydro-1-关共trifluoroacetyl兲imino兴thiophene-1-oxide 33.9 383 关1981ABE/SHR2兴 C6F12 关1805-22-7兴 ⌬ vH perfluoromethylcyclopentane 30.68 298 EB 关1998EWI/SAN兴 关355-68-0兴 ⌬subH ⌬subH perfluorocyclohexane 共252–326兲 36.4 共293–333兲 36.2 267 313 A 关1987STE/MAL, 1967CRO/TAY兴 关1957ROW/THA兴 C6F7NOS C6F7OP C 6F 7O 2P C 6F 8 C6F10 C6F12 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共373–457兲 共350–451兲 共274–322兲 共336–394兲 28.0 28.1 36.0 29.6 A,I 关1979PRI/SAP兴 298 388 365 298 351 关1987STE/MAL, 1966BAN/BAR兴 A 关1988DAV/EWI兴 关1987STE/MAL兴 关1979PRI/SAP兴 关1957MCC/DOU, 1984BOU/FRI兴 关2994-71-0兴 ⌬ vH perfluoro共1,2-dimethylcyclobutane兲 共242–318兲 32.1 257 关19451-96-8兴 ⌬ vH N,N,N,N-tetrakis共trifluoromethyl兲-1,2-ethynylenediamine 共305–328兲 32.1 316 A C6F12N2OS 关34619-84-6兴 ⌬ vH 1,1,1,3,3,3-hexafluoro-2-isocyanato-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴-2-propanamine 39.3 375 I 关1972SWI/BAB兴 C6F12N2O2S 关62609-66-9兴 ⌬ vH 1,1,1-trifluoro-N⬘-共trifluoroacetyl兲-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴methanesulfonimidamide 32.6 404 I 关1977KIT/SHR兴 C6F12 C6F12N2 A 关1987STE/MAL兴 关1987STE/MAL, 1968HAS/TIP兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-184 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C6F12N2S 关31340-33-7兴 ⌬ vH bis关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidene兴sulfoxylic diamide 40.6 391 I 关1972SWI/BAB兴 C6F12N2S2 关38005-16-2兴 ⌬ vH bis共hexafluoroisopropylidenimino兲 disulfide 46 417 关788-40-9兴 ⌬ vH ⌬ vH perfluoro共methoxycyclopentane兲 共246–330兲 38.6 30.3 C6F12O2 关24165-10-4兴 ⌬ vH ⌬ vH trifluoroacetic acid, 2,2,2-trifluoro-1,1-bis共trifluoromethyl兲 ethyl ester 共264–298兲 34.3 279 A 关1987STE/MAL, 1975WAL/DES2兴 33.1 329 HG 关1973MAJ/SHR兴 C6F12O4 关55100-93-1兴 ⌬ vH carbonoperoxoic acid, O-关2,2,2-trifluoro-1,1-bis共trifluoromethyl兲ethyl-O,O-共trifluoromethyl兲 ester ester 共273–315兲 33.5 288 A 关1987STE/MAL, 1975WAL/DES2兴 C6F13NS 关53120-07-9兴 ⌬ vH 2,2,2-trifluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴ethanimidothioic acid, trifluoromethyl ester 35.3 360 关1975PET/SHR兴 C6F14 关355-42-0兴 ⌬trsH ⌬fusH perfluorohexane C6F12O ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6F14 关335-04-4兴 ⌬ vH ⌬ vH ⌬ vH 共289–333兲 共261–334兲 共285–340兲 共433–449兲 共303–330兲 共284–342兲 261 330 0.97 6.84 103 185 32.5⫾ 0.1 34.4 31.4 33.4 31.5 32.4 298 276 298 441 316 298 perfluoro-2-methylpentane 共280–340兲 31.4 共253–329兲 34.5 共277–341兲 298 268 I 关1972MET/SHR兴 A 关1987STE/MAL, 1972DYK兴 关1957POR/CAD兴 关1996DOM/HEA, 1986STA兴 A A A 关2005DIA/GON兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1978MOU兴 关1958DUN/MUR, 1984BOU/FRI兴 关1952STI/CAD兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1967CRO/TAY, 1984BOU/FRI兴 关1952STI/CAD, 1984BOU/FRI兴 32.5 292 关865-71-4兴 ⌬ vH perfluoro-3-methylpentane 共282–333兲 30.8 297 A 关1987STE/MAL兴 关354-96-1兴 ⌬ vH ⌬ vH perfluoro-2,3-dimethylbutane 共260–340兲 31.6 共262–333兲 33.0 298 277 A 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1967CRO/TAY, 1984BOU/FRI兴 关756-18-3兴 ⌬ vH bis共heptafluoropropyl兲 iodophosphine 共273–353兲 41.6 313 C6F14N2S 关34451-12-2兴 ⌬ vH bis关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴 sulfur diimide 共325–378兲 38.5 340 A 关1987STE/MAL, 1972SWI/SHR兴 C6F14O 关356-62-7兴 ⌬ vH perfluorodipropyl ether 共306–327兲 31.2⫾ 0.4 关359-70-6兴 ⌬trsH ⌬fusH perfluorotriethylamine C6F14 C6F14 C6F14IP C6F15N ⌬ vH ⌬ vH ⌬ vH 1.56 5.56 共297–343兲 共320–334兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 34.0⫾ 0.4 34.2⫾ 0.1 32.8 298 关1959EME/SMI兴 EB 146.4 156.2 298 298 327 关1989VAR/PAS兴 关1996DOM/HEA兴 EB C A 关1995VAR/DRO兴 关1995VAR/DRO兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-185 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共317–349兲 32.9 Tm 共K兲 332 Method A Reference 关1987STE/MAL兴 C6F15NO 关54566-82-4兴 ⌬ vH 1,1,1,2,3,3,3,-heptafluoro-N-共pentafluoroethyl兲-N-共trifluoromethyl兲-2-propanamine 27.1 338 关1975PET/SHR2兴 C6F15O4S2 关63441-15-6兴 ⌬ vH 2,2,4,4-tetrafluoro-1,1,3,3-tetrahydro-1,1,3,3-tetrakis共trifluoromethoxy兲-1,3-dithietane 37.2 404 I 关1977KIT/SHR3兴 C6F16N2S 关59617-31-1兴 ⌬ vH bis关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴diimidosulfuryl fluoride 35.8 关1976STA/MEW兴 C6F16S 关1423-18-3兴 ⌬ vH difluoro bis关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴 sulfur 共273–383兲 36.6 328 A 关1987STE/MAL, 1999DYK/SVO兴 C6F18NP3 关na兴 ⌬subH nitrilo tris关bis共trifluoromethyl兲phosphine兴 共273–309兲 68.4 291 关1965BUR/HEN兴 关na兴 ⌬ vH phosphorous tris关bis共trifluoromethyl兲nitroxide兴 difluoride 39.3 421 关1973WAN/SHR兴 关16419-78-6兴 ⌬subH ⌬subH dicyanobutadiyne 共294–335兲 共295–335兲 C6F20N3O3P C 6N 2 ⌬ vH C 6N 4 关670-54-2兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH 共341–369兲 34.4 35.9 309 315 A I 关1987STE/MAL兴 关1957SAG兴 30.2 355 A 关1987STE/MAL, 1957SAG兴 24.92 472.2 tetracyanoethylene 共333–371兲 共290–312兲 81.4 84.3 81.2⫾ 5.9 78.0 348 302 350 关1991RAD/RAD兴 A TE,ME GS 关1987STE/MAL兴 关1983DEW/VAN兴 关1963BOY, 1970COX/PIL兴 关1958LOO/DOW兴 关na兴 ⌬subH benzotrifurazan 共303–333兲 95.8⫾ 3.8 关1999MAT/PEP兴 关na兴 ⌬subH benzotrifuroxan 共363–433兲 172.0⫾ 2.5 关1999MAT/PEP兴 关19451-95-7兴 ⌬fusH 4 , 4⬙-dinitro-3 , 3⬘ : 4⬘ , 3⬙-ter-1,2,5-oxadiazole-2⬘-oxide 93.83 381.9 C6HBrF12N2 关19451-95-7兴 ⌬ vH trans 1-bromo-N , N , N⬘ , N⬘-tetrakis共trifluoromethyl兲vinylenediamine 共348–371兲 32.3 359 A 关1987STE/MAL, 1968FRE/TIP兴 C6HBr5O 关608-71-9兴 ⌬fusH ⌬trsH ⌬fusH pentabromophenol C6HClF11NO 关52225-62-4兴 ⌬ vH N-关1-chloro-2,2,2-trifluoro-1-共trifluoromethyl兲ethyl兴-2,2,3,3,3-pentafluoropropanamide 40.8 381 关1974PET/SHR兴 C6HCl2N3O6 关1630-09-7兴 ⌬ vH ⌬ vH 1,3-dichloro-2,4,6-trinitrobenzene 共504–563兲 46.9 共504–533兲 80.4 519 A 关1987STE/MAL, 1972DYK兴 关1968MAK兴 关2106-54-9兴 ⌬ vH octafluoro-3,5,6-trichlorohexanoic acid 共373–505兲 64.2 388 A 关1987STE/MAL, 1972DYK, 1957BAR/SEF兴 C 6N 6O 3 C 6N 6O 6 C 6N 8O 8 C6HCl3F8O2 27.6 11.29 19.14 关2004GEN/PEI兴 关2004KUR/MAE兴 469.8 441.5 502 关1995WOJ/TOU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-186 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6HCl3O2 C6HCl4NO2 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关634-85-5兴 ⌬subH trichloro-1,4-benzoquinone 共301–327兲 88.7⫾ 8.3 关117-18-0兴 ⌬fusH 1,2,4,5-tetrachloro-3-nitrobenzene 19.46 ⌬subH C6HCl5 关608-93-5兴 ⌬fusH 91.3⫾ 2.5 C6HCl5O 关87-86-5兴 ⌬fusH ⌬subH ⌬subH ⌬ vH C6HF5 关363-72-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6HF5O 关771-61-9兴 ⌬trsH ⌬fusH 373.3 298 Method Reference QF 关1927COO/COO, 1960JON, 1970COX/PIL兴 DSC 关1991ACR, 1990DON/DRE兴 C 关2009RIB/FER6兴 pentachlorobenzene 20.6 ⌬subH ⌬ vH ⌬ vH ⌬ vH Tm 共K兲 共413–453兲 共371–549兲 关1991ACR兴 357.7 关1991SAB/AN2兴 87.1⫾ 0.4 298 C 66.0 67.7 62.1 357 298 386 GC A 462.5 298 GS 关1991ACR, 1995WOJ/TOU兴 关2007VER/EME兴 关UR/STU, 1970COX/PIL兴 A 关1987STE/MAL, 1972DYK兴 关1999ROH/RUZ兴 关1994SPI/LUI兴 关1987STE/MAL, 1947STU兴 pentachlorophenol 共348–403兲 17.15 91.6⫾ 0.5 67.4⫾ 2.1 共463–507兲 69.0 478 10.88 225.7 33.5 32.6 32.2 36.2 34.8 32.0 35.7 373 408 488 298 337 388 313 1.16 16.41 287 310.6 pentafluorobenzene 共358–397兲 共393–479兲 共473–531兲 共290–510兲 共322–368兲 共373–530兲 共298–358兲 关1991ACR兴 A A A A EB 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982INV, 1991BAS/SVO兴 关1987STE/MAL, 1968AMB兴 关1966EVA/TIL兴 关1964PAT/PRO, 1984BOU/FRI兴 pentafluorophenol ⌬subH 共273–299兲 67.4⫾ 1.7 ⌬ vH ⌬ vH 共323–455兲 共378–428兲 52.2⫾ 0.4 44.2 298 393 关1968AND/COU兴 GS 关1969COX/GUN, 1970COX/PIL兴 EB A 关1997STE/CHI2兴 关1987STE/MAL, 1968AMB兴 C6HF12NO 关52225-64-6兴 ⌬ vH 2,2,3,3,3-pentafluoro-N-关1,2,2,-tetrafluoro-1-共trifluoromethyl兲ethyl兴propanamide 41.3 368 关1974PET/SHR兴 C6HF12NOS 关62067-08-7兴 ⌬ vH 2,2,2-trifluoro-N-关共trifluoromethyl兲thio兴ethanimidic acid, 2,2,2-trifluoro-1-共trifluoromethyl兲ethyl ether 33.6 364 I 关1977BUR/SHR2兴 C6H2BrCl3O 关na兴 ⌬ vH 3-bromo-2,4,6-trichlorophenol 共385–579兲 67.1 400 关636-28-2兴 ⌬fusH ⌬trsH ⌬fusH 1,2,4,5-tetrabromobenzene 24.4 0.34 27.88 454.5 306.8 453.1 关88-88-0兴 ⌬subH ⌬subH 1-chloro-2,4,6-trinitrobenzene 103.8 103.0 C6H2Br4 C6H2ClN3O6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 关1987STE/MAL, 1947STU兴 关2004KUR/MAE2兴 关1996DOM/HEA兴 DSC 关1990HWA/YOS兴 关1950NIT/SEK兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-187 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H2Cl2O2 C6H2Cl3F C6H2Cl3NO2 C6H2Cl3NO2 C6H2Cl4 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共473–543兲 85.4 63.1 C 6H 2F 4 关1927COO/COO, 1960JON, 1970COX/PIL兴 A 关1987STE/MAL兴 关89-69-0兴 ⌬ vH 2,4,5-trichloro-1-nitrobenzene 共427–560兲 56.7 442 A 关1987STE/MAL兴 关18708-70-8兴 ⌬subH ⌬subH ⌬subH 2,4,6-trichloro-1-nitrobenzene 84.3⫾ 1.9 共287–303兲 86.9⫾ 1.1 共287–303兲 86.7⫾ 1.1 298 295 298 C ME ME 关2009RIB/FER6兴 关2009RIB/FER6兴 关2009RIB/FER6兴 关634-66-2兴 ⌬fusH ⌬fusH 1,2,3,4-tetrachlorobenzene 17.0 17.0 319.7 320 DTA 关1991SAB/AN2兴 关1991ACR兴 关1991SAB/AN2兴 关634-90-2兴 ⌬fusH 关95-94-3兴 ⌬fusH ⌬fusH ⌬fusH 共413–453兲 共341–527兲 78.8⫾ 0.2 298 C 60.1 56.7 298 356 GC A 1,2,3,5-tetrachlorobenzene 19.0 共413–453兲 共331–519兲 关1994SPI/LUI兴 关1987STE/MAL, 1947STU兴 关1991ACR兴 323.9 关1991SAB/AN2兴 79.6⫾ 0.3 298 C 60.7 51.1 298 346 GC A 关1994SPI/LUI兴 关1987STE/MAL, 1947STU兴 410.1 412.6 412.2 DSC DTA 关2002RAI/PAN兴 关1991SAB/AN2兴 关1991ACR兴 关1991SAB/AN2兴 1,2,4,5-tetrachlorobenzene 24.4 24.9 24.1 83.2⫾ 0.3 298 C 60.7 52.0 298 434 GC A 关1994SPI/LUI兴 关1987STE/MAL, 1947STU兴 关58-90-2兴 ⌬ vH 2,3,4,6-tetrachlorophenol 共373–548兲 64.8 388 A 关1987STE/MAL, 1947STU兴 关1198-55-6兴 ⌬ vH 3,4,5,6-tetrachloro-1,2-benzenediol 共293–323兲 77.9 308 关87-87-6兴 ⌬subH ⌬subH tetrachlorohydroquinone 共298–359兲 89.0 共333–356兲 88.7 关527-20-8兴 ⌬fusH pentachloroaniline 18.7 505.8 关1991ACR兴 关551-62-2兴 ⌬fusH 1,2,3,4-tetrafluorobenzene 10.93 233.3 关1973AND/MAR兴 298 关1984BOU/FRI, 1991BAS/SVO兴 ⌬ vH ⌬ vH C6H2Cl5N QF 359 ⌬subH C6H2Cl4O2 关1990HWA/YOS兴 关1987STE/MAL, 1968MAK兴 1-fluoro-2,4,6-trichlorobenzene 共344–489兲 41.1 ⌬ vH ⌬ vH C6H2Cl4O2 DSC A 关36556-33-9兴 ⌬ vH ⌬subH C6H2Cl4O Reference 2,6-dichloro-1,4-benzoquinone 共274–315兲 69.9⫾ 8.3 ⌬ vH ⌬ vH C6H2Cl4 488 Method 关697-91-6兴 ⌬subH ⌬subH C6H2Cl4 Tm 共K兲 ⌬ vH 共413–453兲 共419–518兲 共300–390兲 37.5 CGC 313 QF 关1999LEI/WAN2兴 关1987STE/MAL兴 关1927COO/COO, 1960JON兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-188 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 2F 4 C 6H 2F 4 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共300–392兲 36.8 315 A ⌬ vH 共279–323兲 37.0 294 MM 关2367-82-0兴 ⌬fusH 1,2,3,5-tetrafluorobenzene 10.67 Tm 共K兲 Method 共385–416兲 共290–380兲 共287–382兲 32.4 36.0 36.0 400 298 302 A ⌬ vH 共279–323兲 36.0 294 MM 1,2,4,5-tetrafluorobenzene 15.05 277 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共290–390兲 共390–488兲 共488–543兲 共293–390兲 37.2 33.1 32.6 36.8 298 405 503 308 3.94 14.27 287.4 306.8 关1987STE/MAL, 1975AMB/ELL2, 1984BOU/FRI兴 关1987STE/MAL, 1969FIN兴 关1973AND/MAR兴 226.9 ⌬ vH ⌬ vH ⌬ vH 关327-54-8兴 ⌬fusH Reference A 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1975AMB/ELL2, 1984BOU/FRI兴 关1987STE/MAL, 1969FIN兴 关1973AND/MAR兴 A A A 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1975AMB/ELL2, 1984BOU/FRI兴 关771-60-8兴 ⌬trsH ⌬fusH pentafluoroaniline C6H2F12O 关176310-30-8兴 ⌬ vH 1,1,1,2,2,3,3,-heptafluoro-3-共2,2,3,3,3-pentafluoropropoxy兲propane 共288–344兲 34.8 303 I 关2002MUR/YAM兴 C6H2F12O3 关205367-61-9兴 ⌬ vH 1 , 1⬘-oxybis关2-共difluoromethoxy兲-1,1,2,2-tetrafluoroethane兴 共268–283兲 38.5⫾ 0.8 关1999MAR/BAS兴 关53517-89-9兴 ⌬ vH bis共1,1,1,3,3,3-hexafluoro-2-propanol兲 sulfite 42.4 关1975DEM/KOV兴 C6H2F12O4 关249932-26-1兴 ⌬ vH 1,1,3,3,5,5,7,7,8,8,10,10-dodecafluoro-12,4,6,9-tetraoxadecane 共263–381兲 42.3⫾ 0.4 关1999MAR/BAS兴 C6H2F14NP 关na兴 ⌬ vH amino bis共heptafluoropropyl兲phosphine 共293–393兲 38.7 343 关13481-25-9兴 ⌬fusH 2,3-dicyanopyrazine C 6H 2F 5N C6H2F12O3S C 6H 2N 4 19.8 ⌬subH C 6H 2N 4O 6 C6H3BrCl2O C6H3BrCl2O C6H3Br3 C6H3Br3 C6H3Br3NO2 89.1⫾ 2.7 405.1 298 关1996DOM/HEA兴 关1959EME/SMI兴 DSC 关2006MIR/MOR兴 C 关2006MIR/MOR兴 关5128-28-9兴 ⌬fusH 4,6-dinitrobenzofurazan 1-oxide 20.73 452.7 关45524-77-0兴 ⌬ vH 2-bromo-4,6-dichlorophenol 共357–541兲 58.6 372 关1940-42-7兴 ⌬fusH 4-bromo-2,5-dichlorophenol 22.11 343.4 关615-54-3兴 ⌬fusH 1,2,4-tribromobenzene 17.9 317 关2004KUR/MAE2兴 关626-39-1兴 ⌬fusH 1,3,5-tribromobenzene 21.72 395 关2005VAN/VAN兴 关3460-18-2兴 2,5-dibromonitrobenzene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1983RED/MUR兴 A DSC 关1987STE/MAL, 1947STU兴 关1990DON/DRE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-189 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H3Br3O Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH ⌬subH 共302–322兲 共302–322兲 96.8⫾ 0.4 97.0⫾ 0.4 312 298 关118-79-6兴 ⌬fusH ⌬fusH C6H3ClN2O4 20.9 18.52 C6H3ClN2O4 C6H3ClO2 C6H3Cl2NO2 C6H3Cl2NO2 C6H3Cl2NO2 C6H3Cl2NO2 C6H3Cl3 关1987ALL/FIN兴 97.6⫾ 1.1 5-chlorobenzofurazan-1-oxide 81.2⫾ 1.8 298 关97-00-7兴 ⌬fusH 1-chloro-2,4-dinitrobenzene 20.17 325.2 共430–590兲 80.5 445 C 关1996ACR/BOT兴 关1932KUB兴 A 关1987STE/MAL兴 关606-21-3兴 ⌬fusH 2,6-dinitrochlorobenzene 18.95 361.2 关695-99-8兴 ⌬subH chlorobenzoquinone 共264–289兲 69.0⫾ 8.3 276 QF 关611-06-3兴 ⌬subH 2,4-dichloro-1-nitrobenzene 87.8⫾ 1.7 298 C 关2009RIB/FER9兴 关89-61-2兴 ⌬subH 2,5-dichloro-1-nitrobenzene 87.4⫾ 2.4 298 C 关2009RIB/FER9兴 关99-54-7兴 ⌬fusH ⌬fusH 3,4-dichloro-1-nitrobenzene 17.95 17.6 314.1 316 DSC 关2003VER/SCH兴 关1981MAS/OLE兴 关1932KUB兴 关1927COO/COO, 1960JON, 1970COX/PIL兴 ⌬subH ⌬subH 共283–311兲 85.8⫾ 2.5 83.1⫾ 0.6 298 298 C GS 关2009RIB/FER9兴 关2003VER/SCH兴 ⌬ vH ⌬ vH 共316–346兲 共417–515兲 65.2⫾ 0.2 55.5 298 432 GS A 关2003VER/SCH兴 关1987STE/MAL兴 关618-62-2兴 ⌬subH 3,5-dichloro-1-nitrobenzene 83.2⫾ 1.5 298 C 关2009RIB/FER9兴 关120-82-1兴 ⌬subH 1,2,4-trichlorobenzene 共279–298兲 62.3 289 RG 关1949SEA/HOP, 1960JON兴 290 406 298 298 288 326 EB GC C RG 关1999ROH/RUZ兴 关1998ROH/RUZ兴 关1994SPI/LUI兴 关1987YAN/GU兴 关1949SEA/HOP兴 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H3Cl3 关2009RIB/FER8兴 关2009RIB/FER8兴 关2004KUR/MAE兴 关1991ACR兴 367.5 366.2 关17348-69-5兴 ⌬subH ⌬ vH ME ME Reference 2,4,6-tribromophenol ⌬subH C6H3ClN2O2 Method 关87-61-6兴 ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬ vH 共391–490兲 共413–453兲 共279–298兲 共311–486兲 55.8 49.5 57.6 55.5⫾ 0.1 47.0 49.3 1,2,3-trichlorobenzene 20.5 17.25 共258–313兲 共289–303兲 326.9 322.9 72.7 75.1⫾ 0.75 65.7 298 296 54.5 325 DSC 关1991ACR兴 关1990DON/DRE兴 RG 关1994LIU/DIC兴 关1985YAN/GU, 1987YAN/GU兴 关1949SEA/HOP, 1960JON兴 关1999ROH/RUZ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-190 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H3Cl3 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共413–453兲 共258–313兲 共293–383兲 共313–492兲 57.2 54.3 53.5 47.4 关108-70-3兴 ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H3Cl3O 关95-95-4兴 ⌬fusH ⌬ vH C6H3Cl3O Compound 关88-06-2兴 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,3,5-trichlorobenzene 17.56 18.2 共282–301兲 共338–415兲 共413–453兲 共336–482兲 Tm 共K兲 298 308 328 Method GC GC A A Reference 关1994SPI/LUI兴 关1994LIU/DIC兴 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 关2005VAN/VAN兴 关1991ACR兴 335.9 336.7 关1985YAN/GU, 1987YAN/GU兴 关1949SEA/HOP, 1960JON兴 72.7⫾ 0.5 56.5 298 291 50.3⫾ 0.1 51.7 59 48.8 375 337 298 351 DM GC A 关2001BLO/VAN兴 关1999ROH/RUZ兴 关1994SPI/LUI兴 关1987STE/MAL, 1947STU兴 21.59 340.3 DSC 关1990DON/DRE兴 54.5 360 A 关1987STE/MAL, 1947STU兴 298 GS 关2007FRE/OLI兴 359 298 404 298 364 GS GS 关2007VER/EME兴 关2007VER/EME兴 关1995MOK/PAU, 2007VER/EME兴 关1995MOK/PAU, 2007VER/EME兴 关1987STE/MAL, 1947STU兴 RG 2,4,5-trichlorophenol 共345–525兲 2,4,6-trichlorophenol 共299–340兲 82.3⫾ 0.3 共343–375兲 共343–375兲 共344–463兲 共344–463兲 共349–519兲 62.5 67.2⫾ 0.3 58.2 66.1⫾ 0.4 58.8 A 关56961-20-7兴 ⌬ vH 3,4,5-trichloro-1,2-benzenediol 共293–323兲 79.3 308 CGC 关608-94-6兴 ⌬subH ⌬subH trichlorohydroquinone 共298–336兲 101.5 共314–335兲 101.3 313 324 A QF 关3481-20-7兴 ⌬subH 2,3,5,6-tetrachloroaniline 86.0⫾ 2.0 298 C 关2007RIB/AMA3兴 关69045-78-9兴 ⌬fusH 2-chloro-5-共trichloromethyl兲pyridine 共80–345兲 14.5 324.7 AC 关2004KON/TAN兴 关1929-82-4兴 ⌬fusH 2-chloro-6-共trichloromethyl兲pyridine 共13–316兲 20.3 337.8 AC 关1996DOM/HEA兴 关372-38-3兴 ⌬ vH ⌬ vH 1,3,5-trifluorobenzene 共280–320兲 33.9 共279–350兲 34.5 298 294 A,MM 关363-73-5兴 ⌬ vH 2,3,4,6-tetrafluoroaniline 50.4⫾ 0.6 298 C C 6H 3F 9O 2 关42031-16-3兴 ⌬ vH trifluoroacetic acid, 2,2,2-trifluoro-1-methyl-1-共trifluoromethyl兲ethyl ester 33.5 338 HG 关1973MAJ/SHR兴 C 6H 3F 9O 2 关24165-09-1兴 ⌬ vH acetic acid, 2,2,2-trifluoro-1,1-bis共trifluoromethyl兲ethyl ester 共273–328兲 40.1 288 A 关54120-08-0兴 2,2,2-trifluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴ethanimidothioic acid, methyl ester C6H3Cl3O2 C6H3Cl3O2 C6H3Cl4N C6H3Cl4N C6H3Cl4N C 6H 3F 3 C 6H 3F 4N C6H3F10NS J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1999LEI/WAN2兴 关1987STE/MAL兴 关1927COO/COO, 1960JON兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1969FIN, 1972DYK兴 关2007RIB/FER兴 关1987STE/MAL, 1975WAL/DES2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-191 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 31.6 Tm 共K兲 Method Reference 关1975PET/SHR兴 383 C6H3F11O 关176310-29-5兴 ⌬ vH 1,1,1,2,2,3,3-heptafluoro-3-共2,2,3,3-tetrafluoropropoxy兲propane 共288–357兲 37.2 303 I 关2002MUR/YAM兴 C6H3F11O 关181214-74-4兴 ⌬ vH 1,1,1,2,2,3,3,4,4,5,5-undecafluoro-5-methoxypentane 共288–358兲 36.6 303 I C6H3F11O 关203783-56-6兴 ⌬ vH 1,1,1,2,3,3,4,4-octafluoro-4-methoxy-2-共trifluoromethyl兲butane 共288–357兲 36 I 关2002MUR/YAM兴 C6H3F11O 关290-28-8兴 ⌬ vH 1,1,1,2,3,3-hexafluoro-3-共2,2,3,3,3-pentafluoropropoxy兲propane 共293–360兲 38.4 308 I 关2002MUR/YAM兴 C 6H 3N 3O 4 关18771-85-2兴 ⌬subH 4-nitrobenzofurazan-1-oxide 97.3⫾ 1.6 298 C 关1996ACR/BOT兴 关603-13-4兴 ⌬ vH 1,2,3-trinitrobenzene 共523–573兲 60.3 538 A 关1987STE/MAL, 1968MAK, 1972DYK兴 关610-31-1兴 ⌬ vH 1,2,4-trinitrobenzene 共523–573兲 82.6 538 A 关1987STE/MAL, 1968MAK, 1972DYK兴 关99-35-4兴 ⌬trsH ⌬fusH 1,3,5-trinitrobenzene C 6H 3N 3O 6 C 6H 3N 3O 6 C 6H 3N 3O 6 C 6H 3N 3O 7 107.3⫾ 0.6 99.6⫾ 2.1 298 ME ⌬ vH 共475–585兲 70.3 490 A 关88-89-1兴 ⌬fusH 2,4,6-trinitrophenol 共picric acid兲 17.1 共314–406兲 关1996DOM/HEA兴 394.1 298 关1987STE/MAL, 1968MAK, 1972DYK兴 DSC ME 关1990HWA/YOS兴 关1978CUN/PAL兴 87.9 DSC 关1990HWA/YOS兴 共468–598兲 106.4 483 A 关1987STE/MAL兴 Note: The value of 106.4 kJ/ mole from 关1987STE/MAL兴 is likely an enthalpy of sublimation 关82-71-3兴 ⌬fusH 2,4,6-trinitroresorcinol 共styphnic acid兲 33.5 454.8 共325–436兲 120.1 120.8⫾ 1.1 298 92.9 关1996DOM/HEA兴 DSC ME 关1990HWA/YOS兴 关1978CUN/PAL兴 DSC 关1990HWA/YOS兴 关694-80-4兴 ⌬fusH 1-bromo-2-chlorobenzene 12.37 260.6 关1996DOM/HEA兴 关108-37-2兴 ⌬fusH 1-bromo-3-chlorobenzene 12.29 252 关1996DOM/HEA兴 ⌬ vH C6H4BrCl 106.3 105.1⫾ 1.6 关1978CUN/PAL兴 关1950NIT/SEK, 1970COX/PIL兴 ⌬ vH ⌬ vH ⌬ vH C6H4BrCl 关1996DOM/HEA兴 共313–395兲 ⌬subH ⌬subH C6H4BrCl 370 380.3 ⌬subH ⌬subH ⌬subH ⌬subH C 6H 3N 3O 8 1.9 14.81 关2002MUR/YAM兴 关106-39-8兴 ⌬fusH 共252–469兲 52.2 267 A 1-bromo-4-chlorobenzene 共6–350兲 18.4 338 AC 关1987STE/MAL, 1972DYK兴 关2000TOZ/AKU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-192 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 18.76 337.8 ⌬fusH C6H4BrI C6H4BrI C6H4BrI ⌬subH ⌬subH ⌬subH ⌬subH 共294–337兲 ⌬ vH ⌬ vH 共333–470兲 共305–470兲 C6H4BrNO2 C6H4BrNO2 C6H4Br2 C6H4Br2O 348 320 DM TE,ME,DM A 关2000OON/VAN兴 关1998OON/VAN兴 关1998OON/VAN兴 关1961WAL/SMI兴 关1987STE/MAL兴 关1947STU兴 294.2 关1991ACR兴 关591-18-4兴 ⌬fusH 1-bromo-3-iodobenzene 12.16 282.5 关1991ACR兴 关589-87-7兴 ⌬fusH ⌬fusH 1-bromo-4-iodobenzene 19.38 19.13 363.5 363.3 关2001VAN/OON兴 关1991ACR兴 298 298 关577-19-5兴 ⌬subH ⌬subH 2-bromo-1-nitrobenzene 共275–295兲 85.5⫾ 0.3 共275–295兲 85.2⫾ 0.3 285 298 ME ME 关2010RIB/FER4兴 关2010RIB/FER4兴 关585-79-5兴 ⌬subH ⌬subH 3-bromo-1-nitrobenzene 共280–295兲 87.0⫾ 0.5 共280–295兲 86.8⫾ 0.5 287 298 ME ME 关2010RIB/FER4兴 关2010RIB/FER4兴 关586-78-7兴 ⌬subH ⌬subH ⌬subH 4-bromo-1-nitrobenzene 共289–309兲 86.6⫾ 0.6 共289–309兲 86.6⫾ 0.6 共293–303兲 88.3 299 298 303 ME ME ME 关2010RIB/FER4兴 关2010RIB/FER4兴 关1987STE/MAL, 1925SWA/MAC兴 关583-53-9兴 ⌬fusH 1,2-dibromobenzene 关108-36-1兴 ⌬fusH 关106-37-6兴 ⌬fusH ⌬fusH ⌬fusH 共279–355兲 共388–568兲 275 50.1 403 13.21 266.3 48.3 432 18.6 20.39 20.04 357.7 360.5 360.1 关1991ACR兴 A 关1987STE/MAL, 1972DYK兴 1,3-dibromobenzene 共417–500兲 关1991ACR兴 A 关1987STE/MAL兴 1,4-dibromobenzene ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共298–354兲 共278–353兲 共228–347兲 共248–303兲 ⌬ vH 共373–493兲 关615-58-7兴 ⌬fusH 12.61 DM ME,TE,DM 关2000OON/VAN兴 关1998OON/VAN兴 78.53⫾ 0.16 78.5⫾ 0.4 ⌬ vH C6H4Br2 49.1 49.7 298 298 298 316 关1996DOM/HEA兴 1-bromo-2-iodobenzene 14.42 ⌬ vH C6H4Br2 69.34⫾ 0.11 69.3⫾ 0.4 69.1⫾ 0.2 67.9⫾ 0.8 Reference 关583-55-1兴 ⌬fusH ⌬subH ⌬subH C6H4BrNO2 共250–335兲 Method 74.23⫾ 0.11 73.2 73.3⫾ 0.4 73.8 59.8 关2004KUR/MAE2, 2005VAN/VAN兴 关1991ACR兴 298 313 326 288 298 ME ME,GS 49.9 388 A 14.64 313 关2000OON/VAN兴 关1987STE/MAL兴 关1961WAL/SMI兴 关1959STE/GRE兴 关1940ZIB, 1960JON兴 关1987STE/MAL, 1972DYK兴 2,4-dibromophenol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1991ACR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-193 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H4Br3N Enthalpy 关147-82-0兴 ⌬fusH Compound Temp 共K兲 Range C6H4ClF C6H4ClF C6H4ClNO2 C6H4ClNO2 C6H4ClNO2 C6H4ClNO3 Method Reference 25.75 393 DSC 关2006RIB/FER兴 96.7⫾ 1.7 101.1⫾ 1.1 298 C 关2006RIB/FER兴 关1987ALL/FIN兴 A 关1987STE/MAL兴 关625-98-9兴 ⌬ vH 1-chloro-3-fluorobenzene 共273–403兲 37.4 288 关352-33-0兴 ⌬fusH 1-chloro-4-fluorobenzene 13.9 245 关2004CER/PER兴 关352-33-0兴 ⌬fusH 1-chloro-4-iodobenzene 16.1 326.7 关2000VAN/OON兴 ⌬subH ⌬subH ⌬subH 共259–320兲 共303–323兲 ⌬ vH 共333–500兲 关88-73-3兴 ⌬fusH ⌬fusH ⌬fusH 71.86⫾ 0.21 71.9⫾ 0.4 61.1⫾ 0.6 56.5 1-chloro-2-nitrobenzene 18.21 18.11 19.08 298 298 348 DM ME,TE,DM A 关2000OON/VAN兴 关1998OON/VAN兴 关1953EWA, 1960JON兴 关1987STE/MAL兴 关2003VER/SCH兴 关2007STR/RUZ兴 关1981MAS/OLE兴 305.8 305.8 308.2 ⌬subH ⌬subH 共278–305兲 80.9⫾ 1.5 80.8⫾ 0.3 298 298 C GS 关2009RIB/FER7兴 关2003VER/SCH兴 ⌬ vH ⌬ vH 共307–334兲 共420–516兲 60.4⫾ 0.3 52.1 298 435 GS EB 关2003VER/SCH兴 关1984PUT/IVA兴 关121-73-3兴 ⌬fusH ⌬fusH ⌬fusH 1-chloro-3-nitrobenzene 18.65 19.52 19.37 关2003VER/SCH兴 关2007STR/RUZ兴 关1991ACR兴 318 316.9 317.6 ⌬subH ⌬subH ⌬subH 共281–314兲 共275–286兲 82.5⫾ 1.5 81.3⫾ 0.3 74.7⫾ 1.7 298 298 C GS 关2009RIB/FER7兴 关2003VER/SCH兴 关1935TRI, 1938WOL/WEG兴 ⌬ vH ⌬ vH 共319–364兲 共414–506兲 60.2⫾ 0.2 51.5 298 429 GS EB 关2003VER/SCH兴 关1984PUT/IVA兴 关100-00-5兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH 1-chloro-4-nitrobenzene 15.03 16.17 11.85 14.1 355.1 356.1 354.6 357 DSC ⌬subH ⌬subH 共303–339兲 共283–303兲 74.7⫾ 0.1 83.2 298 293 GS ME ⌬ vH 共385–515兲 51.3 400 A 关619-08-9兴 ⌬fusH ⌬subH C6H4ClNO3 Tm 共K兲 2,4,6-tribromoaniline ⌬subH ⌬subH C6H4ClF ⌬transHm 共kJ mol−1兲 关89-64-5兴 ⌬fusH 2-chloro-4-nitrophenol 20.88 99.0⫾ 2.1 4-chloro-2-nitrophenol 22.69 360.3 关2003VER/SCH兴 关1987STE/MAL, 1925SWA/MAC兴 关1987STE/MAL兴 关2007MOR/MIR兴 380.7 298 关2007STR/RUZ兴 关2003VER/SCH兴 关1996DOM/HEA兴 关1981MAS/OLE兴 C 关2007MOR/MIR兴 关2007MOR/MIR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-194 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH C6H4ClNO3 关610-78-6兴 ⌬fusH C6H4ClN3O4 C6H4ClN3O4 C6H4Cl2 298 111.0⫾ 3.3 C Reference 关2007MOR/MIR兴 关2007MOR/MIR兴 399.4 298 C 关2007MOR/MIR兴 5-chloro-6-hydroxynicotinic acid 共457–487兲 149.1⫾ 2.6 共457–487兲 151.3⫾ 2.8 472 298 DSC DSC 关2009SAN/FIG兴 关2009SAN/FIG兴 关3531-19-9兴 ⌬subH ⌬subH 2-chloro-4,6-dinitroaniline 共358–380兲 114.2⫾ 0.5 共358–380兲 115.0⫾ 0.9 369 298 ME ME 关2010RIB/RIB兴 关2010RIB/RIB兴 关5388-62-5兴 ⌬subH ⌬subH 4-chloro-2,6-dinitroaniline 共335–359兲 104.7⫾ 0.4 共335–359兲 105.2⫾ 0.7 347 298 ME ME 关2010RIB/RIB兴 关2010RIB/RIB兴 关95-50-1兴 ⌬fusH ⌬fusH 1,2-dichlorobenzene 255.9 256.5 DSC 关2009WEI/JIN, 2008WEI兴 关1991ACR兴 关541-73-1兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H4Cl2 87.6⫾ 0.9 Method 关54127-63-8兴 ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H4Cl2 Tm 共K兲 4-chloro-3-nitrophenol 25.97 ⌬subH C6H4ClNO3 ⌬transHm 共kJ mol−1兲 关106-46-7兴 ⌬fusH ⌬trsH ⌬trsH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 12.4 12.93 共363–454兲 共256–287兲 共413–453兲 共258–313兲 共373–453兲 共360–450兲 共301–343兲 51.2 44.5 50.8 50.9 51.2 48.5⫾ 0.1 44.0 49.9 50.0 256 376 271 298 298 388 298 322 EB GC GC C A GS 关1999ROH/RUZ兴 关1998ROH/RUZ兴 关1996POL/GUE兴 关1994SPI/LUI兴 关1994LIU/DIC兴 关1989ZN/ZHE兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1982GRA/FOS兴 1,3-dichlorobenzene 共357–448兲 共250–274兲 共413–453兲 共360–450兲 共348–513兲 DSC 关2009WEI/JIN, 2008WEI兴 关1991ACR兴 12.6 12.64 248.3 248.4 50.4 44.1 50.0 53.9 47.0 44.7 248 372 262 298 298 363 18.19 1.24 0.18 17.91 18.16 326.2 275 306 326.2 326 DSC 关2009WEI/JIN, 2008WEI兴 AC 关2005VAN/VAN兴 关1991ACR兴 298 DM 298 313 C GS 303 318 275 ME 关2000OON/VAN兴 关1994LIU/DIC兴 关1989AN/ZHE兴 关1985ROR兴 关1981DEK/VAN兴 关1961WAL/SMI, 1970COX/PIL兴 关1961WAL/SMI兴 关1940DAR/VER, 1960JON兴 EB GC A 关1999ROH/RUZ兴 关1998ROH/RUZ兴 关1996POL/GUE兴 关1994SPI/LUI兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1972DYK兴 1,4-dichlorobenzene 共5–380兲 共258–313兲 共303–423兲 共293–311兲 共311–325兲 共248–303兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 64.75⫾ 0.15 53.1 65.2⫾ 2.0 65.4 65.7 64.8⫾ 0.8 63⫾ 0.4 56.9 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-195 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H4Cl2N2O2 C6H4Cl2N2O2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共358–448兲 共413–453兲 共258–313兲 共341–448兲 共370–450兲 46.4 44.2 54.8 U 35.0 45.0 47.8 C6H4Cl2O C6H4Cl2O C6H4Cl2O C6H4Cl2O Tm 共K兲 326 373 298 356 298 Method Reference EB GC GC A 关1999ROH/RUZ兴 关1998ROH/RUZ兴 关1994SPI/LUI兴 关1994LIU/DIC兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关6627-34-5兴 ⌬subH ⌬subH 2,5-dichloro-4-nitrobenzenamine 共352–374兲 113.2⫾ 0.6 共352–374兲 114.3⫾ 0.9 363 298 ME ME 关2009RIB/RIB兴 关2009RIB/RIB兴 关99-30-9兴 ⌬fusH 2,6-dichloro-4-nitroaniline 29.48 467.2 DSC 关1991ACR, 1990DON/DRE兴 108.2⫾ 0.6 109.2⫾ 0.9 355 298 ME ME 关2009RIB/RIB兴 关2009RIB/RIB兴 关6641-64-1兴 ⌬subH ⌬subH 4,5-dichloro-2-nitroaniline 共351–367兲 108.4⫾ 0.7 共351–367兲 109.4⫾ 0.9 359 298 ME ME 关2009RIB/RIB2兴 关2009RIB/RIB2兴 关576-24-9兴 ⌬fusH 2,3-dichlorophenol ⌬subH ⌬subH C6H4Cl2N2O2 Compound 共344–366兲 共344–366兲 21.36 330 关1991ACR兴 ⌬subH ⌬subH 共294–327兲 76.9⫾ 0.4 71.7⫾ 2.2 298 298 GS C 关2007VER/EME兴 关1994RIB/FER2兴 ⌬ vH 共331–358兲 57.3⫾ 0.2 298 GS 关2007VER/EME兴 20.09 318 关128-83-2兴 ⌬fusH 2,4-dichlorophenol 关1996DOM/HEA兴 ⌬subH ⌬subH 共278–315兲 78.0⫾ 0.3 70.1⫾ 1.1 298 298 GS C 关2007VER/EME兴 关1994RIB/FER2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共317–344兲 共317–344兲 共323–443兲 共323–443兲 56.6 59.0⫾ 0.4 52.3 58.1⫾ 0.3 331 298 383 298 GS GS 关2007VER/EME兴 关2007VER/EME兴 关1995MOK/PAU, 2007VER/EME兴 关1995MOK/PAU, 2007VER/EME兴 ⌬ vH 共326–483兲 60.8 341 A 关1987STE/MAL, 1947STU, 1975ARR/MEL兴 22.43 331 关583-78-8兴 ⌬fusH 2,5-dichlorophenol 关1996DOM/HEA兴 ⌬subH ⌬subH 共294–327兲 77.3⫾ 0.1 73.6⫾ 2.1 298 298 GS C 关2007VER/EME兴 关1994RIB/FER2兴 ⌬ vH ⌬ vH 共333–361兲 共333–361兲 53.1 56.7⫾ 0.1 347 298 GS GS 关2007VER/EME兴 关2007VER/EME兴 22.14 340 关87-65-0兴 ⌬fusH 2,6-dichlorophenol 关1996DOM/HEA兴 ⌬subH ⌬subH 共299–331兲 79.3⫾ 0.2 75.8⫾ 1.1 298 298 GS C 关2007VER/EME兴 关1994RIB/FER2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共341–371兲 共341–371兲 共343–457兲 共343–457兲 55.4 59.6⫾ 0.3 51.6 58.5⫾ 0.5 356 298 400 298 GS GS 关2007VER/EME兴 关2007VER/EME兴 关1995MOK/PAU, 2007VER/EME兴 关1995MOK/PAU, 2007VER/EME兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-196 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H4Cl2O C6H4Cl2O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共333–493兲 57.9 348 20.93 341 关95-77-2兴 ⌬fusH C6H4Cl2O2 C6H4Cl2O3 C6H4Cl3N C6H4Cl3N C6H4Cl3N C6H4Cl3N C 6H 4F 2 C 6H 4F 2O A Reference 关1987STE/MAL, 1947STU兴 3,4-dichlorophenol 关1996DOM/HEA兴 89.8⫾ 0.4 81.3⫾ 2.3 298 298 GS C 关2007VER/EME兴 关1994RIB/FER2兴 ⌬ vH ⌬ vH 共341–368兲 共341–368兲 66.7 70.8⫾ 0.2 355 298 GS GS 关2007VER/EME兴 关2007VER/EME兴 20.51 341 82.8⫾ 1.1 71.8 298 284 C 关1994RIB/FER2兴 关1987STE/MAL兴 关3428-24-8兴 ⌬ vH 4,5-dichloro-1,2-benzenediol 共293–323兲 70.5 308 CGC 关1999LEI/WAN2兴 关20103-10-0兴 ⌬subH 2,6-dichlorohydroquinone 共324–345兲 92.0⫾ 8.3 关na兴 ⌬ vH vinyl mucochlorate 共273–333兲 关634-67-3兴 ⌬subH 关591-35-5兴 ⌬fusH 3,5-dichlorophenol 共273–295兲 关1996DOM/HEA兴 QF 关1927COO/COO, 1960JON, 1970COX/PIL兴 288 A 关1987STE/MAL兴 2,3,4-trichloroaniline 92.4⫾ 1.7 298 C 关2002RIB/AMA兴 关636-30-6兴 ⌬subH 2,4,5-trichloroaniline 86.3⫾ 2.5 298 C 关2002RIB/AMA兴 关634-93-5兴 ⌬subH 2,4,6-trichloroaniline 85.3⫾ 1.9 298 C 关2002RIB/AMA兴 ⌬ vH 共407–535兲 92.9 422 Note: Enthalpy of vaporization is likely in error A 关1987STE/MAL, 1947STU兴 关634-91-3兴 ⌬subH 3,4,5-trichloroaniline 92.9⫾ 3.3 C 关2002RIB/AMA兴 关367-11-3兴 ⌬fusH 1,2-difluorobenzene 关372-18-9兴 ⌬trsH ⌬fusH 共300–400兲 共304–403兲 63.9 298 11.05 226 36.2 35.5 34.6⫾ 0.1 33.5⫾ 0.1 32.2⫾ 0.1 298 319 327 345 367 关1996DOM/HEA兴 EB C C C 关1984BOU/FRI, 1991BAS/SVO兴 关1963SCO/MES, 1984BOU/FRI兴 关1963SCO/MES兴 关1963SCO/MES兴 关1963SCO/MES兴 1,2-difluorobenzene 0.83 8.58 186.8 204 关1996DOM/HEA兴 34.6 298 关1980OSB/SCO, 1991BAS/SVO兴 关540-36-3兴 ⌬ vH 1,4-difluorobenzene 共300–400兲 35.8 298 关1980OSB/SCO, 1991BAS/SVO兴 关6418-38-8兴 ⌬subH 2,3-difluorophenol ⌬ vH C 6H 4F 2 Method 共291–337兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 6H 4F 2 Tm 共K兲 ⌬subH ⌬subH ⌬subH ⌬subH C6H4Cl2O2 Compound 共310–400兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 68.2⫾ 1.5 298 C 关2010RIB/FER2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-197 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 4F 2O C 6H 4F 2O C 6H 4F 2O C 6H 4F 2O C 6H 4F 2O C 6H 4F 3N C 6H 4F 3N C6H4F10O C6H4INO2 C6H4INO2 C 6H 4I 2 C 6H 4I 2 C 6H 4I 2 C 6H 4N 2 C 6H 4N 2 C 6H 4N 2 C 6H 4N 2 C 6H 4N 2O C 6H 4N 2O Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 58.8⫾ 0.9 298 C 关2010RIB/FER2兴 68.0⫾ 1.4 298 C 关2010RIB/FER2兴 77.8⫾ 2.0 298 C 关2010RIB/FER2兴 72.9⫾ 1.5 298 C 关2010RIB/FER2兴 Method Reference 关367-27-1兴 ⌬ vH 2,4-difluorophenol 关2713-31-7兴 ⌬subH 2,5-difluorophenol 关28177-48-2兴 ⌬subH 2,6-difluorophenol 关2713-33-9兴 ⌬subH 3,4-difluorophenol 关2713-34-0兴 ⌬subH 3,5-difluorophenol 72.8⫾ 1.5 298 C 关2010RIB/FER2兴 关3862-73-5兴 ⌬ vH 2,3,4-trifluoroaniline 53.7⫾ 0.5 298 C 关2007RIB/FER兴 关67815-56-9兴 ⌬ vH 2,3,6-trifluoroaniline 50.1⫾ 0.5 298 C 关2007RIB/FER兴 关65064-78-0兴 ⌬ vH 1,1,1,2,3,3-hexafluoro-3-共2,2,3,3-tetrafluoropropoxy兲propane 共293–379兲 42.3 308 I 关2002MUR/YAM兴 关609-73-4兴 ⌬ vH 2-iodo-1-nitrobenzene 共433–563兲 59.9 448 关1987STE/MAL兴 关645-00-1兴 ⌬subH 3-iodo-1-nitrobenzene 共295–306兲 83.2⫾ 1.2 300 关1935TRI, 1938WOL/WEG, 1960JON兴 关615-42-9兴 ⌬fusH 1,2-diiodobenzene 14.01 296.6 关1991ACR兴 关626-00-6兴 ⌬fusH 1,3-diiodobenzene 15.93 307.4 关1991ACR兴 关624-38-4兴 ⌬trsH ⌬fusH ⌬fusH 1,4-diiodobenzene 0.22 22.3 22.37 320 402.4 402 关2001VAN/OON兴 关1991ACR兴 A ⌬subH 共372–401兲 63.4 386.5 A 关1987STE/MAL兴 ⌬ vH 共402–560兲 52.6 417 A 关1987STE/MAL兴 45 466 A 关1987STE/MAL, 1972DYK兴 70.7⫾ 1.2 298 C 关1984BIC/PIL兴 72.1⫾ 1.8 79 298 C DSC 关1984BIC/PIL兴 关1989SHI/SHI兴 73.2⫾ 0.6 75.6 298 C DSC 关1984BIC/PIL兴 关1989SHI/SHI兴 298 ME 关1998RIB/MAT兴 关100-54-9兴 ⌬ vH nicotinic acid nitrile 共453–479兲 关100-70-9兴 ⌬subH 2-cyanopyridine 关100-54-9兴 ⌬subH ⌬subH 3-cyanopyridine 关100-48-1兴 ⌬subH ⌬subH 4-cyanopyridine 关14906-64-0兴 ⌬subH 3-cyanopyridine N-oxide 共345–392兲 101.9⫾ 2.0 关14906-59-3兴 4-cyanopyridine N-oxide J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-198 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 4N 2O C 6H 4N 2O 2 C6H4N2O3-C6H4N2O3 C 6H 4N 2O 4 C 6H 4N 2O 4 C 6H 4N 2O 4 C 6H 4N 2O 5 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共345–392兲 104.4⫾ 4.3 298 ME Reference 关1998RIB/MAT兴 64.4⫾ 1.6 64.9 298 298 C 关1990LEI/PIL兴 关1980ARS兴 关480-96-6兴 ⌬subH benzofurazan N-oxide 79.6⫾ 1.7 298 C 关1990LEI/PIL兴 关56079-22-2兴 ⌬subH 1-nitro-2-nitrosobenzene 共dimer兲 共323–343兲 95.5 333 A 关1987STE/MAL, 1974PEP/LEB兴 关528-29-0兴 ⌬fusH 1,2-dinitrobenzene 22.84 关1996DOM/HEA兴 396.1 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共323–353兲 共323–353兲 共343–387兲 共343–397兲 共328–338兲 95.5⫾ 0.9 93.1⫾ 0.9 82.9 87.9⫾ 2.1 86.6⫾ 1.2 298 338 358 298 309 GS GS ⌬ vH 共454–593兲 60.0 469 A 19.68 17.36 360.4 363.2 345.5 298 323 TE A 关99-65-0兴 ⌬fusH ⌬fusH 共335–356兲 共332–383兲 共315–329兲 76.1 87.0⫾ 0.8 81.1⫾ 1.7 81.2⫾ 1.7 ⌬ vH 共336–379兲 96.7 351 17.58 28.12 446 446.7 关100-25-4兴 ⌬fusH ⌬fusH TE 关1997VER3兴 关1997VER3兴 关1987STE/MAL兴 关1976FER/PIA兴 关1935TRI, 1938WOL/WEG, 1960JON兴 关1987STE/MAL, 1972DYK兴 1,3-dinitrobenzene ⌬subH ⌬subH ⌬subH ⌬subH 关2002MUS/RAZ兴 关1991ACR兴 关1987STE/MAL兴 关1976FER/PIA兴 关1935TRI, 1938WOL/WEG, 1960JON兴 关1950NIT/SEK3, 1970COX/PIL兴 关1987STE/MAL兴 1,4-dinitrobenzene 关2002MUS/RAZ兴 关1991ACR兴 ⌬subH ⌬subH ⌬subH 共339–398兲 共345–368兲 94.3⫾ 0.7 96.2⫾ 2.5 89.1⫾ 1.7 298 298 343 TE 关1997VER3兴 关1976FER/PIA兴 关1935TRI, 1938WOL/WEG, 1960JON兴 ⌬ vH 共445–572兲 60.3 460 A 关1987STE/MAL, 1972DYK兴 22.67 26.24 419 417 关2002MUS/RAZ兴 关1996DOM/HEA兴 96.6 323 关1958HOY/PEP兴 26.19 24.17 383.2 388 关2002MUS/RAZ兴 关1996DOM/HEA兴 104.6⫾ 4.2 313 关1958HOY/PEP, 1970COX/PIL兴 23.73 381 关1996DOM/HEA兴 93.4 306 关1958HOY/PEP兴 关66-56-8兴 ⌬fusH ⌬fusH 关51-28-5兴 ⌬fusH ⌬fusH 关329-71-5兴 ⌬fusH ⌬subH C 6H 4N 2O 5 Method benzofurazan ⌬subH C 6H 4N 2O 5 Tm 共K兲 关273-09-6兴 ⌬subH ⌬subH ⌬subH C 6H 4N 2O 5 Compound 关573-56-8兴 2,3-dinitrophenol 共303–343兲 2,4-dinitrophenol 共293–333兲 2,5-dinitrophenol 共278–333兲 2,6-dinitrophenol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-199 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 C 6H 4N 2O 5 关577-71-9兴 ⌬fusH ⌬subH C 6H 4N 4O 2 C 6H 4N 4O 6 共293–333兲 C 6H 4O 2 329 336 关2002MUS/RAZ兴 关1996DOM/HEA兴 112.1⫾ 4.2 313 关1958HOY/PEP, 1970COX/PIL兴 25.37 407 关1996DOM/HEA兴 123.5 383 关1958HOY/PEP兴 17.1 345.4 DSC 关1997FIN/GAR兴 343 298 DSC LE ME 关1990HWA/YOS兴 关1987STE/MAL, 1969ROS/DIC兴 关1978CUN/PAL兴 DSC 关1990HWA/YOS兴 C 关1998SAB/KUA兴 DSC HFC 关2004ROJ/FOR兴 关2004ROJ/FOR兴 关1991ACR兴 共328–383兲 关1516-60-5兴 ⌬fusH 4-nitrophenyl azide 关489-98-5兴 ⌬subH ⌬subH ⌬subH 2,4,6-trinitroaniline 共328–371兲 共326–449兲 共C6H4O2兲 – 共C6H6O2兲 C 6H 4O 5 C 6H 4S 4 124.7 115.9 125.3⫾ 0.8 95.8 关273-13-2兴 ⌬subH 2,1,3-benzothiadiazole 70.73⫾ 0.2 关106-51-4兴 ⌬fusH ⌬fusH ⌬fusH 1,4-benzoquinone ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH 18.40⫾ 0.1 18.35⫾ 0.3 18.45 298 385.1 385.7 388 298 262 DSC ME,TE 共260–278兲 66.7⫾ 1.6 68.0⫾ 0.5 62.8⫾ 3.3 68.5⫾ 0.6 62.8 269 QF 关2004ROJ/FOR兴 关1981DEK/SMI兴 关1956MAG, 1977PED/RYL兴 关1953SEK/SUZ兴 关1927COO/COO兴 共388–402兲 47.8 395 A 关1987STE/MAL兴 关106-34-3兴 ⌬subH ⌬subH ⌬subH quinhydrone 共quinone-hydroquinone兲 88.6⫾ 1 313 U 181.2 NA 关3238-40-2兴 ⌬subH furan-2,5-dicarboxylic acid 共378–402兲 121.3 关31366-25-3兴 ⌬subH ⌬subH ⌬subH tetrathiafulvene ⌬ vH Reference 3,4-dinitrophenol ⌬ vH C 6H 4N 2S Method 22.91 19.58 ⌬fusH ⌬fusH ⌬subH Tm 共K兲 ME,TE 关1981DEK/SMI兴 关1953SEK/SUZ, 1960JON兴 关1951NIT/SEK兴 391 TE,ME 关1983SPE/CLI兴 共341–361兲 61.0 95.3⫾ 1 92⫾ 6.3 345 351 TGA TE,ME HSA 关1995YAS/TAK兴 关1980DEK/GOV兴 关1979SAN/EPS兴 共331–355兲 95.3 343 关1999DYK/SVO兴 共C6H4S4兲 – 共C12H4N4兲 关40210-84-2兴 ⌬subH 共tetrathiofulvalene兲-共7,7,8,8-tetracyanoquinodimethane兲 共TTF-TCNQ兲 130⫾ 2 410 TE,ME 关1980DEK/GOV兴 C6H5Br 关108-86-1兴 ⌬fusH bromobenzene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 10.7 共330–430兲 共333–463兲 共329–427兲 44.8 44.0 42.3 44.5⫾ 0.1 42.4 关1996DOM/HEA兴 242.4 298 293 348 298 344 C A C 关1984BOU/FRI, 1991BAS/SVO兴 关1975MAS/SCO兴 关1987STE/MAL, 1972DYK兴 关1968WAD兴 关1955DRE/MAR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-200 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H5BrO C6H5BrO C6H5BrO Enthalpy 2-bromophenol 关591-20-8兴 ⌬ vH ⌬ vH 3-bromophenol 共410–510兲 关106-41-2兴 ⌬fusH ⌬fusH 4-bromophenol ⌬ vH ⌬ vH C6H5BrS C6H5BrS C6H5Br2N Temp 共K兲 Range 关95-56-7兴 ⌬ vH ⌬ vH ⌬subH ⌬subH C6H5BrS Compound 共260–302兲 C6H5ClN2O2 C6H5ClN2O2 73.5 55.2 425 A 关1987STE/MAL兴 关1986BAL/GNA兴 17.6 16.57 338.2 336 298 298 C ME 关2009RIB/FER5兴 关1971PAR/ROC兴 58.8 58.6 405 A 关1987STE/MAL兴 关1986BAL/GNA兴 关106-53-6兴 ⌬ vH 4-bromobenzenethiol 关615-57-6兴 ⌬fusH 2,4-dibromoaniline 关108-90-7兴 ⌬fusH 关2004KUR/MAE兴 关1996DOM/HEA兴 83.1⫾ 1.6 87.3⫾ 0.4 3-bromobenzenethiol 50.6 关1986BAL/GNA兴 51.1 关1986BAL/GNA兴 52.3 关1986BAL/GNA兴 21.37 88.0⫾ 1.5 351.4 298 DSC 关2006RIB/FER兴 C 关2006RIB/FER兴 DSC 关2006RIB/FER兴 C 关2006RIB/FER兴 DSC 关2006RIB/FER兴 C 关2006RIB/FER兴 2,5-dibromoaniline 20.47 85.7⫾ 1.9 328.1 298 2,6-dibromoaniline 21.79 ⌬subH C6H5Cl 关2009RIB/FER5兴 关1986BAL/GNA兴 关6320-01-0兴 ⌬ vH 关608-30-0兴 ⌬fusH Reference C 2-bromobenzenethiol ⌬subH C6H5Br2N Method 298 关6320-02-1兴 ⌬ vH 关3638-73-1兴 ⌬fusH Tm 共K兲 55.5⫾ 1.3 50.2 共390–511兲 ⌬subH C6H5Br2N ⌬transHm 共kJ mol−1兲 80.7⫾ 1.4 355.5 298 chlorobenzene 9.55 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共313–353兲 共413–453兲 共258–313兲 ⌬ vH 关1996DOM/HEA兴 227.9 共333–405兲 40.3 43.9 48.1 40.6⫾ 0.3 35.4 41.0 41.0⫾ 0.1 38.8 420 298 298 348 共253–303兲 37.3 278 ME 关1995CHI/HOS兴 关1994SPI/LUI兴 关1994LIU/DIC兴 关1989AZA兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1968WAD兴 关1987STE/MAL, 1952BRO, 1984BOU/FRI兴 关1940ZIB兴 298 343 298 C ME ME 关2003RIB/LIM兴 关2003RIB/LIM兴 关2003RIB/LIM兴 共405–597兲 共335–405兲 关121-87-9兴 ⌬subH ⌬subH ⌬subH 2-chloro-4-nitroaniline 101.8⫾ 1.8 共335–351兲 100.3⫾ 1.5 共335–351兲 102.6⫾ 1.5 关6283-25-6兴 2-chloro-5-nitroaniline J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 298 298 CGC GC GC GC A C A PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-201 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H5ClO Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH ⌬subH ⌬subH 共325–341兲 共325–341兲 100.3⫾ 2.2 99.3⫾ 1.6 101.0⫾ 1.6 298 333 298 0.09 12.52 276 283 51.9 52.3⫾ 0.2 47.0 45.2 47.2 50.1 45.2 305 298 352 GS GS 369 348 300 A A 关95-57-8兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H5ClO C6H5ClO C6H5ClO2 C6H5ClO2 C6H5ClO2S C6H5ClO3S C6H5ClS C6H5ClS Compound 关108-43-0兴 ⌬fusH Tm 共K兲 Method C ME ME Reference 关2003RIB/LIM兴 关2003RIB/LIM兴 关2003RIB/LIM兴 2-chlorophenol 共288–321兲 共288–321兲 共337–447兲 共354–448兲 共333–449兲 共285–447兲 关1991ACR兴 关2007VER/EME兴 关2007VER/EME兴 关1995GAB/MAR兴 关1966GOO/DEP兴 关1987STE/MAL兴 关1987STE/MAL, 1974KIV/NAD兴 关1947STU兴 3-chlorophenol 14.91 关1991ACR兴 305.8 ⌬subH ⌬subH 共275–306兲 76.9⫾ 0.3 53.1 298 GS 关2007VER/EME兴 关1938WOL/WEG, 1960JON, 1970COX/PIL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共308–335兲 共308–335兲 61.9 63.5⫾ 0.3 52.3 53.1 322 298 GS GS 332 A 关2007VER/EME兴 关2007VER/EME兴 关1986BAL/GNA兴 关1987STE/MAL, 1947STU兴 关106-48-9兴 ⌬fusH 共317–487兲 4-chlorophenol 14.07 关1991ACR兴 315.9 ⌬subH ⌬subH ⌬subH 共283–313兲 共252–293兲 77.1⫾ 0.2 60.8 51.9 298 278 GS A 关2007VER/EME兴 关1987STE/MAL兴 关1938WOL/WEG, 1960JON, 1970COX/PIL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共318–351兲 共318–351兲 共373–493兲 61.9 64.4⫾ 0.3 60.6 54.0 52.8 335 298 388 GS GS A 关2007VER/EME兴 关2007VER/EME兴 关1987STE/MAL兴 关1986BAL/GNA兴 关1947STU兴 关1999LEI/WAN2兴 共323–493兲 338 关2138-22-9兴 ⌬ vH 4-chloro-1,2-benzenediol 共293–323兲 70.2 308 CGC 关615-67-8兴 ⌬subH chlorohydroquinone 共306–334兲 102.9⫾ 8.3 320 QF 关98-09-9兴 ⌬ vH ⌬ vH benzenesulfonyl chloride 共339–524兲 54.4 共338–525兲 57.2 354 353 A 关99-66-8兴 ⌬fusH 4-chlorobenzene sulfonic acid 10.6 333.2 关6320-03-2兴 ⌬ vH 2-chlorobenzenethiol 关2037-31-2兴 ⌬ vH 3-chlorobenzenethiol DSC 关1927COO/COO, 1960JON, 1970COX/PIL兴 关1999DYK/SVO兴 关1987STE/MAL, 1947STU兴 关1995MAC/JOY兴 47.7 关1986BAL/GNA兴 48.5 关1986BAL/GNA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-202 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H5ClS C6H5Cl2N C6H5Cl2N C6H5Cl2N C6H5Cl2N C6H5Cl2N Enthalpy C6H5Cl2O2P C 6H 5F C6H5FO C6H5FO 关608-27-5兴 ⌬subH 2,3-dichloroaniline 关554-00-7兴 ⌬subH 2,4-dichloroaniline 关95-82-9兴 ⌬subH 2,5-dichloroaniline 关608-31-1兴 ⌬subH 2,6-dichloroaniline 关95-76-1兴 ⌬fusH 3,4-dichloroaniline C 6H 5F 2N C 6H 5F 2N C 6H 5F 2N Tm 共K兲 Method 82.2⫾ 1.0 298 C 关2006RIB/AMA兴 84.7⫾ 1.3 298 C 关2006RIB/AMA兴 83.4⫾ 1.3 298 C 关2006RIB/AMA兴 74.2⫾ 0.9 298 C 关2006RIB/AMA兴 344.5 58.6 435 关3426-89-9兴 ⌬ vH phenyl dichlorophosphite 共363–480兲 52.7 378 关770-12-7兴 ⌬ vH phenyl dichlorophosphate 共339–513兲 63.6 354 关462-06-6兴 ⌬fusH fluorobenzene 共420–545兲 11.31 共358–530兲 共373–419兲 共414–501兲 共497–561兲 共255–360兲 共312–394兲 关367-12-4兴 ⌬ vH 2-fluorophenol 关372-20-3兴 ⌬ vH ⌬ vH 3-fluorophenol 关371-41-5兴 ⌬subH 4-fluorophenol 共373–451兲 共360–460兲 关4519-40-8兴 ⌬ vH 2,3-difluoroaniline 关367-25-9兴 ⌬ vH 2,4-difluoroaniline 关367-30-6兴 ⌬ vH 2,5-difluoroaniline 关5509-65-9兴 2,6-difluoroaniline J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Reference 关1986BAL/GNA兴 48.5 21.69 ⌬ vH C 6H 5F 2N ⌬transHm 共kJ mol−1兲 4-chlorobenzenethiol ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H5FO Temp 共K兲 Range 关106-54-7兴 ⌬ vH ⌬ vH C6H5Cl2OP Compound 关2003VER/SCH兴 A 关1987STE/MAL兴 关2008SHA/WU兴 A 关1987STE/MAL, 1947STU兴 关1996DOM/HEA兴 230.9 A A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1956SCO/MCC2兴 关1956SCO/MCC2兴 关1956SCO/MCC2兴 关1956SCO/MCC2兴 关1956SCO/MCC2兴 31.9 31.8 31.0 30.9 34.5 33.6 33.5⫾ 0.1 32.4⫾ 0.1 31.2⫾ 0.1 29.7⫾ 0.1 373 388 429 512 298 327 318 337 358 382 EB C C C C 52.3⫾ 0.8 298 C 关2009RIB/FER兴 60.1⫾ 0.9 50.3 298 388 C A 关2009RIB/FER兴 关1987STE/MAL兴 73.9⫾ 1.4 298 C 关2009RIB/FER兴 48.8 375 A 关1987STE/MAL兴 49.3⫾ 0.5 298 C 关2007RIB/FER兴 52.1⫾ 0.5 298 C 关2007RIB/FER兴 52.5⫾ 0.5 298 C 关2007RIB/FER兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-203 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 47.5⫾ 0.5 298 C 关2007RIB/FER兴 53.3⫾ 0.5 298 C 关2007RIB/FER兴 Method Reference 关3863-11-4兴 ⌬ vH 3,4–difluoroaniline C6H5F8NOS 关77984-30-6兴 ⌬ vH 1-共ethylimino兲-2,2,3,3,4,4,5,5-octafluoro-1,1,2,3,4,5-hexahydrothiophene-1-oxide 31.4 333 关1981ABE/SHR兴 C 6H 5F 9O 关163702-05-4兴 ⌬ vH 1-ethoxy-1,1,2,2,3,3,4,4,4-nonafluorobutane 共293–350兲 34.2 308 关591-50-4兴 ⌬fusH iodobenzene C 6H 5F 2N C 6H 5I ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H5NO C6H5NO2 C6H5NO2 241.8 43.1 40.0 47.4 41.1 48.9 51.4 46.0 275 298 477 298 288 373 ME CGC A 312 A nitrosobenzene 共dimer兲 共297–339兲 85.1 80.8 关98-95-3兴 ⌬fusH nitrobenzene 12.12 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共313–353兲 共288–318兲 共291–305兲 ⌬ vH ⌬ vH ⌬ vH 关98-98-6兴 ⌬fusH 关59-67-6兴 ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH A A CGC 共279–296兲 298 303 298 298 287 共283–303兲 共407–483兲 共369–481兲 52.5 48.5 48.9 293 422 425 ME ME A 2-pyridinecarboxylic acid 共picolinic acid兲 30.0 411 共345–392兲 329 298 298 关1960JON兴 关1940ZIB兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1972DYK兴 关1987STE/MAL, 1972DYK兴 关1987STE/MAL, 1974PEP/LEB兴 关1930DRU/FLA兴 关1996DOM/HEA兴 278.8 54.5 54.3 56.1⫾ 1.7 55.0 54.7 91.0⫾ 0.5 92.7⫾ 0.5 98.0⫾ 2.3 关2002MUR/YAM兴 关1996DOM/HEA兴 9.75 关586-96-9兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C6H5NO2 共243–255兲 共248–303兲 共313–353兲 共462–679兲 共320–460兲 共273–358兲 共358–543兲 I 关1995CHI/HOS兴 关1985ZAR兴 关1971LEB/KAT兴 关1971KUS/WAD2兴 关1987STE/MAL, 1972DYK, 1960LYN/WIL兴 关1958SKL/MAR兴 关1952OLI/GRI, 1984BOU/FRI兴 关1933TOR/MOL兴 关1996DOM/HEA兴 C ME 关1999SAB/IDE兴 关1999SAB/IDE兴 关1998RIB/MAT兴 3-pyridinecarboxylic acid 共nicotinic acid兲 97.1 509.3 关2004WAN/WAN兴 Note: This value is considerably larger than values below—likely in error. 0.81 451.4 27.57 509.1 关2004WAN/TAN3兴 0.78 452 26.7 510 关1993ELM/CHA兴 共473–498兲 共352–360兲 89.3 123.9⫾ 3.7 101.1⫾ 0.6 105.2⫾ 0.6 123.4⫾ 1.2 298 362 298 298 TG,DTA ME C C 关2002MEN/DOL兴 关2000RIB/GON兴 关1999SAB/IDE兴 关1999SAB/IDE兴 关1984BIC/PIL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-204 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H5NO2 Enthalpy 关55-22-1兴 ⌬fusH ⌬subH ⌬subH ⌬subH C6H5NO3 C6H5NO3 关88-75-5兴 ⌬fusH ⌬fusH C6H5NO3 C6H5NO3 C6H5NO3 C6H5NO3 C6H5NO3 ⌬transHm 共kJ mol−1兲 Tm 共K兲 共345–392兲 107.7⫾ 0.7 111.3⫾ 0.6 113.9⫾ 4.7 362 298 298 17.05 17.45 316.3 318.2 298 282.5 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共319–346兲 共366–490兲 共324–347兲 共322–357兲 58.4⫾ 0.5 55.9 U 43.3 54.4 298 381 298 337 关100-02-7兴 ⌬fusH ⌬fusH Reference C ME 关1999SAB/IDE兴 关1999SAB/IDE兴 关1998RIB/MAT兴 2-nitrophenol 73.3 54.8 73.2⫾ 1.3 关554-84-7兴 ⌬fusH ⌬fusH ⌬fusH Method 4-pyridinecarboxylic acid 共isonicotinic acid兲 135 593 关1996DOM/HEA兴 Note: Enthalpy of fusion is much too large, compound likely decomposed 共273–292兲 共298–310兲 ⌬subH ⌬subH ⌬subH C6H5NO3 Temp 共K兲 Range ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C6H5NO3 Compound 关2002MUS/RAZ兴 关1991ACR, 1994SAB/GOU兴 C GS A ME A 关1994SAB/GOU兴 关1987STE/MAL兴 关1935TRI, 1938WOL/WEG, 1960JON兴 关2007HEI/KAP兴 关1987STE/MAL兴 关1958SKL/MAR, 2007HEI/KAP兴 关1947STU兴 3-nitrophenol 共305–334兲 共325–336兲 18.06 19.2 19.19 369 370 371.2 91.2⫾ 0.5 98.5⫾ 0.6 100.2⫾ 0.6 76.2 91.6⫾ 1.7 298 321 298 319.5 11.0 18.25 386.4 388.2 关2002MUS/RAZ兴 关1982POE/FAN兴 关1991ACR, 1994SAB/GOU兴 C ME A 关1994SAB/GOU兴 关1992RIB/REI兴 关1992RIB/REI兴 关1987STE/MAL兴 关1935TRI, 1938WOL/WEG, 1960JON兴 4-nitrophenol 关2002MUS/RAZ兴 关1996DOM/HEA, 1994SAB/GOU兴 298 298 C ME 关1994SAB/GOU兴 关1971PAR/ROC兴 关1935TRI, 1938WOL/WEG, 1960JON兴 关824-40-8兴 ⌬subH pyridine-2-carboxylic acid N-oxide 共345–392兲 94.4⫾ 4.0 298 ME 关1998RIB/MAT兴 关2398-81-4兴 ⌬subH pyridine-3-carboxylic acid N-oxide 152.3⫾ 1.9 298 ME 关1995ACR/TUC, 1995ABB/JIM兴 关13602-12-5兴 ⌬subH pyridine-4-carboxylic acid N-oxide 共345–392兲 136.1⫾ 1.2 298 ME 关1998RIB/MAT兴 关84522-17-8兴 ⌬fusH (I) ⌬fusH (II) 共2-furyl兲oxoacetamide 373.4 367.2 DSC 关2008BAR/BER兴 关609-71-2兴 ⌬subH ⌬subH 2-hydroxynicotinic acid 共433–461兲 125.4⫾ 5.0 共433–461兲 128.3⫾ 5.1 447 298 ME ME 关2009SAN/FIG兴 关2009SAN/FIG兴 关609-70-1兴 ⌬subH ⌬subH 4-hydroxynicotinic acid 共425–456兲 144.6⫾ 3.6 共425–456兲 148.1⫾ 3.7 441 298 ME ME 关2009SAN/FIG兴 关2009SAN/FIG兴 共305–352兲 共339–351兲 92.4 98.8⫾ 1 91.2⫾ 1.7 22 17.8 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-205 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H5NO3 C6H5NO3 C6H5NO4 C6H5NO4 C6H5NO5 C6H5NS C6H5NS C6H5NS C 6H 5N 3 C 6H 5N 3 Enthalpy Compound Temp 共K兲 Range Method Reference 5-hydroxynicotinic acid 共436–458兲 147.1⫾ 7.0 共436–458兲 149.8⫾ 7.1 447 298 ME ME 关2009SAN/FIG兴 关2009SAN/FIG兴 关5006-66-6兴 ⌬subH ⌬subH 6-hydroxynicotinic acid 共461–488兲 143.0⫾ 4.5 共461–488兲 146.4⫾ 4.6 475 298 ME ME 关2009SAN/FIG兴 关2009SAN/FIG兴 关601-89-8兴 ⌬subH 2-nitro-1,3-dihydroxybenzene 共253–293兲 74.5 273 关3316-09-4兴 ⌬subH 4-nitrocatechol 关na兴 ⌬subH methyl 5-nitro-2-furancarboxylate 104.2⫾ 2.1 关20893-30-5兴 ⌬ vH 2-thiopheneacetonitrile 60.5⫾ 1.3 298 C 关2008RIB/SAN兴 关13781-53-8兴 ⌬ vH 3-thiopheneacetonitrile 61.1⫾ 1.3 298 C 关2008RIB/SAN兴 关55406-13-8兴 ⌬ vH 3-methyl-2-thiophenecarbonitrile 54.4⫾ 1.2 298 C 关2008RIB/SAN兴 关622-37-3兴 ⌬ vH phenyl azide 共348–368兲 45.2 358 A 关1987STE/MAL, 1972DYK兴 关95-14-7兴 ⌬fusH 1-H-benzotriazole 7.7 369.9 121.1⫾ 1.4 关28930-29-2兴 ⌬subH ⌬subH ⌬subH 98.2⫾ 0.7 99.0⫾ 0.5 97.9 1,3-diamino-2,4,6-trinitrobenzene 146.9 共335–382兲 140 143.5 ⌬ vH C 6H 6 Tm 共K兲 关27828-71-3兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 6H 5N 5O 6 ⌬transHm 共kJ mol−1兲 关71-43-2兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 关1958HOY/PEP兴 C 关1986RIB/RIB兴 关1980BAL/LEB, 1986PED/NAY兴 298 298 350 298 110.9 关1999SAB/PER兴 C ME 关1999SAB/PER兴 关1989JIM/ROU兴 关1961ZIM/GEI兴 DSC LE 关1990HWA/YOS兴 关1987STE/MAL, 1969ROS/DIC兴 关1978CUN/PAL兴 DSC 关1990HWA/YOS兴 benzene 9.87 共258–273兲 共223–279兲 共183–197兲 共221–268兲 共263–270兲 共184–200兲 共214–238兲 41.7 45.2 45.1 44.4 53.9⫾ 0.8 49.4⫾ 0.4 45.6 44.1 43.1 44.6 46.6 44.6 U 33.2 43.3 278.7 C 264 278 298 193 193 279 261 229 279 282 273 192 226 A TE,ME MM A A 关1996DOM/HEA, 1926AND/LYN, 1942ZIE/AND兴 关1994LIU/DIC兴 关1987STE/MAL, 1976HA/MOR兴 关1984HES/WIS兴 关1980DEK兴 关1977DEK/VAN兴 关1977DEK/VAN兴 关1974JAC兴 关1960JON兴 关1960JON兴 关1956MIL兴 关1947STU兴 关1936DEB, 1974JAC兴 关1933DEI兴 关1913MUN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-206 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 6D 6 关1076-43-3兴 ⌬fusH ⌬ vH C 6H 6 C 6H 6 C 6H 6 C6H6BrN Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共305–345兲 共258–313兲 共296–377兲 33.2 35.6 33.5 33.9⫾ 0.2 33.4 33.1 32.4 31.9 31.4 30.6 34.4 31.5 30.2 30.3 30.8 30.5 30.2 35.3 31 33.8⫾ 0.1 33.0⫾ 0.1 32.2⫾ 0.1 31.8⫾ 0.1 31.4⫾ 0.1 30.9⫾ 0.1 32.6⫾ 0.4 32.5⫾ 0.5 33.9 31.6⫾ 0.4 34.1 34.1 33.8 34.1 31.2 34.1 33.4 34.5 34 共279–377兲 共353–422兲 共420–502兲 共501–562兲 共313–373兲 共284–354兲 共282–354兲 共288–354兲 共298–373兲 共273–348兲 Tm 共K兲 Method 320 311 307 314 324 332 344 353 294 368 435 516 352 361 366 343 350 298 313 328 333 343 353 313 328 298 345 293 299 298 297 294 303 313 288 298 GC EB GC C C C C C C A A A A C C C C C C DSC DSC DSC C MM EB Reference 关2002LUB/BAN兴 关1994LIU/DIC兴 关1990AMB/EWI兴 关1989AZA兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983NAT/VIS兴 关1983NAT/VIS兴 关1983NAT/VIS兴 关1983TSO/WIL兴 关1977RAO/VIU兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1971MIT/IMA兴 关1971MIT/IMA兴 关1971WIL/ZWO兴 关1971MIT/IMA兴 关49YAR/FED兴 关1949FOR/NOR兴 关1947OSB/GIN兴 关1946THO兴 关1946SCO/BRI兴 关1945WIL/TAY兴 关1941SMI兴 关1940STU/SAY兴 关1927NAG兴 benzene-d6 共283–352兲 9.79 279.9 关1942ZIE/AND兴 34.2 298 关1953DAV/SCH兴 关821-08-9兴 ⌬ vH 1,5-hexadien-3-yne 共223–357兲 40.4 238 A 关1987STE/MAL兴 关10420-90-3兴 ⌬ vH 1,3-hexadien-5-yne 共223–303兲 44.0 238 A 关1987STE/MAL兴 关2809-69-0兴 ⌬trsH 2,4-hexadiyne 1.0 118 关1982BAL/MRA兴 ⌬subH 共282–333兲 47⫾ 2 307 MM 关1982BAL/MRA兴 ⌬ vH 共364–408兲 42.5 298 EB 关1986MEY/MEY兴 关615-36-1兴 2-bromoaniline J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-207 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H6BrN Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬fusH ⌬fusH 16.14 20.04 304.1 305 DSC ⌬subH 75.0⫾ 1.4 298 14.68 291 63.4⫾ 1.5 298 C 16.75 13.36 336 336 DSC 79.4⫾ 1.7 298 C Enthalpy 关591-19-5兴 ⌬fusH Temp 共K兲 Range 关106-40-1兴 ⌬fusH ⌬fusH 关95-51-2兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H6ClN 关108-42-9兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H6ClN C6H6Cl4 C6H6Cl6 关106-47-8兴 ⌬fusH ⌬fusH ⌬fusH C6H6Cl6 关1983KHA/KHE兴 关2006RIB/FER兴 关2006RIB/FER兴 关1983KHA/KHE兴 关2006RIB/FER兴 2-chloroaniline 12.38 8.81 共288–327兲 共397–482兲 共287–336兲 共294–330兲 关2007STR/RUZ兴 关1983KHA/KHE兴 269.2 271 56.4⫾ 1.6 57.1⫾ 0.5 50.7 58.2⫾ 1.4 57.1⫾ 1.0 298 298 412 311 312 12 263 61.1⫾ 2.8 60.2⫾ 0.1 53.6 60.3⫾ 0.6 61.0⫾ 0.8 298 298 413 319 323 C GS A TE,ME TE,ME 关2005RIB/GOM兴 关2003VER/SCH兴 关1987STE/MAL兴 关1985PIA/SCA兴 关1985PIA/SCA兴 3-chloroaniline 共291–340兲 共398–573兲 共292–346兲 共304–342兲 关1983KHA/KHE兴 C GS A TE,ME TE,ME 关2005RIB/GOM兴 关2003VER/SCH兴 关1987STE/MAL, 1972DYK兴 关1985PIA/SCA兴 关1985PIA/SCA兴 4-chloroaniline 21.06 20.47 16.9 343.5 342.8 344 关2003VER/SCH, 2007STR/RUZ兴 关1983KHA/KHE兴 ⌬subH ⌬subH 共291–337兲 共283–303兲 80.5⫾ 0.3 90.7 298 293 GS ME 关2003VER/SCH兴 关1987STE/MAL, 1925SWA/MAC兴 ⌬ vH ⌬ vH 共346–374兲 共363–505兲 62.3⫾ 0.5 52.2 298 378 GS A 关2003VER/SCH兴 关1987STE/MAL兴 关41992-55-6兴 ⌬ vH ␣-3,4,5,6-tetrachlorocyclohexene 共353–399兲 58.0 368 A 关1987STE/MAL兴 关319-84-6兴 ⌬subH ⌬subH ␣-hexachlorocyclohexane 共313–363兲 95.7 共324–344兲 92.9 328 334 A TE 关1987STE/MAL, 1960JON兴 关1947BAL兴 398 GC 关1990HIN/BID2兴 关319-85-7兴 ⌬subH ⌬subH ⌬subH -hexachlorocyclohexane 共mp 314 ° C兲 共506–551兲 103.7 共313–363兲 107 328 共368–390兲 102.9 379 A TE 关1989LUB/JAN兴 关1987STE/MAL, 1960JON兴 关1947BAL兴 关58-89-9兴 ⌬subH ␥-hexachlorocyclohexane 共310–384兲 92.4⫾ 4.0 ⌬ vH C6H6Cl6 关2006RIB/FER兴 4-bromoaniline ⌬subH C6H6ClN 关2006RIB/FER兴 关1983KHA/KHE兴 3-bromoaniline ⌬ vH C6H6BrN C Reference 共343–453兲 68.5 298 ME,TE 关1998GIU/BRU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-208 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共292–326兲 共243–303兲 共313–363兲 共293–313兲 共293–313兲 共313–343兲 共333–365兲 97.7⫾ 0.6 106.6⫾ 0.9 90.1⫾ 0.7 90.8⫾ 0.7 99.2 88.9 101.2 89.7 115.5 308 273 338 298 328 303 303 328 ⌬ vH 共343–453兲 70.5 398 Enthalpy Tm 共K兲 Method Reference TE 关1996BOE/MAR兴 关1994WAN/SHU兴 关1991SAB/AN兴 关1991SAB/AN兴 关1987STE/MAL, 1960JON兴 关1983SPE/CLI, 1970SPE/CLI兴 关1970SPE/CLI兴 关1960SCH/LEG兴 关1947BAL兴 GC 关1990HIN/BID2兴 ME GS C C A GS 关319-86-8兴 ⌬subH ⌬subH ␦-hexachlorocyclohexane 共mp 142 ° C兲 关na兴 ⌬fusH 1␣ , 2␣ , 3 , 4␣ , 5␣ , 6-hexachlorocyclohexane 22.13 386.8 关na兴 ⌬fusH 1␣ , 2␣ , 3 , 4␣ , 5␣ , 6-hexachlorocyclohexane 共lindane兲 15.9 388.9 DSC 关348-54-9兴 ⌬ vH 2-fluoroaniline 关372-19-0兴 ⌬ vH 3-fluoroaniline 关371-40-4兴 ⌬ vH 4-fluoroaniline 关77527-96-9兴 ⌬ vH 1,1,2,2,3,3,4,4-octafluoro-5-methoxypentane 共293–396兲 44.8 308 关355-74-8兴 ⌬subH 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol 89.2⫾ 8.4 关1974COX, 1977PED/RYL兴 关485399-46-0兴 ⌬ vH 1 , 1⬘-oxybis关1,1,2,2-tetrafluoro-2-methoxyethane兴 共280–370兲 33.4 关2005MAR/AVA兴 C 6H 6F 9N 3S 关63265-76-9兴 ⌬ vH N-关N , N⬘-dimethyl-S-共trifluoromethyl兲sulfonodiimidoyl兴-1,1,1,3,3,3-hexafluoro-2-propanimine 32.6 426 I 关1977KIT/SHR2兴 C6H6IN 关615-43-0兴 ⌬fusH ⌬fusH 2-iodoaniline C6H6Cl6 C6H6Cl6 C6H6Cl6 C6H6FN C6H6FN C6H6FN C 6H 6F 8O C 6H 6F 8O 2 C 6H 6F 8O 3 共313–363兲 共328–358兲 关626-01-7兴 ⌬fusH 关540-37-4兴 ⌬fusH ⌬fusH 关1119-85-3兴 ⌬ vH DSC 关1987STE/MAL, 1960JON兴 关1947BAL兴 关1990DON/DRE兴 关1969PLA.GLA兴 298 C 关2007RIB/FER兴 54.7⫾ 0.6 298 C 关2007RIB/FER兴 54.8⫾ 0.8 298 C 关2007RIB/FER兴 I 关2002MUR/YAM兴 关2006RIB/FER2兴 关1983KHA/KHE兴 329.6 333 C 关2006RIB/FER2兴 81.3⫾ 1.4 298 14.5 298 67.5⫾ 1.4 298 16.94 15.1 336 334 84.8⫾ 1.4 298 C 关2006RIB/FER2兴 49.4 368 A 关1987STE/MAL兴 关1983KHA/KHE兴 C 关2006RIB/FER2兴 4-iodoaniline ⌬subH C 6H 6N 2 A 3-iodoaniline ⌬ vH C6H6IN 328 52.0⫾ 0.6 19.38 13.95 ⌬subH C6H6IN 97.3 97.5 3-hexenedinitrile 共353–448兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2006RIB/FER2兴 关1983KHA/KHE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-209 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 6N 2O Enthalpy 关1452-77-3兴 ⌬fusH ⌬subH ⌬subH C 6H 6N 2O 关98-92-0兴 ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH C 6H 6N 2O 关1453-82-3兴 ⌬fusH ⌬subH ⌬subH C 6H 6N 2O C 6H 6N 2O 2 C 6H 6N 2O 2 C 6H 6N 2O 2 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 2-pyridinecarboxamide 16.82 共323–373兲 93.1⫾ 3.3 93.1 Tm 共K兲 298 338 121.2⫾ 3.3 111.8 4-pyridinecarboxamide 26.81 共383–412兲 116.1⫾ 1.5 99.9 关na兴 ⌬fusH 2-pyridinealdoxime 关88-74-4兴 ⌬fusH 2-nitroaniline 298 378 关2009GOO/ROD兴 关2008NIC/BEL兴 关1960NEG/MIK2兴 C ME 关2001RIB/GON兴 关1987STE/MAL, 1960NEG/MIK, 1959HAR兴 关1960NEG/MIK2兴 C ME 关2001RIB/GON兴 关1987STE/MAL, 1960NEG/MIK, 1959HAR兴 关2007SHI/TAN3兴 16.11 344.4 关1996DOM/HEA兴 共310–319兲 89.0⫾ 0.7 87.2⫾ 0.7 90⫾ 3.0 82.4⫾ 2 90⫾ 4.2 79.9⫾ 1.7 ⌬ vH ⌬ vH 共423–553兲 共377–558兲 59.3 64.8 438 392 23.68 387.2 298 328 GS GS ME,TE 313 A 关1997VER3兴 关1997VER3兴 关1985FER/PIA兴 关1938WOL/WEG, 1960JON, 1935TRI兴 关1958HOY/PEP, 1970COX/PIL兴 关1934WOL/TRI兴 关1987STE/MAL兴 关1947STU兴 3-nitroaniline ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共288–343兲 共332–341兲 共332–341兲 108.3⫾ 3 93.6⫾ 0.7 94.6⫾ 0.3 96.5⫾ 0.3 97.6 88.3⫾ 1.7 88.7⫾ 2.5 ⌬ vH 共443–578兲 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH DSC DSC 388 共313–342兲 共313–342兲 关100-01-6兴 ⌬fusH 关2001RIB/GON兴 关1987STE/MAL, 1960NEG/MIK, 1959HAR兴 19.98 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 关99-09-2兴 ⌬fusH C ME 431 298 397.5 Reference 关1960NEG/MIK2兴 381 3-pyridinecarboxamide 共nicotinamide兲 23.8 403.8 25.5 401.6 26.94 402 共363–393兲 Method 共320–384兲 共320–384兲 关1996DOM/HEA兴 351 351 298 316 ME,TE ME C C ME TE 64.9 458 A 21.09 420.2 关1985FER/PIA兴 关1973MAL/GIG2兴 关1973MAL/GIG2兴 关1973MAL/GIG2兴 关1958HOY/PEP, 1970COX/PIL兴 关1934WOL/TRI兴 关1938WOL/WEG, 1960JON, 1935TRI兴 关1985FER/PIA兴 4-nitroaniline 101.4⫾ 1.3 101.5⫾ 1.7 94.6 107⫾ 3 100.4⫾ 2.1 100.9⫾ .6 298 298 298 298 关1996DOM/HEA兴 ME TE GS ME,TE ME ME 关1990RIB/RIB兴 关1990RIB/RIB兴 关1987SHI/OHK, 1991HOR兴 关1985FER/PIA兴 关1977FRA, 1990RIB/RIB兴 关1973MAL/GIG2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-210 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 6N 2O 2 C 6H 6N 2O 2 C 6H 6N 2O 2 C 6H 6N 2O 2 C 6H 6N 2O 3 C 6H 6N 4O C 6H 6N 4O C 6H 6N 4O 4 C 6H 6N 6O 6 C6H6N6O14 C6H6N12O12 C 6H 6O Enthalpy Compound Temp 共K兲 Range ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共346–366兲 ⌬ vH ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1973MAL/GIG2兴 关1958HOY/PEP, 1970COX/PIL兴 关1956MAJ兴 关1956MAJ兴 关1938WOL/WEG兴 关1938WOL/WEG, 1960JON兴 关1934WOL/TRI兴 298 333 298 356 298 361 362 C ME ME ME TE TE 共357–367兲 101.3⫾ 0.7 109.3 99.3⫾ 1.7 97.5⫾ 1.7 100.7⫾ 2.5 98.7⫾ 2.5 103.3⫾ 1.7 共473–538兲 共415–609兲 77.9 70.0 488 430 A 关1987STE/MAL兴 关1947STU兴 共303–363兲 关1986-81-8兴 ⌬subH 3-pyridinecarboxamide N-oxide 119.2⫾ 2.3 298 ME 关2001RIB/GON兴 关38557-82-3兴 ⌬subH 4-pyridinecarboxamide N-oxide 125.3⫾ 1.8 298 ME 关2001RIB/GON兴 关5521-55-1兴 ⌬subH 2-methyl-5-pyrazine carboxylic acid 100.9⫾ 1.5 298 C 关1997ACR/POW兴 关1445-69-8兴 ⌬subH ⌬subH phthalhydrazide 共428–450兲 共428–450兲 439 298 ME ME 关2008RIB/CAB2兴 关2008RIB/CAB2兴 关1074-98-2兴 ⌬subH 3-methyl-4-nitropyridine N-oxide 共345–392兲 106.7⫾ 2.0 298 ME 关1998RIB/MAT兴 关1006-08-02兴 ⌬subH 7-methylhypoxanthine 100.4⫾ 13 关875-31-0兴 ⌬subH 9-methylhypoxanthine 共500–552兲 84.0 关na兴 ⌬fusH 共2,4-dinitrophenyl兲hydrazine 18.89 关3058-38-6兴 ⌬subH ⌬subH ⌬subH 2,4,6-trinitro-1,3,5-benzenetriamine 182.4 168 423 共402–451兲 168.2 417 关866-65-9兴 ⌬trsH ⌬fusH 2,2,2-trinitroethyl 4,4,4-trinitrobutyrate 25.94 362.7 6.69 366.5 关135285-90-4兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬fusH hexanitrohexaazaisowurtzitane 1.97 5.91 NA 7.25 NA 关108-95-2兴 ⌬fusH phenol ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共263–298兲 共230–273兲 共282–313兲 共283–303兲 共270–313兲 共278–305兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 132.7⫾ 0.7 139.8⫾ 0.7 关1978NOW/SZC兴 HS 关1965CLA/PES兴 关2002MUS/RAZ兴 474.1 DCA LE DSC 关1990HWA/YOS兴 关2008RAI/BHA, 1979GAR/LAW兴 关1987STE/MAL, 1969ROS/DIC兴 关1971ROS/HOL兴 428.2 435.2 442.2 关2005TUR/VAC, 1998LOB/BOH兴 11.51 314 65.3⫾ 3.3 69.7⫾ 0.9 68.7⫾ 0.5 68.2 68.1 67.8 280 298 293 292 关1972INO/LIA, 1996DOM/HEA兴 HSA ME GS ME TE 关1975CHI兴 关1971PAR/ROC兴 关1960AND/BID, 1970COX/PIL兴 关1958SKL/MAR兴 关1948NIT/SEK2兴 关1947BAL, 1960JON兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-211 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 6O Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共363–391兲 共393–433兲 共455–655兲 共314–395兲 共387–456兲 共449–526兲 共520–625兲 378 298 470 329 402 464 535 EB CGC A A A A A 共383–473兲 53.2 58.8 49.5 57.4 50.9 46.8 43.8 51.1 51.3 398 EB,GS ⌬ vH 共380–455兲 51.4 395 ⌬ vH 共414–454兲 48.1 434 关2001CHY/FRA兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986BAL/GNA兴 关1987STE/MAL, 1960AND/BID, 1972DYK兴 关1949DRE/SHR, 1949DRE/MAR, 1984BOU/FRI兴 关1939GOL/MAR兴 15.5 301.6 关2009FLO/CAM兴 Enthalpy 关1192-62-7兴 ⌬fusH C6H6OS C6H6OS C6H6OS C 6H 6O 2 C 6H 6O 2 Method Reference 2-acetylfuran ⌬ vH C6H6OS Tm 共K兲 53.0⫾ 0.6 298 C 关2009RIB/AMA兴 58.8⫾ 1.2 298 C 关2007ROU/TEM兴 关88-15-3兴 ⌬ vH 2-acetylthiophene 关1468-83-3兴 ⌬fusH 3-acetylthiophene 关1379-70-4兴 ⌬ vH 5-methyl-2-thiophenecarboxyaldehyde 57.7⫾ 1.3 298 C 关2008RIB/SAN2兴 关5834-16-2兴 ⌬ vH 3-methyl-2-thiophenecarboxyaldehyde 56.2⫾ 1.2 298 C 关2008RIB/SAN2兴 关120-80-9兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH 1,2-dihydroxybenzene 共catechol兲 22.87 18.55 22.54 22.01 22.76 DSC 关2008VER/KOZ兴 关2000VER/SCH兴 关1997LEE/CHA兴 关1989BRE/LIC兴 关1926AND/LYN兴 18.9 ⌬subH ⌬subH ⌬subH ⌬subH 共295–310兲 ⌬ vH ⌬ vH ⌬ vH 共378–389兲 共395–519兲 共378–439兲 关108-46-3兴 ⌬trsH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH 377.6 377.6 377.7 376.9 377.5 C 关2006CHE/OJA兴 关1991SAB/BUL兴 关1984CAR兴 关1938WOL/WEG, 1960JON, 1935TRI兴 80.0⫾ 0.5 87.5⫾ 0.3 86.6⫾ 1.6 80.8 302 298 298 C C 71.9⫾ 0.8 63.1 61.2 298 410 393 GS A GC 关2008VER/KOZ兴 关1987STE/MAL兴 关1975KUN/LIL兴 C 关1989BRE/LIC兴 关1926AND/LYN兴 1,3-dihydroxybenzene 共resorcinol兲 1.2 366.8 18.9 382.6 21.3 382.9 共328–379兲 共324–335兲 共283–323兲 关2006TEM/ROU兴 333.6 85.3⫾ 0.5 87.5⫾ 0.5 92.3 93.3⫾ 21 93.4 95.4⫾ 1.7 78.4⫾ 1.3 334 298 353 303 298 C C GS 关1991SAB/BUL兴 关1991SAB/BUL兴 关1983BEN/BIE兴 关1968DES/WIL兴 关1958HOY/PEP兴 关1938WOL/WEG, 1960JON, 1935TRI兴 关2008VER/KOZ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-212 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 6O 2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共419–550兲 共392–463兲 74.3 74.3 关123-31-9兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH 共C6H6O2兲 – 共C10H8O2兲 C 6H 6O 2S C 6H 6O 2S C 6H 6O 2S C 6H 6O 3 C 6H 6O 3 1,4-dihydroxybenzene 共hydroquinone兲 27.23 445.1 27.2 NA 26.48 453 27.11 445.1 共325–339兲 TE,ME 关1981DEK/SMI兴 337.4 DSC 关2006TEM/ROU兴 298 ME 关2008TEM/ROU2兴 353.3 DSC 关2006TEM/ROU兴 298 ME 关2008TEM/ROU2兴 C 关2009RIB/SAN2兴 84.4⫾ 0.7 70.5 298 463 342 313 2-thiopheneacetic acid 14.0 关6964-21-2兴 ⌬fusH 97.5⫾ 1.4 3-thiopheneacetic acid 18.8 共294–312兲 100.9⫾ 1.9 C 关2008VER/KOZ兴 关1999VER7兴 关1989BRE/LIC兴 关1926AND/LYN兴 关2008VER/KOZ兴 关1987STE/MAL兴 共448–559兲 共292–307兲 DSC 关1987STE/MAL兴 关1987STE/MAL, 1975KUN/LIL兴 A 共326–345兲 共298–346兲 A GC Reference QF 332 298 334 共341–400兲 Method 关2006CHE/OJA兴 关1991SAB/BUL兴 关1991SAB/BUL兴 关1983BEN/BIE兴 关1981DEK/SMI兴 关1956MAG兴 关1953SEK/SUZ兴 关1927COO/COO兴 100.6⫾ 1.3 94.1⫾ 0.5 93.7⫾ 0.5 101.3 103.9⫾ 1 103.8 90.1⫾ 0.8 103.8 关1918-77-0兴 ⌬fusH C C GS ME,TE 关5380-42-7兴 ⌬ vH methyl 2-thiophenecarboxylate 57.6⫾ 1.2 298 关23806-24-8兴 ⌬subH ⌬subH methyl 2-thiophenecarboxylate 共312–334兲 96.7⫾ 0.4 共312–334兲 98.0⫾ 0.4 323.2 298 ME ME 关2008RIB/SAN5兴 关2008RIB/SAN5兴 关1918-79-2兴 ⌬subH ⌬subH 5-methyl-2-thiophenecarboxylic acid 共316–338兲 100.4⫾ 0.3 327.2 共316–338兲 101.9⫾ 0.3 298 ME ME 关2008RIB/SAN5兴 关2008RIB/SAN5兴 关87-66-1兴 ⌬fusH ⌬fusH 1,2,3-trihydroxybenzene 25.9 18.55 ⌬subH ⌬subH ⌬subH 共326–370兲 ⌬ vH 关533-73-3兴 ⌬fusH ⌬subH ⌬subH C 6H 6O 3 434 407 1,4-hydroquinone-1,4-naphthoquinone 98.7⫾ 1 324 ⌬subH C 6H 6O 2S Tm 共K兲 关60706-28-7兴 ⌬subH ⌬subH C 6H 6O 2S Compound 关108-73-6兴 关2004VER/SCH兴 关1992RAI/GEO兴 405.6 407.2 298 298 387 GS C 共377–398兲 104 116.9⫾ 0.6 89.1 关2004VER/SCH兴 关1986RIB/RIB兴 关1934HIR兴 共425–582兲 69.5 440 A 关1987STE/MAL, 1955VON/GEB兴 1,2,4-trihydroxybenzene 28.8 共341–382兲 124.2⫾ 0.6 119.8⫾ 1.6 1,3,5-trihydroxybenzene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2004VER/SCH兴 413.2 298 298 GS C 关2004VER/SCH兴 关1986RIB/RIB兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-213 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬subH ⌬subH ⌬subH C 6H 6O 3 关67-47-0兴 ⌬fusH ⌬ vH C 6H 6O 4 C 6H 6S C6H7Cl2N C6H7Cl3OS C6H7FN2O2 C 6H 7F 3N 2O 4 C 6H 7N C 6H 7N C 6H 7N 34.5 491.8 135.5⫾ 1.3 131.7⫾ 1.0 127.9 5-hydroxymethylfurfural 19.8 共314–368兲 83.4⫾ 0.2 Method Reference 关2004VER/SCH兴 GS C TE,ME 关2004VER/SCH兴 关1986RIB/RIB兴 关1983DEW/BOW兴 DSC 关2009VER/EME兴 298 GS 关2009VER/EME兴 A 关1987STE/MAL, 1972DYK兴 298 298 308.5 butynedioic acid, dimethyl ester 共273–460兲 56.3 288 关108-98-5兴 ⌬fusH benzenethiol 共thiophenol兲 11.48 258.2 关1996DOM/HEA兴 348 共385–486兲 45.9 43.5 43.1 400 A,EB 375 395 407 417 339 C C C C 共324–440兲 43.8⫾ 0.1 42.6⫾ 0.1 41.8⫾ 0.1 41.3⫾ 0.1 44.3 关1999DYK/SVO兴 关1986BAL/GNA兴 关1987STE/MAL, 1966OSB/DOU, 1956SCO/MCC兴 关1956SCO/MCC兴 关1956SCO/MCC兴 关1956SCO/MCC兴 关1956SCO/MCC兴 关1955VON/GEB, 1984BOU/FRI兴 关137-04-2兴 ⌬subH 2-chloroaniline hydrochloride 共373–473兲 77.6 388 A 关1987STE/MAL, 1975KON/SEL兴 关141-85-5兴 ⌬subH 3-chloroaniline hydrochloride 共383–473兲 71.3 398 A 关1987STE/MAL, 1975KON/SEL兴 关20265-96-7兴 ⌬subH 4-chloroaniline hydrochloride 共373–483兲 77.8 388 A 关1987STE/MAL, 1975KON/SEL兴 关76619-93-7兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-propyl ester 共383–433兲 69.4 GC 关1980PIT/KIS兴 关na兴 ⌬subH 1,3-dimethyl-5-fluorouracil 共338–373兲 119⫾ 4 TE 关2002BRU/POR兴 关400-58-8兴 ⌬subH N-关N-共trifluoroacetyl兲glycyl兴glycine 共273–423兲 67.0 288 A 关1987STE/MAL, 1960WEY/KLI兴 关15760-35-7兴 ⌬ vH 3-methylenecyclobutanecarbonitrile 共348–435兲 45.9 366 BG 关1971HAL/BAL兴 关31357-71-8兴 ⌬ vH bicyclo关2.1.0兴pentane-1-carbonitrile 共332–390兲 41.8 343 BG 关1971HAL/BAL兴 关62-53-3兴 ⌬fusH ⌬fusH aniline ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H7Cl2N 共383–406兲 Tm 共K兲 关na兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H7Cl2N 共355–382兲 ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共333–471兲 10.54 10.92 共350–499兲 共350–499兲 共350–499兲 共350–499兲 共421–591兲 共273–338兲 51.0⫾ 0.2 48.0⫾ 0.2 45.2⫾ 0.2 42.2⫾ 0.4 45.8 52.2 关1972AHM/EAD2, 1996DOM/HEA兴 关1942ZIE/AND兴 267.1 267.3 360 400 440 480 444 288 EB EB EB EB A 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关1992LEE/CHE兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-214 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 6H 7N 关109-06-8兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 6H 7N C 6H 7N 关108-99-6兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共304–485兲 共373–458兲 共455–523兲 共313–386兲 共288–298兲 共304–457兲 53.6 48.6 46.3 51.4 52.9 54.0 53.0 319 388 470 350 293 319 333 9.72 206.5 Tm 共K兲 A A A C Reference 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979MAH/SMI兴 关1968RAV/DAN兴 关1962HAT/DOU兴 关1962HAT/DOU兴 2-methylpyridine 共308–441兲 共308–441兲 共308–441兲 共308–441兲 共323–373兲 共292–403兲 共209–245兲 共429–537兲 共521–621兲 共352–445兲 共352–442兲 共337–403兲 关1996DOM/HEA兴 EB EB EB EB CGC EB A A A C C C C C EB,IP EB C C C MG 关1999CHI/KNI兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1995CHI/HOS兴 关1990LEN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1987STE/MAL, 1968OSB/DOU兴 关1987STE/MAL, 1963SCO/HUB兴 关1963SCO/HUB兴 关1963SCO/HUB兴 关1963SCO/HUB兴 关1953HER/MAR兴 41.2⫾ 0.1 38.8⫾ 0.1 36.4⫾ 0.1 33.7⫾ 0.3 43.6 42.0 46.9 36.5 35.4 42.5⫾ 0.1 41.6⫾ 0.1 40.7⫾ 0.1 39.8⫾ 0.1 38.3⫾ 0.1 39.1 39.1 38.8⫾ 0.1 37.7⫾ 0.1 36.2⫾ 0.1 39.8 320 360 400 440 298 307 230 444 536 298 313 328 343 368 367 367 359 379 402 352 14.18 255 关1996DOM/HEA兴 关1987STE/MAL兴 3-methylpyridine ⌬subH 共225–255兲 62.2 240 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共342–373兲 共314–457兲 共314–457兲 共314–457兲 共314–457兲 共374–458兲 共450–570兲 共561–645兲 44.5⫾ 2.0 43.2⫾ 0.1 40.9⫾ 0.1 38.6⫾ 0.1 36.1⫾ 0.2 40.1 37.7 36.8 44.6⫾ 0.1 43.6⫾ 0.1 42.7⫾ 0.1 42.0⫾ 0.1 40.4⫾ 0.1 41.3 41.3 40.2⫾ 0.1 38.9⫾ 0.1 37.4⫾ 0.1 41.0 298 320 360 400 440 389 465 576 298 313 328 343 368 362 362 372 393 417 369 关108-89-4兴 Method 共347–458兲 共347–458兲 共354–418兲 4-methylpyridine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 CGC EB EB EB EB A A A C C C C C EB,IP EB C C C MG 关2009LIP/CHI2兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1987STE/MAL, 1968OSB/DOU兴 关1987STE/MAL, 1963SCO/GOO兴 关1963SCO/GOO兴 关1963SCO/GOO兴 关1963SCO/GOO兴 关1953HER/MAR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-215 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 7N 共C6H7N兲 – 共SO2兲 C6H7NO Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共213–239兲 62.7 226 A ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共328–459兲 共328–459兲 共328–459兲 共328–459兲 共323–373兲 共348–460兲 共348–347兲 共381–460兲 共452–573兲 共564–646兲 43.4⫾ 0.1 41.1⫾ 0.1 38.8⫾ 0.1 36.2⫾ 0.2 44.7 41.4 42.1 40.0 37.9 37.2 44.9⫾ 0.1 43.9⫾ 0.1 42.9⫾ 0.1 42.1⫾ 0.1 44.8⫾ 0.1 41.4 41.3 320 360 400 440 298 363 347 396 467 579 298 313 328 343 298 363 365 EB EB EB EB CGC A A A A A C C C C C EB,IP MG 关26555-56-5兴 ⌬ vH 2-cyclopentene-1-carbonitrile 44.9⫾ 0.1 298 C 关na兴 ⌬subH aniline-sulfur dioxide complex 共277–323兲 82.1 300 关1931HIL兴 关95-55-6兴 ⌬fusH ⌬fusH ⌬fusH 2-aminophenol 443.2 447.6 447.4 关2001ROT/GLA兴 关2003HUA, 2005HUA/TAN兴 关1996DOM/HEA兴 共348–459兲 共350–418兲 31.4 21.72 34.0 ⌬subH ⌬subH ⌬subH ⌬subH C6H7NO 关591-27-5兴 ⌬fusH ⌬fusH ⌬fusH 93.5⫾ 0.8 95.3⫾ 0.7 96.9⫾ 0.6 103.9⫾ 0.9 关123-30-8兴 ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C6H7NO 关1121-25-1兴 ⌬subH 332 337 298 298 Method C C C C Reference 关1987STE/MAL兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1999CHI/KNI兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1984MAJ/SVO2兴 关1981HOS/SCO兴 关1987STE/MAL, 1968OSB/DOU兴 关1953HER/MAR兴 关1970PRO/KRE兴 关1996SAB/GOU兴 关1996SAB/GOU兴 关1996SAB/GOU兴 关1986NUN/BAR兴 3-aminophenol 23.9 21.95 22.98 ⌬subH ⌬subH ⌬subH C6H7NO Tm 共K兲 98.8⫾ 0.9 101.6⫾ 0.9 104.7⫾ 1.2 关2001ROT/GLA兴 关2003HUA, 2005HUA/TAN兴 关1991RAI/GEO兴 390.7 396.8 399 335 298 298 C C C 关1996SAB/GOU兴 关1996SAB/GOU兴 关1986NUN/BAR兴 4-aminophenol 23.8 31.2 26.0 关2001ROT/GLA兴 关1996DOM/HEA, 1989BRE/LIC兴 关1996DOM/HEA, 1996SAB/GOU兴 455.2 459.5 462.5 101.1⫾ 0.7 103.6⫾ 0.7 111.0 109.1⫾ 1.4 92.1 335 298 438 298 417 C C C I 关1996SAB/GOU兴 关1996SAB/GOU兴 关1987STE/MAL兴 关1986NUN/BAR兴 关1954DUN, 1960JON兴 2-methyl-3-hydroxypyridine 89.3⫾ 1.3 298 C 关1982SUR/SAI, 1986PED/NAY兴 共423–459兲 共403–430兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-216 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO C6H7NO2 C6H7NO2 C6H7NO2S Enthalpy Compound Temp 共K兲 Range C6H7NS C 6H 7N 3O 2 Method Reference 2-methyl-4-hydroxypyridine 113.0⫾ 1.3 298 关1121-78-4兴 ⌬subH 2-methyl-5-hydroxypyridine 96.2⫾ 2.1 298 C 关1982SUR/SAI, 1986PED/NAY兴 关3279-76-3兴 ⌬subH 2-methyl-6-hydroxypyridine 92.0⫾ 1.3 298 C 关1982SUR/SAI, 1986PED/NAY兴 关931-19-1兴 ⌬subH ⌬subH 2-methylpyridine N-oxide 92.9⫾ 1.9 78.2⫾ 2.2 298 298 C C 关2010CAB/MON兴 关1995ACR/TUC兴 关1003-73-2兴 ⌬subH 3-methylpyridine N-oxide 82.2⫾ 2.4 298 C 关1995ACR/TUC兴 关1003-67-4兴 ⌬subH ⌬subH 4-methylpyridine N-oxide 共345–392兲 85.3⫾ 2.6 共316–341兲 79.1⫾ 1.3 298 ME 关1998RIB/MAT兴 关1995LEB/CHI兴 关1628-89-3兴 ⌬ vH 2-methoxypyridine 共304–338兲 40.5 319 A 关1987STE/MAL兴 关694-85-9兴 ⌬ vH 1-methyl-2共1H兲-pyridone 共353–399兲 60.2 368 A 关1987STE/MAL兴 关586-95-8兴 ⌬fusH 4-pyridinemethanol 关1072-83-9兴 ⌬fusH ⌬subH ⌬subH 2-acetylpyrrole 关1072-82-8兴 ⌬subH ⌬subH 3-acetylpyrrole 共316–338兲 共316–338兲 关na兴 ⌬fusH n-ethyl-␣-cyanoacrylate 12.86 关6973-60-0兴 ⌬subH ⌬subH 1-methyl-2-pyrrolecarboxylic acid 共305–327兲 95.3⫾ 0.7 316 共305–327兲 96.2⫾ 0.7 298 关98-10-2兴 ⌬fusH benzenesulfonamide 11.78 共277–293兲 共277–293兲 363 285 298 ME ME 关2009FLO/CAM兴 关2009SAN/GOM兴 关2009SAN/GOM兴 93.2⫾ 0.5 94.7⫾ 0.5 327 298 ME ME 关2009SAN/GOM兴 关2009SAN/GOM兴 115.3⫾ 1.7 298 4-共methylthio兲pyridine 共347–383兲 75.3⫾ 3.8 关6887-59-8兴 ⌬subH 1-methyl-4-thiopyridone 共440–465兲 188.3⫾ 9.2 关3034-19-3兴 2-hydrazino-1-nitrobenzene ME ME 关2009SAN/RIB兴 关2009SAN/RIB兴 关2005MAT/MIR兴 425.8 关22581-72-2兴 ⌬subH 55.8 关1991BYK/KIP兴 243.2 sulfanilic acid 共4-aminobenzene sulfonic acid兲 66.9 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2005WAN/TAN兴 14.08 81.3⫾ 1.0 81.2⫾ 1.0 25.17 共346–383兲 关1982SUR/SAI, 1986PED/NAY兴 325.2 关121-57-3兴 ⌬subH ⌬ vH C6H7NS Tm 共K兲 关18617-86-6兴 ⌬subH ⌬subH C6H7NO3S ⌬transHm 共kJ mol−1兲 C 关2005MAT/MIR兴 关1938WOL/WEG, 1960JON兴 365 B 关1974BEA/MUE兴 361 A 关1987STE/MAL兴 452 B 关1974BEA/MUE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-217 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 7N 5 C 6H 7N 5 C 6H 7N 5 C 6H 7N 5 C 6H 7N 5 C 6H 7N 5 C 6H 8 C 6H 8 Enthalpy C6H8ClN C6H8ClN C6H8ClN C6H8ClO C6H8Cl2O4 C 6H 8F 8N 4 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 124.7 DSC 关1990HWA/YOS兴 ⌬ vH 99.6 DSC 关1990HWA/YOS兴 138.2 ME 关2000ZIE兴 121.7 ME 关2000ZIE兴 117.5 83.7⫾ 9 ME HSA 关2000ZIE兴 关1978NOW/SZC兴 ME 关1984ZIE/ZIE兴 ME 关2000ZIE兴 ME HSA HSA 关1984ZIE/ZIE兴 关1987STE/MAL, 1965CLA/PES兴 关1978NOW/SZC兴 关5142-22-3兴 ⌬subH 1-methyladenine 关1445-08-5兴 ⌬subH 2-methyladenine 关5142-23-4兴 ⌬subH ⌬subH 3-methyladenine 关443-72-1兴 ⌬subH N-methyladenine 共395–425兲 123.4⫾ 21 关22387-37-7兴 ⌬subH 8-methyladenine 关700-00-5兴 ⌬subH ⌬subH ⌬subH 9-methyladenine 共381–411兲 121.3⫾ 4.6 共413–458兲 121.7 92⫾ 8 关na兴 ⌬ vH ⌬ vH cis, anti, cis-tricyclo关3.1.0.02,4兴hexane 共273–329兲 30.6 293 共273–329兲 29.7 313 关592-57-4兴 ⌬fusH 1,3-cyclohexadiene 关628-41-1兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH C 6H 8 Temp 共K兲 Range ⌬subH ⌬ vH ⌬ vH C 6H 8 Compound 103.2 共307–364兲 共304–322兲 428 关1979LET/ORC兴 关1979LET/ORC兴 关1996DOM/HEA兴 4.2 161 32.6 32.4 322 308 0.82 5.72 192 224 34.0 33.9 319 308 A MM A,EB MM 关1987STE/MAL, 1973MEY/HOT兴 关1974LET/MAR兴 1,4-cyclohexadiene 共304–360兲 共304–322兲 关1996DOM/HEA兴 关1987STE/MAL兴 关1974LET/MAR兴 关2612-46-6兴 ⌬ vH cis 1,3,5-hexatriene 共306–323兲 33.3 314 A,MM 关1987STE/MAL, 1974LET/MAR兴 关142-04-1兴 ⌬subH aniline hydrochloride 共383–471兲 87.5 398 A 关1987STE/MAL, 1975KON/SEL兴 关14401-92-4兴 ⌬ vH 3-methylpyridine hydrochloride 共420–471兲 68.7 435 A 关1987STE/MAL兴 关14401-93-5兴 ⌬ vH 4-methylpyridine hydrochloride 共437–473兲 64.7 452 A 关1987STE/MAL兴 关na兴 ⌬fusH chloroethyl methacrylate 17.0 235.1 关6941-69-1兴 ⌬ vH ethylene glycol, bis chloroacetate 共385–557兲 73.9 400 关na兴 ⌬fusH 1,1,4,4-tetrakis共difluoroamino兲cyclohexane 46.02 382.2 关1996DOM/HEA兴 A 关1987STE/MAL, 1947STU兴 关2001OXL/SMI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-218 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 8N 2 C 6H 8N 2 C 6H 8N 2 Enthalpy C 6H 8N 2 C 6H 8N 2 C 6H 8N 2 Temp 共K兲 Range 关2003MOR/MIR兴 关123-32-0兴 ⌬ vH ⌬ vH 2,5-dimethylpyrazine 共342–373兲 47.2⫾ 2.2 共303–411兲 44.5 298 357 CGC 关2009LIP/CHI2兴 关1995SAK/UEO兴 关111-69-3兴 ⌬fusH adiponitrile 18.0 275 DSC 关2007BAD/BLA兴 58.7 363 A 关1987STE/MAL兴 关4597-87-9兴 ⌬ vH 2-methylaminopyridine 共308–323兲 49.0 316 A 关1987STE/MAL兴 关18364-47-1兴 ⌬ vH 3-methylaminopyridine 共313–343兲 57.2 326 A 关1987STE/MAL兴 关1121-58-0兴 ⌬ vH 4-methylaminopyridine 共313–343兲 54.1 328 A 关1987STE/MAL兴 关95-54-5兴 ⌬fusH 1,2-diaminobenzene 共348–523兲 23.1 关108-45-2兴 ⌬fusH 85.5⫾ 0.3 关106-50-3兴 ⌬fusH 关100-63-0兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C 6H 8N 2O 2 15.4 C 6H 8N 2O 2 C 6H 8N 2O 2 298 C 关1997SAB/PER兴 关1996DOM/HEA兴 335.5 90.4⫾ 0.4 298 C 关1997SAB/PER兴 63.7 387 A 关1987STE/MAL, 1947STU兴 21.7 412.3 共372–559兲 1,4-diaminobenzene 92.2⫾ 0.2 298 关1996DOM/HEA兴 C 关1997SAB/PER兴 phenyl hydrazine 共413–518兲 共345–517兲 共378–465兲 关13925-00-3兴 ⌬ vH ethylpyrazine 关874-14-6兴 ⌬fusH 1,3-dimethyluracil ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 关1997LEE/CHA, 1989BRE/LIC兴 373.9 1,3-diaminobenzene ⌬subH C 6H 8N 2 Reference C ⌬ vH C 6H 8N 2 Method 298 ⌬subH C 6H 8N 2 Tm 共K兲 2,3-dimethylpyrazine 52.6⫾ 1.7 ⌬subH C 6H 8N 2 ⌬transHm 共kJ mol−1兲 关5910-89-4兴 ⌬ vH ⌬ vH C 6H 8N 2 Compound 共311–367兲 共313–363兲 共400–454兲 共344–370兲 292.8 57.3 59.2 57.2 428 360 393 A T 关1987STE/MAL, 1972DYK兴 关1947STU兴 关1942WIL/GIL兴 48.8⫾ 1.9 298 C 关2003MOR/MIR兴 14.6 398 115.8⫾ 3.0 96.4⫾ 1.4 101.7⫾ 2.1 46⫾ 4.2 92 338 298 338 426 TE C QR HAS HAS 关2000BRU/PIA兴 关1985MUR/SAK兴 关1980TEP/YAN兴 关1978NOW/SZC兴 关1965CLA/PES兴 QR 关1980TEP/YAN兴 关4160-72-9兴 ⌬subH 1-methylthymine 共378–428兲 124.4⫾ 1.3 398 关na兴 ⌬fusH N-acetylglycine amide 25.6 408.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 16.43 关1996DOM/HEA兴 关1988FER/DEL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-219 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method AC Reference 关4538–37–8兴 ⌬fusH 1,4-diisocyanatobutane 共8–360兲 20.76 231.2 关na兴 ⌬trsH ⌬fusH ⌬fusH p-aminobenzene sulphonamide 1.63 24.02 23.0 407 439.3 438.7 关63-74-1兴 ⌬fusH 4-aminobenzenesulfonamide 共sulfanilamide兲 23.3 435.4 关2002MAR/GOM兴 关na兴 ⌬fusH 1,4:3,6-dianhydromannitol dinitrate 共isomannide dinitrate兲 20.5 337.2 关1998HAT/SUZ兴 关na兴 ⌬fusH 1,4:3,6-dianhydro-共d兲-glucitol dinitrate 共isosorbide dinitrate兲 27.63 341.7 关1998HAT/SUZ兴 关na兴 ⌬fusH 1,4:3,6-dianhydroiditol dinitrate 共isoidide dinitrate兲 12.81 325.9 关1998HAT/SUZ兴 关4164-33-4兴 ⌬fusH bis共2-cyanoethyl兲-N-nitroamine 44.99 关1987OYU/BRI兴 C 6H 8N 4O 8 关146028-82-2兴 ⌬fusH 1,1,4,4-tetranitrocyclohexane 108.8 489.2 关2001OXL/SMI兴 Note: Experimental enthalpy is abnormally large—compound may be decomposing C 6H 8N 6O 8 关na兴 ⌬fusH 1,3-dinitro-3共1⬘ , 3⬘兲-dinitroazetidin-3⬘-yl兲azetidine 25.52 387.5 关930-68-7兴 ⌬ vH ⌬ vH 2-cyclohexen-1-one 共351–445兲 45.0 共335–481兲 49.5⫾ 0.4 366 298 EB EB 关2006PAL/ORA兴 关1997STE/CHI3兴 关625-36-3兴 ⌬ vH ⌬ vH 2,5-dimethylfuran 共271–308兲 32.3⫾ 0.3 共271–308兲 31.8⫾ 0.3 290 298 GS GS 关1998VER/WEL兴 关1998VER/WEL兴 关4935-01-7兴 ⌬ vH methyl bicyclo关1.1.0兴butane-1-carboxylate 共299–377兲 37.3 318 BG 关1971HAL/BAL兴 关504-02-9兴 ⌬subH 1,3-cyclohexanedione 89.8⫾ 1.1 关637-88-7兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH 1,4-cyclohexanedione C 6H 8N 2O 2 C 6H 8N 2O 2S C 6H 8N 2O 2S C 6H 8N 2O 8 C 6H 8N 2O 8 C 6H 8N 2O 8 C 6H 8N 4O 2 C 6H 8O C 6H 8O C 6H 8O 2 C 6H 8O 2 C 6H 8O 2 ⌬subH ⌬subH ⌬subH C 6H 8O 3 C 6H 8O 3 6.20 1.18 11.26 6.15 0.96 10.04 75.0⫾ 1.0 84.4 84.2 关1996CIO/MEL兴 关1996CIO/MEL兴 关1985OHM/LIP兴 327 298 关1998MCK/FLO兴 C 319.9 338.8 351.5 322.2 339.2 348.2 298 289 298 关2005SMI/KAN2兴 关1993PIL/PAR兴 关1983DEW/DEK兴 关1972ALV/BOR兴 C TE,ME 关1993PIL/PAR兴 关1983DEW/VAN兴 关1983DEW/VAN兴 关17347-61-4兴 ⌬ vH 2,2-dimethylsuccinic acid anhydride 共334–493兲 57.3 349 A 关1987STE/MAL, 1947STU兴 关31468-33-4兴 ⌬ vH 2-methylglutaric acid anhydride 共366–556兲 60.7 A 关1987STE/MAL, 1947STU兴 381 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-220 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 8O 4 Enthalpy 关624-49-7兴 ⌬fusH Compound Temp 共K兲 Range C 6H 8O 4 关624-48-6兴 ⌬fusH Tm 共K兲 Method Reference dimethyl fumarate 35.15 ⌬subH ⌬subH ⌬ vH ⌬transHm 共kJ mol−1兲 关1996DOM/HEA兴 375 关1972LEB/KAT兴 关1934WOL/TRI兴 NA 84.5⫾ 1.7 共361–466兲 53.8 376 14.64 254 A 关1987STE/MAL兴 dimethyl maleate ⌬subH ⌬subH 共317–341兲 44.8 41.8⫾ 4.2 ⌬ vH ⌬ vH 共385–421兲 共318–478兲 52.0 53.9 关1996DOM/HEA兴 关1938WOL/WEG, 1960JON, 1935TRI兴 关1934WOL/TRI兴 400 334 A 关1987STE/MAL兴 关1947STU兴 关5445-51-2兴 ⌬subH cyclobutane-1,1-dicarboxylic acid 112.2⫾ 0.7 C 关1983ALT/PIL兴 关3396-14-3兴 ⌬subH cyclobutane-1,2-dicarboxylic acid 120.0⫾ 0.9 C 关1983ALT/PIL兴 关95-96-5兴 ⌬fusH 共dl兲 3,6-dimethyl-1,4-dioxane-2,5-dione 24.7 397.5 关1996DOM/HEA兴 关4511-42-6兴 ⌬fusH 共l兲 3,6-dimethyl-1,4-dioxane-2,5-dione 16.94 366.6 关1999LEB/KUL兴 C 6H 8O 5 关3184-35-8兴 ⌬subH 2-oxohexanedioic acid 共281–301兲 127.0 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods C 6H 8O 5 关689-31-6兴 ⌬subH 3-oxohexanedioic acid 共307–329兲 151 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods C 6H 8O 6 关na兴 ⌬fusH 共l兲-ascorbic acid 关632-16-6兴 ⌬ vH 2,3-dimethylthiophene 共353–473兲 39.4 368 A 关1987STE/MAL, 1972DYK兴 关638-00-6兴 ⌬ vH 2,4-dimethylthiophene 共323–493兲 41.4 338 A 关1987STE/MAL, 1972DYK, 1999DYK/SVO兴 关638-02-8兴 ⌬fusH 2,5-dimethylthiophene 8.91 210.6 C 6H 8O 4 C 6H 8O 4 C 6H 8O 4 C 6H 8O 4 C 6H 8S C 6H 8S C 6H 8S ⌬ vH ⌬ vH C 6H 8S C 6H 8S 37.04 共333–374兲 40.2⫾ 0.9 39.7 关632-15-5兴 ⌬ vH 3,4-dimethylthiophene 共328–478兲 41.1 关872-55-9兴 ⌬ vH 2-ethylthiophene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 39.7⫾ 0.9 关1998MUR/BET兴 466.2 关1996DOM/HEA兴 298 348 C IA 关2008RIB/SAN3兴 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 343 A 关1987STE/MAL, 1972DYK, 1999DYK/SVO兴 298 C 关2007RIB/SAN兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-221 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C 6H 8S C 6H 9F 3O 2 C 6H 9N C 6H 9N C 6H 9N Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共333–374兲 39.7 348 IA 关1987STE/MAL, 1971EON/POM, 1999DYK/SVO兴 关1987STE/MAL, 1972DYK兴 C6H9NO2 C6H9NO6 C6H9NO6 C6H9NO6 C6H9NS C 6H 9N 3O C 6H 9N 3O C 6H 9N 3O C 6H 9N 3O 2 C 6H 9N 3O 2 C 6H 9N 3O 2 C 6H 9N 3O 2 Tm 共K兲 Method 关1795-01-3兴 ⌬ vH 3-ethylthiophene 共318–473兲 40.7 333 A 关367-64-6兴 ⌬ vH butyl trifluoroacetate 共343–377兲 37.8 358 A,EB 关4254-02-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH cyclopentanecarbonitrile 48.1⫾ 0.1 43.4⫾ 0.1 共340–418兲 40.9 43.5⫾ 0.1 298 298 359 298 C 关625-82-1兴 ⌬fusH 2,4-dimethylpyrrole 关625-84-3兴 ⌬fusH 2,5-dimethylpyrrole ⌬ vH C6H9NO Compound 共373-43兲 BG C Reference 关1987STE/MAL, 1969SHE/LAN兴 关1983FUC/HAL兴 关1973KON兴 关1971HAL/BAL兴 关1970PRO/KRE兴 9.6 268.5 关1994CHI/HOS2兴 9.3 280.9 关1996DOM/HEA兴 49.5 388 15.28 286.2 A,IP,EB 关1987STE/MAL, 1968OSB/DOU兴 关88-12-0兴 ⌬fusH N-vinylpyrrolidone 关1572-99-2兴 ⌬ vH ethyl 2-cyanopropionate 共283–323兲 58.6⫾ 0.3 298 关na兴 ⌬fusH isomannide mononitrate 20.64 344.8 关1998HAT/SUZ兴 关na兴 ⌬fusH isosorbide-2-mononitrate 26.38 328 关1998HAT/SUZ兴 关na兴 ⌬fusH isosorbide-5-mononitrate 22.36 364 关1998HAT/SUZ兴 关13623-11-5兴 ⌬fusH 2,4,5-trimethylthiazole 240.7 关1966MEY/MET兴 关7171-70-2兴 ⌬subH 1,3,5-trimethyl-4-nitrosopyrazole 88.0⫾ 2.0 关17634-60-5兴 ⌬subH 9.0 关1997KUL/LEB2兴 GS 关1995VER/BEC兴 C 关2001RIB/FER兴 1,5-dimethylcytosine 共390–437兲 132.8⫾ 0.6 GS 关1998ZIE/WSZ兴 关6220-49-1兴 ⌬subH 1,N-dimethylcytosine 共401–426兲 122.2⫾ 0.3 GS 关1998ZIE/WSZ兴 关71-00-1兴 ⌬subH L-histidine 共392–492兲 LE 关1977GAF/PIE兴 关20555-80-0兴 ⌬subH ⌬subH ⌬subH 1-methyl-N4-methoxycytosine 共316–325兲 107.6⫾ 0.3 共320–357兲 106.9⫾ 0.4 106.4⫾ 0.8 ME GS 关1999ZIE/PER兴 关1999ZIE/PER兴 关1998ZIE/WSZ兴 关6220-53-7兴 ⌬subH 1,5-dimethyl-N-hydroxcytosine 共357–394兲 115.2⫾ 0.6 GS 关1998ZIE/WSZ兴 关36315-01-2兴 2-amino-4,6-dimethoxypyrimidine 142⫾ 8 298 442 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-222 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C 6H 9N 3O 3 C 6H 9N 3O 3 C 6H 9N 3O 3 C 6H 9N 3O 3 C 6H 9P C6H10 C6H10 C6H10 C6H10 C6H10 29.85 Tm 共K兲 Method Reference 371 关2003SUN/SON兴 404 409 340.2 395.2 关2004FRI/KAP兴 关2004FRI/KAP兴 关877-89-4兴 ⌬fusH 共-form兲 ⌬fusH 共␥-form兲 ⌬trsH ⌬fusH 2,4,6-trimethoxy-1,3,5-triazine 18.1 11.4 共298–523兲 3.9 共298–523兲 18.1 关na兴 ⌬fusH 6-methoxy-3,5-dimethyl-tetrahydrotriazine-2,4-dione 12.7 363.2 Note: Compound rearranges shortly after melting. 关877-89-4兴 ⌬subH ⌬subH ⌬subH trimethyl isocyanurate 共330–346兲 86.6⫾ 1.3 88.2⫾ 1.3 88.2⫾ 1.3 338 298 298 C C C 关1988IMA/MUR兴 关1988IMA/MUR兴 关1989IMA/TAK, 1985MUR/SAK兴 关877-89-4兴 ⌬subH trimethyl cyanurate 90.3⫾ 1.0 298 C 关1989IMA/TAK, 1985MUR/SAK兴 关3746-01-8兴 ⌬ vH trivinylphosphine 共289–334兲 304 关285-58-5兴 ⌬ vH ⌬ vH cis bicyclo关3.1.0兴hexane 共273–300兲 33.7 33.5⫾ 0.4 关5685-46-1兴 ⌬ vH bicyclopropyl 33.7 DSC DSC 关2000HAN/BOT兴 关2000HAN/BOT, 2004FRI/KAP兴 关1957MAI/SEY, 1984BOU/FRI兴 286 298 A 关1987STE/MAL兴 关1970CHA/MCN兴 31.7⫾ 0.5 298 C 关2007PAS/KUZ兴 关3664-56-0兴 ⌬ vH ⌬ vH 1,2,2-trimethylcyclopropene 27.9⫾ 1.4 26.8⫾ 1.7 298 298 C 关2007PAS/KUZ兴 关1986PIM/DOM, 2007PAS/KUZ兴 关110-83-8兴 ⌬trsH ⌬fusH cyclohexene 138.7 169.7 关1996DOM/HEA兴 32.8 32.9 32.6 33.5⫾ 0.5 32.7 33.1 32.7⫾ 0.1 32.2⫾ 0.1 31.7⫾ 0.1 31.2⫾ 0.1 30.7⫾ 0.1 33.7 32.6 330 325 327 298 324 308 313 323 333 343 353 300 300 关2009MAR/AUC兴 关2004STE/SUN兴 关2001SEG/LAM兴 关1996STE/CHI3兴 关1987STE/MAL, 1973MEY/HOT兴 关1974LET/MAR兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1950FOR/CAM兴 关1941LIS兴 关na兴 ⌬ vH ⌬ vH 1-methylcyclopentene 32.6⫾ 0.2 共268–403兲 33.4 298 283 GCC A 关1979FUC/PEA兴 关1987STE/MAL, 1972DYK兴 关1120-62-3兴 ⌬ vH ⌬ vH 3-methylcyclopentene 31.0⫾ 0.2 共263–392兲 32.1 298 278 GCC A 关1979FUC/PEA兴 关1987STE/MAL, 1972DYK兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H10 ⌬transHm 共kJ mol−1兲 4.23 3.28 共315–356兲 共310–356兲 共312–356兲 共285–357兲 共309–365兲 共305–322兲 共285–357兲 共229–292兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 EB A,EB MM C C C C C MM PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-223 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H10 C6H10 C6H10 C6H10 C6H10 C6H10 C6H10 C6H10 C6H10 C6H10 C6H10Br2 C6H10ClFO2 C6H10ClF3O C6H10Cl2 Enthalpy C6H10Cl2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关1759-81-5兴 ⌬ vH 4-methylcyclopentene 共271–403兲 33.2 286 A 关1987STE/MAL, 1972DYK兴 关1489-61-8兴 ⌬ vH 1,3-dimethylcyclobutene 共269–296兲 31.3 282 A 关1987STE/MAL兴 关513-81-5兴 ⌬ vH 2,3-dimethyl-1,3-butadiene 共273–342兲 32.2 288 A 关1987STE/MAL, 1955CUM/MCL兴 关592-48-3兴 ⌬ vH trans 1,3-hexadiene 共299–319兲 32.1 309 A,MM 关1987STE/MAL, 1974LET/MAR兴 关7319-00-8兴 ⌬ vH trans 1,4-hexadiene 共304–323兲 30.2 313 A,MM 关1987STE/MAL, 1974LET/MAR兴 关592-42-7兴 ⌬ vH ⌬ vH ⌬ vH 1,5-hexadiene 共299–333兲 共300–319兲 共273–333兲 29.4 28.6 30.5 314 308 288 A 关1987STE/MAL兴 关1974LET/MAR兴 关1987STE/MAL, 1955CUM/MCL, 1972DYK兴 关5194-51-4兴 ⌬ vH ⌬ vH trans trans 2,4-hexadiene 共304–354兲 33.2 共305–323兲 33.2 319 308 A MM 关1987STE/MAL兴 关1974LET/MAR兴 关693-02-7兴 ⌬ vH ⌬ vH ⌬ vH 1-hexyne 共250–290兲 共237–287兲 共265–391兲 33.5 34.2 33.4 270 262 280 MM HSA A 关1981CHI/HYM兴 关1981CHI/HYM兴 关1987STE/MAL, 1972DYK兴 关264-35-2兴 ⌬ vH ⌬ vH 2-hexyne 共283–313兲 共283–313兲 35.8 35.9 298 298 关764-35-2兴 ⌬ vH ⌬ vH 3-hexyne 共253–354兲 共253–298兲 30.5 31.6 268 275 A T 关1987STE/MAL兴 关1965RON/HAR兴 关7429-37-0兴 ⌬ vH trans 1,2-dibromocyclohexane 共350–416兲 53.3 365 A 关1987STE/MAL兴 关na兴 ⌬ vH 3-fluorobutyric acid, 2-chloroethyl ester 共273–333兲 60.4 288 A 关1987STE/MAL, 1972DYK兴 关358-36-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-chloro-1,1,2-trifluoroethyl butyl ether 45.1⫾ 0.1 298 43.9⫾ 0.1 313 42.8⫾ 0.1 328 41.6⫾ 0.1 343 C C C C 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关1984MAJ/UCH兴 关2108-92-1兴 ⌬trsH ⌬fusH 1,1-dichlorocyclohexane 9.16 1.47 ⌬ vH C6H10Cl2 Compound 共335–444兲 43.5 A 关2007BOU/BEL兴 关2006BOU/BEL兴 225 236 关1999KAB/KOZ兴 350 A 关1987STE/MAL兴 关10498-35-8兴 ⌬ vH cis 1,2-dichlorocyclohexane 共364–480兲 45.8 379 A 关1987STE/MAL兴 关822-86-6兴 ⌬ vH trans 1,2-dichlorocyclohexane 共344–462兲 45.8 359 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-224 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H10Cl2 C6H10Cl2O2 C6H10F2O2 C6H10N2O C6H10N2O2 C6H10N6O9 C6H10N6O10 C6H10O C6H10O C6H10O C6H10O C6H10O C6H10O Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关19398-57-3兴 ⌬ vH 1,4-dichlorocyclohexane 共353–406兲 47.8 368 A 关1987STE/MAL兴 关37079-08-6兴 ⌬ vH isobutyl dichloroacetate 共301–456兲 51.4 316 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬ vH 3-fluorobutyric acid, 2-fluoroethyl ester 共273–333兲 54.8 288 A 关1987STE/MAL, 1972DYK兴 关na兴 ⌬trsH ⌬trsH ⌬fusH 2,3-diazabicyclo关2.2.2兴oct-2-ene N-oxide 5.02 359.3 8.05 399.3 3.84 438 关7491-74-1兴 ⌬fusH (I) ⌬fusH (II) 2-oxo-1-pyrrolidineacetamide 共piracetam兲 25.59 426 29.85 412 关28464-26-8兴 ⌬subH N-共2,2-dinitropropyl兲-2,2-dinitro-N-nitroso-1-propanamine 共323–336兲 110.9⫾ 8 ME 关1973PEP/GAF, 1977PED/RYL兴 关28464-24-6兴 ⌬subH N-共2,2-dinitropropyl兲-2,2-dinitro- N-nitro-1-propanamine 共398–423兲 99.2⫾ 0.8 ME 关1973PEP/GAF兴 关279-49-2兴 ⌬trsH ⌬trsH ⌬fusH 7-oxabicyclo关2.2.1兴heptane 4.86 0.98 0.71 180.5 218.5 244 DSC 关1998PAR/GIL兴 关1462-03-9兴 ⌬subH (cryst III) ⌬subH (cryst III) ⌬subH (cryst III) 1-methylcyclopentanol 共253–281兲 73.7⫾ 0.4 67.0⫾ 0.2 67.4⫾ 0.2 267 298 291 ME C 关1997BLO/KAB兴 关1997BLO/KAB兴 关1997BLO/KAB兴 关na兴 ⌬ vH ⌬ vH cyclopentenyl methyl ether 共274–313兲 42.3⫾ 0.8 共274–313兲 42.1⫾ 0.8 294 298 GS GS 关1998VER/WEL兴 关1998VER/WEL兴 关12655-16-2兴 ⌬ vH 2,3-dihydro-4-methyl-2H-pyran 共304–392兲 38.1 319 A 关1987STE/MAL, 1968KAC/NEM, 1984BOU/FRI兴 关35656-02-1兴 ⌬ vH methylenetetrahydro-2H-pyran 共339–382兲 36.8 354 A 关1987STE/MAL兴 关108-94-1兴 ⌬trsH ⌬fusH cyclohexanone DSC 关1996CEO/AGA兴 8.66 1.33 220.8 245.2 关1980NAK/SUG兴 关1948NIT/SEK2兴 ⌬subH 共243–265兲 49.3 254 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共343–427兲 共343–383兲 共318–428兲 43.1 46.6⫾ 0.4 44.0 44.4⫾ 0.1 44.0⫾ 0.1 43.4⫾ 0.1 43.1⫾ 0.1 42.2⫾ 0.1 41.8⫾ 0.1 41.4⫾ 0.1 358 298 333 308 313 323 328 338 343 348 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1980BYS兴 EB CGC C C C C C C C 关2006TEO/BAR兴 关1995CHI/HOS兴 关1993AUC/MON兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-225 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula ⌬transHm 共kJ mol−1兲 Tm 共K兲 共273–298兲 42.3⫾ 0.2 42.2 40.4 41.5 44.9⫾ 0.6 45.1⫾ 0.1 40.3 360 410 377 298 298 286 关109-49-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 5-hexen-2-one 共317–440兲 共317–440兲 共317–440兲 共317–440兲 共449–561兲 42.1⫾ 0.1 39.4⫾ 0.2 36.6⫾ 0.3 33.5⫾ 0.6 34.6 320 360 400 440 464 关141-79-7兴 ⌬ vH mesityl oxide Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H10O C6H10O C6H10O C6H10O C6H10O C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O2 Compound Temp 共K兲 Range 共345–458兲 共395–426兲 共362–439兲 Method GC EB A,EB C EB EB EB EB A Reference 关1989AZA兴 关1987AMB/GHI2兴 关1984CAS/FRA2兴 关1987STE/MAL, 1973MEY/HOT兴 关1972WOL兴 关1968PLA/WIL兴 关1938RAD/ALE兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关1987STE/MAL兴 35.2 401 关1998LOU, 1997STE/CHI兴 Note: May be a mixture of 2-methyl-1-penten-4-one and 4-methyl-3-penten-2-one 关3744-02-3兴 ⌬ vH ⌬ vH ⌬ vH 2-methyl-1-penten-4-one 共389–461兲 36.9 共286–461兲 41.9 共306–398兲 41.1 404 298 321 关141-79-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-methyl-3-penten-2-one 共303–442兲 42.7⫾ 0.3 共303–442兲 41.4⫾ 0.3 共303–442兲 39.1⫾ 0.3 共303–442兲 36.5⫾ 0.3 共303–442兲 33.5⫾ 0.6 共343–383兲 44.8 共399–471兲 37.8 共292–471兲 43.3 共313–405兲 41.5 298 320 360 400 440 298 414 298 328 关286-20-4兴 ⌬trsH ⌬fusH cyclohexene oxide 共1,2-epoxycyclohexane兲 共10–300兲 9.54 193.1 共10–300兲 1.06 238.1 关765-85-5兴 ⌬ vH ⌬ vH ⌬ vH methyl cyclobutanecarboxylate 44.2⫾ 0.2 44.7⫾ 0.1 共319–378兲 41.4 298 340 GS C BG 关1998VER/KUM兴 关1983FUC/HAL兴 关1971HAL/BAL兴 关na兴 ⌬ vH cyclopropanecarboxylic acid ethyl ester 共278–308兲 44.0⫾ 0.5 GS 关1998VER/KUM兴 关106-92-3兴 ⌬ vH allyl glycidyl ether 共323–420兲 47.0 338 A 关1987STE/MAL兴 关123-20-6兴 ⌬ vH butyric acid, vinyl ester 共365–387兲 39.3 376 A 关1987STE/MAL兴 关1072-96-4兴 ⌬ vH 4-vinyl-1,3-dioxane 共306–416兲 54.5 321 A 关1987STE/MAL兴 关502-44-3兴 ⌬fusH -caprolactone 13.82 272 A MM EB EB EB EB EB CGC A MM 关1987STE/MAL兴 关1975AMB/ELL兴 关1987STE/MAL, 1947STR/MON, 1972DYK兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1975MES/FIN兴 关1987STE/MAL, 1947STR/MON, 1972DYK兴 关1980NAK/SUG兴 关1991ACR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-226 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O2 C6H10O3 C6H10O3 C6H10O3 C6H10O3 C6H10O3 C6H10O3 C6H10O3 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH 共283–343兲 共395–436兲 共395–436兲 U 38.2 54.0⫾ 0.2 62.0⫾ 1.3 298 415 298 EB EB 关2008BIA/CEZ兴 关1991WIB/WAL兴 关1991WIB/WAL兴 58.1 60.9⫾ 0.1 298 298 GS 关2008BIA/CEZ兴 关2007EME/KOZ兴 C6H10O4 Reference 关823-22-3兴 ⌬ vH ⌬ vH ␦-hexanolactone 关695-06-7兴 ⌬ vH ⌬ vH ␥-caprolactone 共283–353兲 共243–298兲 57.2⫾ 0.3 55.3⫾ 0.6 298 298 GS 关2008EME/KOZ, 2009EME/VER兴 关2004COV/MOK, 2008EME/KOZ兴 关924-50-5兴 ⌬ vH methyl 3-methylbut-2-enoate 共274–304兲 46.9⫾ 0.2 298 GS 关2008EME/TOK兴 关10544-63-5兴 ⌬ vH ethyl crotonate 共329–420兲 47.1 344 A 关1987STE/MAL兴 关97-63-2兴 ⌬ vH ethyl methacrylate 共285–390兲 38.3 300 A 关1987STE/MAL兴 关3123-97-5兴 ⌬ vH 5,5-dimethyldihydro-2共3H兲-furanone 共311–480兲 52.7 326 A 关1987STE/MAL兴 关925-60-0兴 ⌬ vH propyl acrylate 共287–395兲 37.9 302 A 关1987STE/MAL兴 关110-13-4兴 ⌬ vH 2,5-hexanedione 共386–474兲 50.1 401 A 关1987STE/MAL兴 关na兴 ⌬ vH cis/trans 2,5-dimethoxy-2,5-dihydrofuran 44.2⫾ 0.3 298 CGC 关2000NIC/ORF兴 关na兴 ⌬ vH ⌬ vH cyclohexene ozonide 共276–311兲 74.2 共353–403兲 58.6 291 378 A 关1987STE/MAL兴 关1977BOL/MAK兴 关141-97-9兴 ⌬ vH ethyl acetoacetate 共301–454兲 52.5 316 A 关1987STE/MAL兴 关624-45-3兴 ⌬ vH ⌬ vH methyl levulinate 共312–471兲 50.4 51.1 327 410 A 关1987STE/MAL, 1947STU兴 关1931SCH/COW兴 关123-62-6兴 ⌬ vH ⌬ vH propionic anhydride 共293–440兲 48.2 共341–440兲 52.2 308 356 A 关1987STE/MAL兴 关1883KAH兴 关141-97-9兴 ⌬ vH ⌬ vH ethyl 3-oxobutanoate 54.2⫾ 1.0 55.0 298 C 关1995RIB/FER兴 关1975VIL/PER兴 关766-32-5兴 ⌬fusH 4-methyl-2,6,7-trioxabicyclo关2.2.2兴octane 10.4 369.2 共283–343兲 共283–353兲 ⌬subH C6H10O3 Method 67.4 298 关3592-12-9兴 ⌬trsH ⌬fusH 2,2-dimethyltrimethylene carbonate 10.3 324.1 5.62 387.2 关75096-35-4兴 cis-1,3,5,7-tetraoxadecalin or 关54933-94-7兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1995RAK/VER2兴 关1995RAK/VER2兴 关1995LEB/KUL2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-227 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H10O4 Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬fusH 28.62 450.2 关1998LIN/BEC兴 ⌬subH 94.9 298 关1998LIN/BEC兴 Enthalpy 关75096-35-4兴 ⌬fusH Temp 共K兲 Range trans-1,3,5,7-tetraoxadecalin or 关54933-94-7兴 23.14 374.5 ⌬subH C6H10O4 C6H10O4 C6H10O4 C6H10O4 C6H10O4 C6H10O4 C6H10O4 C6H10O4 Reference 关1998LIN/BEC兴 关1998LIN/BEC兴 81.5 298 关542-10-9兴 ⌬ vH 1,1-diacetoxyethane 共343–438兲 49.7 358 A 关1987STE/MAL兴 关6284-75-9兴 ⌬ vH 2-acetoxypropionic acid, methyl ester 共337–445兲 52.9 352 A 关1987STE/MAL兴 关38003-42-8兴 ⌬ vH 3-acetoxypropionic acid, methyl ester 共343–358兲 68.0 350 A 关1987STE/MAL兴 关95-92-1兴 ⌬ vH ⌬ vH diethyl oxalate 共343–457兲 共320–459兲 358 335 A A 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 关106-65-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dimethyl succinate 共286–340兲 61.0⫾ 0.3 共342–468兲 61.7⫾ 0.4 共340–470兲 49.3 共367–460兲 60.9⫾ 0.4 共398–468兲 62.4 298 298 364 298 298 GS 关2006VER/KOZ兴 关1992KAT, 2006VER/KOZ兴 关1987STE/MAL兴 关1987DAU/JAL, 2006VER/KOZ兴 关1963VLA/GRA, 2006VER/KOZ兴 关111-55-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethylene glycol diacetate 共291–334兲 61.4⫾ 0.2 共311–464兲 55.2 61.4⫾ 0.2 61.0⫾ 0.1 共373–463兲 57.6 298 326 298 298 388 GS A C C 关2009VER/EME2兴 关1987STE/MAL兴 关1986NIL/WAD兴 关1970KUS/WAD兴 关1926TAY/RIN, 1984BOU/FRI兴 关609-02-9兴 ⌬ vH dimethyl methylmalonate 共278–308兲 57.8⫾ 0.8 293 GS 关1992VER/BEC兴 关124-04-9兴 ⌬fusH ⌬fusH adipic acid ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH C6H10O5 Method 关498-07-7兴 ⌬ vH 53.9 62.3 33.7 34.85 A EB EB 关2005ROU/TEM兴 关1991ACR兴 419 426.4 共353–373兲 共328–368兲 共285–307兲 124.7⫾ 20 ME 关2009TAU/SIT兴 145⫾ 4 TPD 关2007CAP/LOV兴 146.2 TPTD 关2005CHA/ZIE兴 NA 关2001ALB兴 共295–318兲 140 TPTD 关2001CHA/TOB兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods 133.6⫾ 1.3 298 ME 关1999RIB/MON, 1960DAV/THO兴 共359–406兲 129.3⫾ 2.5 383 ME 关1950NIT/SEK2, 1960JON, 1970COX/PIL兴 共292–320兲 U 37.2 306 A 关1947GRA兴 共424–503兲 共432–611兲 105.2 92.0 298 447 CGC A 共l兲 glucosane 共468–528兲 92.2 483 A 关2005ROU/TEM兴 关1987STE/MAL, 1947STU兴 关1987STE/MAL, 1964ENS/DUR, 1972DYK兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-228 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H10O5 C6H10O5 C6H10O5 C6H10O5 C6H10O6 C6H10O6 C6H10O6 C6H10O6 C6H10O6 C6H10O6 C6H10O6 C6H10O6 C6H10S C6H11Br Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关498-07-7兴 ⌬subH ⌬subH 1,6-anhydro--共d兲-glucose 共344–386兲 125.1⫾ 1.0 共386–405兲 100.3⫾ 5.9 365 395 关na兴 ⌬fusH 1,6-anhydro--共d兲-gulopyranose 24.5 404 关617-55-0兴 ⌬ vH 共l兲 malic acid, dimethyl ester 共348–516兲 58.7 363 关na兴 ⌬ vH methyl关1-共methxoycarbonyl兲ethyl兴carbonate 共358–483兲 55.9 373 关608-68-4兴 ⌬fusH 共d兲 dimethyl tartrate 17.36 Method ME ME Reference 关1999OJA/SUU兴 关1999OJA/SUU兴 关1970SHA/MCG兴 A 关1987STE/MAL, 1947STU兴 A 关1987STE/MAL兴 322.2 DTA 关1981CHI/GAR, 1991CHI/BRA兴 ⌬subH ⌬subH ⌬subH ⌬subH 共310–320兲 共308–317兲 77.4⫾ 8 U 113 88.3 85.8 315 312 HSA 关1981CHI/GAR兴 关1954CRO/JON, 1977PED/RYL兴 关1938WOL/WEG, 1960JON兴 关1937DUN/WOL兴 ⌬ vH ⌬ vH 共322–365兲 共375–553兲 76.4 66.0 337 390 A,ME 关1987STE/MAL, 1954CRO/JON兴 关1947STU兴 26.94 360.2 DTA 关1981CHI/GAR, 1991CHI/BRA兴 关1981CHI/GAR兴 关1954CRO/JON, 1977PED/RYL兴 关1938WOL/WEG, 1960JON兴 关1937DUN/WOL兴 关609-69-5兴 ⌬fusH 共dl兲 dimethyl tartrate ⌬subH ⌬subH ⌬subH ⌬subH 共314–339兲 共315–358兲 112⫾ 5.6 113.8 U 95.0 U 92.5 326 336 HSA ME ⌬ vH 共373–555兲 62.5 388 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬subH ⌬subH meso-dimethyl tartrate 98.3 95.8 关na兴 ⌬fusH 共d兲-galactono-1,4-lactone 35.77 410.3 关2004FLO/AMA兴 关na兴 ⌬fusH 共l兲-galactono-1,4-lactone 35.98 409.8 关2004FLO/AMA兴 关na兴 ⌬fusH 共d兲-gulono-1,4-lactone 40.13 459.3 关2004FLO/AMA兴 关na兴 ⌬fusH 共l兲-gulono-1,4-lactone 459 关2004FLO/AMA兴 关na兴 ⌬fusH 共l兲-mannono-1,4-lactone 36.13 426.5 关2004FLO/AMA兴 关592-88-1兴 ⌬ vH ⌬ vH diallyl sulfide 共263–411兲 共263–412兲 46.6 43.2 278 278 关108-85-0兴 ⌬fusH bromocyclohexane 10.79 216.9 关1995KOB/OGU兴 42.8 362 关1997ART/LAF兴 ⌬ vH 41.5 共347–439兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1938WOL/WEG, 1960JON兴 关1937DUN/WOL兴 A 关1999DYK/SVO兴 关1987STE/MAL, 1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-229 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H11BrO2 C6H11Cl Enthalpy C6H11ClO C6H11ClO C6H11ClO2 C6H11ClO2 C6H11F C6H11FO5 C6H11FO5 C6H11FO5 C6H11I C6H11N ⌬transHm 共kJ mol−1兲 Tm 共K兲 ethyl 2-bromo-2-methylpropionate 共283–437兲 45.4 298 关542-18-7兴 ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH chlorocyclohexane 共5-304兲 共313–353兲 共350–416兲 7.88 1.67 0.05 8.01 2.04 41.8 40.7⫾ 0.1 42.9⫾ 0.6 39.3 221.1 228.7 120 220.4 229.3 Method A Reference 关1987STE/MAL, 1947STU兴 DSC 关2008SIN/MUR兴 AC 关1994DIK/KAB兴 298 298 298 365 CGC C C A 关1995CHI/HOS兴 关1995XUW/DAJ兴 关1994DIK/KAB兴 关1987STE/MAL, 1969AND/BRA兴 关6196-85-6兴 ⌬ vH 1-chloro-1-methylcyclopentane 39.7⫾ 0.1 297 C 关1997BLO/KAB兴 关2736-40-5兴 ⌬ vH diethylacetyl chloride 共313–412兲 39.4 328 A 关1987STE/MAL兴 关2177-22-2兴 ⌬ vH 3-ethyl-3-共chloromethyl兲oxetane 49.7⫾ 0.2 298 C 关1971RIN/SUN兴 关17696-64-9兴 ⌬ vH chloroacetic acid, sec-butyl ester 共290–441兲 49.6 305 A 关1987STE/MAL兴 关13361-38-8兴 ⌬ vH chloroacetic acid, isobutyl ester 共293–323兲 43.9 308 A 关1987STE/MAL兴 关372-46-3兴 ⌬trsH ⌬fusH fluorocyclohexane ⌬ vH ⌬ vH C6H11FO2 Temp 共K兲 Range 关600-00-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H11Cl Compound 7.82 2.58 共271–301兲 共316–373兲 37.5⫾ 0.3 35.0 186.7 285.3 关1986GON/SZW兴 298 331 GS A 关1997SCH/VER兴 关1987STE/MAL兴 399 A 关1987STE/MAL兴 关1578-57-0兴 ⌬ vH 2-fluorohexanoic acid 共387–411兲 80.9 关na兴 ⌬fusH 2-deoxy-2-fluoro-共d兲-glucopyranose 38.2 427.2 关1996SCH兴 关na兴 ⌬fusH 6-deoxy-6-fluoro-共d兲-glucopyranose 27.2 412.2 关1996SCH兴 关na兴 ⌬fusH 3-deoxy-3-fluoro-共d兲-glucopyranose 18.3 378.2 关1996SCH兴 关626-62-0兴 ⌬ vH ⌬ vH iodocyclohexane 共313–353兲 共358–408兲 关628-73-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH hexanenitrile 共371–442兲 共344–441兲 ⌬ vH 48.3 43.0 298 383 CGC A,I 关1995CHI/HOS兴 关1987STE/MAL, 1956BRE/UBB兴 共365–437兲 43.3 44.6 47.9⫾ 0.1 49.1 386 359 298 298 A,EB EB C EB 共293–452兲 47.7⫾ 0.1 298 MM 关1987STE/MAL, 1973MEY/HOT兴 关1971MEY/REN兴 关1970HOW/WAD兴 关1949DRE/SHR, 1949DRE/MAR, 2005EME/VER兴 关1933HEI, 2005EME/VER兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-230 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H11N C6H11NO Enthalpy 关100-64-1兴 ⌬fusH ⌬fusH ⌬trsH ⌬trsH ⌬fusH cyclohexanone oxime 关105-60-2兴 ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关820-99-5兴 ⌬subH ⌬ vH C6H11NO C6H11NO C6H11NO C6H11NO C6H11NO2 ⌬transHm 共kJ mol−1兲 4-methylvaleronitrile 共332–430兲 35.7 ⌬ vH ⌬ vH ⌬ vH C6H11NO Temp 共K兲 Range 关542-54-1兴 ⌬ vH ⌬subH ⌬subH ⌬subH ⌬subH C6H11NO Compound 12.7 12.45 0.01 0.09 12.7 共288–348兲 共371–446兲 共370–385兲 Tm 共K兲 347 Method A Reference 关1987STE/MAL兴 关2002STE/CHI6兴 关2008ZAI/PAU兴 362.5 362.2 240.8 273.4 362.6 关1992KOZ/KAB兴 74.0⫾ 0.3 79.9⫾ 0.7 76.5⫾ 1.0 79.0⫾ 2.0 354 317 378 298 C ME 关1992KOZ/KAB兴 关1992KOZ/KAB兴 关2002STE/CHI6兴 关2002STE/CHI6兴 58.7⫾ 0.6 59.5⫾ 0.5 63.1⫾ 1.0 368 C 关1992KOZ/KAB兴 关1992KOZ/KAB兴 关2002STE/CHI6兴 298 -caprolactam 16.16 16.2 16.1 共293–338兲 共302–339兲 共330–340兲 342.2 342.3 343.3 DSC 关2007SHE/ZAI兴 关2002STE/CHI3兴 关1992KAB/KOZ兴 关2006ZAI/PAU兴 关2006ZAI/PAU兴 关1992KAB/KOZ兴 关1992KAB/KOZ兴 关1992KAB/KOZ兴 关1987STE/MAL兴 关1953AIH, 1960JON, 1970COX/PIL, 1960AIH2兴 316 320 335 338 298 273 ME GS ME C 共258–308兲 共294–314兲 86.3 86.9 89.3⫾ 0.8 86.3⫾ 0.2 87.3⫾ 0.2 77.5 83.3⫾ 0.8 共350–568兲 共350–568兲 共350–568兲 共350–568兲 共350–568兲 共350–568兲 共373–543兲 69.2⫾ 0.3 65.7⫾ 0.3 62.3⫾ 0.2 59.0⫾ 0.2 55.7⫾ 0.3 52.4⫾ 0.5 62.3 360 400 440 480 520 560 388 EB EB EB EB EB EB A 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关1987STE/MAL兴 328 A 关1987STE/MAL兴 358 A 关1987STE/MAL兴 cis 2-hexenoic acid amide 共323–333兲 80.0 共343–383兲 61.7 A 关19841-69-3兴 ⌬subH trans 2-hexenoic acid amide 共353–393兲 55.8 368 A 关1987STE/MAL兴 关931-20-4兴 ⌬ vH ⌬ vH 1-methyl-2-piperidone 60.3⫾ 0.9 共341–385兲 55.4 298 356 C A 关2006RIB/CAB兴 关1987STE/MAL兴 关1445-73-4兴 ⌬ vH 1-methyl-4-piperidone 54.2⫾ 1.0 298 C 关2006RIB/CAB兴 关5693-62-9兴 ⌬ vH 2,3,4,5-tetrahydro-6-methoxypyridine 共292–338兲 42.8 307 A 关1987STE/MAL兴 关1122-60-7兴 nitrocyclohexane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-231 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共298–318兲 54.7⫾ 0.6 298 GS 关1997VER3兴 关52-52-8兴 ⌬subH ⌬subH 1-aminocyclopentanecarboxylic acid 123.4⫾ 4 455 共443–468兲 123.3 455 ME A 关1965SVE/CLY, 1964CLY/SVE兴 关1987STE/MAL兴 关na兴 ⌬ vH lactic acid N-allyl amide 共359–419兲 78.2 关na兴 ⌬fusH 5,5-dimethylperhydro-1,3-oxazine-2-one 28.5 399 关1906-82-7兴 ⌬ vH ethyl acetamidoacetate 共383–466兲 69.4 398 关1596-84-5兴 ⌬fusH N-dimethylaminosuccinamic acid 36.97 431.4 C6H11N2O3PS2 关950-37-8兴 ⌬fusH S-2,3-dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-ylmethyl O,O-dimethyl phosphorodithioate 28.54 315.1 DSC 关1990DON/DRE兴 C6H11NS 关13070-07-0兴 ⌬subH 2-piperidinethione 共363–370兲 81.2⫾ 2.9 Molecular Formula C6H11NO2 C6H11NO2 C6H11NO2 C6H11NO3 C6H11NO3 C6H11N3O6 C6H11N5O8 C6H12 C6H12 A Reference 关1987STE/MAL兴 关1996LEB/SMI兴 A DSC 关1987STE/MAL, 1972DYK兴 关1990DON/DRE兴 366 B 关1974BEA/MUE兴 366 A 关1987STE/MAL兴 关19766-29-1兴 ⌬ vH 2,3,4,5-tetrahydro-共methylthio兲pyridine 共313–351兲 52.6 328 A 关1987STE/MAL兴 关62154-78-3兴 ⌬subH 2,3,3-trinitro-2-methylpentane 90.8 关1924-47-6兴 ⌬subH N-共2,2-dinitropropyl兲-2,2-dinitro-1-propanamine 105.4⫾ 4.2 关4806-61-5兴 ⌬ vH ⌬ vH ethylcyclobutane 关110-82-7兴 ⌬trsH ⌬fusH ⌬trsH cyclohexane ⌬ vH C6H11NS 374 Method ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共363–370兲 63.3 31.2⫾ 0.2 32.6⫾ 0.8 6.74 2.68 6.73 共223–280兲 共268–278兲 共228–268兲 共269–279兲 共296–353兲 共300–345兲 共360–470兲 共313–336兲 共313–336兲 共353–414兲 关1999MIR/VOR兴 298 298 298 关1973DEK/OON, 1977PED/RYL兴 C EB 186.1 279.8 186 27.6 36.4⫾ 0.7 46.6 37.2 37.7 36.5 265 33.1 32.7 32.2 31.9 33.1 32.3 31.1 30.3 30.0 30.9 315 315 375 324 298 314 332 345 355 368 186 273 248 274 关1983FUC/HAL兴 关1974GOO/MOO兴 关1996DOM/HEA兴 关1984DOM/EVA兴 A B B A A EB EB EB C C C C A 关1987STE/MAL兴 关1974JAC兴 关1963BON兴 关1960JON兴 关1947STU兴 关1934ROT/NAG兴 关2009GIE/KOS兴 关2002LUB/BAN兴 关1993LEE/HOL兴 关1995DIO/SAN兴 关1995DIO/SAN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1988DON/LIN兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-232 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6D12 C6H12 ⌬transHm 共kJ mol−1兲 Tm 共K兲 共412–491兲 共489–553兲 29.6 29.6 33.0⫾ 0.1 33.0 33.0⫾ 0.1 32.3⫾ 0.1 31.2⫾ 0.1 31.0⫾ 0.1 30.4⫾ 0.1 30.1⫾ 0.1 32.2⫾ 0.1 31.9⫾ 0.1 31.1⫾ 0.1 30.6⫾ 0.1 30.1⫾ 0.1 32.9⫾ 0.3 32.9 33.0 32.5 32.9 32.8 33.0⫾ 0.1 31.4⫾ 0.1 30.4⫾ 0.1 33.0 30.1 32.9 33.3⫾ 0.1 33.5 427 504 298 298 298 313 333 338 348 353 313 323 333 343 354 298 298 298 318 313 331 298 324 346 298 354 308 298 298 33.1 298 关1953DAV/SCH兴 6.93 130.7 关1996DOM/HEA兴 315 298 304 326 345 298 303 关2010SAP/UUS兴 关1971WIL/ZWO兴 关1959MCC/PEN兴 关1959MCC/PEN兴 关1959MCC/PEN兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 共303–343兲 共298–348兲 共316–354兲 共293–355兲 cyclohexane-d12 共283–353兲 关96-37-7兴 ⌬fusH methylcyclopentane 关592-41-6兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12 Temp 共K兲 Range 关1735-17-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12 Compound 关7688-21-3兴 ⌬fusH ⌬ vH 共300–345兲 共288–346兲 31.4 31.6 31.3⫾ 0.1 30.2⫾ 0.1 29.1⫾ 0.1 31.6⫾ 0.1 31.9 Method A A C C C C C C C C C C C C ME C C C C A,MM C C C C C A,MM Reference 关1987STE/MAL兴 关1987STE/MAL兴 关1982FUR/SAK兴 关1981SHI/SAI兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1973SVO/VES兴 关1972SAB/CHA兴 关1971MOR兴 关1971WIL/ZWO兴 关1968GAW/SWI兴 关1967CRU/CUT兴 关1965MAR/SUS兴 关1960WAD兴 关1951MCC/PER兴 关1951MCC/PER兴 关1947OSB/GIN兴 关1946SPI/PIT兴 关1987STE/MAL, 1945WIL/TAY兴 关1943AST/SZA兴 关1927NAG兴 1-hexene 共298–336兲 共300–337兲 共273–343兲 共289–337兲 共289–337兲 9.35 133.4 关1996DOM/HEA兴 30.4 30.6 31.6 30.6 30.6 31.0 313 315 288 298 298 304 关2009MAR/AUC兴 关2001SEG/LAM兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 关1950FOR/CAM兴 8.88 132 32.2 293 A MM cis 2-hexene 共278–343兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1990MES/TOD兴 A 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-233 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12 C6H12 C6H12 C6H12 C6H12 C6H12 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共298–342兲 31.5 31.5 298 298 32.2 31.6 31.5 298 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 32.1 31.3 31.3 291 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956PEN/SCO兴 32.3 31.6 31.5 293 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956PEN/SCO兴 31.6 30.5 30.5 287 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 30 28.6 28.6 280 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 4.93 118.9 关4050-45-7兴 ⌬ vH ⌬ vH ⌬ vH trans 2-hexene 共283–342兲 关7642-09-3兴 ⌬ vH ⌬ vH ⌬ vH cis 3-hexene 共276–348兲 关13269-52-8兴 ⌬ vH ⌬ vH ⌬ vH trans 3-hexene 共278–341兲 关763-29-1兴 ⌬ vH ⌬ vH ⌬ vH 2-methyl-1-pentene 共272–341兲 关760-20-3兴 ⌬ vH ⌬ vH ⌬ vH 3-methyl-1-pentene 共265–333兲 关691-37-2兴 ⌬fusH 4-methyl-1-pentene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12 C6H12 C6H12 C6H12 C6H12 Compound 共292–341兲 共185–340兲 共291–341兲 共300–335兲 共287–328兲 共310–360兲 共310–360兲 共310–360兲 共310–360兲 共265–333兲 共287–328兲 28.6⫾ 0.2 27.4⫾ 0.3 26.2⫾ 0.4 24.9⫾ 0.5 30.1 28.7 28.7 Tm 共K兲 Method Reference 关1971WIL/ZWO兴 关1956CAM/ROS兴 关1994LEB/SMI3兴 298 320 340 360 280 298 298 EB EB EB EB A 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956PEN/SCO兴 关625-27-4兴 ⌬ vH ⌬ vH ⌬ vH 2-methyl-2-pentene 共277–346兲 32.4 31.6 31.6 292 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956PEN/SCO兴 关922-62-3兴 ⌬ vH ⌬ vH ⌬ vH cis 3-methyl-2-pentene 共277–347兲 32.2 31.3 共300–344兲 32.1 292 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 关616-12-6兴 ⌬ vH ⌬ vH ⌬ vH trans 3-methyl-2-pentene 共280–349兲 32.8 32.1 共292–341兲 31.3 295 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 关691-38-3兴 ⌬ vH ⌬ vH ⌬ vH cis 4-methyl-2-pentene 共267–330兲 30.8 29.5 共300–330兲 29.5 282 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 关674-76-0兴 trans 4-methyl-2-pentene 共292–341兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-234 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共269–337兲 31.2 30.0 30.0 284 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 关563-78-0兴 ⌬ vH ⌬ vH ⌬ vH 2,3-dimethyl-1-butene 共267–335兲 30.5 29.2 共289–329兲 29.2 282 298 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1956CAM/ROS兴 关558-37-2兴 ⌬trsH ⌬fusH 3,3-dimethyl-1-butene Enthalpy ⌬ vH ⌬ vH ⌬ vH C6H12 C6H12 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12 关563-79-1兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12 C6H12Br2 C6H12Br2 C6H12ClNO C6H12Cl2 C6H12Cl2 C6H12Cl2 C6H12Cl2O Compound 共291–332兲 Tm 共K兲 Reference 4.35 1.09 124.9 158.4 28.6 26.6 27.4 26.6 269 298 298 298 3.53 6.44 196.8 198.9 关1996DOM/HEA兴 32.1 32.6 32.5 32.7 33.1 32.9⫾ 0.1 32.0⫾ 0.1 30.9⫾ 0.1 29.7⫾ 0.1 328 298 298 304 297 292 308 326 346 关2004UUS/POK兴 关1956CAM/ROS兴 关1971WIL/ZWO兴 关1971BAG/MAL兴 关1987STE/MAL, 1955CUM/MCL兴 关1955SCO/FIN兴 关1955SCO/FIN兴 关1955SCO/FIN兴 关1955SCO/FIN兴 共254–316兲 共264–314兲 共281–315兲 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1971BAG/MAL兴 关1956CAM/ROS兴 2,3-dimethyl-2-butene 共313–346兲 共289–347兲 共289–347兲 共282–348兲 关760-21-4兴 ⌬ vH 2-ethyl-1-butene 共289–338兲 31.0 298 关58133-26-9兴 ⌬ vH 1,1-dibromohexane 共378–526兲 51.6 393 关624-20-4兴 ⌬ vH 1,2-dibromohexane 共363–450兲 56.5⫾ 2.0 关3240-94-6兴 ⌬ vH Method 共273–333兲 关1956CAM/ROS兴 A,EST 53.8 288 A 48.7 45.1 298 360 A,EST A EB 1,1-dichlorohexane 共330–440兲 共345–484兲 关2162-92-7兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 1,2-dichlorohexane 共350–440兲 48.8 共352–442兲 44.9 47.9⫾ 0.7 298 367 298 关2163-00-0兴 ⌬ vH 1,6-dichlorohexane 共380–480兲 298 关108-60-1兴 ⌬ vH bis共2-chloro-1-methylethyl兲 ether 共302–456兲 53.6 56.3 317 关1987STE/MAL, 1956MAN, 1972DYK兴 关1993VAR/PUC兴 298 关62017-16-7兴 ⌬ vH ⌬ vH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A C C C C 关1987STE/MAL, 1972DYK兴 关1987VAR/LOS2, 1991BAS/SVO兴 关1987STE/MAL, 1956MAN, 1972DYK兴 关1991BAS/SVO兴 关1987STE/MAL兴 关1975PIS/ROZ2兴 关1988VAR/LOS, 1991BAS/SVO兴 A 关1987STE/MAL, 1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-235 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关14689-97-5兴 ⌬ vH bis共2-chloroethyl兲acetaldehyde acetal 共329–486兲 59.4 344 A 关555-77-1兴 ⌬ vH bis共2-chloroethyl兲acetaldehyde acetal 共273–333兲 65.0 288 A,GS 关na兴 ⌬ vH tris共2-chloroethyl兲phosphate 共293–445兲 36.7 308 A 关1987STE/MAL, 1972DYK兴 关62127-41-7兴 ⌬ vH 1,1-difluorohexane 共290–407兲 305 A,EST 关1987STE/MAL, 1956MAN, 1972DYK兴 关na兴 ⌬ vH methyl 共trifluoromethyl兲phosphinous acid, tert-butyl ester 共273–329兲 39.7 296 C6H12F3PS 关26348-87-8兴 ⌬ vH methyl 共trifluoromethyl兲phosphinothious acid, tert-butyl ester 共296–337兲 43.2 312 关1970BUR/KAN兴 C6H12F4N2 关16096-76-7兴 ⌬ vH N , N , N⬘ , N⬘-tetrafluoro-2-methyl-1,2-pentanediamine 共253–293兲 42.8 278 A,IP 关3010-02-4兴 ⌬ vH 共diethylamino兲acetonitrile 共283–318兲 49.9⫾ 0.3 关280-57-9兴 ⌬trsH ⌬fusH 1,4-diazabicyclo关2.2.2兴octane 10.54 7.45 C6H12Cl2O2 C6H12Cl3N C6H12Cl3O4P C6H12F2 C6H12F3OP C6H12N2 C6H12N2 ⌬subH ⌬subH ⌬subH C6H12N2 C6H12N2O C6H12N2O C6H12N2O C6H12N2O C6H12N2O C6H12N2OS 61.9⫾ 3.3 52.3⫾ 3.3 54.4 GS 关1987STE/MAL, 1948RED/CHA3, 1972DYK兴 关1970BUR/KAN兴 关1987STE/MAL, 1963GOO/DOU, 1962GOO/DOU兴 关1997WEL/VER兴 351.1 433 关1996DOM/HEA兴 338 361 348 关1960WAD/KIS, 1970COX/PIL兴 关1960WAD/KIS, 1970COX/PIL兴 关1963BON兴 关na兴 ⌬subH 3,3,4,4-tetramethyl-⌬1-1,2-diazetine 62.3⫾ 1.0 298 关7226-23-5兴 ⌬ vH 1,3-dimethyl-3,4,5,6-tetrahydro-2共1H兲 pyrimidinone 共370–520兲 58.0 400 EB 关1987KNE/ZON兴 关18503-52-1兴 ⌬trsH ⌬fusH 1,4-diazabicyclo关2.2.2兴octane N-oxide 3.4 418 0.45 493 关1990MIH/BAS, 1987MIH/BAS兴 关2158-03-4兴 ⌬subH 1-piperidinecarboxamide 100.2⫾ 1.2 298 C 关2007RIB/CAB2兴 关4138-26-5兴 ⌬subH 3-piperidinecarboxamide 112.5⫾ 1.3 298 C 关2007RIB/CAB2兴 关39546-32-2兴 ⌬subH 4-piperdinecarboxamide 123.6⫾ 1.3 298 C 关2007RIB/CAB2兴 关62528-85-2兴 ⌬fusH tetramethyl monothiooxamide 17.0 350.2 DSC 关2003CLO/JAN兴 ⌬ vH C6H12N2O2 共324–351兲 共353–369兲 共323–373兲 37.7 关1987STE/MAL, 1947STU兴 关608-14-6兴 ⌬fusH ⌬ vH 59.0 N , N , N⬘ , N⬘-tetramethyloxamide 18.0 52.5 508 C DSC TGA,DSC 关2003CLO/JAN兴 关2003CLO/JAN兴 352.2 460 关1978MON/ENG兴 TGA,DSC 关2003CLO/JAN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-236 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12N2O2 C6H12N2O3 C6H12N2O3 C6H12N2O4 Enthalpy C6H12N2S2 C6H12O C6H12O C6H12O C6H12O C6H12O Tm 共K兲 Method 1.59 52.72 458.4 499.1 DSC Reference 关na兴 ⌬fusH -alanyl--alanine 58.3 480.1 关1996DOM/HEA兴 关na兴 ⌬fusH ␣-alanyl-␣-alanine 共dl兲 33.2 483.2 关1996DOM/HEA兴 关3964-18-9兴 ⌬trsH ⌬trsH ⌬fusH 2,3-dinitro-2,3-dimethylbutane 1.0 18.0 8.8 322 389 473 关2002JON/LIG兴 关99115-63-6兴 ⌬subH 共303–330兲 共253–323兲 74⫾ 5 79.5⫾ 0.8 85⫾ 2 94 2,5-hexanediol dinitrate 共293–313兲 119 TGA 298 ME GC 关2006BAD/DEL兴 关2002JON/LIG兴 关1999MIR/VOR兴 关1994SMI/MAT, 2002JON/LIG兴 关1991ELI, 2002JON/LIG兴 关1987STE/MAL, 1957KEM/GOL, 1972DYK兴 303 A 54.4 303 B,GS 关1957KEM/GOL, 1972DYK兴 关111-22-8兴 ⌬ vH triethylene glycol dinitrate 共303–348兲 88.3 318 A 关1987STE/MAL, 1972DYK, 1963WOO/ADI兴 关35840-78-9兴 ⌬fusH tetramethyl dithiooxamide 21.0 409.2 共293–313兲 ⌬ vH C6H12N4 ⌬transHm 共kJ mol−1兲 adipamide ⌬ vH C6H12N2O8 Temp 共K兲 Range 关628-94-4兴 ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C6H12N2O6 Compound 60.5 533 DSC TGA,DSC 关2003CLO/JAN兴 关2003CLO/JAN兴 关100-97-0兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 1,3,5,7-tetraazatricyclo关3.3.1.13,7兴decane 共339–378兲 77.7⫾ 0.4 359 共339–378兲 79.6⫾ 0.4 298 共298–453兲 76.8 313 共302–328兲 78.8 316 74.9⫾ 2.9 298 共281–298兲 74.1⫾ 0.8 289 75.3 关100-38-9兴 ⌬ vH 共dl兲 2,5-dimethyltetrahydrofuran 共278–370兲 35.4 293 A 关1987STE/MAL兴 关1436-34-6兴 ⌬ vH 1,2-epoxyhexane 共300–390兲 315 A 关1987STE/MAL, 1969VOJ/CIH, 1984BOU/FRI兴 关1192-22-9兴 ⌬ vH 2-methyl-2,3-epoxypentane 共306–369兲 40.6 321 A 关1987STE/MAL兴 关6140-80-3兴 ⌬ vH ⌬ vH allyl isopropyl ether 共253–415兲 36.1 共229–353兲 36.8 268 244 A A 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 关1471-03-0兴 ⌬ vH ⌬ vH allyl propyl ether 共261–428兲 共234–364兲 276 249 A A 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 43.1 37.5 36.4 GS GS A TE,ME TE 关2002VER2兴 关2002VER2兴 关1987STE/MAL兴 关1983DEW/VAN兴 关1960WAD/KIS, 1970MAN/RAP兴 关1960BUD兴 关1958KLI/STR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-237 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12O C6H12O C6H12O C6H12O Enthalpy C6H12O C6H12O Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 36.7⫾ 0.2 35.2⫾ 0.2 32.5⫾ 0.2 29.6⫾ 0.2 36.5 36.1 298 320 360 400 298 284 EB EB EB EB CGC A 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1995CHI/HOS兴 关1987STE/MAL兴 37.4 281 A 关1987STE/MAL兴 8.7 1.73 8.21 1.7 245.2 298.2 263.5 297 DSC 关2009SIN/MUR兴 关111-34-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH butyl vinyl ether 共311–403兲 共311–403兲 共311–403兲 共311–403兲 共353–393兲 共269–368兲 关109-53-5兴 ⌬ vH isobutyl vinyl ether 共266–357兲 关108-93-0兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH cyclohexanol ⌬subH 共272–298兲 60.7 285 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共322–433兲 共390–430兲 60.1 49.8 62.0⫾ 0.3 61.2⫾ 0.6 61.8⫾ 0.6 63.5⫾ 0.7 61.3 55.0 59.9 62.7 49.3 58.4 60.4 62.0⫾ 0.9 62.0⫾ 0.2 62.0⫾ 0.3 62.0⫾ 0.2 52.6 54.8 337 405 298 308 298 298 298 365 333 315 418 318 309 298 298 298 关1462-03-9兴 ⌬fusH ⌬ vH C6H12O Compound 共288–328兲 共288–328兲 共341–471兲 共323–373兲 共350–456兲 共318–434兲 共300–434兲 共404–432兲 共303–373兲 共299–319兲 共367–433兲 共307–422兲 1-methylcyclopentanol 8.41 共354–407兲 Method Reference 关1984PIN/POS, 1968ADA/SUG, 1996DOM/HEA兴 A 关1987STE/MAL, 1948NIT/SEK2兴 382 322 关2004STE/SUN兴 关2002SWI/MAL兴 关1999COS/EUS兴 关1998VER5兴 关1998VER5兴 关1997STE/CHI3兴 关1995CHI/HOS兴 关1987AMB/GHI2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984CAS/FRA2兴 关1984SIP/WIE兴 关1975CAB/CON2兴 关1975CAB/CON2兴 关1968PLA/WIL兴 关1966WAD兴 关1962SEL/SUN兴 关1960NOV/MAT2, 1960NOV/MAT兴 关1946THO兴 310.2 关1985WIB/WAS兴 C GS GS EB CGC EB A A C C 45.7 369 A 关1987STE/MAL兴 60.2⫾ 0.1 58.0⫾ 0.1 55.7⫾ 0.1 298 343 358 C C C 关1996ULB/KLU兴 关1996ULB/KLU兴 关1996ULB/KLU兴 301 298 400 298 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975AMB/ELL兴 关821-41-0兴 ⌬ vH ⌬ vH ⌬ vH 5-hexen-1-ol 关565-61-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-methyl-2-pentanone 共286–400兲 39.8 共283–395兲 41.5 共385–455兲 36.5 共283–457兲 41.2 关591-78-6兴 ⌬fusH 2-hexanone 14.9 217.7 关1996DOM/HEA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-238 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12O 关589-38-8兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12O 关75-97-8兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12O 关108-10-1兴 ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共359–401兲 39.0 43.1⫾ 0.1 42.5⫾ 0.1 41.6⫾ 0.1 40.7⫾ 0.1 40.1⫾ 0.1 39.5⫾ 0.1 40.8 43.8 41.5 36.7 36.1 43.1⫾ 0.1 43.0⫾ 0.3 42.9 42.2⫾ 0.1 53.8 374 298 308 323 338 348 358 308 294 325 436 528 298 298 298 298 295 共293–411兲 共279–423兲 共310–427兲 共421–523兲 共513–587兲 共307–482兲 共280–400兲 Method EB C C C C C C A A A A A C GCC C Reference 关2002SII/KIR兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983UCH/MAJ兴 关1979SAL/PEA兴 关1975AMB/ELL兴 关1970HAR/HEA兴 关1947STU兴 3-hexanone 0.68 13.47 共408–517兲 共511–583兲 共348–413兲 共292–406兲 共349–406兲 36.5 35.4 40.6⫾ 0.1 42.3⫾ 0.3 38.9 42.3 42.2 41.9⫾ 0.2 38.4⫾ 0.1 37.0⫾ 0.1 35.4⫾ 0.1 38.8 145 217.7 423 526 298 298 363 298 307 298 354 374 396 364 关1996DOM/HEA兴 A A C GCC A A C C C C GS,EB 3,3-dimethyl-2-butanone 共pinacolone兲 11.34 221.7 37.8⫾ 0.1 37.5⫾ 0.1 36.9⫾ 0.1 36.7⫾ 0.1 35.8⫾ 0.1 35.4⫾ 0.1 35.0⫾ 0.1 36.9 34.9 33.8 33.1 38.3 38.3 36.1 37.9⫾ 0.1 308 313 323 328 338 343 348 326 378 411 506 304 298 338 298 4-methyl-2-pentanone 共321–397兲 38.7 40.1⫾ 0.1 336 308 共311–381兲 共363–400兲 共396–509兲 共491–567兲 共289–402兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1987STE/MAL兴 关1987STE/MAL兴 关1983UCH/MAJ兴 关1979SAL/PEA兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 关1987STE/MAL, 1972DYK兴 关1970HAR/HEA兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1965COL/COU兴 关1996DOM/HEA兴 C C 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 关1973GEI/QUI兴 关1970HAR/HEA兴 C 关2009MAR/LLA兴 关1992SVO/KUB兴 C C C C C C C A A A A A PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-239 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula ⌬transHm 共kJ mol−1兲 Tm 共K兲 39.0⫾ 0.1 38.0⫾ 0.1 37.4⫾ 0.1 39.2 42.5 37.0 42.5⫾ 0.1 41.0 37.6 41.2 323 338 348 324 296 365 298 298 347 309 关565-69-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methyl-3-pentanone 共300–387兲 43.4 共280–387兲 41.0 共377–450兲 36.2 共280–452兲 40.5 39.8⫾ 0.2 315 295 392 298 298 关66-25-1兴 ⌬fusH ⌬trsH 共liq anomaly兲 hexanal Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12O C6H12O ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12OS C6H12OS C6H12O2 C6H12O2 共309–416兲 共281–400兲 共349–389兲 共282–456兲 共294–390兲 13.3 0.34 共322–402兲 共287–309兲 Method C C C A EB C C A A A A C 214.9 243.2 Reference 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1988AMB/GHI3兴 关1987STE/MAL兴 关1985RED/RAO兴 关1983UCH/MAJ兴 关1975AMB/ELL兴 关1973GEI/QUI兴 关1987STE/MAL, 1952FUG/BOW兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975AMB/ELL兴 关1970SEL2兴 关1993LEB/VAS, 1991YAS/BYK兴 关2006PAL/ORA兴 关2003VER/KRA2兴 关1981DYA/KOR兴 关1979MAR/SAC兴 337 298 298 330 EB GS 关926-47-2兴 ⌬ vH S-butyl thiolacetate 48.1⫾ 0.2 298 C 关1966WAD兴 关999-90-6兴 ⌬ vH S-tert-butyl thiolacetate 42.9⫾ 0.2 298 C 关1966WAD兴 关1792-81-0兴 ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH cis 1,2-cyclohexanediol 20.27 19.9 3.3 19.89 3.32 373.2 360.4 371.6 360.4 371.6 DSC 366 343 304 C C ME 375.7 382.6 372.3 DSC 关2002ZHO/PEN, 2003ZHO/ZHA兴 关2008MAR/EUS兴 关1995MAR/COS兴 343 304 C ME 关1995MAR/COS兴 关1987STE/MAL, 1940ZIB兴 298 GS GS 关2002VER兴 关1998VER/PEN兴 298 GS 关1998VER/PEN, 2002VER兴 关1460-57-7兴 ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH C6H12O2 Temp 共K兲 Range 40.8 42.5⫾ 0.4 42.3⫾ 0.1 41.0 ⌬subH ⌬subH 共cryst. I兲 ⌬subH 共cryst. III兲 ⌬subH C6H12O2 Compound 共315–402兲 共289–320兲 89.0 70⫾ 3.0 88.0⫾ 1.9 43.7 trans 1,2-cyclohexanediol 16.37 21.0 18.51 共289–320兲 85.9⫾ 1.4 42.5 关126-39-6兴 ⌬ vH ⌬ vH 2-ethyl-2-methyl-1,3-dioxolane 共274–313兲 44.8⫾ 0.3 共274–313兲 43.1⫾ 0.3 关3390-13-4兴 ⌬ vH 2-propyl-1,3-dioxolane 共278–313兲 45.3⫾ 0.3 关2002ZHO/PEN, 2003ZHO/ZHA兴 关2008MAR/EUS兴 关1995MAR/COS兴 关1999COS/EUS兴 关1995MAR/COS兴 关1995MAR/COS兴 关1987STE/MAL, 1940ZIB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-240 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 Enthalpy Compound Temp 共K兲 Range 关1121-61-5兴 ⌬ vH 4-ethyl-1,3-dioxane 共362–412兲 关766-20-1兴 ⌬ vH C6H12O2 Tm 共K兲 Method Reference 377 A 关1987STE/MAL兴 2,4-dimethyl-1,3-dioxane 共274–313兲 44.9⫾ 0.6 298 GS 关2002VER兴 关141-79-7兴 ⌬fusH 2,2-dimethyl-1,3-dioxane 12.1 229.6 关766-15-4兴 ⌬ vH ⌬ vH 4,4-dimethyl-1,3-dioxane 共333–407兲 37.1 共363–406兲 38.8 348 378 A 关1987STE/MAL, 1968KAC/NEM兴 关1969LES/MOR兴 关2391-24-4兴 ⌬ vH cis 4,5-dimethyl-1,3-dioxane 共353–410兲 48.5 368 A 关1987STE/MAL兴 关1121-20-6兴 ⌬ vH trans 4,5-dimethyl-1,3-dioxane 共353–408兲 39.1 368 A 关1987STE/MAL兴 关100-72-1兴 ⌬ vH 2-hydroxymethyltetrahydopyran 共344–460兲 49.0 359 A 关1987STE/MAL兴 关6581-66-4兴 ⌬ vH 2-methoxytetrahydropyran 39.3⫾ 1.2 298 DSC 关2005ROJ/GIN兴 关4415-90-1兴 ⌬ vH ⌬ vH ⌬ vH 1,1-dimethoxycyclobutane 共274–313兲 42.0⫾ 0.3 共273–313兲 42.3⫾ 0.3 共301–348兲 42.6 298 GS GS EB 关4016-14-2兴 ⌬ vH 关共1-methylethoxy兲methyl兴oxirane 43.5⫾ 2.1 关1987VAN/KAC兴 关3126-95-2兴 ⌬ vH 共propoxymethyl兲oxirane 48.5⫾ 0.4 关1987VAN/KAC兴 关72380-56-4兴 ⌬ vH 1,1-dimethoxy-3-butene 共305–334兲 42.0 关123-86-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH butyl acetate 共313–363兲 共313–353兲 共326–404兲 共341–399兲 共332–399兲 ⌬ vH C6H12O2 ⌬transHm 共kJ mol−1兲 39.3 关2002VER兴 关1998VER/PEN兴 关1994WIB/MOR兴 关1994WIB/MOR兴 320 EB 42.4 42.7 43.1 41.0⫾ 0.5 43.0⫾ 0.1 41.7⫾ 0.1 40.6⫾ 0.1 39.4⫾ 0.1 41.3 43.6⫾ 0.5 43.7⫾ 0.2 40.5 43.6⫾ 0.2 40.8 298 298 298 298 313 328 343 358 341 298 298 356 298 347 GC CGC CGC GC C C C C DTA GCC GCC A,EB C A 37.5 398 关1997KOU/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987AZA兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980SVO/UCH兴 关1980MEY/AWE兴 关1980FUC/PEA兴 关1980FUC/PEA兴 关1987STE/MAL, 1969SHE/LAN兴 关1966WAD兴 关1987STE/MAL, 1964KLI/FRI, 1984BOU/FRI兴 关1961SCH/BOT兴 47.5 316 A,I 关1987STE/MAL, 1952FUG/BOW兴 关123-42-2兴 ⌬ vH diacetone alcohol 共301–388兲 关123-42-2兴 4-hydroxy-4-methyl-2-pentanone J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 325 关1975BOR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-241 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH 共295–441兲 52.1 51.0 310 关1975VIL/PER兴 关1947STU兴 39.4 40.2 42.1⫾ 0.1 43.7⫾ 1.3 48.3 42.0⫾ 0.1 41.8 345 347 323 298 278 298 270 关1997HER/ORT兴 关1993FAR/WIC兴 关1991WIB/WAL兴 关1991WIB/WAL兴 关1987STE/MAL兴 关1966WAD兴 关1947STU兴 36.0 39.8⫾ 0.1 44.1 398 298 264 39.9 39.2 39.8 36.7 38.0⫾ 0.2 Method Reference 关105-54-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl butyrate 共330–435兲 共332–393兲 共310–336兲 共310–336兲 共263–404兲 关97-62-1兴 ⌬ vH ⌬ vH ⌬ vH ethyl isobutyrate 共383–483兲 关110-19-0兴 ⌬ vH ⌬ vH ⌬ vH isobutyl acetate 共308–391兲 共325–393兲 共252–391兲 关540-88-5兴 ⌬ vH ⌬ vH tert-butyl acetate 共308–372兲 关598-98-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl 2,2-dimethylpropanoate 共313–363兲 37.7 39.0⫾ 0.5 38.8 39.7⫾ 0.3 共299–356兲 35.2 298 298 298 298 319 GCC BG 关110-45-2兴 ⌬ vH isopentyl formate 共255–397兲 38.9 270 A 关1987STE/MAL兴 关556-24-1兴 ⌬ vH methyl isovalerate 共254–390兲 41.2 269 A 关1987STE/MAL, 1947STU兴 关624-24-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl valerate 共275–311兲 共350–415兲 共281–547兲 共364–417兲 43.7⫾ 0.3 44.1⫾ 0.1 44.4 39.2 41.3 43.7⫾ 0.2 42.5 43.3⫾ 0.5 44.3⫾ 0.5 46.1⫾ 0.3 44.1⫾ 0.1 43.1⫾ 0.1 298 GS EB 296 379 350 298 312 298 298 298 298 298 关2008VER/EME兴 关2007CAM/MOL兴 关2006CAM/MAR, 2006CAM兴 关2003ORT/ESP2兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关1987STE/MAL兴 关1987AZA兴 关1981GAT/STR兴 关1980FUC/PEA兴 关1980FUC/PEA兴 关1977MAN/SEL兴 关106-36-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH propyl propionate 共378–406兲 共336–394兲 共259–396兲 37.6 39.9 43.1 42.1⫾ 0.1 41.1⫾ 0.1 392 351 274 313 328 共254–394兲 共249–393兲 共297–411兲 EB EB A C A C A 关1987STE/MAL兴 关1966WAD兴 关1987STE/MAL, 1947STU兴 323 340 267 A 关2005MON/MUN兴 关1996BUR/MON兴 关1987STE/MAL, 1947STU兴 323 298 C 关2005MON/MUN兴 关1966WAD, 1996VER/BEC兴 CGC GC A GC C GCC GCC C A C C 关1995CHI/HOS兴 关1987AZA兴 关UR/FUC, 1985MAJ/SVO兴 关1980FUC/PEA兴 关1971HAL/BAL兴 关1994ORT/GAL兴 关1993FAR/WIC兴 关1987STE/MAL, 1947STU兴 关1980SVO/UCH兴 关1980SVO/UCH兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-242 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH ⌬ vH C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O2 C6H12O3 C6H12O3 C6H12O3 C6H12O3 C6H12O3 C6H12O3 C6H12O3 C6H12O3 Tm 共K兲 40.0⫾ 0.1 38.8⫾ 0.1 343 358 C C 68.4⫾ 0.9 69.2⫾ 0.9 71.3 70.9 73.2⫾ 2.0 65.9 66.6 64.6 313 298 298 271 298 350 386 367 GS GS CGC I 关2000VER2兴 关2000VER2兴 关1995CHI/HOS兴 关1982DEK/SCH兴 关1979DEK/OON兴 关1987STE/MAL, 1972DYK兴 关1957ROS/ACC, 1984BOU/FRI兴 关1943CRA兴 Method Reference 关1980SVO/UCH兴 关1980SVO/UCH兴 关142-62-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH hexanoic acid 共297–328兲 共297–328兲 共353–393兲 关88-09-5兴 ⌬ vH 2-ethyl butyric acid 共373–466兲 58.2 388 A 关1987STE/MAL兴 关646-07-1兴 ⌬ vH 4-methylvaleric acid 共339–481兲 91.7 354 A 关1987STE/MAL兴 关595-37-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2-dimethylbutanoic acid 共364–498兲 59.4⫾ 0.3 共364–498兲 54.6⫾ 0.3 共364–498兲 50.0⫾ 0.4 共364–498兲 46.0⫾ 0.7 370 410 450 490 EB EB EB EB 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关1070-83-3兴 ⌬ vH ⌬ vH 3,3-dimethylbutanoic acid 共283–325兲 63.6⫾ 0.9 共283–325兲 64.0⫾ 0.9 304 298 GS GS 关2000VER2兴 关2000VER2兴 关na兴 ⌬ vH 1-hexene ozonide 共353–373兲 43.9 363 MM 关1977BOL/MAK兴 关37160-61-5兴 ⌬ vH sec-butyl glycolate 共301–451兲 52.3 316 A 关123-63-7兴 ⌬trsH ⌬trsH ⌬fusH 2,4,6-trimethyl-1,3,5-trioxane 0.26 0.77 13.52 ⌬ vH ⌬ vH C6H12O3 ⌬transHm 共kJ mol−1兲 共270–280兲 共335–487兲 共371–452兲 共323–396兲 41.5 41.4⫾ 0.4 TE A 142.7 147.5 285.7 关1987STE/MAL, 1947STU兴 关1996DOM/HEA兴 338 A 关1987STE/MAL兴 关1959FLE/MOR兴 关na兴 ⌬ vH glycerol 1-monoallyl ether 共323–383兲 74.7 338 A 关1987STE/MAL, 1972DYK兴 关817-95-8兴 ⌬ vH 2-ethoxyacetic acid, ethyl ester 共330–430兲 46.1 345 A 关1987STE/MAL兴 关14144-33-3兴 ⌬ vH 3-ethoxypropionic acid, methyl ester 共320–432兲 44.3 335 A 关1987STE/MAL, 1972DYK兴 关111-15-9兴 ⌬ vH ⌬ vH ⌬ vH 2-ethoxyethanol acetate 共322–430兲 50.9 52.7⫾ 0.1 共330–468兲 52.6⫾ 0.4 337 298 298 A C EB 关1987STE/MAL兴 关1970KUS/WAD兴 关1966BOT/ADL兴 关na兴 ⌬ vH 3-hydroxypropionic acid, propyl ester 共350–375兲 60.9 362 A 关1987STE/MAL兴 关10606-42-5兴 3-methoxypropionic acid, ethyl ester J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-243 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12O3 C6H12O3 C6H12O3 C6H12O3 C6H12O4 C6H12O5 C6H12O5 C6H12O5 C6H12O5 C6H12O6 C6H12O6 C6H12O6 C6H12O6 C6H12S Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共313–432兲 44.6 328 A 关1987STE/MAL兴 关616-09-1兴 ⌬ vH propyl lactate 共334–442兲 52.1 349 A 关1987STE/MAL兴 关617-51-6兴 ⌬ vH isopropyl lactate 共356–430兲 44.5 371 关54078-53-4兴 ⌬ vH ethoxymethyl propionate 49.9⫾ 0.1 298 C 关5405-41-4兴 ⌬ vH ethyl 3-hydroxybutyrate 共363–393兲 55.9⫾ 0.6 298 CGC 关624-47-5兴 ⌬ vH 共dl兲 glycerol 1-propionate 共388–456兲 75.8 403 A 关na兴 ⌬fusH 1-deoxy-共d兲-glucopyranose 27.4 403.2 关1996SCH兴 关na兴 ⌬fusH 2-deoxy-共d兲-glucopyranose 34.5 398.7 关1996SCH兴 关na兴 ⌬fusH 3-deoxy-共d兲-glucopyranose 32.6 387.2 关1996SCH兴 关na兴 ⌬fusH 6-deoxy-共d兲-glucopyranose 22.7 409.2 关1996SCH兴 关87-89-8兴 ⌬fusH myo-inositol 496.9 关1996DOM/HEA兴 448 477 298 298 TE 关2006CHE/OJA兴 关1999COS/EUS兴 关1990BAR/DEL兴 关1990BAR/DEL兴 关1990BAR/DEL兴 关1983DEW/BOW兴 519 TE 47.9 共438–458兲 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共454–472兲 174.0⫾ 2.6 181 154.7⫾ 1.4 161 178 168 ⌬ vH 共497–524兲 119.0⫾ 1.4 关na兴 ⌬fusH ⌬fusH ␣-共d兲-glucose 关na兴 ⌬fusH 共d兲-mannopyranose 关59-23-4兴 ⌬fusH 共d兲-galactose 关7133-36-0兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH C6H12S Compound 关5161-13-7兴 ⌬ vH ⌬ vH Tm 共K兲 Method Reference 关2005PEN/MUR兴 B 关1974MAN兴 关2005TEM/CHI兴 关1987STE/MAL, 1972DYK兴 关1990BAR/DEL兴 34.3 31.42 423.2 414 关1996SCH兴 关1996DOM/HEA兴 24.7 391.2 关1996SCH兴 43.8 436.2 关2002JON/COO兴 cyclopentyl methyl sulfide 0.9 9.2 165 169.9 关1974MES/FIN兴 298 369 A,EB 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 cis 2,5-dimethyltetrahydrothiophene 共311–444兲 41.7 326 共349–427兲 39.7 364 A,EB 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 共354–473兲 45.1⫾ 0.1 41.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-244 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H12S C6H12S C6H12S C6H12S C6H12S C6H12S C6H12S Enthalpy C6H13Br C6H13Br C6H13Br C6H13Cl ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference trans 2,5-dimethyltetrahydrothiophene 共348–396兲 39.3 363 EB 关1987STE/MAL, 1952WHI/BER, 1999DYK/SVO兴 关1551-32-2兴 ⌬ vH 2-ethyltetrahydrothiophene 共333–488兲 42.6 348 A 关1987STE/MAL, 1972DYK, 1999DYK/SVO兴 关62184-67-2兴 ⌬ vH 3-ethyltetrahydrothiophene 共343–503兲 43.1 358 A 关1987STE/MAL, 1972DYK, 1999DYK/SVO兴 关5161-16-0兴 ⌬ vH ⌬ vH 2-methyltetrahydro-2H-thiopyrane 共317–455兲 42.1 332 共356–438兲 40.2 371 A,EB 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 关5258-50-4兴 ⌬ vH ⌬ vH 3-methyltetrahydro-2H-thiopyrane 共321–460兲 42.5 336 共361–435兲 40.7 376 A,EB 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 关5161-17-1兴 ⌬ vH ⌬ vH 4-methyltetrahydro-2H-thiopyrane 共321–461兲 42.8 336 共361–441兲 40.8 376 A,EB 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 关1569-69-3兴 ⌬fusH cyclohexanethiol 10.0 共355–476兲 44.9 44.6⫾ 0.1 41.2 关6573-11-1兴 ⌬fusH 1,4,7-trithiacyclononane 29.0 关111-25-1兴 ⌬fusH 1-bromohexane ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H13Br Temp 共K兲 Range 关5161-14-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H12S3 Compound 18.05 共323–363兲 共333–456兲 45.5 46.1⫾ 0.1 45.6⫾ 0.1 43.2 关1996DOM/HEA兴 189.6 298 298 370 C A,EB 354.2 DSC 关1981HOS/SCO兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU, 1999DYK/SVO兴 关2002ROC/GRI兴 关1996DOM/HEA兴 188.1 298 298 298 348 CGC C C A,EST 关1995CHI/HOS兴 关1968WAD兴 关1966WAD兴 关1987STE/MAL, 1961LI/ROS, 1972DYK兴 关3377-86-4兴 ⌬ vH 共dl兲 2-bromohexane 共303–416兲 43.8 318 A 关1987STE/MAL兴 关30310-22-6兴 ⌬ vH 2-bromo-4-methylpentane 共315–448兲 29.3 330 A 关1987STE/MAL, 1972DYK兴 关26356-06-9兴 ⌬ vH 2-bromo-3,3-dimethylbutane 共315–449兲 39.5 330 A 关1987STE/MAL, 1972DYK兴 关544-10-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-chlorohexane 共319–376兲 共290–410兲 C C C C C 关1988PAU/KRU兴 关1984BOU/FRI, 1991BAS/SVO兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 关1981TEK/MAJ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 41.1 42.0 42.8⫾ 0.1 40.5⫾ 0.1 40.0⫾ 0.1 39.0⫾ 0.1 38.4⫾ 0.1 334 298 298 328 343 358 368 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-245 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共288–409兲 ⌬ vH C6H13Cl C6H13Cl C6H13Cl C6H13ClO2S C6H13Cl2N C6H13F C6H13F C6H13I C6H13N C6H13N C6H13N Reference 43.5 303 A,DTA 42.8⫾ 0.1 298 C 关1987STE/MAL, 1969KEM/KRE, 1972DYK兴 关1968WAD兴 共dl兲 2-chlorohexane 共300–399兲 40.9 315 A 关1987STE/MAL兴 关594-57-0兴 ⌬ vH 2-chloro-2,3-dimethylbutane 共301–426兲 38.0 316 A 关1987STE/MAL, 1972DYK兴 关5750-00-5兴 ⌬ vH 共dl兲 2-chloro-3,3-dimethylbutane 共300–425兲 38.0 315 A 关1987STE/MAL, 1972DYK兴 关14532-24-2兴 ⌬ vH ⌬ vH ⌬ vH 1-hexanesulfonyl chloride 共273–304兲 60.7 共303–400兲 61.7 共400–507兲 57.2 288 318 415 关13426-57-8兴 ⌬ vH N-ethyl-bis共2-chloroethyl兲amine 共273–333兲 54.9 288 A,GS 关1987STE/MAL, 1948RED/CHA3, 1972DYK兴 关373-14-8兴 ⌬ vH 1-fluorohexane 共273–388兲 36.9 288 A,EST 关1987STE/MAL, 1961LI/ROS, 1972DYK兴 关52688-75-2兴 ⌬ vH 3-fluorohexane 共281–393兲 36.8 296 A 关638-45-9兴 ⌬ vH ⌬ vH 1-iodohexane 49.8⫾ 0.1 46.2 298 346 C A,EST 关108-91-8兴 ⌬trsH ⌬fusH ⌬fusH cyclohexylamine 共331–485兲 1.0 16.5 14.92 共363–407兲 共333–408兲 共334–401兲 40.6 42.7⫾ 0.1 40.7⫾ 0.1 39.6⫾ 0.1 42.8⫾ 0.1 40.8 40.8 关1999DYK/SVO, 1963QUI/NOW兴 关1999DYK/SVO兴 关1999DYK/SVO兴 258.2 255.1 255.4 关1987STE/MAL, 1972DYK兴 关1968WAD兴 关1987STE/MAL, 1961LI/ROS, 1972DYK兴 关1999HAM/WUR兴 关1939VAN, 1999KAB/KOZ兴 378 313 343 358 298 348 349 C C C C A 关1987STE/MAL兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1975BER/OLO兴 关1987STE/MAL, 1972DYK兴 关1960NOV/MAT2, 1984BOU/FRI, 1960NOV/MAT兴 关111-49-9兴 ⌬ vH ⌬ vH hexahydro-1H-azepine 共348–423兲 37.7 共312–411兲 40.4 363 327 A A 关1987STE/MAL兴 关1987STE/MAL, 1972DYK兴 关626-67-5兴 ⌬ vH N-methylpiperidine 36.8⫾ 0.6 298 C 关2006RIB/CAB5兴 关109-05-7兴 ⌬fusH 共dl兲 2-methylpiperidine 18.58 269.4 ⌬ vH C6H13N Method 关638-28-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H13N Tm 共K兲 关626-56-2兴 ⌬ vH 共323–431兲 关1996DOM/HEA兴 38.2 338 EB,IP 44.4⫾ 0.7 298 C 关1987STE/MAL, 1968OSB/DOU兴 3-methylpiperidine 关2006RIB/CAB5兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-246 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H13N C6H13N C6H13NO C6H13NO C6H13NO C6H13NO C6H13NO C6H13NO C6H13NO C6H13NO Enthalpy C6H13NO C6H13NO C6H13NO C6H13NO C6H13NO2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关626-58-4兴 ⌬ vH 4-methylpiperidine 40.6⫾ 0.9 298 C 关2006RIB/CAB5兴 关626-67-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-methylpiperidine 36.8⫾ 0.6 共298–343兲 36.5 共273–380兲 37.3 36.7⫾ 0.1 298 313 288 298 C 关2006RIB/CAB5兴 关1995BEL/AIT兴 关1987STE/MAL兴 关1979BER/ANG, 1998EWI/SAN兴 关100-74-3兴 ⌬ vH ⌬ vH N-ethylmorpholine 共274–313兲 42.3⫾ 0.3 共274–313兲 42.1⫾ 0.3 294 298 关na兴 ⌬ vH A GS GS 关1998VER2兴 关1998VER2兴 methyl 2-共N,N-dimethylamino兲propanoate 共278–306兲 46.1⫾ 1.1 290 GS 关1992VER/BEC兴 关na兴 ⌬ vH ethyl 2-共N,N-dimethylamino兲ethanoate 共278–308兲 47.6⫾ 0.8 293 GS 关1992VER/BEC兴 关127-19-5兴 ⌬ vH ⌬ vH N,N-diethylacetamide 共463–513兲 53.7⫾ 0.4 54.1 关1119-49-9兴 ⌬ vH N-butylacetamide 关760-79-2兴 ⌬ vH ⌬ vH N,N-dimethyl butyramide 共251–432兲 50.8 55.2 关762-84-5兴 ⌬subH ⌬subH tert-butylacetamide 共278–295兲 78.3⫾ 0.3 77.9⫾ 0.4 关628-02-4兴 ⌬trsH ⌬fusH ⌬fusH hexanamide ⌬subH ⌬subH ⌬subH C6H13NO Compound 75.0⫾ 0.3 7.9 16.7 25.1 共301–371兲 共293–303兲 共338–368兲 关2009PAN/ANT兴 关1985BAR/CAS, 1985MAJ/SVO兴 298 298 CGC A 298 C 关1984STA/WAD兴 366 A 关1987STE/MAL兴 关1977VAS/KOT兴 287 298 ME 关1983ZIE/ZIE兴 关1983ZIE/ZIE兴 DSC 关2008ABA/BAD兴 关1973LEB/KAT2兴 305.1 373 374 298 298 353 GS 关3554-74-3兴 ⌬ vH 1-methyl-3-piperidinol 73.0⫾ 0.6 298 C 关2006RIB/CAB2兴 关106-52-5兴 ⌬ vH 1-methyl-4-piperidinol 80.8⫾ 0.4 298 C 关2006RIB/CAB2兴 关3433-37-2兴 ⌬subH 2-piperidinemethanol 93.0⫾ 0.5 298 C 关2006RIB/CAB3兴 关4606-65-9兴 ⌬subH 3-piperidinemethanol 95.9⫾ 1.4 298 C 关2006RIB/CAB3兴 关6457-49-4兴 ⌬subH 4-piperidinemethanol 98.3⫾ 0.7 298 C 关2006RIB/CAB3兴 关na兴 ⌬ vH N-isopropyl lactamide 共369–407兲 69.9 384 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 TE 关2000BRU/DEL兴 关1973LEB/KAT2, 1977PED/RYL兴 关1959DAV/JON2, 1970COX/PIL, 1987STE/MAL兴 85⫾ 4.0 98.7⫾ 1.7 95.1⫾ 4 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-247 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H13NO2 C6H13NO2 C6H13NO2 C6H13NO2 C6H13NO2 C6H13NO2 C6H14 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关na兴 ⌬ vH N-propyl lactamide 共373–423兲 关616-06-8兴 ⌬subH 74.0 Tm 共K兲 Method Reference 关1987STE/MAL兴 388 A dl-2-aminohexanoic acid 共435–469兲 114.5⫾ 0.4 450 ME 关1965SVE/CLY, 1964CLY/SVE, 1987STE/MAL兴 关3107-04-8兴 ⌬subH 2-amino-3-methylpentanoic acid 120.1⫾ 0.8 455 ME 关1965SVE/CLY, 1964CLY/SVE兴 关328-38-1兴 ⌬subH L-共d兲-2-amino-4-methylpentanoic acid 共L-共d兲-leucine兲 共323–423兲 U 83.7⫾ 4 373 LE 关61-90-5兴 ⌬subH ⌬subH D-共l兲-leucine 共401–517兲 共446–464兲 148.7⫾ 6.5 150.6⫾ 0.8 455 TGA ME 关60-32-2兴 ⌬subH ⌬subH 6-aminohexanoic acid 共388–407兲 153.3⫾ 0.8 155⫾ 3 398 298 C C 关110-54-3兴 ⌬fusH hexane 关1977GAF/PIE兴 关2009LAH/RAU兴 关1965SVE/CLY, 1970COX/PIL, 1964CLY/SVE兴 关1983SKO/SAB兴 关1983SKO/SAB兴 关1996DOM/HEA兴 13.08 177.8 ⌬subH 50.8 178 B 关1963BON兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 31.4⫾ 0.2 31.5⫾ 0.1 31.5 32.1 31.3⫾ 0.3 34.9 35.7 31.5 30.1 29.3 29.4 26.6 22.5 15.7 8.9 31.6 30.9 31.6⫾ 0.1 30.7⫾ 0.1 29.5⫾ 0.1 28.2⫾ 0.1 31.6 32.5 31.55 30.9⫾ 0.1 29.8⫾ 0.1 31.5⫾ 0.1 32.0 31.0⫾ 0.2 30.5⫾ 0.2 29.0⫾ 0.2 28.2⫾ 0.2 298 298 298 298 C C 关2007PAS/KUZ兴 关1996VAR/PAS兴 关1994RUZ/MAJ兴 关1992GRA/SAN兴 关1989AZA兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985WOR/YER兴 关1985WOR/YER兴 关1985WOR/YER兴 关1985WOR/YER兴 关UR/FUC, 1985MAJ/SVO兴 关1984MIC/JOS兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1974LET/MAR, 1984BOU/FRI兴 关1973CAR/KOB兴 关1971WIL/ZWO兴 关1947WAD/DOU兴 关1947WAD/DOU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关1943LEM/FEL兴 关1943LEM/FEL兴 关1943LEM/FEL兴 关1943LEM/FEL兴 共283–323兲 共238–298兲 共189–259兲 共298–343兲 共341–377兲 共374–451兲 共445–508兲 共298–338兲 共300–321兲 共178–265兲 共286–343兲 253 244 313 356 389 460 373 423 473 498 298 313 298 313 333 353 310 250 298 309 328 298 301 298 313 333 353 GC A A A A A A C C C C C C C C C C C A,MM C C C C J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-248 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14 Enthalpy 关107-83-5兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14 关96-14-0兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14 关79-29-8兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14 关75-83-2兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 6.27 119.6 关1996DOM/HEA兴 305 316 325 308 298 298 318 333 298 301 293 313 333 353 关2010SAP/UUS兴 关2002POK/UUS兴 关1998AUC/LOR兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1947OSB/GIN兴 关1945WIL/TAY兴 关1943LEM/FEL兴 关1943LEM/FEL兴 关1943LEM/FEL兴 关1943LEM/FEL兴 Method Reference 2-methylpentane 共290–333兲 共301–333兲 共310–359兲 共293–335兲 共286–334兲 30.2 30.0 29.7 30.5 29.9 29.9⫾ 0.1 28.7⫾ 0.1 27.8⫾ 0.1 29.9⫾ 0.1 30.4 29.8⫾ 0.2 29.0⫾ 0.2 27.6⫾ 0.2 26.9⫾ 0.2 A C C C C MM C C C C 3-methylpentane 5.31 共316–361兲 共293–338兲 共288–337兲 29.9 30.5 30.3⫾ 0.1 29.5⫾ 0.1 28.3⫾ 0.1 27.0⫾ 0.1 30.3 30.0⫾ 0.1 28.8⫾ 0.1 28.1⫾ 0.1 30.3⫾ 0.1 30.2 关1996DOM/HEA兴 110.3 331 308 298 313 333 353 298 303 324 336 298 303 A C C C C C C C C MM 关1999LOR/AUC兴 关1987STE/MAL兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1971WIL/ZWO兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1947OSB/GIN兴 关1945WIL/TAY兴 2,3-dimethylbutane 6.43 2.37 0.79 共287–332兲 29.1 29.2⫾ 0.1 28.9⫾ 0.1 28.3⫾ 0.1 27.3⫾ 0.1 29.6 29.2⫾ 0.1 28.2⫾ 0.1 27.0⫾ 0.1 26.1⫾ 0.1 136.1 107 145.2 298 296 303 313 331 302 293 313 333 353 关1996DOM/HEA兴 C C C C MM C C C C 关1971WIL/ZWO兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1949WAD/SMI兴 关1945WIL/TAY兴 关1943LEM/FEL兴 关1943LEM/FEL兴 关1943LEM/FEL兴 关1943LEM/FEL兴 2,2-dimethylbutane 5.4 0.28 0.58 共273–318兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 27.7 28.7 27.8⫾ 0.1 126.8 140.8 174.3 关1996DOM/HEA兴 298 288 296 关1971WIL/ZWO兴 关1949NIC/LAF, 1984BOU/FRI兴 关1947WAD/DOU兴 C PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-249 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14FO3P C6H14N2 C6H14N2 C6H14N2 C6H14N2 C6H14N2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH 共211–289兲 共288–323兲 26.3⫾ 0.1 29.2 28.3 323 274 303 关55-91-4兴 ⌬ vH fluorophosphoric acid, diisopropyl ester 共273–348兲 29.4 288 关821-67-0兴 ⌬ vH ⌬ vH ⌬ vH dipropyldiazene 关3880-49-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH diisopropyldiazene 关3114-70-3兴 ⌬ vH C6H14N2 C6H14N2 C6H14N2 C6H14N2O C6H14N2O C6H14N2O C6H14N2O2 C6H14N4O2 C6H14N8O8 Reference MM 关1947WAD/DOU兴 关1946KIL/PIT兴 关1945WIL/TAY兴 A 关1987STE/MAL兴 C 39.9⫾ 0.4 39.5 41.1 298 300 C UV 关1976ENG/MEL兴 关1974ENG/WOO兴 关1968BAC/NOV, 1974ENG/WOO兴 35.9⫾ 0.4 36.1 37.7 34.9 298 302 C UV I 关1976ENG/MEL兴 关1974ENG/WOO兴 关1974ENG/WOO兴 关1968GEI/HOF, 1974ENG/WOO兴 1,4-diaminocyclohexane 共383–473兲 48.2 398 A 关1987STE/MAL兴 关1436-59-5兴 ⌬ vH cis 1,2-cyclohexanediamine 62.2⫾ 1.0 298 ME 关2007TOM/ROS兴 关2615-25-0兴 ⌬fusH trans-cyclohexyl-1,4-diamine 27.0 342.1 DSC 关2007TOM/ROS兴 关2007TOM/ROS兴 共295–305兲 共296–308兲 ⌬subH C6H14N2 Method 105.0⫾ 0.8 298 C 关106-58-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1,4-dimethylpiperazine 共268–311兲 41.2⫾ 0.4 共270–309兲 44.3⫾ 0.3 共270–309兲 43.8⫾ 0.3 共276–319兲 41.6 298 289 298 291 GS GS GS A 关2010EFI/EME兴 关1998VER2兴 关1998VER2兴 关1987STE/MAL, 1975CAB/CON兴 关106-55-8兴 ⌬ vH 2,5-dimethylpiperazine 共437–609兲 48.4 452 A 关1987STE/MAL兴 关7423-00-9兴 ⌬ vH propylhydrazone acetone 共288–318兲 44.0 300 关1980LEB/NAZ兴 关7423-01-0兴 ⌬ vH isopropylhydrazone acetone 共288–323兲 44.6 303 关1980LEB/NAZ兴 关103-76-4兴 ⌬ vH ⌬ vH N-共hydroxyethyl兲piperazine 共308–343兲 77.3⫾ 0.7 共308–343兲 78.8⫾ 0.7 326 298 GS GS 关2002VER2兴 关2002VER2兴 关17697-55-1兴 ⌬ vH dipropyldiazene N-oxide 51.7⫾ 0.1 298 C 关1981BYS兴 关38869-91-9兴 ⌬trsH ⌬fusH 1-pentyl urea 关56-87-1兴 ⌬subH 共l兲-lysine 共397–497兲 U 88⫾ 8 关74-79-3兴 ⌬subH 共l兲-arginine 共441–541兲 U 134⫾ 8 关13405-40-8兴 2,4,7,9-tetranitro-2,4,7,9-tetraazadecane 2.5 21.0 355.1 375.2 DSC 关2005HAS/TAJ兴 447 LE 关1977GAF/PIE兴 491 LE 关1977GAF/PIE兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-250 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C6H14O C6H14O C6H14O Method 68.09 488.1 DSC butyl ethyl ether 36.3⫾ 0.1 36.5 32.1 35.2 298 298 365 326 关994-05-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH tert-amyl methyl ether 35.3⫾ 0.4 共309–396兲 36.6⫾ 0.1 共309–396兲 34.5⫾ 0.2 共309–396兲 32.1⫾ 0.5 34.8 共314–362兲 33.4 共283–308兲 35.7⫾ 1.0 共283–308兲 35.5⫾ 1.0 35.2 35.0 共306–359兲 33.8 35.8 共294–359兲 33.5 298 320 360 400 298 329 295 298 298 298 321 298 298 共311–365兲 共311–365兲 共311–365兲 共294–359兲 共309–358兲 34.3 33.7 关637-92-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH tert-butyl ethyl ether 共303–345兲 33.1⫾ 0.4 共313–346兲 32.1 共313–345兲 31.9 共307–346兲 32.1 共306–345兲 32.2 共284–346兲 33.5 共248–350兲 35.3 共340–407兲 31.2 关111-43-3兴 ⌬trsH ⌬fusH dipropyl ether ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O Tm 共K兲 关62881-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O ⌬transHm 共kJ mol−1兲 关108-20-3兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2.3 10.77 共308–338兲 共385–467兲 共465–530兲 共292–389兲 共312–371兲 共300–362兲 共340–379兲 34.8 32.2 32.4 35.7⫾ 0.1 35.6 31.4 34.6 35.1 34.5 C A,EB EB EB EB EB GS GS EB EB EB C EB 309 324 EB EB 298 328 328 322 321 299 263 355 EB EB A A A 149.4 158.4 323 400 480 298 307 363 327 315 360 Reference 关1997ZEM兴 关1980MAJ/WAN兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1987STE/MAL, 1976AMB/ELL, 1969CID/POL, 1972DYK兴 关UR/VER, 2002VER, 2003VER/KRA兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关1999HEI/FIS, 2003VER/KRA兴 关1998AUC/LOR兴 关1998VER/WEL兴 关1998VER/WEL兴 关1996TOG/TOG, 2003VER/KRA兴 关1994ANT/SAN, 2003VER/KRA兴 关1994KRA/GME兴 关1991ROZ/SAF兴 关1991ROZ/SAF, 1984CER/BOU, 2003VER/KRA兴 关1984CER/BOU兴 关1984PAL/CHO兴 关2007EFI/PAS兴 关2007SAP/ZAY兴 关2004KIM/KES兴 关2000REI/CAR兴 关1994KRA/GME兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1996DOM/HEA兴 EB A A C A A,EB EB 关2002ANT/FRA兴 关1987STE/MAL兴 关1987STE/MAL兴 关1980MAJ/WAN兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1987STE/MAL, 1973MEY/HOT兴 关1969CID/POL兴 关1968LAP/NIS兴 diisopropyl ether 12.05 共285–365兲 共278–323兲 共307–349兲 共360–440兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 32.7⫾ 0.5 33.0 31.1 29.9 关1974AND/COU兴 187.8 298 293 322 375 EB A 关2007EFI/PAS兴 关1999GAR/AND兴 关1999MON/DEL兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-251 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O 关111-27-3兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O C6H14O Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共436–500兲 29.5 32.1⫾ 0.1 32.6 29.2 32.1 30.1 33.2 451 298 299 341 311 336 288 共284–365兲 共284–365兲 共296–342兲 共321–350兲 共273–333兲 Method A C A A,EB Reference 关1987STE/MAL兴 关1980MAJ/WAN兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1987STE/MAL, 1969CID/POL兴 关1965NIS/LAP2, 1972DYK兴 关1949NIC/LAF, 1984BOU/FRI兴 1-hexanol 15.48 共344–384兲 共328–423兲 共265–363兲 共370–416兲 共265–328兲 共265–328兲 共268–333兲 共268–333兲 共373–423兲 共323–373兲 共253–338兲 共298–343兲 共380–417兲 关1996DOM/HEA兴 225.8 共308–430兲 共325–431兲 59.7 59.9 61.7⫾ 0.3 51.4 62.0 61.1 61.9⫾ 0.2 62.1⫾ 0.2 61.5 61.6 61.2 57.7 47.9 58.5⫾ 0.2 57.6⫾ 0.2 55.2⫾ 0.2 53.8⫾ 0.2 59.1 60.8⫾ 0.2 57.9 58.5 359 298 298 385 288 298 301 298 298 298 296 313 395 328 343 358 368 298 298 323 340 61.6⫾ 0.2 56.0 U 55.8 57.9 298 349 323 348 C 共334–381兲 共308–428兲 共333–425兲 57.0⫾ 0.2 58.3⫾ 0.3 61.8 48.7 56.8⫾ 0.2 55.0⫾ 0.2 53.0⫾ 0.2 50.7⫾ 0.2 49.2⫾ 0.2 52.4 47.8 53.1 49.7 298 298 239 375 313 328 343 358 368 352 366 316 356 GS GS 58.6⫾ 0.4 U 50.7 46.1 298 259 369 GS 共243–303兲 关626-93-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-hexanol 共274–309兲 共274–309兲 共224–323兲 共360–415兲 关623-37-0兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-hexanol 共278–311兲 共244–318兲 共354–410兲 共337–413兲 共351–412兲 共301–415兲 共298–413兲 EB GS EB GS GS GS GS CGC CGC A EB C C C C C DTA I A C C C C C A I A 关2009GIE/KOS兴 关2006NAS/NEU兴 关2005ROG/PIS兴 关2004TAN/LI兴 关2001KUL/VER2兴 关2001KUL/VER2兴 关1998VER5兴 关1998VER5兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1992NGU/KAS兴 关1987STE/MAL兴 关1985RED/RAO兴 关1985MAJ/SVO3兴 关1985MAJ/SVO3兴 关1985MAJ/SVO3兴 关1985MAJ/SVO3兴 关1983SCH/STR兴 关1977MAN/SEL兴 关1973WIL/ZWO兴 关1987STE/MAL, 1969KEM/KRE兴 关1972DYK兴 关1966WAD兴 关1961ROS/SUP兴 关1938HOV/LAN兴 关1935BUT/RAM, 1984BOU/FRI兴 关2005ROG/PIS兴 关2001KUL/VER兴 关1999NGU/BER兴 关1987STE/MAL兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1984SAC/MAR兴 关1987STE/MAL, 1975BRA/AND兴 关1973WIL/ZWO兴 关1938HOV/LAN兴 关2001KUL/VER兴 关1999NGU/BER兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-252 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14O C6H14O C6H14O C6H14O C6H14O C6H14O C6H14O Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共280–320兲 共333–409兲 共280–316兲 共298–408兲 57.5 51.5 57.4 46.4 295 348 295 353 A I Reference 关1987STE/MAL兴 关1984SAC/MAR兴 关1975CAB/CON2兴 关1938HOV/LAN兴 关105-30-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-methyl-1-pentanol 共275–313兲 59.4⫾ 0.3 共367–423兲 49.3 共261–294兲 64.9 57.4⫾ 0.2 55.7⫾ 0.2 53.9⫾ 0.2 52.7⫾ 0.2 共298–423兲 54.2 共298–413兲 50.2 298 382 279 328 343 358 368 313 356 GS A A C C C C 关589-35-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-methyl-1-pentanol 共280–316兲 61.7⫾ 0.3 共328–427兲 54.8 共298–427兲 59.7 共298–423兲 47.2 298 343 313 360 GS A 关626-89-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-methyl-1-pentanol 共357–427兲 共371–427兲 共298–427兲 共298–423兲 372 386 313 360 A A 关590-36-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methyl-2-pentanol 共341–396兲 44.2 共330–397兲 48.9 54.7⫾ 0.2 52.8⫾ 0.2 50.7⫾ 0.2 48.5⫾ 0.2 46.1⫾ 0.2 44.4⫾ 0.2 共288–396兲 58.3 共268–394兲 49.1 共288–396兲 51.3 356 345 298 313 328 343 358 368 303 283 303 A A C C C C C C 关565-60-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-methyl-2-pentanol 共275–310兲 58.2⫾ 0.3 共314–409兲 54.4 共255–295兲 60.4 共296–408兲 54.8 298 329 280 311 GS A A 关2001KUL/VER兴 关1987STE/MAL兴 关1987STE/MAL, 1979THO/MEA兴 关1973WIL/ZWO兴 关108-11-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 4-methyl-2-pentanol 共274–301兲 57.3⫾ 0.3 共240–295兲 59.6 共293–406兲 49.6 共353–404兲 47.3 共298–403兲 45.6 298 280 308 368 350 GS A A,EB I 关2001KUL/VER兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1987STE/MAL, 1970AND/BRA兴 关1938HOV/LAN兴 关565-67-3兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-methyl-3-pentanol 共275–307兲 56.0⫾ 0.5 共307–401兲 52.2 共342–400兲 45.4 298 322 357 GS A A 关2001KUL/VER兴 关1987STE/MAL兴 关1987STE/MAL, 1975BRA/AND兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 53.0 51.1 63.9 46.5 I I I I 关2001KUL/VER兴 关1987STE/MAL兴 关1987STE/MAL, 1979THO/MEA兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1973WIL/ZWO兴 关1938HOV/LAN兴 关2001KUL/VER兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1940HOV/LAN2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1940HOV/LAN2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1973WIL/ZWO兴 关1947STU兴 关1933HOR/LAN兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-253 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14O C6H14O C6H14O C6H14O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共298–401兲 共298–399兲 52.0 44.4 C6H14O C6H14O C6H14OS C6H14O2 C6H14O2 313 349 Method I 3-methyl-3-pentanol 共275–301兲 55.7⫾ 0.3 共322–397兲 40.1 共338–396兲 46.4 56.7⫾ 0.8 共298–393兲 42.1 298 337 353 298 346 GS A 关1185-33-7兴 ⌬ vH ⌬ vH ⌬ vH 2,2-dimethyl-1-butanol 共356–415兲 47.2 共298–415兲 53.7 共298–408兲 52.1 371 313 313 A 关19550-30-2兴 ⌬ vH ⌬ vH 共dl兲 2,3-dimethyl-1-butanol 共324–431兲 51.4 共373–422兲 49.6 339 388 A 关624-95-3兴 ⌬fusH 3,3-dimethyl-1-butanol 9.54 235.7 共276–312兲 I I Reference 关1973WIL/ZWO兴 关1940HOV/LAN兴 关2001KUL/VER兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1991WIB/HAO兴 关1940HOV/LAN兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关1940HOV/LAN3兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关2004MAS/NAK兴 298 328 343 358 334 368 关594-60-5兴 ⌬ vH ⌬ vH ⌬ vH 2,3-dimethyl-2-butanol 共303–340兲 54.0⫾ 0.8 共299–400兲 48.8 共298–393兲 49.1 298 314 313 关464-07-3兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 3,3-dimethyl-2-butanol 共280–315兲 53.8⫾ 0.3 共302–401兲 48.3 共338–393兲 46.8 298 317 353 GS A 关2001KUL/VER兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关97-95-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-ethyl-1-butanol 共275–313兲 60.3⫾ 0.3 共321–426兲 53.1 共262–295兲 65.4 共298–426兲 59.6 共298–418兲 U 45.5 298 336 280 313 313 GS A A I 关2001KUL/VER兴 关1987STE/MAL兴 关1987STE/MAL, 1979THO/MEA兴 关1973WIL/ZWO兴 关1940HOV/LAN3兴 关na兴 ⌬ vH 2-methyl-2-propanesulfonic acid, ethyl ester 共337–343兲 U 14.0 340 A 关1987STE/MAL兴 关111-76-2兴 ⌬fusH 2-butoxyethanol 共319–424兲 共353–417兲 GS C C C A 关2001KUL/VER兴 关1996ULB/KLU兴 关1996ULB/KLU兴 关1996ULB/KLU兴 关1987STE/MAL兴 关1973WIL/ZWO兴 58.0⫾ 0.2 58.6⫾ 0.1 55.4⫾ 0.1 52.4⫾ 0.1 50.8 49.4 A 关1991WIB/HAO兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关2000ATA/KAW兴 11.8 199.5 51.2 49.5 52.6 373 351 351 MM A 关1999ESC/SAN兴 关1987STE/MAL, 1972DYK兴 关1957DYK/SEP, 1984BOU/FRI兴 关4461-87-4兴 ⌬ vH 1,1-dimethoxybutane 共304–329兲 41.2 317 EB 关1994WIB/MOR兴 关3453-99-4兴 2,2-dimethoxybutane ⌬ vH ⌬ vH ⌬ vH C6H14O2 Tm 共K兲 关77-74-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O Compound 共363–382兲 共336–443兲 共336–443兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-254 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关105-57-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O2 C6H14O2 C6H14O2 C6H14O2 C6H14O2 C6H14O2 174 关2003TEO/WIL兴 10.95 167 关2003TEO/WIL兴 共275–308兲 共281–384兲 共273–343兲 共239–392兲 39.6⫾ 0.3 41.6 39.8 36.2 298 296 288 255 C6H14O2 关1998VER/PEN, 2002VER兴 关1987STE/MAL, 1972DYK兴 关1949NIC/LAF, 1984BOU/FRI兴 关1947STU兴 1,2-diethoxyethane 共339–382兲 共239–393兲 39.3 37.9 43.2⫾ 0.1 361 254 298 A C 关1987TRE/LU兴 关1987STE/MAL兴 关1970KUS/WAD兴 关77078-18-3兴 ⌬ vH 1-methoxy-2-propoxyethane 43.7⫾ 0.1 298 C 关1970KUS/WAD兴 关4439-24-1兴 ⌬ vH 2-isobutoxyethanol 共344–432兲 48.1 359 A 关1987STE/MAL, 1972DYK, 1957DYK/SEP, 1984BOU/FRI兴 关7580-85-0兴 ⌬fusH 2-tert-butoxyethanol 11.4 223.1 关6920-22-5兴 ⌬ vH 1,2-hexanediol 共294–348兲 关629-11-8兴 ⌬fusH ⌬fusH 1,6-hexanediol 78.7⫾ 0.3 25.5 25.52 共355–559兲 共355–559兲 共355–559兲 共355–559兲 共355–559兲 298 关2000ATA/KAW兴 GS 关2004VER2兴 关2005SMI/KAN兴 关1996DOM/HEA兴 316 340.6 112.0⫾ 0.4 108.8 298 C 关1990KNA/SAB兴 关1972GAR/HUS, 1977PED/RYL兴 98.5⫾ 1.8 87.8⫾ 1.1 80.8⫾ 0.9 73.9⫾ 0.7 67.0⫾ 0.6 87.0 90.9⫾ 4.1 90.7⫾ 1.1 83.3⫾ 1.7 298 360 400 440 480 342 298 298 EB,IP EB,IP EB,IP EB,IP EB,IP 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1993PIA/FER, 2006UMN/KWE兴 关1993PIA/FER, 2006UMN/KWE兴 关1990KNA/SAB兴 关1972GAR/HUS, 1977PED/RYL兴 关4457-71-0兴 ⌬ vH 3-methyl-1,5-pentanediol 共402–485兲 76.9 417 A 关1987STE/MAL兴 关107-41-5兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-methyl-2,4-pentanediol 共285–329兲 68.9⫾ 0.4 共370–547兲 68.6⫾ 0.4 共373–473兲 58.1 298 298 388 GS EB A 关2007VER兴 关1990DAU/HUT, 2007VER兴 关1987STE/MAL兴 关76-09-5兴 ⌬fusH 2,3-dimethyl-2,3-butanediol 14.7 316.2 ⌬ vH C6H14O2S GS A 关629-14-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14O2 Reference 1,1-diethoxyethane ⌬subH ⌬subH C6H14O2 Method 9.32 ⌬fusH C6H14O2 Tm 共K兲 关34008-94-1兴 ⌬subH 共346–448兲 59.1 tert-butyl ethyl sulfone 86.6⫾ 2.5 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 361 DSC 关1983PRI/WOO兴 A 关1987STE/MAL兴 关UR/MAC, 1970COX/PIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-255 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14O3 Enthalpy 关111-96-6兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C6H14O3 C6H14O3 C6H14O3 C6H14O3 C6H14O3 C6H14O4 C6H14O4 C6H14O6 diethylene glycol, dimethyl ether 17.78 共371–434兲 共286–433兲 Tm 共K兲 Method Reference 关1996DOM/HEA兴 209.1 45.4 48.0⫾ 0.6 47.4 298 301 EB CGC A 44.7⫾ 0.2 298 C 关2009LI/FAN兴 关2000NIC/ORF兴 关1987STE/MAL, 1947STU兴 关15476-85-4兴 ⌬ vH tert-butyl 2-hydroxyethyl peroxide 66.4⫾ 1.9 关111-90-0兴 ⌬ vH diethylene glycol, monoethyl ether 共318–475兲 52.1 333 A 关1987STE/MAL, 1947STU兴 关25265-71-8兴 ⌬ vH dipropylene glycol 共423–505兲 A 关1987STE/MAL兴 关77-99-6兴 ⌬trsH ⌬fusH ⌬fusH 2-ethyl-2-hydroxymethyl-1,3-propanediol 16.36 327.8 0.9 332.7 共270–354兲 21.45 333.4 DSC AC 关2002CHA/MAN兴 关1989ZHA/YAN兴 61.2 关1969MAN兴 关1983VAN/KAC兴 438 81.4 448 A 关1987STE/MAL兴 关106-69-4兴 ⌬ vH 1,2,6-trihydroxyhexane 共393–433兲 97.2 408 A 关1987STE/MAL兴 关2517-44-4兴 ⌬ vH 1,1,2,2-tetramethoxyethane 共351–432兲 42.9 366 A 关1987STE/MAL兴 关112-27-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH triethylene glycol 共442–562兲 共442–562兲 共442–562兲 共442–562兲 共278–323兲 共288–303兲 共293–303兲 共387–552兲 440 480 520 560 300 295 298 402 EB EB EB EB 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关1972MCF/SOM兴 关1987STE/MAL, 1955ISH/MAT兴 关1950WIS/PUC兴 关1987STE/MAL, 1947STU兴 关na兴 ⌬fusH dulcitol 关69-65-8兴 ⌬fusH ⌬fusH 共433–570兲 ⌬ vH 关50-70-4兴 ⌬fusH 共464–496兲 133.8⫾ 1.4 A A 关1996DOM/HEA兴 460.3 482 TE 关1990BAR/DEL兴 共d兲-mannitiol 54.69 56.1 共458–501兲 437.3 439.1 DSC DSC 关2010TON/LIU兴 关1996DOM/HEA, 1990BAR/DEL兴 202 298 B 关1990BAR/DEL兴 135.6⫾ 1.1 479 TE 关1990BAR/DEL兴 共d兲-sorbitol ⌬subH ⌬ vH 72.2⫾ 0.3 68.5⫾ 0.3 64.6⫾ 0.3 60.8⫾ 0.5 77.0 67.7 60.5 71.5 65.1 ⌬subH C6H14O6 ⌬transHm 共kJ mol−1兲 3,5,7-trioxanonane ⌬ vH C6H14O6 Temp 共K兲 Range 关5648-29-3兴 ⌬ vH ⌬ vH C6H14O3 Compound 共461–497兲 DSC 关1996DOM/HEA, 1990BAR/DEL兴 30.2 366.5 186 298 B 关1990BAR/DEL兴 132.4⫾ 2.0 477 TE 关1990BAR/DEL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-256 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14O6 C6H14O6 C6H14O6 C6H14O6 C6H14S C6H14S Enthalpy C6H14S C6H14S Tm 共K兲 Method 30.35 369.2 AC 关2008TON/TAN2兴 29.8 31.7 359.1 371.2 DSC DSC 关2009NEZ/AER兴 关2009NEZ/AER兴 205 298 B 关1990BAR/DEL兴 30.9 352.8 关1993SIN/CAR兴 336 298 298 308 关1999DYK/SVO兴 关1981SHI/SAI兴 关1964MAC/MCC兴 关1961NIC/KOB兴 关50-70-4兴 ⌬fusH共␣兲 ⌬fusH共兲 sorbitol 关608-66-2兴 ⌬subH 共d兲-galactitol 关na兴 ⌬fusH 共l兲-iditol 关1741-83-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl pentyl sulfide 共321–349兲 44.2 45.2 44.6⫾ 0.8 共321–350兲 42.6 关638-46-0兴 ⌬fusH butyl ethyl sulfide 12.39 共314–445兲 共316–348兲 共354–424兲 43.7 44.5 44.9 44.6⫾ 0.8 43.5 40.7 关1985DEA兴 319 298 298 298 333 369 GC EB A,EB 关1999DYK/SVO兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1964MAC/MCC兴 关1962MAC/MAY2兴 关1987STE/MAL, 1952WHI/BER兴 A,EB 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 A,EB 关1999DYK/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1952WHI/BER兴 sec-butyl ethyl sulfide 共304–434兲 41.2 共345–409兲 39.0 319 360 关14290-92-7兴 ⌬ vH ⌬ vH ⌬ vH tert-butyl ethyl sulfide 共293–420兲 39.2 39.3 共332–400兲 37.1 308 298 347 关625-80-9兴 ⌬fusH diisopropyl sulfide 关111-47-7兴 ⌬fusH 关5008-73-1兴 ⌬ vH 10.42 共293–420兲 共324–433兲 共303–328兲 共330–400兲 39.4 39.6⫾ 0.1 37.7 39.6⫾ 0.8 38.5 37.4 GC EB Reference 178.1 关5008-72-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14S ⌬transHm 共kJ mol−1兲 sorbitol 共80–390兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14S Temp 共K兲 Range 关na兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H14S Compound 195.1 关1996DOM/HEA兴 308 298 339 298 318 345 关1999DYK/SVO兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 关1964MAC/MCC兴 关1962MAC/MAY2兴 关1952WHI/BER兴 A,EB GC EB EB dipropyl sulfide 12.13 共313–411兲 共353–427兲 42.9 44.2 44.5 39.5 44.7⫾ 0.8 40.6 isopropyl propyl sulfide 共303–432兲 41.1 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 170.4 关1996DOM/HEA兴 328 298 298 298 298 368 关1999DYK/SVO兴 关1981SHI/SAI兴 关1971WIL/ZWO兴 关1971WIL/ZWO兴 关1964MAC/MCC兴 关1987STE/MAL, 1952WHI/BER兴 318 GC A,EB 关1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-257 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14S C6H14S Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共343–416兲 41.8 39.0 298 358 A,EB 关1981SHI/SAI兴 关1987STE/MAL, 1952WHI/BER兴 关1613-45-2兴 ⌬ vH ⌬ vH ethyl isobutyl sulfide 共305–401兲 41.3 共345–414兲 39.2 320 360 A,EB 关1999DYK/SVO兴 关1987STE/MAL, 1952WHI/BER兴 关111-31-9兴 ⌬fusH 1-hexanethiol C6H14S C6H14S C6H14S2 C6H14S2 C6H14S2 C6H14S2 C6H14S2 C6H14S2 C6H14S3 Tm 共K兲 Method Reference 192.6 关1996DOM/HEA兴 共352–468兲 43.9 44.8⫾ 0.2 42.4 335 298 367 A,EB 关1999DYK/SVO兴 关1966GOO/DEP, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 关1679-06-7兴 ⌬ vH ⌬ vH 2-hexanethiol 共310–440兲 共328–423兲 42.7 41.4 325 343 A 关1639-01-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,3-dimethyl-2-butanethiol 共285–318兲 39.3 共318–441兲 37.8 39.3⫾ 0.1 共328–441兲 37.4 300 333 298 343 A,EB 关1633-97-2兴 ⌬ vH ⌬ vH 2-methyl-2-pentanethiol 40.0⫾ 0.1 共327–439兲 38.0 298 342 A,EB 关4253-89-8兴 ⌬ vH ⌬ vH ⌬ vH diisopropyl disulfide 共383–423兲 49.3 39.6 共377–447兲 43.8 298 298 392 关629-19-6兴 ⌬fusH dipropyl disulfide ⌬ vH ⌬ vH ⌬ vH C6H14S Compound 18.03 共320–454兲 13.81 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共354–499兲 ⌬ vH CGC A,EB 共389–447兲 47.8 53.8⫾ 0.1 53.8 47.0 369 298 298 404 A,EB 共395–456兲 46.6 410 EB ethyl 共1,1-dimethylethyl兲 disulfide 共373–461兲 43.4 388 关33672-51-4兴 ⌬ vH isopropyl propyl disulfide 共383–433兲 45.4 关1191-43-1兴 ⌬ vH 1,6-hexanedithiol 共379–511兲 关5395-75-5兴 ⌬ vH 3,6-dithiaoctane 关na兴 ⌬ vH 关1999DYK/SVO兴 关1999DYK/SVO兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU, 1999DYK/SVO兴 关1995CHI/HOS兴 关1981SHI/SAI兴 关1987STE/MAL, 1952WHI/BER, 1999DYK/SVO兴 关1996DOM/HEA兴 187.7 关4151-69-3兴 ⌬ vH 关1999DYK/SVO兴 关1987STE/MAL兴 C 关1999DYK/SVO兴 关1985KUS兴 关1981SHI/SAI兴 关1987STE/MAL, 1958HUB/DOU, 1966OSB/DOU兴 关1952WHI/BER兴 A,EB 关1987STE/MAL, 1952WHI/BER, 1999DYK/SVO兴 398 A 关1987STE/MAL, 1999DYK/SVO兴 55.7 394 A 关1987STE/MAL, 1999DYK/SVO兴 59.5⫾ 0.1 298 C 关1974MAN4兴 trithiodiethylene glycol, dimethyl ether 共391–418兲 103.7 404 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-258 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula C6H14S3 C6H15N C6H15N C6H15N C6H15N C6H15N C6H15N C6H15N Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 116.4 406 45.0 42.2 45.1⫾ 0.1 298 318 298 Method Reference 关37460-04-1兴 ⌬ vH 2,5,8-trithianonane 共391–533兲 关111-26-2兴 ⌬ vH ⌬ vH ⌬ vH hexylamine 共323–373兲 共303–406兲 关21035-44-9兴 ⌬ vH 共dl兲 sec-butyl ethyl amine 共283–372兲 37.9 关108-18-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH diisopropylamine 共260–412兲 共273–367兲 35.4 35.6 34.6⫾ 0.1 33.7⫾ 0.1 32.6⫾ 0.1 31.5⫾ 0.1 30.2⫾ 0.1 34.4 34.6 34.5⫾ 0.1 33.8⫾ 0.2 275 288 298 313 328 343 358 315 298 298 298 A A C C C C C EB C I 关1987STE/MAL兴 关1987STE/MAL兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1971LEB/KAT2兴 关1969WAD兴 关1969FRA/WAT兴 关21968-17-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-isopropyl propylamine 37.3⫾ 0.1 36.2⫾ 0.1 35.2⫾ 0.1 34.1⫾ 0.1 33.0⫾ 0.1 共312–369兲 36.2 298 313 328 343 358 327 C C C C C EB 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关13360-63-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-butylethylamine 40.2⫾ 0.1 39.1⫾ 0.1 38.0⫾ 0.1 36.9⫾ 0.1 35.8⫾ 0.1 39.9 41.4 298 313 328 343 358 328 298 C C C C C EB A 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1987STE/MAL, 1972DYK兴 关142-84-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dipropylamine 共321–382兲 共302–422兲 共291–305兲 40.0 39.8 41.5 40.0⫾ 0.1 40.2⫾ 0.3 336 317 298 298 298 关121-44-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH triethylamine 共273–353兲 共273–353兲 共310–362兲 共231–319兲 共302–338兲 共298–324兲 共283–363兲 33.4⫾ 0.2 35.4⫾ 0.2 33.9 35.2⫾ 0.9 34.1 34.6 35.5 34.8⫾ 0.2 33.9⫾ 0.1 313 298 325 275 317 311 298 298 313 共300–356兲 共291–305兲 共273–333兲 共313–375兲 共283–382兲 共273–333兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1999DYK/SVO兴 CGC A C 关1995CHI/HOS兴 关1987STE/MAL兴 关1969WAD兴 关1987STE/MAL, 1972DYK兴 298 A C I EB EB C C 关2000RES/GON兴 关1987STE/MAL, 1972DYK兴 关1971LEB/KAT2兴 关1969WAD兴 关1969FRA/WAT兴 关2009MOK/RAZ兴 关2009MOK/RAZ兴 关2006WAN/FAN兴 关2001BAE兴 关1990DUT/KAH兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-259 TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H15N C6H15NO C6H15NO C6H15NO2 C6H15NO2 C6H15NO2S C6H15NO3 C6H15NS C6H15N3 C6H15N3 C6H15O2PS3 C6H15O3P C6H15O3P C6H15O3PS C6H15O3PS Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 共303–361兲 共283–313兲 共324–357兲 33.0⫾ 0.2 32.2⫾ 0.1 31.3⫾ 0.2 34.8 35.1 33.3 34.9⫾ 0.1 U 25.3 33.0 328 343 358 318 298 339 298 313 311 C C C EB 共298–363兲 共285–337兲 C I Reference 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1979MAJ/SVO2兴 关1975CHU/DRU兴 关1971BAY/LET兴 关1969WAD兴 关1953COP/EVE兴 关1936THO/LIN兴 关918-02-5兴 ⌬ vH N,N-dimethyl tert-butyl amine 共283–318兲 34.8 298 A 关1987STE/MAL兴 关5888-29-9兴 ⌬ vH N-共methoxymethyl兲diethylamine 共293–318兲 38.0 305 A 关1987STE/MAL兴 关100-37-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N,N-diethylethanolamine 共278–318兲 52.5⫾ 0.2 共332–475兲 48.5⫾ 0.2 共332–475兲 45.0⫾ 0.2 共332–475兲 41.6⫾ 0.4 共332–475兲 37.8⫾ 0.7 共328–433兲 48.5 共283–318兲 58.5⫾ 1.3 298 340 380 420 460 343 298 GS EB EB EB EB A 关2005KAP/SLO兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关1987STE/MAL兴 关1977LEB/NAZ, 2005KAP/SLO兴 关110-97-4兴 ⌬ vH diisopropanolamine 共390–521兲 405 A 关1987STE/MAL, 1972DYK兴 关1704-62-7兴 ⌬ vH 2-关2-共dimethylamino兲ethoxy兴ethanol 共412–452兲 54.4 427 A 关1987STE/MAL兴 关33718-39-7兴 ⌬ vH N,N-diethyl ethanesulfonamide 共392–526兲 55.4 407 A 关1987STE/MAL兴 关102-71-6兴 ⌬ vH triethanolamine 共523–579兲 538 A 关1987STE/MAL, 1959MCD/SHR, 1984BOU/FRI兴 关na兴 ⌬ vH N,N-dimethyl-S-tert-butylthiohydroxylamine 共328–334兲 28.3 331 A 关1987STE/MAL, 1999DYK/SVO兴 关108-74-7兴 ⌬ vH ⌬ vH 1,3,5-trimethylhexahydro-s-triazine 共284–328兲 50.8⫾ 0.8 306 共284–328兲 51.2⫾ 0.8 298 GS GS 关2002VER2兴 关2002VER2兴 关140-31-8兴 ⌬ vH 1-共2-aminoethyl兲piperazine 共296–338兲 68.7⫾ 0.3 GS 关2010EFI/EME兴 关640-15-3兴 ⌬ vH O,O-dimethyl-S-关2-共ethylthio兲ethyl兴dithiophosphate 共283–394兲 76.8 298 A 关1987STE/MAL, 1999DYK/SVO兴 关1809-21-8兴 ⌬ vH phosphonic acid, dipropyl ester 共318–467兲 38.1 关1987STE/MAL, 1972DYK兴 关122-52-1兴 ⌬ vH triethylphosphite 关126-68-1兴 ⌬ vH O,O,O-triethythiophosphate 共305–335兲 87.5 关1186-09-0兴 O,O,S-triethythiophosphate 68.0 79.3 53.0 298 333 A 关2008SAG/SAF兴 298 320 A 关1987STE/MAL, 1999DYK/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-260 W. ACREE, JR. AND J. S. CHICKOS TABLE 6. Phase change enthalpies of C5 to C6 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共312–352兲 76.3 Tm 共K兲 327 Method A Reference 关1987STE/MAL, 1999DYK/SVO兴 C6H15O3PS2 关867-27-6兴 ⌬ vH phosphorothioic acid, O-关2-共ethylthio兲ethyl兴-O,O-dimethyl ester 共283–379兲 71 298 A 关1987STE/MAL, 1999DYK/SVO兴 C6H15O3PS2 关919-86-8兴 ⌬ vH phosphorothioic acid, S-关2-共ethylthio兲ethyl兴-O,O-dimethyl ester 共283–407兲 78.8 298 A 关1987STE/MAL, 1999DYK/SVO兴 C6H15O4P 关78-40-0兴 ⌬ vH ⌬ vH triethylphosphate 共413–453兲 共312–484兲 关554-70-1兴 ⌬fusH triethylphosphine C6H15P ⌬ vH C6H16FN2OP C6H16N2 C6H16N2O2 C6H18N3P C6H18N4 188.2 38.3 306 关124-09-4兴 ⌬fusH ⌬fusH 1,6-hexanediamine 共348–474兲 共338–473兲 39.38 40.21 311.6 312.3 49.3 51.3 363 353 关110-18-9兴 ⌬ vH ⌬ vH 1,2-bis共dimethylamino兲ethane 共295–365兲 39.8 共295–365兲 42.2 关4439-20-7兴 ⌬fusH N,N-bis共2-hydroxyethyl兲ethylenediamine 49.7 373.2 CGC A 关2007PAN/ANT2兴 关1987STE/MAL, 1947STU兴 关1999SHE/KAM兴 A 关1987STE/MAL, 1972DYK兴 A 关1987STE/MAL兴 DSC DSC 关2006KHI/DAH2兴 关2002DAL/DEL兴 A A 关1987STE/MAL兴 关1987STE/MAL兴 关2009RAZ/HAJ兴 关2009RAZ/HAJ兴 330 298 关1997STE/CHI4兴 142.7 373 B 关1997STE/CHI4兴 106.4⫾ 6.4 91.2⫾ 0.2 87.7⫾ 0.2 84.8⫾ 0.2 298 400 440 480 EB,IP EB,IP EB,IP EB,IP 关1997STE/CHI2, 关1997STE/CHI2, 关1997STE/CHI2, 关1997STE/CHI2, 关929-59-9兴 ⌬ vH ⌬ vH 1,2-bis共2-aminoethoxy兲ethane 共293–353兲 56.2 共293–353兲 58.8 323 298 关3129-93-9兴 ⌬subH diisopropyl ammonium nitrite 共288–299兲 39.0 293.5 关1608-26-0兴 ⌬ vH ⌬ vH tris共dimethylamino兲phosphine 41.5⫾ 0.6 共298–333兲 63.2 298 313 STG 关1995ALM/FIN2兴 关1984MIC/JOS兴 关112-24-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH triethylenetetramine 共338–373兲 84.7⫾ 0.3 共294–325兲 75.6 共431–550兲 59.8 共431–492兲 71.0⫾ 2.6 298 298 446 298 GS TGA A 关2010EFI/EME兴 关1988AFZ/BUT, 2010EFI/EME兴 关1987STE/MAL, 1972DYK兴 关1967SIV/MAT, 2010EFI/EME兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C6H16N2O2 10.73 N , N⬘-diisopropyl phosphorodiamidic fluoride 共278–398兲 58.1 293 ⌬subH C6H16N2O2 298 327 关371-86-8兴 ⌬ vH ⌬ vH ⌬ vH C6H16N2 共291–402兲 55.7 46.3 共399–500兲 共399–500兲 共399–500兲 共399–500兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 1997STE/CHI4兴 1997STE/CHI4兴 1997STE/CHI4兴 1997STE/CHI4兴 关2009RAZ/HAJ兴 关2009RAZ/HAJ兴 A 关1987STE/MAL, 1965MAR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-261 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C7ClF17N2S 关na兴 ⌬ vH CF3SCl关 = NCF共CF3兲2兴2 38.9 467 I 关1977KIT/SHR2兴 Note: This is the structure and molecular formula given in paper. A search of Chemical Abstracts by molecular formula failed to turn up any hits with this formula. C 7D 8 关2037-26-5兴 ⌬trsH ⌬fusH perdeuterotoluene 关59483-82-8兴 ⌬ vH carbonofluoridic acid pentafluorophenyl ester 42.3 关434-64-0兴 ⌬fusH ⌬fusH perfluorotoluene C 7F 6O 2 C 7F 8 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3.51 6.02 13.2 11.49 共288–334兲 共291–378兲 共285–376兲 共290–400兲 共285–334兲 40.5⫾ 0.2 40.0 40.9 40.4 41.6⫾ 0.2 136 178 DSC DSC 关1972AHM/EAD兴 关1976FAL/DES2兴 207.7 207 关1996DOM/HEA兴 298 306 300 298 298 关2005DIA/GON兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1973KRE/PRI兴 A C7F10 关14451-74-2兴 ⌬ vH 3,3-difluoro-1,2-bis共trifluoromethyl兲-4-共difluoroethylene兲cyclobutene 共272–316兲 31.5 287 A 关1987STE/MAL, 1999DYK/SVO兴 C7F12O2S4 关58936-62-2兴 ⌬ vH pentanebis共dithioperoxoic兲 acid, hexafluoro-bis共trifluoromethyl兲 ester 33.6 370 I 关1976BUR/SHR兴 C7F12O6 关32751-20-5兴 ⌬ vH hexafluoroperoxyglutaric acid, bis共trifluoromethyl兲 ester 共200–390兲 47.3 215 A 关1987STE/MAL, 1999DYK/SVO兴 C7F14 关355-02-2兴 ⌬subH perfluoromethylcyclohexane 51.6 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共305–414兲 共413–488兲 共306–384兲 共305–385兲 共306–384兲 共298–353兲 共272–349兲 33.1 30.2 34.0 34.1⫾ 0.3 33.4 33.3 33.8 33.3 234 320 428 298 298 320 321 313 310 B A 关1963BON, 1957ROW/THA兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1984BOU/FRI, 1991BAS/SVO兴 关1981VAR/BUL兴 关1987STE/MAL, 1970DYK/VAN, 1973KKY/REP兴 关1959GOO/DOU, 1984BOU/FRI兴 关1957ROW/THA, 1984BOU/FRI兴 关1956GLE/REE, 1970DYK/VAN兴 C7F15NS 关77984-26-0兴 ⌬ vH 2,2,3,3,4,4,5,5-octafluoro-1,1,2,3,4,5-hexahydro-1-关关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴imino兴thiophene 33.9 371 关1981ABE/SHR兴 C7F16 关333-57-9兴 ⌬trsH ⌬fusH perfluoroheptane 6.67 6.95 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 180.4 221.9 57.7 共363–474兲 共304–390兲 共290–355兲 共293–355兲 共271–379兲 32.6 36.3⫾ 0.3 35.9 33.1 34.9 37.7 关1996DOM/HEA, 1986STA兴 B 378 298 298 324 286 EB A 关1963BON, 1951OLI/GRI兴 关1999DYK/SVO兴 关1997STE/CHI3兴 关1984BOU/FRI, 1991BAS/SVO兴 关1959YEN/REE兴 关1956GLE/REE兴 关1987STE/MAL, 1951OLI/GRI, 1970DYK/VAN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-262 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy C7F16N2OS 关62609-64-7兴 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference ⌬ vH 1,1,1-trifluoro-N⬘-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴-N-关2,2,2-trifluoro-1-共trifluromethyl兲ethylidene兴 methanesulfonimidamide 33.5 451 关1977KIT/SHR兴 关338-81-8兴 ⌬ vH perfluoro-N,N-diethylpropylamine 共283–366兲 39.2 325 关602-94-8兴 ⌬subH pentafluorobenzoic acid 共335–359兲 91.6⫾ 4.2 关375-85-9兴 ⌬ vH ⌬ vH ⌬ vH tridecafluoroheptanoic acid 共359–485兲 61.4⫾ 0.3 共359–485兲 55.5⫾ 0.3 共359–485兲 48.7⫾ 0.7 关375-83-7兴 ⌬ vH ⌬ vH 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7-pentafluoroheptane 共365–369兲 30.7 367 共292–370兲 37.1 307 C7H2F13NO 关54181-88-3兴 ⌬ vH 共E兲 1,1,1,2,3,3,3-heptafluoro-N-关2,2,2-trifluoro-1-共2,2,2-trifluoroethoxy兲ethylidene兴-2-propanamine 35.7 369 关1975PET/SHR兴 C7H3Br2NO 关1689-84-5兴 ⌬fusH 3,5-dibromo-4-hydroxybenzonitrile 32.03 464 关777-37-7兴 ⌬ vH 1-共trifluoromethyl兲-2-chloro-5-nitrobenzene 共364–508兲 58.1 379 A 关1987STE/MAL, 1953KAR/SAY, 1973KKY/REP, 1999DYK/SVO兴 关121-17-5兴 ⌬ vH 1-共trifluoromethyl兲-4-chloro-3-nitrobenzene 共358–495兲 57.6 373 A 关1987STE/MAL, 1973KKY/REP, 1999DYK/SVO兴 关328-84-7兴 ⌬ vH ⌬ vH 1-共trifluoromethyl兲-3,4-dichlorobenzene 共353–453兲 44.1 368 共284–446兲 41.8 299 A 关1987STE/MAL兴 关1947STU兴 关1194-65-6兴 ⌬fusH ⌬fusH ⌬fusH 2,6-dichlorobenzonitrile 24.56 26.17 25.94 421.2 417.2 416.7 关102-36-3兴 ⌬ vH 3,4-dichlorophenylisocyanate 共373–473兲 47.4 388 关50-31-7兴 ⌬fusH 2,3,6-trichlorobenzoic acid 23.85 402.7 关13014-24-9兴 ⌬ vH 1-共trichloromethyl兲-3,4-dichlorobenzene 共438–663兲 59.3 453 关771-56-2兴 ⌬trsH ⌬fusH 2,3,4,5,6-pentafluorotoluene 0.7 13.28 C7F17N C7HF5O2 C7HF13O2 C7HF15 C7H3ClF3NO2 C7H3ClF3NO2 C7H3Cl2F3 C7H3Cl2N C7H3Cl2NO C7H3Cl3O2 C7H3Cl5 C 7H 3F 5 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共403–523兲 共493–564兲 共310–410兲 共312–416兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 36.1 34.9 41.2 39.9 370 410 450 关1999DYK/SVO兴 GS 关1969COX/GUN, 1970COX/PIL兴 EB EB EB 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 A 关1966CAR/STE兴 关1987STE/MAL, 1953KAR/SAY, 1973KKY/REP, 1999DYK/SVO兴 DSC DSC DSC DSC A 关2000ROD/VEC兴 关1991ACR, 1990DON/DRE兴 关1972PLA兴 关1987STE/MAL兴 关1991ACR兴 A 70.3 243.7 418 508 298 327 关1990DON/DRE兴 关1987STE/MAL, 1970DYK/VAN, 1973KKY/REP, 1999DYK/SVO兴 关1996DOM/HEA, 1968COU/HAL兴 A 关1999DYK/SVO兴 关1999DYK/SVO兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1968AMB, 1973KKY/REP, 1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-263 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H3I2NO C 7H 3I 3O 2 C7H4ClF3 Enthalpy C7H4ClF3 C7H4ClN C7H4ClN C7H4ClNO C7H4ClNO C7H4ClNO3 C7H4Cl2O C7H4Cl2O C7H4Cl2O C7H4Cl2O C7H4Cl2O2 C7H4Cl3NO3 C7H4Cl4 C7H4Cl4 C7H4F3NO2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关1689-83-4兴 ⌬fusH 4-hydroxy-3,5-diiodobenzonitrile 33.63 482.9 关88-82-4兴 ⌬fusH 2,3,5-triiodobenzoic acid 32.23 关88-16-4兴 ⌬fusH 1-共trifluoromethyl兲-2-chlorobenzene 11.6 264 共310–426兲 Method DSC Reference 关1990DON/DRE兴 关1991ACR兴 503.8 DSC 关1972AHM/EAD兴 325 A 关1987STE/MAL, 1951POT/SAY, 1970DYK/VAN, 1973KKY/REP兴 关98-15-7兴 ⌬ vH 1-共trifluoromethyl兲-3-chlorobenzene 共302–411兲 43.0 317 A 关1987STE/MAL, 1951POT/SAY, 1970DYK/VAN, 1973KKY/REP兴 关98-56-6兴 ⌬ vH 1-共trifluoromethyl兲-4-chlorobenzene 共302–412兲 42.2 317 A 关1987STE/MAL, 1951POT/SAY, 1970DYK/VAN, 1973KKY/REP兴 关873-32-5兴 ⌬ vH 2-chlorobenzonitrile 共378–486兲 53.5 393 EB 关1994AIM2兴 关623-03-0兴 ⌬ vH 4-chlorobenzonitrile 共389–483兲 51.9 404 EB 关1994AIM2兴 关2909-38-8兴 ⌬ vH 3-chlorophenyl isocyanate 共344–432兲 53.1 359 A 关1987STE/MAL, 1964GOL/GOR兴 关104-12-1兴 ⌬ vH ⌬ vH 4-chlorophenyl isocyanate 共363–443兲 48.9 共323–433兲 44.3 378 338 A 关1987STE/MAL兴 关1967KON/ZHU兴 关121-90-4兴 ⌬ vH 3-nitrobenzoyl chloride 共428–551兲 62.4 443 A 关1987STE/MAL, 1999DYK/SVO兴 关609-65-4兴 ⌬ vH 2-chlorobenzoyl chloride 共374–395兲 53.4 384 A 关1987STE/MAL, 1999DYK/SVO兴 关618-46-2兴 ⌬ vH 3-chlorobenzoyl chloride 共367–391兲 49.4 382 A 关1987STE/MAL, 1999DYK/SVO兴 关122-01-0兴 ⌬ vH 4-chlorobenzoyl chloride 共370–392兲 55.7 381 A 关1987STE/MAL, 1999DYK/SVO兴 关874-42-0兴 ⌬fusH 2,4-dichlorobenzaldehyde 20.47 347.2 关2004WAN/TAN4兴 关51-36-5兴 ⌬fusH 3,5-dichlorobenzoic acid 22.97 459.3 关1991ACR兴 关55335-06-3兴 ⌬fusH 3,5,6-trichloro-2-pyridinyloxyacetic acid 31.17 423.3 关2136-89-2兴 ⌬ vH 1-共trichloromethyl兲-2-chlorobenzene 共423–588兲 55.0 438 A 关1987STE/MAL, 1970DYK/VAN兴 关1006-31-1兴 ⌬ vH 2,3,5,6-tetrachlorotoluene 共399–548兲 52.6 414 A 关1987STE/MAL, 1973FEL/SAV, 1999DYK/SVO兴 关98-46-4兴 ⌬ vH 1-共trifluoromethyl兲-3-nitrobenzene 共341–475兲 53.8 356 A 关1987STE/MAL, 1953KAR/SAY, 1999DYK/SVO兴 ⌬ vH C7H4ClF3 Compound 44.6 DSC 关1990DON/DRE兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-264 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 4F 4 C 7H 4F 4 Enthalpy C 7H 4F 4 C7H4F12O C 7H 4N 2O 2 C 7H 4N 2O 6 C 7H 4N 2O 6 C 7H 4N 2O 6 Method Reference 关1972AHM/EAD兴 关392-85-8兴 ⌬fusH 1-共trifluoromethyl兲-2-fluorobenzene 10.7 222 DSC 关1972AHM/EAD兴 共310–410兲 38.1 关1984BOU/FRI, 1991BAS/SVO兴 298 关401-80-9兴 ⌬ vH 1-共trifluoromethyl兲-3-fluorobenzene 共313–410兲 36.8 328 A 关1987STE/MAL, 1970DYK/VAN兴 关402-44-8兴 ⌬ vH 1-共trifluoromethyl兲-4-fluorobenzene 共286–381兲 35.8 301 A 关1987STE/MAL, 1970DYK/VAN兴 关335-99-9兴 ⌬ vH 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-1-heptanol 共355–446兲 53.4 370 A 关1987STE/MAL, 1999DYK/SVO兴 关612-24-8兴 ⌬trsH ⌬fusH 2-nitrobenzonitrile 关619-24-9兴 ⌬fusH 关619-72-7兴 ⌬trsH ⌬trsH ⌬fusH ⌬subH ⌬subH C 7H 4N 2O 5 Tm 共K兲 DSC DSC ⌬subH ⌬subH C 7H 4N 2O 2 ⌬transHm 共kJ mol−1兲 1,2,4,5-tetrafluoro-3-methylbenzene 3.64 218 5.84 233 ⌬subH ⌬subH C 7H 4N 2O 2 Temp 共K兲 Range 关5230-78-4兴 ⌬trsH ⌬fusH ⌬ vH C 7H 4F 4 Compound 1.57 15.72 共297–311兲 共297–311兲 87.9⫾ 1.4 88.1⫾ 1.4 338.1 382.7 DSC 关2002JIM/ROU2兴 304 298 ME ME 关2003ROU/JIM兴 关2003ROU/JIM兴 389.7 DSC 关2002JIM/ROU2兴 316 298 ME ME 关2003RIB/SAN兴 关2003ROU/JIM兴 349 386 420.6 DSC 关2002JIM/ROU2兴 313 298 ME ME 关2003ROU/JIM兴 关2003ROU/JIM兴 3-nitrobenzonitrile 20.49 共306–324兲 共306–324兲 92.2⫾ 0.3 92.8⫾ 0.3 4-nitrobenzonitrile 0.45 1.01 17.73 共305–322兲 共305–322兲 90.5⫾ 1.3 91.1⫾ 1.3 关528-75-6兴 ⌬fusH 2,4-dinitrobenzaldehyde 共78–368兲 21.18 344.9 AC 关2005WAN/TAN3兴 关610-30-0兴 ⌬fusH 2,4-dinitrobenzoic acid 30.6 455.8 DSC 关2009VEC/BRU兴 ⌬subH ⌬subH 共364–402兲 共364–402兲 132⫾ 2 135⫾ 2 383 298 TE TE 关2009VEC/BRU兴 关2009VEC/BRU兴 ⌬ vH ⌬ vH 共503–544兲 共494–539兲 92⫾ 3 91⫾ 1 522 517 TGA TGA 关2009VEC/BRU兴 关2009VEC/BRU兴 438.2 DSC 关2009VEC/BRU兴 关528-45-0兴 ⌬fusH 3,4-dinitrobenzoic acid 24.6 ⌬subH ⌬subH 共366–399兲 共366–399兲 126⫾ 2 129⫾ 2 386 298 TE TE 关2009VEC/BRU兴 关2009VEC/BRU兴 ⌬ vH ⌬ vH 共518–540兲 共506–536兲 91⫾ 3 91⫾ 1 529 521 TGA TGA 关2009VEC/BRU兴 关2009VEC/BRU兴 关99-34-3兴 ⌬fusH 3,5-dinitrobenzoic acid 22.8 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 480.4 关1971LEB/RYA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-265 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 4S 3 C 7H 4S 3 C7H5BrO C7H5BrO C7H5BrO2 Enthalpy C7H5ClO C7H5ClO2 Method Reference 关1972GEI/RAU兴 关1972GEI/RAU兴 关934-36-1兴 ⌬subH 4,5-benzo-1,3-dithiole-2-thione 118.8⫾ 0.4 298 关1973RAU/GEI, 1977PED/RYL兴 关618-32-6兴 ⌬ vH benzoyl bromide 共320–492兲 335 关1122-91-4兴 ⌬fusH 4-bromobenzaldehyde 22.6 334.2 关88-65-3兴 ⌬fusH 2-bromobenzoic acid 24.83 421.6 DSC 关2005RIB/FON兴 338 298 298 298 ME ME C C DSC 关2005RIB/FON兴 关2005RIB/FON兴 关1994TAN/SAB兴 关1987FER/PIL兴 关1983HOL兴 430.1 DSC 关2005RIB/FON兴 338 298 298 298 ME ME C C 关2005RIB/FON兴 关2005RIB/FON兴 关1994TAN/SAB兴 关1987FER/PIL兴 526.3 DSC 关2005RIB/FON兴 107.4⫾ 0.5 110.1⫾ 0.8 103.1⫾ 0.6 107.6⫾ 1.1 358 358 298 298 ME ME C C 关2005RIB/FON兴 关2005RIB/FON兴 关1994TAN/SAB兴 关1987FER/PIL兴 关585-76-2兴 ⌬fusH 关586-76-5兴 ⌬fusH 共328–347兲 共328–347兲 52.3 106.8⫾ 0.4 108.5⫾ 0.6 95.9⫾ 0.4 110.9⫾ 1.1 83.3⫾ 0.4 3-bromobenzoic acid 24.91 共328–347兲 共328–347兲 104.2⫾ 0.5 105.9⫾ 0.7 99.2⫾ 0.2 105.0⫾ 1.1 4-bromobenzoic acid 30.87 共349–366兲 共349–366兲 A 关1987STE/MAL, 1947STU兴 关2008FAV/FRE兴 关98-88-4兴 ⌬ vH benzoyl chloride 共305–470兲 49.6 320 A 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关89-98-5兴 ⌬ vH 2-chlorobenzaldehyde 共382–563兲 49.8 397 A 关1987STE/MAL, 1999DYK/SVO兴 关118-91-2兴 ⌬fusH ⌬fusH ⌬fusH 2-chlorobenzoic acid 25.25 25.73 26.3 414 413.4 414 DSC 关2005RIB/FON兴 关1991ACR兴 关1991SAB/HIR兴 330 298 298 ME ME C DSC 关2005RIB/FON兴 关2005RIB/FON兴 关1995SAB/AGU兴 关1983HOL兴 关1938WOL/WEG, 1960JON, 1970COX/PIL兴 427.9 427.4 427.8 DSC 关2005RIB/FON兴 关1991ACR兴 关1991SAB/HIR兴 330 ME 关2005RIB/FON兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C7H5ClO2 Tm 共K兲 355 298 ⌬subH ⌬subH ⌬subH ⌬subH C7H5ClO ⌬transHm 共kJ mol−1兲 4,5-benzo-1,2-dithiole-3-thione 共350–361兲 102.6⫾ 0.4 107⫾ 0.4 ⌬subH ⌬subH ⌬subH ⌬subH C7H5BrO2 Temp 共K兲 Range 关3354-42-5兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C7H5BrO2 Compound 关535-80-8兴 ⌬fusH ⌬fusH ⌬fusH ⌬subH 共320–339兲 共320–339兲 105.0⫾ 0.4 106.3⫾ 0.5 100.9⫾ 0.5 116.2⫾ 0.6 79.5⫾ 3.3 3-chlorobenzoic acid 23.67 23.85 22.0 共320–340兲 101.2⫾ 0.4 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-266 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C7H5ClO2 关74-11-3兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C7H5Cl2N C7H5Cl2NO2 C7H5Cl3 C7H5Cl3 C7H5Cl3N2O2 C7H5FN2O4 C7H5FO2 C7H5FO2 C7H5FO2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共320–340兲 102.5⫾ 0.5 101.4⫾ 0.4 99.6 105.8 80.8⫾ 3.3 4-chlorobenzoic acid 30.91 共80–580兲 13.5 Note: This value is considerably in error. 32.26 34.26 共333–356兲 共333–356兲 103.3⫾ 0.5 105.2⫾ 0.7 102.5⫾ 0.4 101.9 107.9 87.9⫾ 3.3 Tm 共K兲 298 298 413 298 Method ME C C C Reference 关2004RIB/SAN3兴 关1995SAB/AGU兴 关1975ADE/BRO兴 关1975ADE/BRO兴 关1938WOL/WEG, 1960JON, 1970COX/PIL兴 512.5 DSC 关2005RIB/FON兴 512.3 AC 关2002TAN/SUN兴 lower than the other three reported enthalpies of fusion. This value is likely 关1991ACR兴 关1991SAB/HIR兴 512.9 513.5 344 298 298 413 298 ME ME C C C 288 A 关2005RIB/FON兴 关2005RIB/FON兴 关1995SAB/AGU兴 关1975ADE/BRO兴 关1975ADE/BRO兴 关1938WOL/WEG, 1960JON, 1970COX/PIL兴 关622-44-6兴 ⌬ vH phenylcarbonimidic dichloride 共273–333兲 54.0 关133-90-4兴 ⌬fusH 3-amino-2,5-dichlorobenzoic acid 37.42 475.6 关94-99-5兴 ⌬ vH 1-共chloromethyl兲-2,4-dichlorobenzene 共413–578兲 54.6 428 关98-07-7兴 ⌬fusH ⌬fusH 共trichloromethyl兲benzene 13.95 236 关1996DOM/HEA兴 10.6 270 DSC 关1972AHM/EAD兴 Note: There is a large discrepancy in the two melting points. The 270 K value is correct ⌬ vH ⌬ vH C7H5Cl3 Compound 关1987STE/MAL, 1973KKY/REP, 1999DYK/SVO兴 关1991ACR兴 A 关1987STE/MAL, 1970DYK/VAN, 1973KKY/REP兴 57.6 52.0 333 A 关1995PAP/PIM兴 关1987STE/MAL, 1947STU兴 关2077-46-5兴 ⌬ vH 2,3,6-trichlorotoluene 共384–509兲 62.2 399 A 关1987STE/MAL, 1973FEL/SAV兴 关na兴 ⌬fusH methyl 4-amino-3,5,6-trichloro-2-picolinate 26.78 394.3 关17003-70-2兴 ⌬ vH 共fluorodinitromethyl兲benzene 共328–363兲 52.8 关445-29-4兴 ⌬subH ⌬subH 共318–487兲 DSC 关1969PLA/GLA兴 343 A 关1987STE/MAL兴 2-fluorobenzoic acid 共309–323兲 93.9⫾ 0.5 94.4⫾ 0.8 316 298 ME 关2000MON/HIL兴 关2000MON/HIL兴 关455-38-9兴 ⌬subH ⌬subH 3-fluorobenzoic acid 共303–317兲 93.3⫾ 0.5 93.6⫾ 0.6 310 298 ME 关2000MON/HIL兴 关2000MON/HIL兴 关456-22-4兴 ⌬fusH 4-fluorobenzoic acid ⌬subH ⌬subH 20.9 共358–382兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 91.2⫾ 1.3 93.1⫾ 3.8 关2000KAN/SAM兴 451.2 370 298 GS 关1969COX/GUN, 1970COX/PIL, 1987STE/MAL兴 关1969COX/GUN, 2000MON/HIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-267 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 5F 3 Enthalpy 关98-08-8兴 ⌬fusH ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共trifluoromethyl兲benzene 13.77 11.99 Tm 共K兲 Method Reference 244 242 DSC 关1996DOM/HEA兴 关1972AHM/EAD兴 MG 关1948SEA/HOP兴 ⌬subH 共222–233兲 54.4 227 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共328–413兲 共468–532兲 共323–384兲 共460–530兲 共330–410兲 共328–413兲 35.6 31.6 35.9 32.4 37.1 35.4⫾ 0.1 34.1⫾ 0.1 32.6⫾ 0.1 35.7 343 483 338 475 298 334 353 375 343 ⌬ vH ⌬ vH 共241–375兲 共275–353兲 39.1 38.5 256 290 I C C C A,EB 关1999DYK/SVO兴 关1999DYK/SVO兴 关1992JAD/FRA兴 关1985MOU兴 关1984BOU/FRI, 1991BAS/SVO兴 关1959SCO/DOU兴 关1959SCO/DOU兴 关1959SCO/DOU兴 关1987STE/MAL, 1951POT/SAY, 1970DYK/VAN, 1959SCO/DOU兴 关1947STU兴 关1946FIE/SAY兴 关27827-91-4兴 ⌬trsH ⌬fusH 1,1,3-trihydrotetrafluoropropyl ␣-cyanoacrylate 0.3 154 19.95 287.4 C7H5F10NS 关na兴 ⌬ vH 2,2,2-trifluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴ethanimidothioic acid, ethyl ester 30.1 394 关1975PET/SHR兴 C7H5F11O 关181214-75-5兴 ⌬ vH 1-ethoxy-1,1,2,2,3,3,4,4,5,5,5-undecafluoropentane 共288–373兲 39.0 303 I C7H5F11O 关203783-57-7兴 ⌬ vH 1-ethoxy-1,1,2,2,3,4,4,4-octafluoro-3-共trifluoromethyl兲butane 共288–373兲 38.3 303 I 关2002MUR/YAM兴 C7H5IO2 关88-67-5兴 ⌬fusH 2-iodobenzoic acid C7H5F4NO2 ⌬subH ⌬subH ⌬subH ⌬subH C7H5IO2 关618-51-9兴 ⌬fusH ⌬subH ⌬subH ⌬subH C7H5IO2 关619-58-9兴 ⌬fusH ⌬subH ⌬subH ⌬subH C 7H 5N 关100-47-0兴 ⌬fusH ⌬ vH C 7H 5N 关931-54-4兴 ⌬ vH 21.38 共345–359兲 111.4⫾ 0.8 112.8⫾ 2.0 92.6⫾ 0.2 103.0⫾ 0.4 关1995LEB/BYK2兴 关1994TAN/SAB2兴 435.1 352 298 298 298 关2002MUR/YAM兴 ME C DSC 关2000MON/HIL兴 关2000MON/HIL兴 关1994ZHI/SAB, 1995SAB/AGU, 1994TAN/SAB2兴 关1983HOL兴 3-iodobenzoic acid 28.7 共347–363兲 109.6⫾ 0.5 111.1⫾ 1.9 96.4⫾ 0.3 关1994TAN/SAB2兴 460.4 355 298 298 ME C 关2000MON/HIL兴 关2000MON/HIL兴 关1994ZHI/SAB, 1995SAB/AGU, 1994TAN/SAB2兴 4-iodobenzoic acid 35.24 共363–379兲 111.0⫾ 0.4 112.9⫾ 2.5 99.3⫾ 0.4 关1994TAN/SAB2兴 543.8 372 298 298 ME C 关2000MON/HIL兴 关2000MON/HIL兴 关1994ZHI/SAB, 1995SAB/AGU, 1994TAN/SAB2兴 benzonitrile 共301–464兲 phenyl isocyanide 共285–438兲 关1985LEB/BYK兴 10.98 260.3 49.1 316 A 关1987STE/MAL, 1947STU兴 46.2 300 A 关1987STE/MAL, 1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-268 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H5NO C7H5NO C7H5NO C7H5NO C7H5NOS C7H5NO2 C7H5NO3 C7H5NO3 C7H5NO3S Enthalpy 关273-53-0兴 ⌬trsH ⌬fusH Compound Temp 共K兲 Range C7H5NO4 247 302.5 Reference 关1996DOM/HEA兴 69.5⫾ 0.4 298 C 关1998SAB/HEV兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 51.2 48.6 46.1 43.5 40.7 320 360 400 440 480 EB EB EB EB EB 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关1996STE/CHI3兴 关1987STE/MAL, 1947STU兴 关103-71-9兴 ⌬ vH ⌬ vH phenyl isocyanate 共329–445兲 46.5⫾ 0.3 共283–439兲 45.0 298 298 EB A 关7187-01-1兴 ⌬ vH 2-furanacrylonitrile 65.2⫾ 0.6 298 C 关2009RIB/AMA2兴 关271-58-9兴 ⌬ vH benz关a兴isoxazole 共anthranil兲 55.3⫾ 0.3 298 C 关2004MAT/MIR3兴 关2382-96-9兴 ⌬fusH ⌬fusH 2-mercaptobenzoxazole 25.0 22.6⫾ 0.9 470 468.3 DSC DSC 关2008TEM/ROU3兴 关2008MEN/FLO兴 关59-49-4兴 ⌬subH 2-benzoxazolinone 97.6⫾ 2.2 298 C 关2006MOR/MIR2兴 关552-89-6兴 ⌬ vH ⌬ vH 2-nitrobenzaldehyde 共390–547兲 58.7 共359–547兲 59.5 405 373 A 关1987STE/MAL兴 关1947STU兴 关99-61-6兴 ⌬ vH 3-nitrobenzaldehyde 共401–552兲 62.0 416 A 关1987STE/MAL兴 关81-07-2兴 ⌬fusH ⌬fusH ⌬fusH 1,1-dioxo-1,2-benzisothiazol-3共2H兲-one 共saccharin兲 32.1 502.9 DSC 26.77 502.7 DSC 29.89 500.7 DSC 112.6⫾ 4.2 关552-16-9兴 ⌬fusH ⌬subH ⌬subH 2-nitrobenzoic acid 关121-92-6兴 ⌬fusH 3-nitrobenzoic acid 关62-23-7兴 ⌬fusH ⌬subH ⌬subH C7H5NO4 0.02 16.78 Method ⌬subH ⌬subH ⌬subH C7H5NO4 Tm 共K兲 benzoxazole ⌬subH C7H5NO4 ⌬transHm 共kJ mol−1兲 关100-26-5兴 ⌬subH 共346–356兲 27.99 115.8⫾ 0.5 118.7⫾ 0.5 19.33 共347–361兲 107.2⫾ 0.4 110.0⫾ 0.4 关2009GOO/ROD兴 关2008BAS/BOS兴 关2005MAT/MIR兴 298 C 关2005MAT/MIR兴 419 356 298 ME ME 关1996DOM/HEA兴 关1999RIB/MAT兴 关1999RIB/MAT兴 关1996DOM/HEA兴 414.3 354 298 ME ME 关1999RIB/MAT兴 关1999RIB/MAT兴 4-nitrobenzoic acid 36.9 共367–381兲 115.4⫾ 0.6 119.7⫾ 0.6 pyridine-2,5-dicarboxylic acid 163.6⫾ 2.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 512.4 374 298 ME ME 298 C 关1999RIB/MAT兴 关1999RIB/MAT兴 关2005MAT/MOR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-269 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H5NO4 C7H5NO4 C7H5NO4 Enthalpy Compound Temp 共K兲 Range 关499-83-2兴 ⌬subH pyridine-2,6-dicarboxylic acid 137.1⫾ 5.7 关1874-22-2兴 ⌬subH 3-共5-nitro-2-furyl兲-2-propenal 97.9⫾ 2.1 关2620-44-2兴 ⌬fusH 5-nitro-1,3-benzodioxole 28.2 ⌬subH C7H5NS C7H5NS C7H5NS2 C 7H 5N 3O 6 C 7H 5N 3O 6 关95-16-9兴 ⌬fusH ⌬fusH 298 Method C Reference 关2005MAT/MOR兴 关1980BAL/LEB, 1986PED/NAY兴 420.2 298 DSC 关2007MAT/SOU兴 C 关2007MAT/SOU兴 DTA 关1998SAB/HEV兴 关1996DOM/HEA兴 benzothiazole 11.95 12.8 275.5 275.6 72.9⫾ 0.6 298 B 关1998SAB/HEV兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 58.7 56.0 53.5 50.9 48.4 45.7 320 360 400 440 480 520 EB EB EB EB EB EB 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关1992STE/CHI2兴 关103-72-0兴 ⌬ vH phenyl isothiocyanate 共320–492兲 52.6 335 A 关1987STE/MAL, 1947STU兴 关149-30-4兴 ⌬fusH ⌬fusH 2-mercaptobenzothiazole 22.3⫾ 0.2 20.56 455.9 453.5 关610-25-3兴 ⌬fusH 2,4,5-trinitrotoluene 关118-96-7兴 ⌬fusH 2,4,6-trinitrotoluene ⌬ vH ⌬ vH ⌬ vH 关606-35-9兴 ⌬subH ⌬subH ⌬ vH C 7H 5N 3O 7 97.4⫾ 2.2 Tm 共K兲 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 7H 5N 3O 7 ⌬transHm 共kJ mol−1兲 关602-99-3兴 ⌬subH ⌬subH ⌬subH 共293–353兲 共301–349兲 共297–330兲 共327–349兲 共323–353兲 共353–523兲 关2008TEM/ROU3兴 关2008MEN/FLO兴 24.7 376.2 关1996DOM/HEA兴 23.43 352.2 关1993ACR兴 104.2 112.4 113.2⫾ 1.5 99.2⫾ 2 104.6⫾ 1.7 103.3⫾ 2.5 U 112-132 118.4⫾ 4.2 102.2 80.8 93.7 87.0⫾ 1.9 2,4,6-trinitroanisole 共334–342兲 132.4 133.1⫾ 2.1 共342–363兲 DSC DSC 91.9 3-hydroxy-2,4,6-trinitrotoluene 共310–365兲 111.2⫾ 2.1 共325–350兲 103.3 104.6 308 298 298 338 DSC A ME GS ME TGA ME 关1990HWA/YOS兴 关1987STE/MAL兴 关1979KUD/KUD2兴 关1976PEL, 1977PEL兴 关1971LEN/VEL兴 关1970LEN/VEL兴 关1970MAY/VEN, 1978CUN/PAL兴 关1950EDW, 1960JON, 1970COX/PIL兴 关1950NIT/SEK兴 关1990HWA/YOS兴 关1987STE/MAL兴 关1978CUN/PAL兴 368 298 DSC A ME 338 A 关1987STE/MAL兴 关1950NIT/SEK, 1970COX/PIL兴 352 A 关1987STE/MAL兴 298 337 298 关1978CUN/PAL兴 关1970LEN/VEL兴 关1970LEN/VEL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-270 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 5N 5O 8 Enthalpy 关479-45-8兴 ⌬fusH ⌬subH ⌬subH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 C7H6ClNO2 C7H6Cl2 C7H6Cl2 C7H6Cl2 C7H6Cl2 C7H6Cl2O 共335–416兲 133.1 133.8⫾ 1.6 298 108.4 Reference 关1996DOM/HEA兴 DSC ME 关1990HWA/YOS兴 关1978CUN/PAL兴 DSC 关1990HWA/YOS兴 关443-83-4兴 ⌬fusH 1-chloro-3-fluoro-2-methylbenzene 12.6 246 DSC 关1972AHM/EAD兴 关612-23-7兴 ⌬subH 1-共chloromethyl兲-2-nitrobenzene 96.2⫾ 3.5 ME 关2005HOS/NAG兴 关98-87-3兴 ⌬ vH 共dichloromethyl兲benzene 共308–487兲 49.5 323 A 关1987STE/MAL, 1947STU兴 关95-73-8兴 ⌬ vH 2,4-dichlorotoluene 共346–475兲 50.6 361 A 关1987STE/MAL, 1973FEL/SAV, 1999DYK/SVO兴 关118-69-4兴 ⌬fusH 2,6-dichlorotoluene 10.7 272 DSC 关95-75-0兴 ⌬ vH 3,4-dichlorotoluene 共378–543兲 49.4 393 A 关1984-59-4兴 ⌬fusH 2,3-dichloroanisole 22.04 ⌬subH C7H6Cl2O Method 2,4,6-N-tetranitro-N-methylaniline 25.86 402.6 ⌬ vH C7H6ClF Tm 共K兲 关33719-74-3兴 ⌬fusH 83.6⫾ 1.5 304.1 298 关1972AHM/EAD兴 关1987STE/MAL, 1970DYK/VAN, 1999DYK/SVO兴 DSC 关2008RIB/FER兴 C 关2008RIB/FER兴 DSC 关2008RIB/FER兴 C 关2008RIB/FER兴 3,5-dichloroanisole 23.68 ⌬subH 79.0⫾ 1.5 310.5 298 C7H6Cl3NO2 关77765-42-5兴 ⌬ vH 2,2,4-trichloro-5-共dimethylamino兲-4-cyclopentene-1,3-dione 共453–483兲 70.9 468 GC 关1980SHA/SAD兴 C 7H 6F 3N 关98-16-8兴 ⌬ vH 1-共trifluoromethyl兲-3-aminobenzene 共334–464兲 53.1 349 A 关1987STE/MAL, 1953KAR/SAY, 1999DYK/SVO兴 关na兴 ⌬ vH N-共trifluoromethyl兲thioaniline 共333–413兲 47.0 348 A 关1987STE/MAL兴 关na兴 ⌬ vH dimethylperfluoroglutarate 52.3 298 EB 关1976KOL/SLA兴 关na兴 ⌬fusH bis-共tetrafluoropropyl兲carbonate 41.05 253.4 关6277-17-4兴 ⌬fusH 2-iodo-3-nitrotoluene 共79–373兲 20.68 339.3 关51-17-2兴 ⌬trsH ⌬fusH ⌬fusH benzimidazole C7H6F3NS C 7H 6F 6O 4 C 7H 6F 8O 3 C7H6INO2 C 7H 6N 2 ⌬subH ⌬subH ⌬subH ⌬subH 0.71 20.47 19.25 共340–359兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 90.2⫾ 0.6 94.3⫾ 0.6 101.8⫾ 0.4 102.2⫾ 0.4 关1996DOM/HEA兴 AC 384.4 445.5 443.2 363 298 350 298 关2000DI/LI兴 关2002DOM/KOZ兴 关1984DOM/EVA兴 C ME ME 关1998SAB/HEV2兴 关1998SAB/HEV2兴 关1987JIM/ROU兴 关1987JIM/ROU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-271 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH C 7H 6N 2 C 7H 6N 2O C 7H 6N 2O C 7H 6N 2O 2 C 7H 6N 2O 2 C 7H 6N 2O 3 C 7H 6N 2O 3 C 7H 6N 2O 3 C 7H 6N 2O 3 C 7H 6N 2O 4 C 7H 6N 2O 4 C 7H 6N 2O 4 Tm 共K兲 98.9⫾ 0.4 298 90.9⫾ 0.2 91.1⫾ 0.2 87.7⫾ 0.9 97.1 318 298 Method Reference 关1986JIM/ROU兴 关271-44-3兴 ⌬subH ⌬subH ⌬subH ⌬subH indazole 共308–317兲 关615-16-7兴 ⌬subH 1,3-dihydro-2H-benzimidazol-2-one 126.4⫾ 2.4 298 C 关2006MOR/MIR2兴 关7364-25-2兴 ⌬subH 1,2-dihydro-3H-indazol-3-one 127.6⫾ 1.5 298 C 关2006MOR/MIR2兴 关4413-48-3兴 ⌬subH 5-methoxybenzofurazan 89.2⫾ 0.7 298 C 关1996ACR/BOT兴 关19164-41-1兴 ⌬subH 5-methylbenzofurazan-1-oxide 92.2⫾ 1.2 298 C 关1996ACR/BOT兴 关7791-49-3兴 ⌬subH 5-methoxybenzofurazan-1-oxide 96.0⫾ 1.6 298 C 关1996ACR/BOT兴 关6635-41-2兴 ⌬subH 共anti兲 ⌬subH 共syn兲 2-nitrobenzaldoxime U 26.4⫾ 1.7 U 40.2⫾ 1.7 MS MS 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 关3431-62-7兴 ⌬subH 共anti兲 ⌬subH 共syn兲 3-nitrobenzaldoxime U 41.0⫾ 1.7 U 42.7⫾ 1.7 MS MS 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 关1129-37-9兴 ⌬subH 共anti兲 4-nitrobenzaldoxime U 56.4⫾ 1.7 MS 关1983MAJ/AZZ兴 关25321-14-6兴 ⌬subH 1,1-dinitrophenylmethane 共312–323兲 76.1⫾ 0.8 ME 关1972PEP/MAT兴 关602-01-7兴 ⌬fusH 2,3-dinitrotoluene ⌬subH C 7H 6N 2O 4 ⌬transHm 共kJ mol−1兲 关121-14-2兴 ⌬fusH 17.57 共270–315兲 20.12 共270–315兲 ⌬ vH ⌬ vH ⌬ vH 共344–572兲 共473–572兲 共354–439兲 ⌬subH ⌬subH 关1993ACR兴 329.8 97.0⫾ 2.1 关1987JIM/ROU兴 关1987JIM/ROU, 1986JIM/ROU兴 关1985SKI/PIL兴 关1961ZIM/GEI兴 ME 关2008FRE/KEB兴 2,4-dinitrotoluene ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 关606-20-2兴 ⌬fusH ME 共332–342兲 共277–344兲 94.7⫾ 2.3 94.2⫾ 2.5 98.3⫾ 2.5 99.6⫾ 2.5 95.8⫾ 1.25 99.6⫾ 1.3 关1991ACR兴 343.3 337 298 310 76.9 58.2 70.2 359 488 23.85 327.5 ME GS ME GS ME A 关2008FRE/KEB兴 关2008FRE/KEB, 2001RIT兴 关1977PED/RYL, 1970LEN/VEL兴 关1977PED/RYL, 1970LEN/VEL兴 关1976PEL, 1977PEL兴 关1970COX/PIL, 1971LEN/VEL兴 关1987STE/MAL兴 关1987STE/MAL, 1968MAK, 1973KKY/REP兴 关1977PEL, 1958MOL兴 2,6-dinitrotoluene 共275–325兲 共277–323兲 99.6⫾ 2.3 98.3⫾ 0.8 300 关1993ACR兴 ME GS 关2008FRE/KEB兴 关1976PEL, 1977PEL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-272 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 6N 2O 4 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH 共330–533兲 共423–553兲 共344–427兲 77.8 56.9 68.7 345 438 18.83 329.5 关610-39-9兴 ⌬fusH ⌬subH C 7H 6N 2O 4 C 7H 6N 2O 4 C 7H 6N 2O 5 C 7H 6N 2O 5 C 7H 6N 2S C 7H 6O C 7H 6O 2 Tm 共K兲 共270–315兲 99.6⫾ 1.9 A A Reference 关1987STE/MAL兴 关1987STE/MAL, 1968MAK兴 关1977PEL, 1958MOL兴 关611-38-1兴 ⌬subH 共dinitromethyl兲benzene 共312–323兲 76.1 关497-56-3兴 ⌬subH 3,5-dinitro-o-cresol 共290–324兲 103.3 关534-52-1兴 ⌬fusH 2-methyl-4,6-dinitrophenol 19.41 359.3 关583-39-1兴 ⌬fusH 2-mercaptobenzimidazole 24.11 589.4 关100-52-7兴 ⌬fusH benzaldehyde 共278–313兲 共313–353兲 共348–452兲 共409–481兲 共311–376兲 共370–475兲 共465–541兲 共529–599兲 共311–404兲 共311–404兲 共273–373兲 共299–452兲 62.6 A 关1987STE/MAL, 1968MAK兴 317.5 A 关1987STE/MAL兴 TE 关1947BAL, 1960JON兴 216 49.0⫾ 0.7 49.1 49.5 43.8 48.6 45.5 41.9 40.6 50.3 42.5 47.0 54.4 298 298 363 424 326 385 480 544 298 452 288 314 关539-80-0兴 ⌬ vH 2,4,6-cycloheptatrienone 共tropone兲 共273–323兲 54.2 288 关65-85-0兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH benzoic acid 共340–410兲 共299–317兲 共299–317兲 共323–394兲 共313–343兲 共307–314兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 90.9⫾ 2.0 93.3⫾ 1.2 90.0⫾ 0.5 90.4⫾ 0.5 91.7⫾ 3.4 88.3⫾ 0.5 90.5⫾ 0.3 89⫾ 6 87.5⫾ 0.4 86.7 88.7⫾ 0.9 关2008FRE/KEB兴 508 9.33 16.99 17.3 17.1 17.99 关1993ACR兴 ME 3,5-dinitrotoluene 共493–543兲 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH Method 3,4-dinitrotoluene 关618-85-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 6O Compound 396.9 394.4 395.4 395.5 298 307 298 298 311 关1991ACR兴 DSC 关2008MEN/FLO兴 关1996DOM/HEA兴 GS CGC A A A A A A EB EB A,BG A DSC DSC DSC TG-TS QCM ME ME ME C GS TGA TGA ME 关2007EME/DAB兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1975AMB/CON兴 关1975AMB/CON兴 关1987STE/MAL, 1973DEM/LEH兴 关1947STU兴 关1987STE/MAL兴 关2009BRI2兴 关2003SHA/KAN, 2004SHA/JAM兴 关2002ROY/RIG兴 关1984DOM/EVA兴 关2009SEL/RAG兴 关2008FRE/KEB兴 关2006RIB/MON兴 关2006RIB/MON兴 关2005HOS/NAG兴 关2001KIY/MIN兴 关1999ZIE/PER兴 关1999PRI/BAS兴 关1998PRI/HAW兴 关1997ELD兴 关1990RIB/MON兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-273 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 6O 2 关90-02-8兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 6O 2 C 7H 6O 2 Compound Temp 共K兲 Range 共293–319兲 共368–428兲 共320–370兲 共316–391兲 共293–313兲 共328–398兲 共344–395兲 共281–323兲 共294–331兲 共293–318兲 共273–318兲 共293–311兲 共338–383兲 共338–383兲 共290–315兲 共293–308兲 共299–329兲 共290–315兲 共324–392兲 共348–378兲 共291–307兲 共243–387兲 共333–389兲 共377–394兲 共401–416兲 共353–393兲 共368–428兲 共405–523兲 共401–520兲 ⌬transHm 共kJ mol−1兲 89.3⫾ 0.9 87.5⫾ 0.3 89.2⫾ 1.0 95.1⫾ 1.8 90.8⫾ 0.6 87.8 89.5⫾ 0.4 89.1⫾ 0.2 89.5⫾ .05 90.6⫾ 2 93.45⫾ 1 U 133.5⫾ 4.5 85⫾ 2 88.3⫾ 2.9 88.5⫾ 0.8 92.5⫾ 4 88.5⫾ 1.6 92.9⫾ 0.2 88.1⫾ 0.2 89.0⫾ 0.4 89.3⫾ 0.4 86.6⫾ 1.3 90.⫾ 0.3 89.5⫾ 0.2 89.1 86.6⫾ 1.7 90.4⫾ 0.8 89.7⫾ 0.6 88.9⫾ 0.5 90.9 91.5⫾ 0.5 84.2⫾ 0.8 85.8 84.5⫾ 0.5 63.3⫾ 0.6 78.9 67.8 66.3 65.4 67.7 Tm 共K兲 298 335 298 294 306 353 369 296 298 314 303 367 298 363 299 298 318 383 364 298 420 428 416 Method C QR GS DSC C DM ME GS C SG LE C ME TE ME TCM ME C ME,C ME C ME HSA C GS ME GS TE T I CGC GS A I MM,A Reference 关1990RIB/MON兴 关1988TOR/BAR兴 关1988TOR/BAR兴 关1985KAI/HAD兴 关1985GLU/ARK兴 关1985MAT/KUW2兴 关1983HOL兴 关1982MUR/SAK兴 关1982DEK/BLO兴 关1982COL/JIM兴 关1981BRO/MCE兴 关1980MUR/CAV兴 关1980SAC/HIL兴 关1978NOW/SZC兴 关1976MIR/LEB兴 关1975VAN/DEK兴 关1975DEK/VAN兴 关1974ARS兴 关1973DEK/OON兴 关1973MAL/GIG兴 关1973MAL/GIG兴 关1972WIE兴 关1972COL/MON兴 关1972MOR, 1971BEE/LIN兴 关1971ASH兴 关1970WIE/WAU, 1999ZIE/PER兴 关1970MEL/MER兴 关1969CHA/STE兴 关1968MER兴 关1965DAV/KYB兴 关1954DAV/JON, 1970COX/PIL, 1960JON兴 关1938WOL/WEG兴 关1934HIR兴 关1927KLO/WOO兴 关2003PEN/RIB兴 关1995CHI/HOS兴 关1985MAT/KUW2兴 关1987STE/MAL兴 关1943CRA兴 关1927KLO/WOO兴 2-hydroxybenzaldehyde 13.3 278.7 DSC 关2008BER/MIN兴 Note: Authors noted in the paper that their melting point temperature differed significantly from published literature values 共383–470兲 共306–470兲 53.3⫾ 0.3 50.4⫾ 1.3 30.6 47.7 49.6 关100-83-4兴 ⌬subH ⌬subH 3-hydroxybenzaldehyde 共312–330兲 99.7⫾ 0.6 共312–330兲 100.1⫾ 0.6 关123-08-0兴 4-hydroxybenzaldehyde 298 298 398 C C A 关2008BER/MIN兴 关2007RIB/ARA兴 关1987STE/MAL兴 关1986BAL/GNA兴 关1947STU兴 ME ME 关2010RIB/GON兴 关2010RIB/GON兴 321 321 298 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-274 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬fusH C 7H 6O 2 C 7H 6O 2 C 7H 6O 2 C 7H 6O 2 C 7H 6O 3 C 7H 6O 3 C 7H 6O 3 C 7H 6O 3 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 20.3 21.6 390.8 390.8 DSC 关2008BER/MIN兴 关2008TEM/ROU兴 333 298 298 298 324 ME ME C 关2010RIB/GON兴 关2010RIB/GON兴 关2008BER/MIN兴 关1987STE/MAL, 1971PAR/ROC兴 关1960AIH兴 Reference ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共324–341兲 共324–341兲 共303–336兲 共312–336兲 101.8⫾ 0.5 102.5⫾ 0.5 99.7⫾ 0.4 98.2⫾ 1.3 91.2 ⌬ vH 共394–583兲 72.3 409 A 关1864-94-4兴 ⌬ vH phenylformate 共287–305兲 52.9⫾ 0.6 298 BG 关274-09-9兴 ⌬ vH 1,3-benzodioxole 关533-75-5兴 ⌬subH ⌬subH tropolone 共273–333兲 关623-30-3兴 ⌬subH 3-共2-furyl兲-2-propenal 76.1⫾ 2.1 关539-47-9兴 ⌬subH ⌬subH 2-furanacrylic acid 共322–338兲 101.7⫾ 0.5 103.0⫾ 0.7 298 298 ME C 关2009RIB/AMA2兴 关2009RIB/AMA2兴 关81311-95-7兴 ⌬subH ⌬subH 3-furanacrylic acid 共327–343兲 105.0⫾ 0.5 104.9⫾ 1.1 298 298 ME C 关2009RIB/AMA2兴 关2009RIB/AMA2兴 关69-72-7兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH 2-hydroxybenzoic acid 共salicylic 27.1 23.05 26.1 24.45 24.6 24.6 DSC DSC 关2009GOO/ROD兴 关2009PEN/ESC兴 DSC 关2005PIN/DIO, 2008MOT/QUE兴 关2003SHA/KAN兴 关1996DOM/HEA, 1993SAB/LE兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共307–324兲 共312–332兲 共312–332兲 共298–328兲 共368–408兲 共368–408兲 94.4⫾ 0.4 95.1⫾ 0.5 96.3⫾ 0.5 95.7⫾ 0.8 94.9⫾ 0.4 93.22⫾ 0.8 99.2⫾ 2 94.8⫾ 0.4 95.1⫾ 0.4 ⌬ vH ⌬ vH 共445–504兲 66.7 79.4 关99-06-9兴 ⌬fusH ⌬fusH 3-hydroxybenzoic acid 36.5 26.2 ⌬subH ⌬subH ⌬subH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 118.3⫾ 1.1 123.5⫾ 0.74 125.0⫾ 0.74 关1976ANT/CAR, 1975ANT/CAR兴 关1958CAS/FLE2兴 41.4 84.1⫾ .4 83.7⫾ 0.8 关1987STE/MAL, 1947STU兴 ME 298 关1971JAC/HUN兴 关1951NIC, 1970COX/PIL兴 关1980BAL/LEB, 1986PED/NAY兴 acid兲 434.1 432.5 432.4 431.1 NA 431.8 298 333 298 315 322 322 313 460 GS 关2005PIN/DIO兴 关1993SAB/LE兴 关1993SAB/LE兴 关1980COL/JIM, 1981COL/JIM兴 关1977DEK/VAN兴 关1977DEK/VAN兴 关1974ARS兴 关1973MAL/GIG兴 关1954DAV/JON, 1970COX/PIL, 1960JON兴 A 关2002CHA/DOL兴 关1987STE/MAL兴 C C ME TE ME ME 关2005PIN/DIO兴 关1996DOM/HEA, 1993SAB/LE兴 476.4 475.1 298 363 298 C C 关2005PIN/DIO兴 关1993SAB/LE兴 关1993SAB/LE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-275 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C 7H 6O 3 关99-96-7兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C 7H 6O 3 关533-31-3兴 ⌬fusH ⌬subH ⌬subH C 7H 6O 3S C 7H 6O 4 C 7H 6O 4 C 7H 6O 4 4-hydroxybenzoic acid 31.4 30.85 32.0 30.9 共398–433兲 117.0⫾ 0.5 112.4⫾ 0.7 114.1⫾ 0.7 116.3 TGA 487.2 489 488 488.1 298 363 298 DSC C C GS 5-hydroxy-1,3-benzodioxole 共sesamol兲 16.96 337.7 共293–309兲 共293–309兲 92.1⫾ 0.6 92.2⫾ 0.6 301 298 Reference 关2002CHA/DOL兴 关2002GRA/RAS兴 关2006NOR/RAS2兴 关1992HEA/SIN兴 关1979ARM/JAM兴 关2005PIN/DIO兴 关1993SAB/LE兴 关1993SAB/LE兴 关1954DAV/JON, 1960JON兴 关2004MAT/MON兴 ME ME 关2004MAT/MON兴 关2004MAT/MON兴 ME ME 关2008RIB/SAN5兴 关2008RIB/SAN5兴 关303-38-8兴 ⌬fusH 2,3-dihydroxybenzoic acid 31.9 476.6 DSC 关2010MON/GON兴 354 298 ME ME TGA 关2010MON/GON兴 关2010MON/GON兴 关1999PRI/BAS兴 384 298 ME ME TGA 关2010MON/GON兴 关2010MON/GON兴 关1999PRI/BAS兴 476.2 DSC 关2010MON/GON兴 380 298 370 ME ME TGA 关2010MON/GON兴 关2010MON/GON兴 关2006CHE/OJA兴 关1999PRI/BAS兴 356 298 ME ME TGA 关2010MON/GON兴 关2010MON/GON兴 关1999PRI/BAS兴 472.3 DSC 关2009QUE/MOT兴 395 298 ME ME TGA 关2010MON/GON兴 关2010MON/GON兴 关1999PRI/BAS兴 508.3 DSC 关2010MON/GON兴 416 298 ME ME TGA 关2010MON/GON兴 关2010MON/GON兴 关1999PRI/BAS兴 共345–363兲 共345–363兲 109.1⫾ 0.8 110.7⫾ 0.8 116⫾ 4 关89-86-1兴 ⌬subH ⌬subH ⌬subH 2,4-dihydroxybenzoic acid 共376–392兲 124.0⫾ 0.8 共376–392兲 126.4⫾ 0.8 126⫾ 6 关490-79-9兴 ⌬fusH 2,5-dihydroxybenzoic acid 20.8 共372–389兲 共372–389兲 共362–379兲 128.1⫾ 1.4 130.4⫾ 1.3 117.9⫾ 1.4 109⫾ 3 关303-07-1兴 ⌬subH ⌬subH ⌬subH 2,6-dihydroxybenzoic acid 共347–365兲 107.5⫾ 1.0 共347–365兲 109.1⫾ 1.0 111⫾ 7 关99-50-3兴 ⌬fusH 3,4-dihydroxybenzoic acid 31.2 ⌬subH ⌬subH ⌬subH C 7H 6O 4 80.1 Method 5-acetyl-2-thiophenecarboxylic acid 共364–387兲 119.6⫾ 0.6 375.2 共364–387兲 123.5⫾ 0.6 298 ⌬subH ⌬subH ⌬subH ⌬subH C 7H 6O 4 Tm 共K兲 关4066-41-5兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 7H 6O 4 ⌬transHm 共kJ mol−1兲 关99-10-5兴 ⌬fusH ⌬subH ⌬subH ⌬subH 共387–403兲 共387–403兲 132.3⫾ 1.2 135.1⫾ 1.2 153⫾ 9 3,5-dihydroxybenzoic acid 38.3 共345–363兲 共345–363兲 139.8⫾ 1.8 143.2⫾ 1.8 135⫾ 6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-276 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 6O 5 C7H7Br Enthalpy C7H7Br C7H7Br C7H7BrO C7H7BrO C7H7BrS C7H7BrS C7H7BrS C7H7Cl ⌬transHm 共kJ mol−1兲 3,4,5-trihydroxybenzoic acid 共391–421兲 75.1 关100-39-0兴 ⌬fusH benzylbromide 13.2 共284–306兲 共340–409兲 共305–472兲 Tm 共K兲 Method Reference 406 关1934HIR兴 271.8 关1976ASH兴 53.3⫾ 0.7 53.7 48.1 50.5⫾ 0.5 46.9 298 298 355 298 320 GS CGC I,A A 关2002KRA/VAS兴 关2002KRA/VAS兴 关1976ASH, 1987STE/MAL兴 关1976ASH兴 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关95-46-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-bromotoluene 共322–455兲 共353–518兲 共297–455兲 共273–348兲 47.2 45.3 52.6 48.8 337 368 312 288 关591-17-3兴 ⌬ vH ⌬ vH ⌬ vH 3-bromotoluene 共351–457兲 共287–457兲 共273–348兲 47.7 48.3 49.4 366 302 288 关108-38-7兴 ⌬fusH 4-bromotoluene 15.13 301.2 关1996VAN/ALV兴 47.1 55.3 45.8 335 288 373 A 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN, 1973KKY/REP兴 61.8⫾ 1.3 52.3 298 C 关2009RIB/FER3兴 关1986BAL/GNA兴 58.0⫾ 1.2 50.2 298 C 关2009RIB/FER3兴 关1986BAL/GNA兴 58.3⫾ 1.2 50.6 48.9 298 C 关2009RIB/FER3兴 关1986BAL/GNA兴 关1947STU兴 ⌬ vH ⌬ vH ⌬ vH C7H7BrO Temp 共K兲 Range 关149-91-7兴 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H7Br Compound 共320–458兲 共273–472兲 共358–523兲 关578-57-4兴 ⌬ vH ⌬ vH 2-bromoanisole 关2398-37-0兴 ⌬ vH ⌬ vH 3-bromoanisole 关104-92-7兴 ⌬ vH ⌬ vH ⌬ vH 4-bromoanisole 关19614-16-5兴 ⌬ vH 2-bromothioanisole 关33733-73-2兴 ⌬ vH 3-bromothioanisole 关104-95-0兴 ⌬ vH 4-bromothioanisole 关100-44-7兴 ⌬fusH benzyl chloride ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共318–496兲 共276–309兲 共320–390兲 共295–453兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A 333 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN, 1973KKY/REP兴 关1947STU兴 关1940STU/SAY兴 关1999DYK/SVO兴 关1987STE/MAL, 1947STU兴 关1940STU/SAY兴 56.5 关1986BAL/GNA兴 54.4 关1986BAL/GNA兴 55.7 关1986BAL/GNA兴 8.74 230 DSC 关1972AHM/EAD兴 50.1⫾ 0.3 49.9 48.6 50.1⫾ 0.5 48.6 298 298 335 298 310 GS CGC A,I 关2002KRA/VAS兴 关2002KRA/VAS兴 关1987STE/MAL, 1976ASH兴 关1976ASH, 1999DYK/SVO兴 关1987STE/MAL, 1947STU兴 A PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-277 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H7Cl Enthalpy 关95-49-8兴 ⌬fusH C7H7Cl Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 237 共370–432兲 共345–430兲 共345–430兲 共338–493兲 共278–432兲 共273–348兲 41.6 45.3 42.5 42.8 44.8 45.8 385 298 361 353 293 288 关108-41-8兴 ⌬ vH ⌬ vH ⌬ vH 3-chlorotoluene 共373–435兲 共277–436兲 共273–348兲 41.9 43.7 46.2 388 292 288 关106-43-4兴 ⌬fusH 4-chlorotoluene 13.55 280.7 41.8 41.7 46.0 43.5 44.1 375 319 298 353 293 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Method Reference 2-chlorotoluene 10.3 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H7Cl Compound 共362–435兲 共304–436兲 共340–430兲 共338–433兲 共279–435兲 DSC A A 关1972AHM/EAD兴 关1999DYK/SVO兴 关1984BOU/FRI, 1991BAS/SVO兴 关1984BOU/FRI兴 关1987STE/MAL, 1973KKY/REP, 1970DYK/VAN兴 关1947STU兴 关1940STU/SAY兴 关1999DYK/SVO兴 关1987STE/MAL, 1947STU兴 关1940STU/SAY兴 关1996VAN/ALV兴 A 关1999DYK/SVO兴 关1987STE/MAL兴 关1984BOU/FRI, 1991BAS/SVO兴 关1984BOU/FRI兴 关1947STU兴 关5814-05-1兴 ⌬fusH 2-chlorobenzoic acid hydrazide 25.6 392.2 DSC 关2003CHI/ACR兴 关536-40-3兴 ⌬fusH 4-chlorobenzoic acid hydrazide 32.9 437.2 DSC 关2003CHI/ACR兴 关23042-32-2兴 ⌬fusH N-methyl-N-共4-chlorophenyl兲nitramine 19.5 323.4 关5344-82-1兴 ⌬fusH 1-共o-chlorophenyl兲thiourea 22.29 关766-51-8兴 ⌬ vH ⌬ vH ⌬ vH 2-chloroanisole 关2845-89-8兴 ⌬ vH ⌬ vH 3-chloroanisole 关623-12-1兴 ⌬ vH ⌬ vH 4-chloroanisole 关17733-22-1兴 ⌬ vH 2-chlorothioanisole 关4867-37-2兴 ⌬ vH 3-chlorothioanisole 关123-09-1兴 ⌬ vH 4-chlorothioanisole C7H7Cl3NO3PS 关5598-13-0兴 ⌬ vH O,O-dimethyl-O-3,5,6-trichloro-2-pyridyl phosphorothioate 共chlorpyrifos methyl兲 共373–403兲 73.0 GC 关2007GOE/MCC兴 C 7H 7F 关350-50-5兴 benzyl fluoride C7H7ClN2O C7H7ClN2O C7H7ClN2O2 C7H7ClN2S C7H7ClO C7H7ClO C7H7ClO C7H7ClO C7H7ClO C7H7ClO 共388–460兲 413.5 关2002DAS/ZAL兴 DSC 关1990DON/DRE兴 关2008RIB/FER2兴 关1986BAL/GNA兴 关1987STE/MAL, 1973KKY/REP, 1999DYK/SVO兴 55.0⫾ 0.8 49.4 48.3 298 C 403 A 53.6⫾ 0.8 48.1 298 C 关2008RIB/FER2兴 关1986BAL/GNA兴 54.8⫾ 0.8 47.7 298 C 关2008RIB/FER2兴 关1986BAL/GNA兴 53.6 关1986BAL/GNA兴 51.9 关1986BAL/GNA兴 53.1 关1986BAL/GNA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-278 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 7F 关95-52-3兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 7F 关352-70-5兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C 7H 7F 关352-32-9兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH C7H7FO C7H7FO C7H7FO C 7H 7F 2N C 7H 7F 9O C 7H 7I C 7H 7I Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共278–318兲 46.2⫾ 0.3 46.5 46.3⫾ 0.3 43.7 44.3 44.5⫾ 0.4 298 298 298 312 312 298 共278–318兲 共297–410兲 共298–356兲 Method GS CGC GS A I Reference 关2002KRA/VAS兴 关2002KRA/VAS兴 关1997SCH/VER兴 关1987STE/MAL兴 关1976ASH兴 关1976ASH兴 2-fluorotoluene 共248–388兲 共452–531兲 共453–530兲 共308–348兲 共295–388兲 共248–387兲 关1996DOM/HEA兴 关1972AHM/EAD兴 9.8 9.8 210.7 204 42.0 31.5 32.3 38.0 38.7 40.5 263 465 468 323 310 264 8.3 6.31 184 185 41.6 39.2 40.7 265 308 266 9.35 7.65 216.5 213 39.5 37.0 298 355 A 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1951POT/SAY, 1999DYK/SVO兴 52.1⫾ 1.1 298 C 关2009RIB/FER2兴 48.1⫾ 1.1 298 C 关2009RIB/FER2兴 48.7⫾ 1.2 298 C 关2009RIB/FER2兴 323 A 关1987STE/MAL兴 I 关2002MUR/YAM兴 DSC A 关1999DYK/SVO兴 关1999DYK/SVO兴 关1984MOU兴 关1974MOZ/KOL, 1984BOU/FRI兴 关1987STE/MAL, 1951POT/SAY兴 关1947STU兴 3-fluorotoluene 共250–390兲 共293–390兲 共250–389兲 DSC A 关1996DOM/HEA兴 关1972AHM/EAD兴 关1999DYK/SVO兴 关1987STE/MAL, 1951POT/SAY兴 关1947STU兴 4-fluorotoluene 共340–430兲 共340–429兲 关321-28-8兴 ⌬ vH 2-fluoroanisole 关456-49-5兴 ⌬ vH 3-fluoroanisole 关459-60-9兴 ⌬ vH 4-fluoroanisole 关23162-99-4兴 ⌬ vH N,N-difluorobenzylamine 共313–333兲 77.8 关72372-80-6兴 ⌬ vH 1,1,1,2,2,3,3,4,4-nonafluoro-4-propoxybutane 共288–369兲 37.9 303 关620-05-3兴 ⌬fusH benzyl iodide ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 7I Compound 13.2 共301–337兲 共360–400兲 关615-37-2兴 ⌬ vH 2-iodotoluene 共310–484兲 关624-31-7兴 ⌬fusH 4-iodotoluene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 DSC 关1996DOM/HEA兴 关1972AHM/EAD兴 关1976ASH兴 299.5 57.4⫾ 0.3 57.7 46.8 50.6⫾ 1.4 298 298 375 298 GS CGC I,A 关2002KRA/VAS兴 关2002KRA/VAS兴 关1987STE/MAL, 1976ASH兴 关1976ASH兴 49.7 325 A 关1987STE/MAL, 1947STU兴 14.96 306.7 关1996VAN/ALV兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-279 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H7IO C7H7NO C7H7NO Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关696-62-8兴 ⌬ vH ⌬ vH 4-iodoanisole 共401–520兲 共401–479兲 54.4 53.1⫾ 0.4 416 440 关6264-93-3兴 ⌬subH 2-aminotropone 共273–333兲 71.13⫾ 0.4 关55-21-0兴 ⌬fusH ⌬fusH ⌬fusH benzamide Enthalpy ⌬subH ⌬subH C7H7NO C7H7NO C7H7NO C7H7NO C7H7NO2 C7H7NO2 C7H7NO2 C7H7NO2 C7H7NO2 C7H7NO2 Compound 共325–342兲 共323–349兲 关1971JAC/HUN兴 关2009BRI兴 关2008SIN/DAS2兴 关1991ACR兴 96.9 101.7⫾ 1 333.5 298 A C 关1987STE/MAL, 1960AIH2兴 关1982TOR/SAB2兴 77.8 308 A 关1987STE/MAL, 1960AIH2兴 60.5⫾ 0.3 298 C 关2007FRE/OLI兴 66.1⫾ 0.8 298 C 关2007FRE/OLI兴 66.5⫾ 0.9 298 C 关2007FRE/OLI兴 378 A 关1987STE/MAL兴 298 299 298 403 417 402 GS GS 关2010WID/BRU兴 关2000VER/HEI兴 关2000VER/HEI兴 关1994AIM兴 关1987STE/MAL兴 关1938LEV/SHT, 1994AIM兴 303 413 368 GS EB A 2-acetylpyridine 关350-03-8兴 ⌬ vH 3-acetylpyridine 关1122-54-9兴 ⌬ vH 4-acetylpyridine 关622-42-4兴 ⌬ vH 共nitromethyl兲benzene 共363–413兲 53.8 关88-72-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-nitrotoluene 共283–313兲 共274–323兲 共388–448兲 共402–496兲 共387–493兲 59.6⫾ 1.6 59.0⫾ 0.3 59.1⫾ 0.3 52.0 51.0 52.2 关99-08-1兴 ⌬ vH ⌬ vH ⌬ vH 3-nitrotoluene 共293–313兲 共397–452兲 共353–505兲 56.6⫾ 2.5 52.8 49.8 关99-99-0兴 ⌬fusH 4-nitrotoluene 关118-92-3兴 ⌬fusH ME DSC DSC 关1122-62-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关1987STE/MAL, 1999DYK/SVO兴 关1956BRE/UBB兴 402.1 NA 402.3 formanilide 共298–318兲 16.81 共283–313兲 A I Reference 19.15 23.14 18.49 关103-70-8兴 ⌬subH ⌬subH ⌬subH ⌬subH Method EB A 关2010WID/BRU兴 关1994AIM兴 关1987STE/MAL兴 关1991ACR兴 324.8 298 298 298 GS ME 共298–310兲 74.8⫾ 1.0 79.1⫾ 2.5 79.1 关2010WID/BRU兴 关1971LEN/VEL兴 关1970LEN/VEL兴 共407–457兲 共423–512兲 共387–493兲 52.8 49.8 54.2 422 438 402 EB A 关1994AIM兴 关1987STE/MAL兴 关1938LEV/SHT, 1994AIM兴 2-aminobenzoic acid 共I兲 20.5 417.8 关1991ACR兴 关1972ARN/JON兴 ⌬subH 111.6⫾ 1.7 298 关na兴 ⌬subH ⌬subH 2-aminobenzoic acid 共II兲 100⫾ 1 99.6⫾ 0.5 338 378 TE,ME C 关1979DEK/VOO兴 关1974SAB/CHA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-280 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH C7H7NO2 关99-05-8兴 ⌬fusH (I) ⌬fusH (II) ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH C7H7NO2 关150-13-0兴 ⌬trsH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C7H7NO2 C7H7NO2 C7H7NO2 C7H7NO2 C7H7NO2 C7H7NO2 104.9⫾ 1 298 共367–389兲 35.5 26.7 33.7 21.84 445.2 451.2 445.7 452.9 122⫾ 1 122.3⫾ 3 128⫾ 3.2 374.8 Method C Reference 关1974SAB/CHA兴 298 DSC TE C C 关2010SVA/NOR兴 关2010SVA/NOR兴 关2001ROT/GLA兴 关1991ACR兴 关1979DEK/VOO兴 关1974SAB/CHA兴 关1974SAB/CHA, 1977NAB/SAB兴 4-aminobenzoic acid 2.06 22.62 24.5 20.92 112.3⫾ 1 114⫾ 3.5 116⫾ 3.7 U 142 共367–389兲 关94-67-7兴 2-hydroxybenzaldoxime ⌬subH共mp 330 K兲 共423–513兲 96.7⫾ 9.4 ⌬subH 105.2⫾ 10 ⌬subH共anti兲 U 51⫾ 1.7 ⌬subH共syn兲 U 65.3⫾ 1.7 355.2 458.7 459.2 461.4 373 298 468 298 DSC TE C C 关2004GRA/RAS兴 关2001ROT/GLA兴 关1991ACR兴 关1979DEK/VOO兴 关1974SAB/CHA兴 关1974SAB/CHA, 1977NAB/SAB兴 关1938WOL/WEG, 1960JON兴 MS MS 关1984BUR/MOR兴 关1984BUR/MOR兴 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 DSC 关22241-18-5兴 ⌬subH共anti兲 ⌬subH共syn兲 3-hydroxybenzaldoxime U 52.7⫾ 1.7 U 57.3⫾ 1.7 MS MS 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 关699-06-9兴 ⌬subH共anti兲 4-hydroxybenzaldoxime U 54.4⫾ 1.7 MS 关1983MAJ/AZZ兴 关65-45-2兴 ⌬fusH ⌬fusH 2-hydroxybenzamide 共salicylamide兲 27.1 414.9 29.0 411.9 DSC 关2008BER/MIN兴 关2006NOR/RAS兴 C C 关2008BER/MIN兴 关2007RIB/ARA兴 DSC DSC 关2008BER/MIN兴 关2007PER/HAN兴 C GS GS 关2008BER/MIN兴 关2007PER/HAN兴 关2007PER/HAN兴 DSC DSC 关2008WIS/BER兴 关619-57-8兴 ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH C7H7NO2 Tm 共K兲 3-aminobenzoic acid ⌬subH ⌬subH C7H7NO2 ⌬transHm 共kJ mol−1兲 101.9⫾ 0.4 99.3⫾ 1.3 4-hydroxybenzamide 25.4 25.2 共360–420兲 共360–420兲 129.7⫾ 1.9 115.6⫾ 0.6 117.8⫾ 0.6 298 298 433.8 433.2 298 390 298 关622-42-8兴 ⌬fusH (I) ⌬fusH (II) phenyl carbamate 关2459-07-6兴 ⌬ vH ⌬ vH methyl picolinate 67.0⫾ 1.8 64.1⫾ 0.1 298 298 关93-60-7兴 ⌬ vH methyl nicotinate 共298–324兲 61.2⫾ 0.2 298 15.42 22.12 共273–340兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 414.9 417.6 C 关2007RIB/FRE兴 关2007RIB/FRE兴 关2007RIB/FRE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-281 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H7NO2 C7H7NO3 C7H7NO3 C7H7NO3 C7H7NO3 Enthalpy C7H7NO3 C7H7NO3 C7H7NO3 C7H7NO3 C7H7NO4 Temp 共K兲 Range C 7H 7N 3 C 7H 7N 3O 2 C 7H 7N 3O 4 C 7H 7N 3O 4 Reference 2,4-dihydroxybenzaldoxime U 76.2⫾ 1.7 U 93.7⫾ 1.7 关91-23-6兴 ⌬ vH 2-nitroanisole 共424–545兲 58.6 439 关2581-34-2兴 ⌬fusH 4-nitro-5-methylphenol 27.4 401 关1991ACR兴 关700-38-9兴 ⌬fusH 2-nitro-5-methylphenol 20.79 302.8 关1991ACR兴 共331–358兲 62.8⫾ 0.5 298 298 C 关2007RIB/FRE兴 关2007RIB/FRE兴 MS MS 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 A 关1987STE/MAL兴 298 GS 关2007HEI/KAP兴 关2581-34-2兴 ⌬ vH 3-methyl-4-nitrophenol 85.8 298 B 关2007HEI/KAP兴 关554-84-7兴 ⌬ vH 2-methyl-5-nitrophenol 85.9 298 B 关2007HEI/KAP兴 关65-49-6兴 ⌬fusH 4-aminosalicylic acid 47.9 406.2 关2001ROT/GLA兴 关89-57-6兴 ⌬fusH 5-aminosalicylic acid 67.2 543.2 关2001ROT/GLA兴 关619-73-8兴 ⌬fusH 4-nitrobenzyl alcohol 共78–396兲 20.97 336.4 关3251-56-7兴 ⌬fusH 2-methoxy-4-nitrophenol 21.69 374.4 关636-93-1兴 ⌬fusH 99.4⫾ 2.0 2-methoxy-5-nitrophenol 21.43 关1568-70-3兴 ⌬fusH 106.2⫾ 2.2 4-methoxy-2-nitrophenol 22.42 ⌬subH C7H7NS Method 关5399-68-8兴 ⌬subH 共anti兲 ⌬subH 共syn兲 ⌬subH C7H7NO4 Tm 共K兲 methyl isonicotinate 65.4⫾ 1.4 共298–320兲 59.4⫾ 0.1 ⌬subH C7H7NO4 ⌬transHm 共kJ mol−1兲 关2459-09-8兴 ⌬ vH ⌬ vH ⌬ vH C7H7NO3 Compound 298 AC 关2004MIR/MOR兴 C 关2004MIR/MOR兴 关2004MIR/MOR兴 377.6 208 关2009MEN/TAN兴 C 关2004MIR/MOR兴 关2004MIR/MOR兴 352.3 90.8⫾ 1.7 298 C 关2004MIR/MOR兴 103.4⫾ 2.2 97.2⫾ 0.6 298 298 C C 关1989RIB/SOU兴 关1982SAB/TOR兴 A 关1987STE/MAL兴 关2227-79-4兴 ⌬subH ⌬subH thiobenzamide 关622-79-7兴 ⌬ vH 共azidomethyl兲benzene 共333–363兲 48.0 348 关na兴 ⌬fusH N-acetyl-pyrazinamide 23.6 366.7 关1991LIU/GUO兴 关16698-03-6兴 ⌬fusH N-methyl-N-共4-nitrophenyl兲nitramine 25.0 416.9 关2002DAS/ZAL兴 关55739-03-2兴 N-methyl-N-共3-nitrophenyl兲nitramine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-282 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C 7H 8 关121-46-0兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8 关544-25-2兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C 7H 8 关278-06-8兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8 关108-88-3兴 ⌬fusH Tm 共K兲 25.3 350.5 关2002DAS/ZAL兴 202 255.6 202 关2004BYK/SMI兴 bicyclo关2.2.1兴hepta-2,5-diene 8.2 1.91 8.93 NA 共300–364兲 共300–353兲 34.8⫾ 0.1 33.6 34.7⫾ 0.1 33.8⫾ 0.9 32.9⫾ 0.8 1,3,5-cycloheptatriene 2.35 1.16 共273–338兲 共273–416兲 40.8 39.4 38.7⫾ 0.2 Method 共302–372兲 Reference 关1974CLA/MCK兴 298 315 298 298 298 C A C BG 154 198 288 288 298 37.9⫾ 0.1 37.9⫾ 0.1 37.0⫾ 0.8 37.3⫾ 0.8 298 298 298 317 6.61 178 43.1 298 35.7 40.6 34.4 33.2 33.3 38.9 33.5⫾ 0.1 32.1⫾ 0.1 29.4⫾ 0.1 27.1⫾ 0.1 24.0⫾ 0.1 35.4 33.4 31.4 28.4 24.0 35.4 38.0 37.3 36.9 37.8 37.0 38.0 346 264 398 455 545 284 380 403 441 470 505 333 373 413 453 493 360 298 318 303 278 323 298 关1993AN/XIE兴 关1987STE/MAL兴 关1985KUS兴 关1978STE2兴 关1973HAL/SMI兴 关1996DOM/HEA兴 A A,EB tetracyclo关3.2.0.02,7.04,6兴heptane 共quadricyclane兲 7.2 180 1.09 228 关1987STE/MAL, 1973KKY/REP兴 关1987STE/MAL, 1956FIN/SCO兴 关1956FIN/SCO兴 关1996DOM/HEA兴 C C BG 关1993AN/XIE兴 关1985KUS兴 关1978STE2兴 关1987STE/MAL, 1973HAL/SMI兴 toluene ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬transHm 共kJ mol−1兲 共331–496兲 共210–279兲 共383–445兲 共440–531兲 共530–592兲 共273–295兲 共343–383兲 共303–343兲 共288–348兲 共210–293兲 共308–386兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA, 1931SOU/AND兴 B A A A A A C C C C C C 关1970LEN/VEL兴 关1993LEE/HOL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1984EUB/CED兴 关1984EUB/CED兴 关1984EUB/CED兴 关1984EUB/CED兴 关1984EUB/CED兴 关1975RIV兴 关1971WIL/ZWO兴 关1968GAW/SWI2兴 关1967VAN/SOC兴 关1956MIL兴 关1987STE/MAL, 1949FOR/NOR兴 关1947OSB/GIN兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-283 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH 共286–362兲 共308–384兲 共273–323兲 37.8 37.0 38.8 Tm 共K兲 301 323 288 Method MM Reference 关1946THO兴 关1945WIL/TAY兴 关1943PIT/SCO兴 C7H8ClN3O4S2 关58-93-5兴 ⌬fusH ⌬fusH 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide 共hydrochlorthiazide兲 33.6 540.8 DSC 关2006WAS/HOL兴 30.96 547.2 关2000HAN/PAR兴 C7H8FN 关452-80-2兴 ⌬ vH 2-fluoro-4-methylaniline 56.6⫾ 0.6 298 C 关2007RIB/FER2兴 关452-84-6兴 ⌬ vH 2-fluoro-5-methylaniline 56.9⫾ 0.5 298 C 关2007RIB/FER2兴 关443-86-7兴 ⌬ vH 3-fluoro-2-methylaniline 57.8⫾ 0.6 298 C 关2007RIB/FER2兴 关452-71-1兴 ⌬ vH 4-fluoro-2-methylaniline 59.8⫾ 0.8 298 C 关2007RIB/FER2兴 关33496-46-7兴 ⌬subH 1-amino-7-imino-1,3,5-cycloheptatriene 共273–333兲 49.4⫾ 0.4 ME 关1971JAC/HUN兴 关64-10-8兴 ⌬fusH monophenylurea C7H8FN C7H8FN C7H8FN C 7H 8N 2 C 7H 8N 2O 23.68 ⌬subH C 7H 8N 2O C 7H 8N 2O 共392–412兲 关3398-07-0兴 ⌬subH 共anti兲 ⌬subH 共syn兲 2-aminobenzaldoxime U 33.9⫾ 1.7 U 63.6⫾ 1.7 关5231-96-9兴 ⌬fusH 共2-pyridyl兲acetamide ⌬subH C 7H 8N 2O C 7H 8N 4O C 7H 8N 4O C 7H 8N 4O 2 136⫾ 6 关1991ACR兴 420.6 406 TE 关1987FER/DEL兴 MS MS 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 关1979GON/CHA兴 16.0 343 103.8 298 B,E 关1979GON/CHA兴 388.2 DSC 关2003CHI/ACR兴 关613–94–5兴 ⌬fusH benzoic acid hydrazide 25.7 关31010-51-2兴 ⌬subH ⌬subH 9-ethylhypoxanthine 108.8⫾ 13 U 83.7 HSA HSA 关1978NOW/SZC兴 关1965CLA/PES兴 关20535-82-4兴 ⌬subH 1,9-dimethylhypoxanthine 75.3⫾ 13 HSA 关1978NOW/SZC兴 关58-55-9兴 ⌬fusH (form I) ⌬fusH (form II) ⌬fusH ⌬fusH ⌬fusH ⌬fusH 1,3-dimethylxanthine 共theophylline兲 28.02 547.9 30.1 543.9 19 546.8 28.2 544 28.2 542.3 31.2 543.7 DSC DSC DSC 关2010SZT/LEG, 2009SZT兴 关2010SZT/LEG, 2009SZT兴 关2009GOO/ROD兴 关1989GON/KRA兴 关1989SUZ/SHI兴 关1983FOK/VAN兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH (form (form (form (form I) I) II) II) 共413–453兲 共413–453兲 132.0⫾ 0.3 142 134.2⫾ 0.3 144 126 135 433 298 433 298 421 298 T T ME,TE 关1999EMM/PIC兴 关1999EMM/PIC兴 关1999EMM/PIC兴 关1999EMM/PIC兴 关1983FOK/VAN兴 关1983FOK/VAN, 1999EMM/PIC兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-284 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 8O Enthalpy 关100-66-3兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8O 关100-51-6兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8O 关95-48-7兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8O 关108-39-4兴 ⌬fusH ⌬fusH ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference anisole 共278–312兲 共363–463兲 共353–393兲 共382–429兲 共382–437兲 共382–437兲 共282–437兲 共363–383兲 共382–437兲 关1996DOM/HEA, 1994LEE/LIE兴 关1996DOM/HEA兴 11.66 12.89 237 236 46.6⫾ 0.2 44.3 45.3 41.8 41.0 41.9 46.9 39.0 46.8⫾ 0.2 38.2⫾ 0.4 42.9⫾ 0.1 42.0⫾ 0.1 40.5⫾ 0.1 38.9⫾ 0.1 39.4 41.9 298 298 298 397 GS GC CGC 397 298 426 298 298 367 382 402 427 298 397 A C C C C C 关2005VAS/VER兴 关2005HOS/GRY兴 关1995CHI/HOS兴 关1993REI/SAN兴 关1986BAL/GNA兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 关1972LEB/KAT2, 2005VAS/VER兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1967HAL/LEE兴 关1957MCC/DOU, 2005VAS/VER兴 关1955VON/GEB, 1965COL/COU兴 benzyl alcohol 8.79 共282–323兲 共277–381兲 共323–373兲 共404–507兲 共303–333兲 共385–573兲 共293–313兲 共396–478兲 共312–348兲 65.5⫾ 0.4 64.8⫾ 0.6 69.5 60.5 62.5⫾ 0.3 66.2 54.6 61.5 62.1⫾ 0.3 63.0⫾ 2.2 60.3⫾ 0.4 关1991ACR兴 257.6 298 298 298 GS GS CGC 298 318 400 303 298 298 298 EB GS A A.ME EB EB EB 305.4 304.1 304.2 304.1 DSC DSC 关2005VAS/VER兴 关1999VER4兴 关1995CHI/HOS兴 关1995PAP/PIM兴 关1990AMB/GHI, 2005VAS/VER兴 关1982GRA/FOS兴 关1987STE/MAL, 1973KKY/REP兴 关1987STE/MAL, 1957SER/VOI, 1973KKY/REP兴 关1949DRE/SHR, 1949DRE/MAR, 2005VAS/VER兴 关1937GAR/BRE, 2005VAS/VER兴 关1926MAT, 2005VAS/VER兴 2-hydroxytoluene 14.8 15.9 15.82 14.8 共273–303兲 共273–303兲 共304–409兲 共399–470兲 共463–526兲 共517–630兲 共383–473兲 共415–462兲 关2007RIC/BER兴 关1998JAM/PAL兴 关1996DOM/HEA兴 关1990MEV/LIC兴 73.7⫾ 0.5 74.8 76.0⫾ 0.8 298 288 288 C A 关2007RIC/BER兴 关1987STE/MAL兴 关1960AND/BID, 1970COX/PIL兴 58.5 50.1 46.2 44.0 50.2 51.3 48.2 319 414 478 532 A A A A 398 438 GS,EB 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986BAL/GNA兴 关1987STE/MAL, 1960AND/BID, 1973KKY/REP兴 关1939GOL/MAR兴 8.9 10.67 10.71 282.3 285.3 285.4 3-hydroxytoluene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 DSC DSC 关2007RIC/BER兴 关1998JAM/PAL兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-285 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8O 关106-44-5兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H8OS C7H8OS C7H8OS C7H8OS C7H8OS C 7H 8O 2 C 7H 8O 2 共273–285兲 共284–313兲 共393–433兲 共284–313兲 共285–416兲 共410–477兲 共471–531兲 共523–633兲 共383–473兲 共388–429兲 共359–473兲 共422–474兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 9.1 280.8 Method Reference 关1990MEV/LIC兴 56.1 61.7⫾ 1.0 279 A GS 65.0⫾ 0.7 62.5 61.7 63.1 52.7 47.6 43.8 55.0 60.6 61.7 58.8 50.7 298 298 298 300 425 486 538 398 409 298 374 448 C CGC A A A A A GS,EB GS 关1987STE/MAL兴 关1960AND/BID兴 关2007RIC/BER兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1960AND/BID兴 关1980NAS/HWA, 1973KKY/REP兴 关1958BID/MAR兴 关1955VON/GEB, 1984BOU/FRI兴 关1939GOL/MAR兴 4-hydroxytoluene 12.6 8.58 12.72 11.8 共273–307兲 共308–393兲 共385–477兲 共463–533兲 共523–635兲 共383–473兲 共419–474兲 308.8 307.6 307.9 307.4 DSC DSC 关2007RIC/BER兴 关1998JAM/PAL兴 关1996DOM/HEA兴 关1990MEV/LIC兴 73.1⫾ 0.6 73.9⫾ 1.5 298 290 C 关2007RIC/BER兴 关1960AND/BID, 1970COX/PIL兴 62.0 55.4 49.2 46.0 54.0 55.6 51.3 323 400 478 538 A A A A 398 446 A,GS,EB 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986BAL/GNA兴 关1987STE/MAL, 1960AND/BID, 1973KKY/REP兴 关1939GOL/MAR兴 关106-53-6兴 ⌬ vH 4-methoxybenzenethiol 52.3 关13679-73-7兴 ⌬ vH 2-acetyl-4-methylthiophene 63.0⫾ 2.6 298 C 关2008RIB/SAN4兴 关13679-72-6兴 ⌬ vH 2-acetyl-3-methylthiophene 57.1⫾ 2.4 298 C 关2008RIB/SAN4兴 关13679-74-8兴 ⌬ vH 2-acetyl-5-methylthiophene 62.0⫾ 2.6 298 C 关2008RIB/SAN4兴 关36880-33-8兴 ⌬ vH 5-ethyl-2-thiophenecarboxaldehyde 62.2⫾ 1.3 298 C 关2008RIB/SAN2兴 关488-17-5兴 ⌬subH 3-methyl-1,2-dihydroxybenzene 93.2⫾ 1.0 298 C 关1984CAR兴 关496-73-1兴 ⌬fusH 2,4-dihydroxytoluene 27.6 404.2 关1986BAL/GNA兴 关1999VER7兴 ⌬subH ⌬subH 共317–333兲 共317–333兲 106.8⫾ 0.9 107.3⫾ 3.0 325 298 ME ME ⌬ vH 共391–459兲 72.2 406 A,GC 关2009RIB/FER4兴 关2009RIB/FER4兴 关1987STE/MAL, 1975KUN/LIL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-286 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 8O 2 Enthalpy 关608-25-3兴 ⌬subH ⌬subH ⌬ vH C 7H 8O 2 关452-86-8兴 ⌬subH ⌬ vH C 7H 8O 2 关504-15-4兴 ⌬subH ⌬subH ⌬ vH C 7H 8O 2 关95-71-6兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C 7H 8O 2 C 7H 8O 2 C 7H 8O 2 C 7H 8O 2 C 7H 8O 2 C 7H 8O 2S C 7H 8O 2S ⌬transHm 共kJ mol−1兲 2,6-dihydroxytoluene 共309–329兲 98.8⫾ 0.3 共309–329兲 99.2⫾ 2.3 共398–434兲 共387–415兲 关150-19-6兴 ⌬ vH ⌬ vH 3-methoxyphenol 关150-76-5兴 ⌬fusH 4-methoxyphenol 共378–479兲 共355–478兲 共413–518兲 Reference 关2009RIB/FER4兴 关2009RIB/FER4兴 413 A,GC 298 C 关1984CAR兴 401 A 关1987STE/MAL兴 330 298 ME ME 关2009RIB/FER4兴 关2009RIB/FER4兴 417 A,GC 关1987STE/MAL, 1975KUN/LIL兴 404.2 DSC 关1999VER7兴 107.8⫾ 1.1 108.4⫾ 3.9 97.2⫾ 1.4 100.4⫾ 1.4 333 298 351 298 ME ME GS GS 关2009RIB/FER4兴 关2009RIB/FER4兴 关1999VER7兴 关1999VER7兴 62.6⫾ 0.5 52.7 52.7 298 393 370 C A 关2003MAT/MIR兴 关1987STE/MAL, 1973KKY/REP兴 关1955VON/GEB兴 75.9⫾ 1.2 64.8 298 428 C A 关2003MAT/MIR兴 关1987STE/MAL, 1973KKY/REP兴 66.9 90.0 76.6 2-methyl-1,4-dihydroxybenzene 27.6 共325–341兲 共325–341兲 共333–368兲 共333–368兲 Method ME ME 3,5-dihydroxytoluene 共322–338兲 102.3⫾ 0.7 共322–338兲 102.9⫾ 3.5 共402–468兲 Tm 共K兲 319 298 3,4-dihydroxytoluene 94.9⫾ 1.0 2-methoxyphenol 18.3 关1987STE/MAL, 1975KUN/LIL兴 关1997LEE/CHA兴 328.4 关2003MAT/MIR兴 关1987STE/MAL, 1960AIH兴 ⌬subH ⌬subH 94.4⫾ 1.2 88.7 298 289 C 共278–300兲 ⌬ vH ⌬ vH 共418–518兲 58.6 61.4 433 A 关1986BAL/GNA兴 关1987STE/MAL, 1973KKY/REP兴 A 关1987STE/MAL, 1947STU兴 关63233-31-8兴 ⌬ vH 2,3-dimethyl-2H-pyran-2-one 共352–518兲 64.9 367 关90-01-7兴 ⌬fusH 2-hydroxybenzyl alcohol 21.5 358.3 关52911-98-5兴 ⌬subH 6-methyl-4-methoxy-2H-pyran-2-thione 共402–415兲 130.5⫾ 5.9 408 关52911-99-6兴 ⌬subH ⌬ vH C 7H 8O 2S Temp 共K兲 Range 关90-05-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 8O 2S Compound 共401–415兲 108.9 408 2-methyl-6-共methylthio兲-4H-pyran-4-one 共388–433兲 87.4⫾ 3.8 410 共387–432兲 62.7 关3112-85-4兴 ⌬subH methyl phenyl sulfone 92⫾ 2.9 关19432-68-9兴 methyl 2-thiopheneacetate J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 402 关2008PIN/DIO兴 B 关1974BEA/MUE兴 A 关1987STE/MAL, 1999DYK/SVO, 1974BEA/MUE兴 B 关1974BEA/MUE兴 A 关1987STE/MAL, 1999DYK/SVO, 1974BEA/MUE兴 关UR/MAC, 1970COX/PIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-287 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 61.9⫾ 1.4 298 C 关2007ROU/TEM3兴 关58414-52-1兴 ⌬ vH methyl 3-thiopheneacetate 60.9⫾ 1.3 298 C 关2007ROU/TEM3兴 关2810-04-0兴 ⌬ vH ethyl 2-thiophenecarboxylate 56.6⫾ 1.3 298 C 关2009RIB/SAN2兴 关614-99-3兴 ⌬ vH ⌬ vH 2-furancarboxylic acid, ethyl ester 共354–389兲 51.2 369 共310–468兲 52.6 325 A 关1987STE/MAL兴 关1947STU兴 关4225-42-7兴 ⌬ vH 3-methoxy-6-methyl-4H-pyran-4-one 共370–384兲 72.8 377 A 关1987STE/MAL兴 关672-89-9兴 ⌬ vH 4-methoxy-6-methyl-2H-pyran-2-one 共385–434兲 57.4 400 A 关1987STE/MAL兴 关934-00-9兴 ⌬ vH 3-methoxycatechol 91.7⫾ 0.8 298 关1986RIB/RIB兴 关100-53-8兴 ⌬ vH ⌬ vH benzenemethanethiol 共394–436兲 47.5 56.6⫾ 0.1 409 298 关1999DYK/SVO兴 关1972GOO兴 关137-06-4兴 ⌬ vH ⌬ vH ⌬ vH 2-methylbenzenethiol 共351–498兲 48.1 共370–470兲 46.6 46.0 关108-40-7兴 ⌬ vH ⌬ vH 3-methylbenzenethiol 共353–498兲 48.7 共380–471兲 47.1 关106-45-6兴 ⌬ vH ⌬ vH ⌬ vH 4-methylbenzenethiol 共351–499兲 48.1 共379–471兲 46.5 46.4 关100-68-5兴 ⌬fusH methyl phenyl sulfide 14.85 Enthalpy Temp 共K兲 Range ⌬ vH C 7H 8O 2S C 7H 8O 2S C 7H 8O 3 C 7H 8O 3 C 7H 8O 3 C 7H 8O 3 C 7H 8S C 7H 8S C 7H 8S C 7H 8S C 7H 8S ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共389–475兲 共323–353兲 47.7 54.3⫾ 0.1 47.5 50.6⫾ 2.1 Method 366 394 A 368 395 A 366 394 A Reference 关1999DYK/SVO兴 关1987STE/MAL兴 关1986BAL/GNA兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1986BAL/GNA兴 256.4 关1974MES/FIN兴 298 404 298 关1986BAL/GNA兴 关1972GOO, 1966OSB/DOU兴 关1987STE/MAL, 1966OSB/DOU, 1999DYK/SVO兴 关1962MAC/MAY兴 A,EB 关698-42-0兴 ⌬subH ⌬subH 4,5-tetramethylene-1,3-dithiole-2-thione 共340–352兲 98.3 346 102.1⫾ 2.9 关1967GEI/SCH, 1970COX/PIL兴 关1967GEI/SCH, 1970COX/PIL兴 关14085-34-8兴 ⌬subH ⌬subH 4,5-tetramethylene-1,2-dithiole-3-thione 共335–350兲 101.6 342 105.3 298 关1972GEI/RAU兴 关1972GEI/RAU兴 C7H9Cl3NO3PS 关5598-13-0兴 ⌬fusH O,O-dimethyl-O-共3,5,6-trichloro-2-pyridyl兲phosphorothioate 25.92 318.7 DSC 关1990DON/DRE兴 C7H9Cl3OS 关79886-21-8兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-butyl ester 共383–433兲 GC 关433-33-0兴 glycine, N-关N-共trifluoroacetyl兲glycyl兴methyl ester C 7H 8S 3 C 7H 8S 3 C 7H 9F 3N 2O 4 关1980PIT/KIS兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-288 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 7H 9F 5O 2 C 7H 9N C 7H 9N Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共323–419兲 127.9 338 ⌬ vH 共420–443兲 93.8 431 pentafluoropropionic acid, butyl ester 共354–389兲 38.6 369 关100-46-9兴 ⌬ vH ⌬ vH ⌬ vH benzylamine 共293–362兲 共293–362兲 共302–458兲 关583-61-9兴 ⌬fusH 2,3-dimethylpyridine 13.48 关108-47-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N 关589-93-5兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N Tm 共K兲 关680-28-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N Compound 关108-48-5兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共283–313兲 共328–476兲 共328–476兲 共328–476兲 共328–476兲 共323–373兲 共372–436兲 52.7⫾ 0.3 54.6⫾ 0.3 51.8 52.0⫾ 0.6 45.2 42.7 40.2 37.4 47.6 46.9 45.0 43.5 43.0 328 298 317 Method 关1987STE/MAL, 1960WEY/KLI兴 A 关1987STE/MAL, 1973KKY/REP兴 A,EB 关1987STE/MAL, 1969SHE/LAN, 1999DYK/SVO兴 A 关2009MOK/RAZ兴 关2009MOK/RAZ兴 关1987STE/MAL, 1977CAR/LAY, 1947BEE/JUN兴 关1994CHI/HOS兴 258.6 298 340 380 420 460 298 313 343 368 387 Reference GS EB EB EB EB CGC C C C A 关1999VER4兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995CHI/HOS兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1987STE/MAL, 1973KKY/REP兴 2,4-dimethylpyridine 共323–373兲 共288–373兲 共331–473兲 共331–473兲 共331–473兲 共331–473兲 共298–431兲 共267–358兲 共349–433兲 8.82 209.4 47.5 45.5 44.8 42.3 39.8 37.0 47.1 47.5 46.5 44.6 43.9 43.5 298 330 340 380 420 460 313 282 313 343 368 364 2,5-dimethylpyridine 14.64 共330–471兲 共330–471兲 共330–471兲 共330–471兲 共358–431兲 44.4 41.9 39.4 36.5 42.8 2,6-dimethylpyridine 13.04 共342–373兲 共263–353兲 共323–373兲 共288–373兲 共315–457兲 共315–457兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 45.9⫾ 2.4 45.3 46.4 43.7 43.9 41.4 关1994CHI/HOS兴 CGC EB EB EB EB EB MM C C C A 关1994CHI/HOS兴 259.1 340 380 420 460 373 EB EB EB EB A,MG 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1987STE/MAL, 1953HER/MAR, 1973KKY/REP兴 关1994CHI/HOS兴 267.1 298 298 298 330 320 360 关1995CHI/HOS兴 关1995SAK/UEO兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1990LEN兴 关1986WIS/LEN兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1987STE/MAL, 1973KKY/REP兴 CGC CGC EB EB 关2009LIP/CHI2兴 关2005BEN/AIT兴 关1995CHI/HOS兴 关1995SAK/UEO兴 关1995STE/CHI2兴 关1995STE/CHI2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-289 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N 关583-58-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N 关591-22-0兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N C 7H 9N C 7H 9N C 7H 9N C 7H 9N Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共315–457兲 共315–457兲 共295–417兲 共267–358兲 共352–418兲 Tm 共K兲 Method Reference 38.8 36.0 45.0 46.1 44.4 42.5 40.8 41.6 400 440 310 282 313 343 368 367 EB EB EB MM C C C A,MG 关1995STE/CHI2兴 关1995STE/CHI2兴 关1990LEN兴 关1986WIS/LEN兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1987STE/MAL, 1953HER/MAR兴 14.7 262.7 46.6 44.2 41.7 39.0 47.6 48.8 47.6 45.9 44.8 360 400 440 480 355 328 343 368 400 3,4-dimethylpyridine 共341–495兲 共341–495兲 共341–495兲 共341–495兲 共288–422兲 共385–454兲 3,5-dimethylpyridine 13.11 共273–353兲 共323–373兲 共288–392兲 共335–487兲 共335–487兲 共335–487兲 共335–487兲 共273–358兲 349 A 关1987STE/MAL, 1973KKY/REP兴 44.7⫾ 0.8 43.7 298 338 C A 关2003MOR/MIR兴 关1987STE/MAL, 1973KKY/REP兴 46.3⫾ 0.7 45.3 298 348 C A 关2003MOR/MIR兴 关1987STE/MAL, 1973KKY/REP兴 53.6 324 A 关1987STE/MAL兴 11.66 287.6 关536-78-7兴 ⌬ vH 3-ethylpyridine 共334–373兲 44.6 关100-71-0兴 ⌬ vH ⌬ vH 2-ethylpyridine 关536-75-4兴 ⌬ vH ⌬ vH 4-ethylpyridine 关100-61-8兴 ⌬ vH N-methylaniline 共309–469兲 关95-53-4兴 ⌬fusH o-toluidine 共282–313兲 共290–517兲 共290–517兲 共290–517兲 关1994CHI/HOS兴 EB EB EB EB MM C C C A 共373–446兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C C C A 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995SAK/UEO兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1987STE/MAL, 1973KKY/REP兴 关2005BEN/AIT兴 关1995CHI/HOS兴 关1995SAK/UEO兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1995STE/CHI2兴 关1986WIS/LEN兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1987STE/MAL, 1973KKY/REP兴 298 298 340 340 380 420 460 288 313 343 368 388 共333–372兲 EB EB EB EB 266.9 48.5 48.7 47.0 46.7 44.3 41.8 39.2 49.1 49.6 46.5 44.8 44.3 共323–373兲 关1994CHI/HOS兴 57.3⫾ 0.2 57.8 54.5 51.5 298 300 340 380 CGC 关1994STE/CHI兴 GS EB,IP EB,IP EB,IP 关2005EME/VER2兴 关1994STE/CHI兴 关1994STE/CHI兴 关1994STE/CHI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-290 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N 关108-44-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 7H 9N C 7H 9N C 7H 9N C7H9NO C7H9NO C7H9NO C 7H 9N 5 C 7H 9N 5 C 7H 9N 5 C 7H 9N 5 关106-49-0兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共290–517兲 共290–517兲 共290–517兲 48.6 45.7 42.7 62.7⫾ 0.5 63.1 50.0 56.2 420 460 500 298 298 406 298 共473–690兲 共391–474兲 共313–473兲 Method EB,IP EB,IP EB.IP A EB Reference 关1994STE/CHI兴 关1994STE/CHI兴 关1994STE/CHI兴 关1990CHA/GAD, 2005EME/VER2兴 关1957GLA/RUL, 2005EME/VER2兴 关1987STE/MAL, 1949DRE/SHR, 1984BOU/FRI兴 关1927BER/MAY, 2005EME/VER2兴 m-toluidine 8.8 共282–313兲 共420–439兲 共476–704兲 共394–477兲 共313–473兲 58.3⫾ 0.4 62.7⫾ 0.5 59.6⫾ 0.3 64.1 51.1 56.4 关1991ACR兴 241.7 298 298 298 298 409 298 GS EB A EB 关2005EME/VER2兴 关1990CHA/GAD, 2005EME/VER2兴 关1990CAB/BEL, 2005EME/VER2兴 关1957GLA/RUL, 2005EME/VER2兴 关1987STE/MAL, 1949DRE/SHR, 1984BOU/FRI兴 关1927BER/MAY, 2005EME/VER2兴 p-toluidine 17.19 17.89 17.3 18.9 17.28 关2001CEN/LIP兴 关1991ACR兴 关1990MEV/LIC兴 关1963RAS/NIG兴 关1889EYK兴 317 316.5 316.6 316.9 315.6 ⌬subH ⌬subH 共284–313兲 76.2⫾ 0.3 78.8⫾ 0.5 298 298 GS 关2005EME/VER2兴 关1990CHA/GAD兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共319–345兲 共393–474兲 共474–641兲 共315–473兲 共313–473兲 57.8⫾ 0.3 51.1 62.1 54.9 55.9 298 408 298 330 298 GS A 关2005EME/VER2兴 关1987STE/MAL兴 关1957GLA/RUL, 2005EME/VER2兴 关1947STU兴 关1927BER/MAY, 2005EME/VER2兴 关1855-63-6兴 ⌬ vH 1-cyclohexene-1-carbonitrile 53.6⫾ 0.1 298 C 关1970PRO/KRE兴 关31357-72-9兴 ⌬ vH bicyclo关3.1.0兴hexane-1-carbonitrile 共366–444兲 U43.2 382 BG 关1971HAL/BAL兴 关90-04-0兴 ⌬ vH 2-methoxyaniline 共334–492兲 关104-94-9兴 ⌬fusH 4-methoxyaniline 关3718-65-8兴 ⌬subH EB 关1987STE/MAL, 1947STU兴 57.5 349 A 18.53 NA DSC 3,5-dimethylpyridine N-oxide 100.9⫾ 2.3 298 C 关2010CAB/MON兴 关87578-82-3兴 ⌬subH 8,9-dimethyladenine 共369–374兲 105.8⫾ 0.8 361 ME 关1987KAM/ZIE兴 关76470-20-7兴 ⌬subH 2,9-dimethyladenine 共359–364兲 123.5 371 关938-55-6兴 ⌬subH N,N-dimethyladenine 共379–409兲 115.5⫾ 2.1 ME 关1984ZIE/ZIE兴 关2009-52-1兴 ⌬subH N,9-dimethyladenine 共336–369兲 115.5⫾ 1.7 ME 关1984ZIE/ZIE兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2008SIN/DAS兴 关1992KAM兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-291 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H9N5O12 C7H9N5O12 C7H10 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Reference 2,2,2-trinitroethyl-4,4-dinitropentanoate 20.08 363.8 6.69 366.7 DSC 关1971ROS/HOL兴 关2555-56-8兴 ⌬trsH ⌬trsH ⌬fusH 2,2-dinitropropyl-4,4,4-trinitrobutyrate 25.94 284.2 20.92 335.5 6.69 368.2 DSC 关1971ROS/HOL兴 关498-66-8兴 ⌬trsH ⌬fusH ⌬trsH bicyclo关2.2.1兴hept-2-ene 共norbornene兲 4.37 130.3 3.48 319.5 4.37 130 关1992LEB/SMI, 1992SMI/LEB兴 关1992LEB/SMI兴 37.8⫾ 0.14 37.7⫾ 0.9 38.7⫾ 0.5 33.6⫾ 0.08 298 298 298 C BG C 关1982JOC/DEK兴 关1978STE2兴 关1976KOZ/BYC兴 关1973HAL/SMI兴 35.1⫾ 0.2 33.0⫾ 0.2 30.8⫾ 0.3 34.3 298 340 380 316 EB EB EB A 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1987STE/MAL兴 关16554-83-9兴 ⌬ vH ⌬ vH bicyclo关4.1.0兴hept-3-ene 共333–384兲 36.7 38.4⫾ 0.6 348 298 A EB 关1987STE/MAL兴 关1974VAR/DRU兴 关279-19-6兴 ⌬subH ⌬subH tricyclo关2.2.1.02,6兴heptane 38.7⫾ 0.7 39.2⫾ 1.1 298 298 BG C 关1978STE2兴 关1976KOZ/BYC兴 298 317 A 关2008OSM/CAT兴 关1987STE/MAL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H10 Method 关34001-49-5兴 ⌬trsH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C7H10 Tm 共K兲 ⌬ vH ⌬ vH 共338–406兲 共338–406兲 共338–406兲 共301–350兲 38.5 38.3 共302–337兲 C7H10 关187-26-8兴 ⌬ vH tricyclo关4.1.0.02,4兴heptane 36.5⫾ 0.5 298 EB 关1974VAR/DRU兴 C7H10 关na兴 ⌬ vH tricyclo关4.1.0.0 兴heptane 共322–373兲 35.3 337 A 关1987STE/MAL兴 关33475-22-8兴 ⌬ vH dispiro关2.0.2.1兴heptane 35.1⫾ 0.5 298 C7H10ClN3O3 关16773-42-5兴 ⌬fusH 1-共2-hydroxy-3-chloropropyl兲-2-methyl-5-nitroimidazole 共ornidazole兲 21.38 358.6 关2004WAN/TAN2兴 C7H10N2 关14667-55-1兴 ⌬ vH 2,3,5-trimethylpyrazine 53.9⫾ 1.6 298 C 关1996RIB/MOR兴 关538-08-9兴 ⌬ vH diallycyanamide 共369–495兲 52.3 384 A 关1987STE/MAL兴 关646-20-8兴 ⌬ vH 1,5-dicyanopentane 共306–331兲 74.5 318 A 关1987STE/MAL兴 关95-80-7兴 ⌬ vH 2,4-diaminotoluene 共379–553兲 67.7 394 A 关1987STE/MAL, 1947STU兴 关539-44-6兴 ⌬ vH 4-tolyhydrazine 共355–515兲 370 A 关1987STE/MAL, 1947STU兴 C7H10 C7H10N2 C7H10N2 C7H10N2 C7H10N2 2,6 65.4 关2008OSM/CAT兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-292 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H10N2 C7H10N2 C7H10N2 C7H10N2O C7H10N2O2 C7H10N2O2 Enthalpy C7H10O C7H10O C7H10O2 C7H10O2 C7H10O3 C7H10O3 C7H10O3 C7H10O3 Tm 共K兲 关646-20-8兴 ⌬fusH pimelonitrile 关1122-58-3兴 ⌬fusH 4-N,N-dimethylaminopyridine 共80–402兲 21.63 关na兴 ⌬trsH ⌬fusH 6,7-diazatricyclo关3.2.2.02,4兴non-6-ene-N-oxide 15.8 372.6 2.6 411.4 关4401-71-2兴 ⌬subH 1,3-dimethylthymine 共313–363兲 109.2⫾ 2.1 关4401-71-2兴 ⌬fusH 1,3,5-trimethyluracil 关13509-52-9兴 ⌬fusH 15.0 16.1 共321–331兲 103.5⫾ 1.5 Method Reference 关1990BEC/DOG兴 298 241.7 DSC 关2007BAD/BLA兴 387.1 AC 关2007SHI/TAN兴 338 关1980BYS兴 QR 关1996KAM/ZIE兴 428.7 326 关1980TEP/YAN兴 ME 关1996KAM/ZIE兴 1,3,6-trimethyluracil 21.2 共300–340兲 106.7⫾ 2.5 关1996DOM/HEA兴 384.5 320 QR 关1980TEP/YAN兴 关na兴 ⌬fusH N-acetyl-共l兲-alanine amide 21.7 431 关17356-19-3兴 ⌬ vH 1-ethynyl-1-cyclopentanol 共323–373兲 62.1 298 CGC 关10218-02-7兴 ⌬subH 7-norbornanone 共300–340兲 47.3⫾ 2.2 298 BG 关1978STE兴 47.9 335 EB 关1994WIB/MOR兴 3.39 368.7 ⌬ vH C7H10O ⌬transHm 共kJ mol−1兲 ␣-tert-butylmalononitrile 共293–323兲 59.8⫾ 0.7 ⌬subH C7H10N2O2 Temp 共K兲 Range 关4210-60-0兴 ⌬subH ⌬subH C7H10N2O2 Compound 关497-38-1兴 ⌬fusH 共322–348兲 关1988FER/DEL兴 关1995CHI/HOS兴 2-norbornanone 关1993ACR兴 ⌬subH 共300–340兲 49.0⫾ 1.7 298 BG ⌬ vH ⌬ vH ⌬ vH 共343–383兲 共343–383兲 50.0 51.5 49.6 298 298 298 GC CGC CGC 338 A 关1978STE兴 关2002VAN/PAR兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关20583-46-4兴 ⌬ vH 5-methyl-5-hexene-2,4-dione 共323–363兲 26.4 关4350-84-9兴 ⌬subH 2-oxabicyclo关2.2.2兴octan-3-one 69.6⫾ 21 关815-68-9兴 ⌬ vH 3-acetyl-2,4-pentanedione 共369–477兲 54.9 384 A 关1987STE/MAL兴 关106-91-2兴 ⌬ vH ⌬ vH glycidyl methacrylate 61.2⫾ 0.4 60.6⫾ 0.9 298 298 A C 关1987VAN/KAC兴 关1986YER/WOR2兴 关281-32-3兴 ⌬subH 2,4,10-trioxaadamantane 74.4⫾ 0.4 298 C 关1974MAN2兴 关na兴 3,3-dimethylpentanedioic anhydride J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1987STE/MAL, 1973KKY/REP兴 关1980AND/PIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-293 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C7H10O3 关35046–67–4兴 ⌬subH C7H10O4 C7H10O4 C7H10O6 C7H10S C7H10S3 C7H11BrO2 C7H11ClO5 C7H11Cl3O2 C7H11N C7H11NO2 C7H11NO2 C7H11N3O C7H11N3O 396.2 关1974BOR兴 trimethylsuccinic anhydride 74.1⫾ 4.2 共326–504兲 Reference 关1954JOR, 1970COX/PIL兴 A 关1987STE/MAL, 1947STU兴 关617-54-9兴 ⌬ vH dimethyl citraconate 共324–484兲 55.8 339 A 关1987STE/MAL, 1947STU兴 关617-52-7兴 ⌬ vH dimethyl itaconate 共342–481兲 67.0 357 A 关1987STE/MAL, 1947STU兴 关617-53-8兴 ⌬ vH dimethyl mesaconate 共319–479兲 55.2 334 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬fusH tris共methoxycarbonyl兲methane 18.2 301.2 共308–348兲 74.4⫾ 0.6 关1995RAK/VER兴 GS 关1995RAK/VER兴 关1551-27-5兴 ⌬ vH ⌬ vH 2-propylthiophene 43.7⫾ 1.0 共243–303兲 46.0 298 273 关4095-22-1兴 ⌬ vH 2-isopropylthiophene 共352–468兲 41.5 367 关2164-87-6兴 ⌬subH ⌬subH 4,5-tetramethylene-1,3-dithiolan-2-thione 共353–369兲 99.0 360 103.9⫾ 2.9 298 关26918-14-9兴 ⌬ vH 4-bromo-3-methylcrotonic acid, ethyl ester 共346–381兲 43.1 361 关na兴 ⌬ vH 共2-chloroethyl兲关共1-methoxycarbonyl兲ethyl兴 carbonate 共365–525兲 66.8 380 A 关1987STE/MAL, 1999DYK/SVO兴 关57392-56-0兴 ⌬ vH trichloracetic acid, neopentyl ester 共378–473兲 57.7 393 关1987STE/MAL, 1999DYK/SVO兴 关766-05-2兴 ⌬trsH ⌬fusH cyclohexanecarbonitrile 7.43 3.64 ⌬ vH ⌬ vH C7H11N 17.99 Method 341 ⌬ vH C7H10S Tm 共K兲 52.9 ⌬ vH C7H10O4 ⌬transHm 共kJ mol−1兲 共333–427兲 39.4 51.9⫾ 0.1 C 关2007RIB/SAN兴 关1981EDW/PRA, 1999DYK/SVO兴 关1999DYK/SVO兴 关1967GEI/SCH, 1970COX/PIL兴 关1967GEI/SCH, 1970COX/PIL兴 A A 215 285.1 关1987STE/MAL兴 关1996DOM/HEA兴 351 298 BG C 关1971HAL/BAL兴 关1970PRO/KRE兴 DSC 关2008SIN/MUR2兴 关931-53-3兴 ⌬fusH ⌬trsH ⌬fusH isocyanocyclohexane 3.98 6.18 4.23 277.7 192.6 279.6 关na兴 ⌬ vH 2-methyl-2-acetoxybutyronitrile 共315–469兲 58.1 330 关na兴 ⌬ vH 5-oxo-2-pyrrolidinecarboxylic acid, ethyl ester 共418–511兲 73.7 433 关2228-27-5兴 ⌬subH 1,N,N-trimethylcytosine 110.9⫾ 1.7 关25307-94-2兴 1,5,N-trimethylcytosine 关1996DOM/HEA兴 A 关1987STE/MAL, 1947STU兴 A 关1987STE/MAL兴 关1998ZIE/WSZ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-294 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H11N3O2 C7H11N5O10 C7H12 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共396–431兲 108.0⫾ 2.0 C7H12 C7H12 C7H12 1,5-dimethyl-N-methoxycytosine 共327–365兲 95.6⫾ 0.7 关242800-94-8兴 ⌬subH 1,1,1,4,4-pentanitro-2,2-dimethylpentane 103.8 298 关279-23-2兴 ⌬fusH bicyclo关2.2.1兴heptane 共norbornane兲 4.45 360.8 C7H12 C7H12 C7H12 C7H12 C7H12 C7H12 C7H12 共278–308兲 共278–308兲 共284–326兲 40.3⫾ 0.4 40.1⫾ 0.4 40.0⫾ 0.1 40.3⫾ 0.32 40.4⫾ 0.8 40.0⫾ 0.8 39.33⫾ 0.13 40.1⫾ 0.8 Method Reference GS 关1998ZIE/WSZ兴 GS 关1998ZIE/WSZ兴 关1999MIR/VOR兴 DSC 关2004VER/EME兴 BG 关2004VER/EME兴 关2004VER/EME兴 关1987AN/ZHU兴 关1982JOC/DEK兴 关1978STE2兴 关1975CLA/KNO兴 关1973HAL/SMI兴 关1971BOY/SAN, 1977PED/RYL兴 293 298 298 298 GS GS C C 305 TSGC 关286-08-8兴 ⌬ vH ⌬ vH cis bicyclo关4.1.0兴heptane 40.6⫾ 0.2 共298–385兲 38.0⫾ 0.8 298 313 A 关2008OSM/CAT兴 关1987STE/MAL, 1970CHA/MCN兴 关286-08-8兴 ⌬ vH 共dl兲 bicyclo关4.1.0兴heptane 共333–385兲 36.5 348 A 关1987STE/MAL兴 关4625-24-5兴 ⌬ vH 1-methylbicyclo关3.1.0兴hexane 共312–362兲 34.0 327 A 关1987STE/MAL兴 关628-92-2兴 ⌬trsH ⌬trsH ⌬fusH cycloheptene 5.28 0.71 0.97 154 210 217 38.5 36.7 266 300 A 关1987STE/MAL, 1941LIS兴 关1941LIS兴 关765-47-9兴 ⌬ vH 1,2-dimethylcyclopentene 共294–431兲 36.4 309 A 关1987STE/MAL, 1973KKY/REP兴 关62184-82-1兴 ⌬ vH 共dl兲 1,3-dimethylcyclopentene 共283–410兲 35.0 298 A 关1987STE/MAL, 1973KKY/REP兴 关57426-81-0兴 ⌬ vH 共dl兲 1,4-dimethylcyclopentene 共273–413兲 35.1 288 A 关1987STE/MAL, 1973KKY/REP兴 关16491-15-9兴 ⌬ vH 共dl兲 1,5-dimethylcyclopentene 共273–423兲 37.1 288 A 关1987STE/MAL, 1973KKY/REP兴 关na兴 ⌬ vH 1-ethylidenecyclopentane 38.6⫾ 0.2 298 GCC 关1979FUC/PEA兴 关2146-38-5兴 ⌬ vH ⌬ vH 1-ethylcyclopentene 38.5⫾ 0.3 共293–433兲 36.5 298 308 GCC A 关1979FUC/PEA兴 关1987STE/MAL, 1973KKY/REP兴 关694-35-9兴 ⌬ vH 3-ethylcyclopentene 共288–435兲 36.5 303 A 关1987STE/MAL, 1973KKY/REP兴 关3742-38-9兴 ⌬ vH 4-ethylcyclopentene 共288–435兲 36.5 303 A 关1987STE/MAL, 1973KKY/REP兴 ⌬ vH ⌬ vH C7H12 Tm 共K兲 关na兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C7H12 Compound 共251–313兲 共251–312兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA, 1994LEB/SMI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-295 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H12 C7H12 C7H12 Enthalpy C7H12 C7H12 C7H12 C7H12Br2 C7H12ClNO C7H12ClN5 C7H12Cl2S C7H12Cl4 C7H12N2 C7H12O C7H12O Tm 共K兲 Method Reference 294 298 348 324 GS GS A MM 关2000VER/WAN兴 关2000VER/WAN兴 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 关1960CAM/ROS兴 关591-48-0兴 ⌬ vH 共dl兲 3-methyl-1-cyclohexene 共335–376兲 34.8 350 A 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 关591-47-9兴 ⌬fusH 共dl兲 4-methyl-1-cyclohexene 6.63 153.6 共275–296兲 共275–296兲 共292–429兲 关1994LEB/SMI兴 关2000VER/WAN兴 关2000VER/WAN兴 关1987STE/MAL兴 37.0⫾ 0.6 36.3⫾ 0.6 36.3 286 298 307 GS GS A 关1192-37-6兴 ⌬ vH ⌬ vH methylenecyclohexane 36.1⫾ 0.3 共331–387兲 34.4 298 346 GCC A,EB 关628-71-7兴 ⌬ vH 1-heptyne 共336–373兲 37.9 351 A 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 关1119-65-9兴 ⌬ vH 2-heptyne 共346–385兲 38.6 361 A 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 关2586-89-2兴 ⌬ vH 3-heptyne 共343–380兲 39.1 358 A 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 关29974-68-3兴 ⌬ vH 1,2-dibromocycloheptane 共292–353兲 50.3 307 A 关1987STE/MAL, 1941LIS, 1973KKY/REP兴 关13654-91-6兴 ⌬ vH 6-chlorohexylisocyanate 共363–453兲 52.5 378 A 关1987STE/MAL, 1968ZHU/KON, 1973KKY/REP兴 关122-34-9兴 ⌬fusH 2-chloro-4,6-bis共ethylamino兲-s-triazine 共Simazin兲 47.35 502.5 DSC 共323–403兲 130.8 338 关na兴 ⌬ vH dichloroacetic acid, neopentyl ester 共368–463兲 57.4 383 关na兴 ⌬ vH 共2-chloroethyl兲共2-chlorocyclopentyl兲 sulfide 共273–333兲 65.9 303 关3922-36-9兴 ⌬ vH ⌬ vH 1,1,1,7-tetrachloroheptane 共342–455兲 71.7 共370–454兲 69.9 357 385 关3010-03-5兴 ⌬fusH 1-piperidinoacetonitrile 17.57 293.2 ⌬ vH C7H12N4O10 ⌬transHm 共kJ mol−1兲 1-methyl-1-cyclohexene 共275–313兲 37.7⫾ 0.2 共275–313兲 37.5⫾ 0.2 共333–384兲 35.7 共309–384兲 36.7 ⌬subH C7H12Cl2O2 Temp 共K兲 Range 关591-49-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H12 Compound 共303–338兲 56.0⫾ 0.5 关5917-61-3兴 ⌬ vH bis共2,4-dinitropropyl兲formal 共333–383兲 84.8⫾ 0.9 关497-37-0兴 ⌬ vH exo-norborneol 关931-57-7兴 ⌬ vH 1-methoxycyclohexene 共274–313兲 44.0⫾ 0.2 52.5 关1979FUC/PEA兴 关1987STE/MAL, 1973MEY/HOT兴 关1990DON/DRE兴 GS-GC 关1987STE/MAL, 1964FRI/SAM兴 A 关1987STE/MAL, 1999DYK/SVO兴 A,GS A 关1987STE/MAL, 1948RED/CHA, 1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1997WEL/VER兴 GS 关1997WEL/VER兴 关2007RAU/BEH兴 358 298 GC 关2002VAN/PAR兴 294 GS 关1998VER/WEL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-296 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H12O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共274–313兲 43.7⫾ 0.2 298 关502-42-1兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H12O C7H12O C7H12O C7H12O2 C7H12O2 C7H12O2 C7H12O2 C7H12O2 C7H12O2 C7H12O2 C7H12O2 Method GS Reference 关1998VER/WEL兴 cycloheptanone 12.4 0.43 1.39 共343–383兲 共343–383兲 共343–383兲 共313–453兲 共373–465兲 50.6 51.9 50.7 48.5 44.8 49.5⫾ 0.6 227 232.6 259.3 关1998GON/SZW兴 298 298 298 328 388 298 CGC CGC CGC A A,EB EB 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL, 1976MEY/HOT兴 关1972WOL兴 关583-60-8兴 ⌬ vH ⌬ vH 2-methylcyclohexanone 共339–437兲 44.0 共331–437兲 45.0 298 346 关591-24-2兴 ⌬ vH 3-methylcyclohexanone 共334–441兲 44.9 349 关1993AUC/MON兴 关589-92-4兴 ⌬ vH 4-methylcyclohexanone 共339–444兲 45.3 354 关1993AUC/MON兴 关na兴 ⌬ vH cyclobutanecarboxylic acid ethyl ester 共274–308兲 44.9⫾ 0.4 GS 关1998VER/KUM兴 关176-32-9兴 ⌬ vH 1,4-dioxaspiro关4.4兴nonane 共278–313兲 47.6⫾ 0.5 GS 关1998VER/PEN, 2002VER兴 关141-32-2兴 ⌬fusH butyl acrylate ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H12O2 Compound 17.31 共318–419兲 共318–419兲 共318–419兲 共318–419兲 共272–421兲 298 关2006PAL/ORA兴 关1993BRU/MON兴 关1996DOM/HEA兴 209.5 47.3⫾ 0.3 45.7⫾ 0.3 42.8⫾ 0.3 40.0⫾ 0.3 44.8 298 320 360 400 287 EB EB EB EB A 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1996STE/CHI2兴 关1987STE/MAL, 1947STU兴 43.8 345 A 关1987STE/MAL兴 关106-63-8兴 ⌬ vH isobutyl acrylate 共330–410兲 关539-87-7兴 ⌬ vH ⌬ vH heptanolactone 共368–390兲 共369–390兲 48.2⫾ 0.3 53.3⫾ 1.3 379 298 MM MM 关1991WIB/WAL兴 关1991WIB/WAL兴 关105-21-5兴 ⌬ vH ␥-heptalactone 共298–363兲 62.3⫾ 0.3 298 GS 关2008EME/KOZ兴 关2210-28-8兴 ⌬ vH propyl methacrylate 共304–413兲 41.6 319 A 关1987STE/MAL兴 关98-89-5兴 ⌬fusH cyclohexanecarboxylic acid 9.2 301.9 关2008DOM/MOR兴 关4351-54-6兴 ⌬fusH cyclohexyl formate 201.3 关1999KAB/KOZ兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 10.49 共307–434兲 共243–273兲 共243–273兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 47.1 49.3⫾ 0.2 52.0⫾ 1.3 49.5⫾ 1.2 322 298 298 298 C ME ME 关2005STE/SUN兴 关2004PAU/ZAI, 2003ZAI/VER兴 关2003ZAI/VER兴 关2003ZAI/VER兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-297 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H12O2 C7H12O3 C7H12O3 C7H12O3 C7H12O3 Enthalpy Compound Temp 共K兲 Range C7H12O4 C7H12O4 C7H12O4 C7H12O4 C7H12O4 C7H12O4 C7H12O4 Tm 共K兲 Method Reference 关638-10-8兴 ⌬ vH ethyl 3-methylbut-2-enoate 共274–319兲 49.3⫾ 0.2 关2461-40-7兴 ⌬ vH ⌬ vH glycidyl butyrate 关10235-71-9兴 ⌬ vH 2-acetoxy-2-methyl-3-butanone 共337–368兲 54.8 关539-88-8兴 ⌬ vH ⌬ vH ethyl levulinate 共320–480兲 关27761-61-1兴 ⌬fusH 1,4-dimethyl-2,6,7-trioxabicyclo关2.2.2兴octane 18.0 370.2 关1995RAK/VER2兴 74.9 关1995RAK/VER2兴 58.7⫾ 0.4 58.0⫾ 0.4 ⌬subH C7H12O4 ⌬transHm 共kJ mol−1兲 58.3 51.6 关2008EME/TOK兴 298 GS 298 298 C 关1987VAN/KAC兴 关1986YER/WOR2兴 352 A 关1987STE/MAL兴 335 420 A 关1987STE/MAL, 1947STU兴 关1931SCH/COW兴 298 关2985-28-6兴 ⌬ vH 2-acetoxypropionic acid, ethyl ester 共313–454兲 57.9 328 A 关1987STE/MAL兴 关40326-37-2兴 ⌬ vH 3-acetoxypropionic acid, ethyl ester 共350–367兲 72.1 358 A 关1987STE/MAL, 1973KKY/REP兴 关623-84-7兴 ⌬ vH 1,2-propylene glycol diacetate 共318–367兲 54.9 关105-53-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH diethyl malonate 共288–318兲 64.7⫾ 0.2 293 GS 关1992VER/BEC兴 Note: Steele and coworkers in reference 关2002STE/CHI6兴 refer to a personal communication with one of the authors of 关1992VER/BEC兴—stating that it was established that the compound studied was not diethyl malonate. 共293–318兲 63.3 305 A 关1987STE/MAL兴 共384–468兲 59.9 399 A 关1987STE/MAL兴 共313–472兲 51.2 328 A 关1987STE/MAL, 1947STU兴 关6065-54-9兴 ⌬ vH dimethyl dimethylmalonate 共278–307兲 55.6⫾ 0.8 293 GS 关1992VER/BEC兴 关1119-40-0兴 ⌬ vH ⌬ vH ⌬ vH glutaric acid, dimethyl ester 共283–348兲 65.7⫾ 0.4 共366–483兲 54.7 共388–483兲 66.1 298 381 298 GS A EB 关2006VER/KOZ兴 关1987STE/MAL兴 关1963VLA/GRA, 2006VER/KOZ兴 关627-91-8兴 ⌬ vH methyl adipate 共453–503兲 468 A 关1987STE/MAL兴 关111-16-0兴 ⌬trsH ⌬fusH ⌬fusH heptanedioic acid 共pimelic acid兲 1.5 337.7 23.7 368.2 27.62 377.5 ⌬subH ⌬subH ⌬subH ⌬subH 共328–363兲 153⫾ 4 共283–300兲 124 共318–336兲 80.8 共288–308兲 178 Note: Values based on the TPTD method are methods 共358–371兲 136.61.0 365 139.9⫾ 1.0 298 ⌬subH ⌬subH 82.9 关2001HOR/GAR兴 323 关2005ROU/TEM兴 关1993ACR兴 TPD 关2007CAP/LOV兴 TPTD 关2005CHA/ZIE兴 TPTD 关2005CHA/ZIE兴 TPTD 关2001CHA/TOB兴 not consistent with values determined by other experimental ME 关1999RIB/MON兴 关1999RIB/MON兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-298 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H12O4 C7H12O4 C7H12O4S2 C7H12O4S2 C7H12O5 C7H12O5 C7H13Cl C7H13ClO C7H13ClO2 C7H13F3O3 C7H13N C7H13N C7H13N Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH 共424–503兲 共436–615兲 112.0⫾ 0.8 88.6 298 451 C7H13NO C7H13NO C7H13NO Method CGC A Reference 关2005ROU/TEM兴 关1987STE/MAL, 1947STU兴 关126-54-5兴 ⌬ vH 2,4,8,10-tetraoxaspiro关5.5兴undecane 56.0 关534-59-8兴 ⌬subH butylmalonic acid 124.6⫾ 2.3 关na兴 ⌬fusH 共dl兲 methylenebisthiopropionic acid 39.33 429 关1976LEC/COL兴 关na兴 ⌬fusH 共d兲 methylenebisthiopropionic acid 22.59 355 关1976LEC/COL兴 关na兴 ⌬ vH ethyl关共1-methoxycarbonyl兲ethyl兴carbonate 共343–473兲 60.0 358 A 关1987STE/MAL兴 关na兴 ⌬ vH 2-共lactyloxy兲propionic acid, methyl ester 共317–384兲 72.0 332 A 关1987STE/MAL兴 关932-78-2兴 ⌬trsH ⌬fusH 1-chloro-1-methylcyclohexane 9.38 1.63 214.4 234.5 关2528-61-2兴 ⌬ vH heptanoyl chloride 共307–418兲 63.7 322 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬ vH chloroacetic acid, neopentyl ester 共378–448兲 55.6 393 A 关1987STE/MAL, 1999DYK/SVO兴 关2339-51-7兴 ⌬ vH tris共2-fluoroethyl兲orthoformate 共273–333兲 59.7 A 关1987STE/MAL, 1999DYK/SVO兴 关na兴 ⌬ vH 2,2-dimethylpentanenitrile 共274–303兲 46.9⫾ 0.4 GS 关1994RAK/VER兴 关629-08-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH heptanonitrile 共280–307兲 共313–473兲 GS A EB 关2005EME/VER兴 关1987STE/MAL兴 关1973LEB/KAT, 2005EME/VER兴 关1947STU兴 关1941RAL/SEL, 2005EME/VER兴 关1933HEI, 2005EME/VER兴 关100-76-5兴 ⌬trsH ⌬fusH 1-azabicyclooctane ⌬subH ⌬subH C7H13NO Compound 共294–457兲 共313–473兲 共314–472兲 共273–362兲 51.9⫾ 0.3 46.0 51.9⫾ 0.8 46.4 49.1 51.3⫾ 0.3 298 288 298 328 298 309 298 298 关1959FLE/MOR兴 ME 关2000RIB/MON兴 关1998KAB/BLO兴 EB MM 5.23 5.86 196 430 关1996DOM/HEA兴 50.8⫾ 0.4 50.8⫾ 0.2 298 关1971WON/WES, 1977PED/RYL兴 关1948BRO/SUJ, 1970COX/PIL, 1960JON兴 关1984SHC/KAP兴 关2556-73-2兴 ⌬ vH N-methylcaprolactam 共340–400兲 49.4 370 关na兴 ⌬ vH 2-butoxypropionitrile 共373–423兲 46.7 388 A 关1987STE/MAL, 1973KKY/REP兴 关162047-91-8兴 ⌬ vH 2-methoxy-3,3-dimethylbutanenitrile 共295–324兲 58.8⫾ 1.1 298 GS 关1995VER/BEC兴 关162047-90-7兴 2-methoxy-2-methylpentanenitrile J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-299 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共278–308兲 48.5⫾ 0.6 298 GS 关1995VER/BEC兴 377 A 关1987STE/MAL兴 Method Reference 关na兴 ⌬subH trans-6-heptenoic acid amide 共362–393兲 97.2 关673-66-5兴 ⌬fusH -enantholactam 关3612-18-8兴 ⌬ vH 1-ethyl-4-piperidone 56.7⫾ 0.6 298 C 关2006RIB/CAB兴 关na兴 ⌬ vH lactic acid N-共methallyl兲 amide 共360–428兲 81.8 375 A 关1987STE/MAL兴 关na兴 ⌬ vH N-lactylmorpholine 共371–423兲 62.7 386 A 关1987STE/MAL兴 关5143-72-6兴 ⌬ vH 共dl兲 N-acetylalanine ethyl ester 共372–460兲 65.2 387 A 关1987STE/MAL, 1973KKY/REP兴 C7H13N3O3S 关23135-22-0兴 ⌬fusH N,N-dimethyl-2-methylcarbamoyloxyimino-2-共methylthio兲acetamide 30.17 372.2 DSC 关1990DON/DRE兴 C7H13O6P 关7786-34-7兴 ⌬ vH mevinphos 共293–383兲 关291-64-5兴 ⌬trsH ⌬trsH ⌬trsH ⌬fusH cycloheptane C7H13NO C7H13NO C7H13NO C7H13NO2 C7H13NO2 C7H13NO3 C7H14 13.78 C7H14 关108-87-2兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共282–333兲 共476–604兲 共333–398兲 共283–323兲 共341–433兲 A 关1987STE/MAL兴 68.1 308 4.98 0.29 0.45 1.88 134.8 198.2 212.4 265.1 关1996DOM/HEA兴 53.5 134 关1963BON兴 38.6 31.7 36.4 38.5 36.1 38.5⫾ 0.2 297 491 348 298 356 298 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关1996DOM/HEA兴 310.3 A A A,EB A,EB 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1976MEY/HOT兴 关1975ANA/GRO兴 关1987STE/MAL, 1956FIN/SCO兴 关1956FIN/SCO兴 methylcyclohexane 6.69 共325–374兲 共295–333兲 共373–511兲 共501–573兲 共308–368兲 33.8 36.2 35.1⫾ 0.4 32.3 31.2 32.2 29.9 26.9 23.4 35.4⫾ 0.1 34.6⫾ 0.1 33.5⫾ 0.1 32.5⫾ 0.1 35.4 35.3 34.6 31.8 146.6 关1996DOM/HEA兴 340 310 298 388 516 353 393 433 473 298 313 333 353 298 298 323 374 关2010SAP/UUS兴 关1991WU/PIV兴 关1987AZA兴 关1987STE/MAL兴 关1987STE/MAL兴 关1984EUB/CED兴 关1984EUB/CED兴 关1984EUB/CED兴 关1984EUB/CED兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1978FUC/PEA兴 关1975KUS/SAI兴 关1987STE/MAL, 1970VAL/KIL, 1984BOU/FRI兴 关1946SPI/PIT兴 GC A A C C C C GCC A J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-300 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H14 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH 共299–375兲 共273–348兲 34.9 36.1 关1638-26-2兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C7H14 关1192-18-3兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C7H14 C7H14 C7H14 共284–363兲 共289–362兲 34.0 33.8 33.8 cis 1,2-dimethylcyclopentane 6.65 1.66 共293–375兲 共298–373兲 35.5 35.8 35.2 314 288 299 298 304 308 298 313 cis 1,3-dimethylcyclopentane 共295–366兲 34.2 34.3 32.8⫾ 0.1 31.7⫾ 0.1 30.4⫾ 0.1 共299–366兲 34.0 关1759-58-6兴 ⌬fusH 共dl兲 trans 1,3-dimethylcyclopentane 7.41 139.5 关1640-89-7兴 ⌬fusH 关592-76-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共291–365兲 MM 310 298 323 342 364 314 34.0 34.5 34.2 310 298 306 6.86 134.7 Reference 关1945WIL/TAY兴 关1940STU/SAY兴 关1996DOM/HEA兴 A 141.5 219.4 关2532-58-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共295–367兲 Method 146.8 203.7 共dl兲 trans 1,2-dimethylcyclopentane 共295–367兲 34.2 310 34.6 298 共299–366兲 34.0 314 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H14 1,1-dimethylcyclopentane 6.49 1.09 Tm 共K兲 关822-50-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H14 Compound 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1959MCC/PEN兴 关1959MCC/PEN兴 关1959MCC/PEN兴 关1949FOR/NOR兴 C C C 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 ethylcyclopentane 共308–387兲 共386–507兲 共499–569兲 共302–377兲 35.5 32.9 31.9 35.6⫾ 0.1 34.8⫾ 0.1 33.9⫾ 0.1 33.0⫾ 0.1 32.5⫾ 0.1 36.5 35.7 323 401 514 313 328 343 358 368 298 317 关1996DOM/HEA兴 A A A C C C C C 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 1-heptene 共311–368兲 共327–367兲 共295–318兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 12.64 154.3 34.6 33.9 35.7 35.3 326 342 298 310 关1996DOM/HEA兴 A MM 关1987STE/MAL兴 关1970EIS/ORA, 1984BOU/FRI兴 关1971WIL/ZWO兴 关1950FOR/CAM兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-301 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH 共255–312兲 共273–362兲 35.9 34.5 300 288 39.0⫾ 0.3 38.6 35.3 34.6 36.0 290 298 330 347 298 GS GS A 关2000VER/WAN兴 关2000VER/WAN兴 关1987STE/MAL兴 关1970EIS/ORA, 1984BOU/FRI兴 关1971WIL/ZWO兴 35.3 36.0 34.6 329 298 346 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1970EIS/ORA兴 35.0 35.6 327 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 Method Reference 关1941LIS兴 关1936BEN/CUT兴 关6443-92-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH cis 2-heptene 共276–304兲 共276–304兲 共315–372兲 共332–371兲 关14686-13-6兴 ⌬ vH ⌬ vH ⌬ vH trans 2-heptene 共314–373兲 关7642-10-6兴 ⌬ vH ⌬ vH cis 3-heptene 共312–369兲 关14686-14-7兴 ⌬ vH ⌬ vH trans 3-heptene 共312–368兲 34.6 35.6 327 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关6094-02-6兴 ⌬ vH ⌬ vH 2-methyl-1-hexene 共318–390兲 33.9 35.1 333 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关3404-61-3兴 ⌬ vH ⌬ vH 共dl兲 3-methyl-1-hexene 共311–381兲 33.4 34.3 326 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关3769-23-1兴 ⌬ vH ⌬ vH 共dl兲 4-methyl-1-hexene 共313–384兲 33.6 34.7 328 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关3524-73-0兴 ⌬ vH ⌬ vH 5-methyl-1-hexene 共313–393兲 33.5 34.3 328 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关2738-19-4兴 ⌬ vH ⌬ vH 2-methyl-2-hexene 共322–394兲 34.0 35.6 337 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关10574-36-4兴 ⌬ vH ⌬ vH cis 3-methyl-2-hexene 共322–396兲 34.2 35.6 337 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关20710-38-7兴 ⌬ vH ⌬ vH trans 3-methyl-2-hexene 共321–394兲 34.1 35.6 336 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关3683-19-0兴 ⌬ vH ⌬ vH cis 4-methyl-2-hexene 共313–384兲 33.5 34.7 328 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关3683-22-5兴 ⌬ vH ⌬ vH trans 4-methyl-2-hexene 共314–385兲 33.6 34.7 329 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关13151-17-2兴 ⌬ vH cis 5-methyl-2-hexene 共354–372兲 32.6 363 A 关1987STE/MAL, 1973KKY/REP兴 共331–370兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-302 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 34.7 298 关3683-22-5兴 ⌬ vH ⌬ vH trans 5-methyl-2-hexene 共315–386兲 33.6 34.7 330 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关15840-60-5兴 ⌬ vH ⌬ vH cis 2-methyl-3-hexene 共262–383兲 36.1 34.3 277 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关692-24-0兴 ⌬ vH ⌬ vH trans 2-methyl-3-hexene 共313–383兲 33.5 34.3 328 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关4914-89-0兴 ⌬ vH ⌬ vH ⌬ vH cis 3-methyl-3-hexene 共307–375兲 35.4 36.4 共302–368兲 35.7 322 298 317 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关3899-36-3兴 ⌬ vH ⌬ vH ⌬ vH trans 3-methyl-3-hexene 共310–368兲 34.8 35.8 共300–367兲 35.3 325 298 315 MM 关3404-72-6兴 ⌬ vH 共dl兲 2,3-dimethylpent-1-ene 共311–382兲 33.4 326 A 关na兴 ⌬ vH 2,3-dimethylpent-2-ene 34.3 298 关2213-32-3兴 ⌬ vH ⌬ vH ⌬ vH 2,4-dimethylpent-1-ene 共311–361兲 32.3 33.1 共289–355兲 33.2 326 298 304 关3404-73-7兴 ⌬ vH ⌬ vH 3,3-dimethylpent-1-ene 共306–374兲 33.0 33.5 321 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关7385-78-6兴 ⌬ vH ⌬ vH 共dl兲 3,4-dimethylpent-1-ene 共309–378兲 33.2 33.9 324 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关762-62-9兴 ⌬ vH ⌬ vH ⌬ vH 4,4-dimethylpent-1-ene 共299–347兲 31.0 31.2 共290–346兲 31.0 314 298 315 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关10574-37-5兴 ⌬ vH ⌬ vH 2,3-dimethylpent-2-ene 共322–396兲 34.2 35.6 337 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关625-65-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,4-dimethylpent-2-ene 共276–297兲 35.2⫾ 1.5 共276–297兲 34.5⫾ 1.5 共286–363兲 34.5 34.3 共292–357兲 34.2 286 298 301 298 307 GS GS A MM 关2000VER/WAN兴 关2000VER/WAN兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关4914-91-4兴 ⌬ vH cis 3,4-dimethylpent-2-ene 共316–387兲 33.7 331 A Enthalpy Temp 共K兲 Range ⌬ vH C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Method Reference 关1971WIL/ZWO兴 MM A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 A MM MM 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关1987STE/MAL, 1973KKY/REP兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-303 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14 C7H14Br2 C7H14Br2 C7H14Cl2 C7H14Cl2 C7H14Cl2 C7H14F2 C7H14NO5P ⌬transHm 共kJ mol−1兲 Tm 共K兲 34.7 298 Method Reference 关1971WIL/ZWO兴 关4914-92-5兴 ⌬ vH ⌬ vH trans 3,4-dimethylpent-2-ene 共317–390兲 33.9 35.1 332 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关762-63-0兴 ⌬ vH ⌬ vH ⌬ vH cis 4,4-dimethylpent-2-ene 共303–355兲 32.2 32.6 共291–354兲 32.6 318 298 306 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关690-08-4兴 ⌬ vH ⌬ vH ⌬ vH trans 4,4-dimethylpent-2-ene 共295–352兲 32.8 32.8 共289–350兲 33.0 310 298 304 关7357-93-9兴 ⌬ vH ⌬ vH ⌬ vH 2-ethyl-3-methyl-1-butene 共303–381兲 33.8 34.3 共290–360兲 34.4 318 298 305 关3404-71-5兴 ⌬ vH ⌬ vH 2-ethyl-1-pentene 共267–392兲 关4038-04-4兴 ⌬ vH ⌬ vH 3-ethyl-1-pentene 共311–382兲 关816-79-5兴 ⌬ vH ⌬ vH 3-ethyl-2-pentene 共321–395兲 MM A MM A MM 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 36.6 35.1 282 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 33.4 34.3 326 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 34.1 35.6 336 298 A 关1987STE/MAL, 1973KKY/REP兴 关1971WIL/ZWO兴 关594-56-9兴 ⌬ vH ⌬ vH ⌬ vH 2,3,3-trimethyl-1-butene 共288–353兲 32.4 34.3 共288–351兲 32.1 303 298 303 A MM 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关59104-79-9兴 ⌬ vH 1,1-dibromoheptane 共395–548兲 54.4 410 A,E 关1987STE/MAL, 1956MAN, 1970DYK/VAN兴 关42474-21-5兴 ⌬ vH ⌬ vH 共dl兲 1,2-dibromoheptane 共295–553兲 52.9 共295–355兲 54.4 310 300 A 关821-25-0兴 ⌬ vH ⌬ vH 1,1-dichloroheptane 共375–460兲 53.5 共364–510兲 48.4 298 379 关10575-87-8兴 ⌬ vH ⌬ vH 1,2-dichloroheptane 共353–466兲 49.0 共350–470兲 53.2 368 298 关1999DYK/SVO兴 关1982VAR/PUC, 1991BAS/SVO兴 关821-76-1兴 ⌬ vH ⌬ vH 1,7-dichloroheptane 共406–491兲 52.3 共410–490兲 61.2 421 298 关1999DYK/SVO兴 关1988VAR/LOS, 1991BAS/SVO兴 关407-96-5兴 ⌬ vH 1,1-difluoroheptane 共311–424兲 41.1 326 关6923-22-4兴 dimethyl 共E兲-1-methyl-2-methylcarbamoylvinyl phosphate A,E A,E 关1987STE/MAL, 1973KKY/REP, 1999DYK/SVO兴 关1941LIS兴 关1987VAR/LOS2, 1991BAS/SVO兴 关1987STE/MAL, 1956MAN, 1970DYK/VAN兴 关1987STE/MAL, 1956MAN, 1970DYK/VAN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-304 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C7H14N2 C7H14N2 C7H14N2 C7H14N2O2 C7H14N2O2S C7H14O C7H14O C7H14O C7H14O DSC 关1990DON/DRE兴 A 关1987STE/MAL兴 GS 关1997WEL/VER兴 关2721-31-5兴 ⌬subH 3,3,5,5-tetramethyl-1-pyrazoline 61.6⫾ 0.2 298 关1976ENG/MEL兴 关37933-88-3兴 ⌬fusH N-acetyl L-valinamide 39.1 关1997SAN/ROC兴 共391–425兲 129.8⫾ 1.9 133.1⫾ 2.2 126⫾ 2.0 353 509 376 298 418 C 关1999DEL/BAR兴 关1999DEL/BAR兴 关1990PUL/MAT兴 DSC 关2006BAD/DEL兴 关1740-56-3兴 ⌬fusH pimelamide 关116-06-3兴 ⌬fusH 2-methyl-2共methylthio兲propanal, O-关共methylamino兲-carbonyl兴oxime 22.71 374 DSC 关1990DON/DRE兴 44.56 共298–323兲 关5063-65-0兴 ⌬ vH 1,2-epoxyheptane 共305–414兲 关502-41-0兴 ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬trsH ⌬fusH cycloheptanol 关590-67-0兴 ⌬fusH ⌬fusH 共284–323兲 共284–321兲 446.8 80.0 310 ME 45.5 320 A 0.45 0.78 1.51 2.93 0.55 0.88 1.6 227.9 250.4 278.3 172.2 227.3 258.4 280.3 64.7 67.4 299 299 1-methylcyclohexanol 14.32 10.87 关1987STE/MAL, 1976DEP兴 关1987STE/MAL, 1970VOJ/CIH兴 关2003RUT/SAL兴 关1996DOM/HEA兴 A 关1987STE/MAL兴 关1975CAB/CON2兴 关1998KAB/BLO兴 关1985WIB/WAS兴 299.4 299.2 75.9⫾ 0.4 291 C 关1998KAB/BLO兴 49.1 355 A 关1987STE/MAL兴 关583-59-5兴 ⌬ vH ⌬ vH 2-methylcyclohexanol 共361–439兲 51.7 共323–373兲 63.3 376 298 EB CGC 关2007PAL/ORA兴 关1995CHI/HOS兴 关7443-70-1兴 ⌬ vH cis 2-methylcyclohexanol 61.8 关na兴 ⌬ vH 3-methylcyclohexanol 共323–373兲 65.5 298 CGC 关1995CHI/HOS兴 关24965-90-0兴 ⌬ vH 共dl兲 cis 3-methylcyclohexanol 共340–450兲 54.3 355 A 关1987STE/MAL兴 关23068-71-5兴 共dl兲 trans 3-methylcyclohexanol ⌬ vH C7H14O 326.9 2-共diethylamino兲propionitrile 共278–315兲 50.8⫾ 0.3 ⌬subH C7H14O 22.36 Reference 关na兴 ⌬ vH ⌬ vH ⌬ vH C7H14O Method 3-共diethylamino兲propionitrile 共338–470兲 53.7 ⌬subH C7H14O Tm 共K兲 关5351-04-2兴 ⌬ vH ⌬subH ⌬subH ⌬subH C7H14N2O2 ⌬transHm 共kJ mol−1兲 共340–430兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1975VIL/PER兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-305 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H14O C7H14O C7H14O C7H14O C7H14O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共350–450兲 50 C7H14O C7H14O C7H14O 365 A 关1987STE/MAL兴 CGC 关1995CHI/HOS兴 关7731-28-4兴 ⌬ vH cis 4-methylcyclohexanol 共340–450兲 49.9 355 A 关1987STE/MAL兴 关7731-29-5兴 ⌬ vH trans 4-methylcyclohexanol 共340–350兲 52.1 355 A 关1987STE/MAL兴 关1462-96-0兴 ⌬ vH 1-ethyl-1-cyclopentanol 共347–426兲 58.4 362 A 关1987STE/MAL, 1973KKY/REP兴 关110-43-0兴 ⌬fusH 2-heptanone 19.71 共343–383兲 共343–383兲 共303–424兲 共449–480兲 共327–457兲 关123-19-3兴 ⌬fusH 3-heptanone 关123-19-3兴 ⌬fusH 4-heptanone 共343–383兲 共304–490兲 共296–417兲 共283–323兲 关1996FIE/JOH兴 237.7 298 298 318 464 298 298 342 298 17.53 236 关1996FIE/JOH兴 16.16 240.2 关1996FIE/JOH兴 47.8 46.2⫾ 0.4 45.5 46.7 57.5 40.7 CGC CGC A A GCC C 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1979SAL/PEA兴 关1979SUN/SVE2兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 46.1 48.5 47.5 39.1 47.4⫾ 0.3 47.2⫾ 0.1 44.7 48.0 298 298 319 298 311 303 CGC GCC A A 关1995CHI/HOS兴 关1979SAL/PEA兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 关1987STE/MAL, 1947STU兴 关1937RIN/SAY兴 关7379-12-6兴 ⌬ vH 2-methyl-3-hexanone 共296–406兲 41.3 311 A 关1987STE/MAL兴 关564-04-5兴 ⌬ vH ⌬ vH 2,2-dimethyl-3-pentanone 42.3⫾ 0.1 42.3⫾ 0.1 298 298 C C 关1970SEL2兴 关1966WAD兴 关565-80-0兴 ⌬fusH 2,4-dimethyl-3-pentanone 11.2 204.8 关111-71-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H14O Reference 298 ⌬ vH ⌬ vH ⌬ vH C7H14O Method 4-methylcyclohexanol 共323–373兲 65.9 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H14O Tm 共K兲 关na兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H14O Compound 关19269-28-4兴 共321–399兲 39.4 41.6⫾ 0.1 41.5⫾ 0.1 336 298 298 关1996DOM/HEA兴 A C C 关1987STE/MAL, 1973KKY/REP兴 关1970SEL2兴 关1966WAD兴 heptanal 22.89 共313–353兲 共285–428兲 48.7 47.3⫾ 0.1 48.0⫾ 1.3 62.0 关1980DYA/VAS兴 229.3 298 298 298 300 CGC EB 关1995CHI/HOS兴 关1981DYA/KOR兴 关1960NIC, 2003VER/KRA2兴 关1947STU兴 3-methylhexanal J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-306 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H14O C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH 共314–417兲 42.8 329 EB 关1987MIL/FEN兴 关19353-21-0兴 ⌬ vH 3,4-dimethylpentanal 共319–417兲 42.4 334 EB 关1987MIL/FEN兴 关931-94-2兴 ⌬ vH ⌬ vH 1,1-dimethoxycyclopentane 共278–318兲 44.5⫾ 0.3 共307–343兲 46.1 298 325 GS EB 关1998VER/PEN, 2002VER兴 关1994WIB/MOR兴 关106-70-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl hexanoate 共281–331兲 48.4⫾ 0.2 45.2 46.4⫾ 0.1 47.7⫾ 0.1 共313–363兲 47.9 共313–353兲 48.2 47.8⫾ 0.5 48.7⫾ 0.3 48.0⫾ 0.1 共315–383兲 45.3 298 350 325 298 298 298 298 298 298 330 GS 关2008VER/EME兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987AZA兴 关1980FUC/PEA兴 关1977MAN/SEL兴 关1987STE/MAL, 1963ROS/SCH兴 关590-01-2兴 ⌬ vH ⌬ vH butyl propionate 共305–417兲 共305–365兲 49.1 47.4 320 320 A 关1987STE/MAL兴 关1959USA/DEM2, 1984BOU/FRI兴 关3938-95-2兴 ⌬ vH ⌬ vH ⌬ vH ethyl pivalate 共308–429兲 共308–429兲 共308–429兲 39.8⫾ 0.1 36.9⫾ 0.2 33.8⫾ 0.6 41.3⫾ 0.1 320 360 400 298 EB EB EB C 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关1966WAD兴 关108-64-5兴 ⌬ vH ⌬ vH ethyl isovalerate 共301–418兲 共267–407兲 42.8 44.5 316 282 A 关1987STE/MAL兴 关1947STU兴 关540-42-1兴 ⌬ vH isobutyl propionate 共271–410兲 44.9 286 A 关1987STE/MAL, 1947STU兴 关123-92-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH isopentyl acetate 共230–435兲 46.4 共278–305兲 46.8⫾ 0.2 共278–305兲 46.4⫾ 0.2 共308–424兲 44.3 共313–368兲 45.1 300 292 298 323 328 GS GS A 关1999DIA/GUE兴 关1999VER/HEI兴 关1999VER/HEI兴 关1987STE/MAL兴 关1959TER/BRI, 1984BOU/FRI兴 关617-50-5兴 ⌬ vH isopropyl isobutyrate 共257–394兲 43.3 272 A 关1987STE/MAL, 1947STU兴 关107-70-0兴 ⌬ vH 4-methoxy-4-methyl-2-pentanone 共343–423兲 45.0 358 A 关1987STE/MAL兴 关10250-48-3兴 ⌬ vH ⌬ vH methyl tert-butylacetate 共274–313兲 43.9⫾ 0.2 共274–313兲 44.4⫾ 0.2 298 298 GS GS 关2008VER/EME兴 关1996VER/BEC兴 关926-41-0兴 ⌬ vH neopentyl acetate 共301–400兲 49.1 316 A 关1987STE/MAL兴 关625-16-1兴 ⌬ vH ⌬ vH tert-pentyl acetate 共274–308兲 40.3 42.8 298 209 GS CGC 关2008VER/EME兴 关2000MAT/MIR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 CGC CGC GC GCC C A Reference PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-307 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 C7H14O2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共274–308兲 42.8⫾ 0.3 298 GS 关1996VER/BEC兴 关628-63-7兴 ⌬ vH ⌬ vH pentyl acetate 共321–462兲 共329–423兲 48.6⫾ 0.4 43.2 298 344 EB A 关1996STE/CHI兴 关1987STE/MAL兴 关105-66-8兴 ⌬ vH ⌬ vH ⌬ vH propyl butyrate 共390–430兲 共355–416兲 共271–416兲 39.6 42.0 44.3 405 370 286 A 关1995ORT/GAL兴 关1993FAR/WIC兴 关1987STE/MAL, 1947STU兴 关644-49-5兴 ⌬ vH propyl isobutyrate 共267–407兲 50.5 282 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬ vH ethyl 2-methylbutanoate 共288–308兲 64.7 298 GS 关1992VER/BEC兴 关2426-08-6兴 ⌬ vH butyl glycidyl ether 53.3⫾ 0.4 关1987VAN/KAC兴 关7665-72-7兴 ⌬ vH tert-butyl glycidyl ether 50.2⫾ 0.4 关1987VAN/KAC兴 关na兴 ⌬ vH 2,2,4-trimethyl-1,3-dioxane 41.9⫾ 1.2 关4352-98-1兴 ⌬ vH 2-methyl-2-propyl-1,3-dioxolane 共278–313兲 46.3⫾ 0.3 298 GS 关1998VER/PEN, 2002VER兴 关4405-16-7兴 ⌬ vH ⌬ vH 2-methyl-2-isopropyl-1,3-dioxolane 共274–303兲 43.9⫾ 0.2 298 共273–303兲 44.6⫾ 0.2 298 GS GS 关2002VER兴 关1998VER/PEN兴 关3814-55-9兴 ⌬ vH 关共1-methylpropoxy兲methyl兴oxirane 45.2⫾ 1.8 关111-14-8兴 ⌬trsH ⌬fusH heptanoic acid ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H14O3 C7H14O3 C7H14O3 C7H14O3 C7H14O3 Compound 2.04 15.44 共413–453兲 共283–328兲 共283–328兲 共353–393兲 共271–291兲 共351–495兲 69.0 72.5⫾ 0.8 72.9⫾ 0.8 75.7 76.0 72.0⫾ 1.5 68.3 Method 关1967PIH/HEI兴 298 关1987VAN/KAC兴 224.8 265.8 428 306 298 298 266 298 366 Reference 关1996DOM/HEA, 1991LAB/WES兴 GS GS CGC TE A 关2004CLI/RAM兴 关2000VER2兴 关2000VER2兴 关1995CHI/HOS兴 关1982DEK/SCH兴 关1979DEK/OON兴 关1987STE/MAL, 1947STU兴 关33415-52-0兴 ⌬ vH tert-butylperoxymethyloxirane 53.9⫾ 0.4 关20706-25-6兴 ⌬ vH 2-propoxyethylacetate 55.6⫾ 0.1 298 C 关1970KUS/WAD兴 关138-22-7兴 ⌬ vH ⌬ vH 共dl兲 butyl lactate 共391–460兲 共339–456兲 406 354 A 关2005PEN/MUR兴 关1987STE/MAL兴 关763-69-9兴 ⌬ vH 3-ethoxypropionic acid, ethyl ester 共312–446兲 45.5 327 A 关1987STE/MAL兴 关na兴 1-heptene ozonide 49.9 58.7 关1987VAN/KAC兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-308 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H14O3 C7H14O3 C7H14O3 C7H14O3 C7H14O3 C7H14O3 C7H14O3 C7H14O6 C7H14O6 C7H14O6 C7H14O6 C7H14O6 C7H14O6 C7H14O6 C7H14S C7H15Br Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共353–373兲 44.4 C7H15Cl Tm 共K兲 363 Method Reference A 关1987STE/MAL, 1977BOL/MAK兴 关na兴 ⌬ vH 4-共2-hydroxyethyl兲-4-methyl-1,3-dioxane 共329–455兲 51.7 344 A 关1987STE/MAL兴 关na兴 ⌬ vH 3-hydroxypropionic acid, butyl ester 共361–382兲 60.3 371 A 关1987STE/MAL, 1973KKY/REP兴 关5349-56-4兴 ⌬ vH 3-methoxypropionic acid, propyl ester 共323–433兲 47.0 338 A 关1987STE/MAL兴 关14144-39-9兴 ⌬ vH 3-propoxypropionic acid, methyl ester 共323–453兲 46.6 338 A 关1987STE/MAL兴 关557-25-5兴 ⌬ vH 共dl兲 butyric acid, 2,3-dihydroxypropyl ester 共392–449兲 80.4 407 A 关1987STE/MAL兴 关14620-87-2兴 ⌬ vH 2-butoxypropionic acid 共373–473兲 52.8 388 A 关1987STE/MAL, 1973KKY/REP兴 关623-96-1兴 ⌬ vH dipropyl carbonate 共274–318兲 53.2⫾ 0.3 298 GS 关2008KOZ/EME兴 关na兴 ⌬fusH ⌬fusH 1-methoxy-␣-共d兲-glucopyranoside 35.11 436 37.6 424.2 DSC 关2000AGU/GUA兴 关1996SCH兴 关na兴 ⌬fusH 3-methoxy-␣-共d兲-glucopyranoside 41.3 425.6 关1996SCH兴 关na兴 ⌬fusH methyl ␣-共d兲-mannopyranoside 44.7 455.2 关1996SCH兴 关na兴 ⌬fusH methyl-␣-共d兲-glucopyranoside 35.11 436 关2000AGU/GUA兴 关na兴 ⌬fusH methyl--共d兲-glucopyranoside 27.03 384.9 关2000AGU/GUA兴 关na兴 ⌬fusH methyl-␣-共d兲-galactopyranoside 27.95 397.6 关2000AGU/GUA兴 关na兴 ⌬fusH methyl--共d兲-galactopyranoside 33.18 450.9 关2000AGU/GUA兴 关37850-75-2兴 ⌬ vH ⌬ vH ⌬ vH allyl tert-butyl sulfide 共319–339兲 41.9 共319–339兲 43.1 共319–339兲 44.8 332 329 298 关629-04-9兴 ⌬fusH 1-bromoheptane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H15Br Compound 21.76 共341–481兲 共323–363兲 共333–483兲 47.0 50.2 50.8⫾ 0.1 50.4⫾ 0.2 47.5 关1974-04-5兴 ⌬ vH 共dl兲 2-bromoheptane 共333–440兲 45.0 关629-06-1兴 1-chloroheptane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A,EB EB 关1999DYK/SVO兴 关1987STE/MAL, 1962MAC/MAY3兴 关1962MAC/MAY3兴 关1950CRO/SMY兴 214.4 356 298 298 298 348 CGC C C A,E 348 A 关1999DYK/SVO兴 关1995CHI/HOS兴 关1968WAD兴 关1966WAD兴 关1987STE/MAL, 1961LI/ROS兴 关1987STE/MAL, 1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-309 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共326–462兲 共313–353兲 共300–430兲 共307–434兲 45.1 47.9 47.0 46.9 47.7⫾ 0.1 341 298 298 322 298 A,DTA C 关1999DYK/SVO兴 关1995CHI/HOS兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1969KEM/KRE兴 关1968WAD兴 328 A 关1987STE/MAL, 1999DYK/SVO兴 Method CGC Reference 关1001-89-4兴 ⌬ vH 共dl兲 2-chloroheptane 共313–424兲 44.8 关52802-03-6兴 ⌬ vH N-methyl-bis共2-chloropropyl兲amine 共273–333兲 54.6 288 A,GS 关1987STE/MAL, 1948RED/CHA3, 1973KKY/REP兴 关621-68-1兴 ⌬ vH N-propyl-bis共2-chloroethyl兲amine 共273–369兲 56.8 288 A,GS 关1987STE/MAL, 1948RED/CHA3, 1973KKY/REP兴 C7H15Cl2N2O2P 关50-18-0兴 ⌬fusH 2-关bis共2-chloroethyl兲amino兴tetrahydro-2H-1,3,2-oxazophosphorine-2-oxide 33.13 322.6 DSC 关1990DON/DRE兴 C7H15F 关661-11-0兴 ⌬ vH ⌬ vH 1-fluoroheptane 共294–416兲 共287–417兲 40.3 40.8 309 302 A,E 关1999VER2兴 关1987STE/MAL, 1961LI/ROS兴 关4282-40-0兴 ⌬ vH ⌬ vH 1-iodoheptane 共373–513兲 共373–513兲 55.0 47.8 298 388 A,E 关2006BOL/NER, 1961LI/ROS兴 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN兴 关766-09-6兴 ⌬ vH ⌬ vH N-ethylpiperidine 共274–313兲 41.1⫾ 0.6 共274–313兲 40.8⫾ 0.6 294 298 GS GS 关1998VER6兴 关1998VER6兴 关766-80-6兴 ⌬ vH 1-ethylpiperdine 39.4⫾ 0.7 298 C 关2006RIB/CAB6兴 关1484-80-6兴 ⌬ vH 2-ethylpiperdine 42.2⫾ 0.9 298 C 关2006RIB/CAB6兴 C7H15N 关766-17-6兴 ⌬ vH ⌬ vH ⌬ vH cis 2,6-dimethylpiperidine 共295–365兲 39.7⫾ 0.1 330 关2009MOK/RAZ兴 共295–365兲 41.3⫾ 0.1 298 关2009MOK/RAZ兴 42.4⫾ 0.6 298 C 关2006RIB/CAB5兴 Note: Authors indicate that the compound is cis 2,6-dimethylpiperidine; however they give the CAS registry number of 504-03-0 共which does not specify cis or trans isomer兲. C7H15N 关35794-11-7兴 ⌬ vH 3,5-dimethylpiperidine 49.1⫾ 0.6 298 C 关2006RIB/CAB5兴 关1121-92-2兴 ⌬ vH octahydroazocine 共273–313兲 288 A 关1987STE/MAL兴 关3040-44-6兴 ⌬ vH 1-piperidineethanol 64.2⫾ 0.8 298 C 关2006RIB/CAB4兴 关1484-84-0兴 ⌬ vH 2-piperidineethanol 75.2⫾ 0.5 298 C 关2006RIB/CAB4兴 关20845-34-5兴 ⌬ vH 1-methyl-2-piperidinemethanol 68.2⫾ 0.7 298 C 关2006RIB/CAB4兴 关13444-24-1兴 ⌬ vH 1-ethyl-3-piperidinol 75.7⫾ 0.4 298 C 关2006RIB/CAB2兴 关na兴 N,N-dimethyl-tert-butylcarboxamide C7H15Cl C7H15Cl2N C7H15Cl2N C7H15I C7H15N C7H15N C7H15N C7H15N C7H15NO C7H15NO C7H15NO C7H15NO C7H15NO 46.5 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-310 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C7H15NO C7H15NO C7H15NO C7H15NO2 C7H15NO2 C7H15NO2 C7H15NO2 C7H15NO2 C7H15NO4 C7H16 Tm 共K兲 55.1⫾ 0.4 298 ME 关1995ABB/JIM, 1993ABB/JIM兴 298 GS 关1994WEL/VER兴 A 关1954SER/VOI, 1960JON, 1987STE/MAL兴 Method Reference 关1620-14-0兴 ⌬ vH 1-共diethylamino兲-2-propanone 共278–318兲 47.7⫾ 0.3 关628-62-6兴 ⌬subH heptanamide 共enanthamide兲 共345–365兲 99.6 关na兴 ⌬ vH methyl 2-共N,N-dimethylamino兲-2-methylpropanoate 共278–308兲 49.2⫾ 1.0 293 GS 关1992VER/BEC兴 关30220-58-7兴 ⌬ vH lactic acid N-butylamide 共365–433兲 77.4 380 A 关1987STE/MAL兴 关na兴 ⌬ vH lactic acid N-sec-butylamide 共368–418兲 74.6 383 A 关1987STE/MAL兴 关na兴 ⌬ vH lactic acid N-isobutylamide 共388–418兲 73.5 403 A 关1987STE/MAL兴 关2666-93-5兴 ⌬ vH 共d兲 leucine methyl ester 共320–353兲 39.4 366 A 关1987STE/MAL兴 关2114-20-7兴 ⌬subH hexyl carbamate 共291–314兲 96.2⫾ 0.8 GS 关1959DAV/JON兴 关69567-10-8兴 ⌬fusH N-methyl-5-amino-1,5-dideoxy-共d兲-glycopyranose 27.5 425.7 关142-85-5兴 ⌬fusH heptane ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16 ⌬transHm 共kJ mol−1兲 关591-76-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共330–371兲 共328–393兲 共298–363兲 共298–338兲 共278–353兲 共288–348兲 共297–375兲 共313–398兲 共299–372兲 共310–397兲 14.04 182.6 57.9 183 34.7 35.2 36.6 36.1 36.1 36.6⫾ 0.1 35.6⫾ 0.1 34.4⫾ 0.1 33.1⫾ 0.1 36.9 36.55 36.4 36.1 34.5⫾ 0.1 33.2⫾ 0.1 35.4 36.0 32.0 35.5 345 343 298 313 313 298 313 333 353 298 298 303 312 331 350 328 314 371 325 关1994BLU/PRA兴 关1996DOM/HEA兴 B C C C C A C C MM C EB 关1963BON兴 关2002SEG/WIS兴 关2001ORT/GON兴 关1994RUZ/MAJ兴 关1984SIP/WIE兴 关1984MIC/JOS兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979JAK/TZI兴 关1971WIL/ZWO兴 关1967VAN/SOC兴 关1987STE/MAL, 1949FOR/NOR兴 关1947WAD/TOD兴 关1947WAD/TOD兴 关1946THO兴 关1945WIL/TAY兴 关1940PIT兴 关1940SMI兴 2-methylhexane 9.18 共296–365兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 34.6 34.9⫾ 0.1 33.9⫾ 0.1 32.7⫾ 0.1 关1996DOM/HEA兴 154.9 311 298 313 333 A C C C 关1987STE/MAL兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-311 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 353 298 298 306 C 共273–318兲 共291–364兲 31.3⫾ 0.1 34.8 34.8 34.8 关1979MAJ/SVO兴 关1971WIL/ZWO兴 关1961HUF/GRO兴 关1949FOR/NOR兴 关589-34-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-methylhexane 共289–366兲 35.1 35.1⫾ 0.1 34.2⫾ 0.1 32.9⫾ 0.1 31.7⫾ 0.1 35.1 共293–366兲 34.9 304 298 313 333 353 298 308 A C C C C 关1987STE/MAL兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关590-35-2兴 ⌬fusH 2,2-dimethylpentane Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16 C7H16 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16 C7H16 Compound 5.86 298 308 315 323 330 338 348 358 368 292 368 300 298 298 303 关565-59-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2,3-dimethylpentane 共309–371兲 33.0 共208–286兲 35.9 34.3⫾ 0.1 33.4⫾ 0.1 32.2⫾ 0.1 31.1⫾ 0.1 共286–365兲 34.5 共291–364兲 34.4 34.2⫾ 0.1 324 271 298 313 333 353 301 306 298 关108-08-7兴 ⌬fusH 2,4-dimethylpentane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共288–353兲 共284–355兲 共287–354兲 6.85 154 32.7⫾ 0.1 32.3⫾ 0.1 31.9⫾ 0.1 31.5⫾ 0.1 31.0⫾ 0.1 30.6⫾ 0.1 30.0⫾ 0.1 33.3 33.2 32.9⫾ 0.1 298 308 315 323 330 338 348 299 302 298 Reference 关1991ACR兴 148.1 32.4⫾ 0.1 31.8⫾ 0.1 31.4⫾ 0.1 31.0⫾ 0.1 30.5⫾ 0.1 30.1⫾ 0.1 29.4⫾ 0.1 28.8⫾ 0.1 28.1⫾ 0.1 33.2 30.1 32.8 32.4⫾ 0.1 32.2⫾ 0.1 32.6 共277–354兲 共353–483兲 共285–353兲 Method C C C C C C C C C A A C C MM A C C C C A C 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1949FOR/NOR兴 关1947OSB/GIN兴 关1947OSB/GIN兴 关1945WIL/TAY兴 关1999MON/DEL兴 关1987STE/MAL兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1987STE/MAL, 1973KKY/REP兴 关1949FOR/NOR兴 关1947OSB/GIN兴 关1996DOM/HEA兴 C C C C C C C A C 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1987STE/MAL, 1973KKY/REP兴 关1949FOR/NOR兴 关1947OSB/GIN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-312 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H16 Enthalpy 关562-49-2兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16 关617-78-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16 关464-06-2兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16N2O C7H16N2S Compound Temp 共K兲 Range 7.07 共213–281兲 共280–360兲 共287–360兲 共285–360兲 34.8 33.6 33.0⫾ 0.1 33.0 33.2 33.0⫾ 0.1 33.3 Method Reference 138.2 关1996DOM/HEA兴 266 295 298 298 302 298 300 关1987STE/MAL兴 关1987STE/MAL兴 关1981HOS/SCO2兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 C C MM 3-ethylpentane 9.55 共291–368兲 共294–367兲 共308–391兲 35.1⫾ 0.1 34.5⫾ 0.1 34.1⫾ 0.1 33.7⫾ 0.1 33.3⫾ 0.1 32.7⫾ 0.1 32.2⫾ 0.1 35.2 35.2 35.2⫾ 0.1 35.0 34.4 2,2,3-trimethylbutane 2.38 2.2 共284–355兲 共353–483兲 共286–355兲 共296–378兲 32.4 29.9 32 32.3 31.2⫾ 0.1 31.9 关2158-11-4兴 ⌬fusH ⌬fusH 1-hexyl urea 关26536-60-7兴 ⌬fusH 1,3-propylthiourea 关1996DOM/HEA兴 154.6 298 308 315 232 330 338 348 306 298 298 309 323 C C C C C C C A C EB 121 247.7 299 368 298 301 314 311 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY兴 关1941SMI, 1984BOU/FRI兴 关1996DOM/HEA兴 A A C EB 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关1947WAD/TOD兴 关1941SMI兴 22.4 26.5 383 380.2 DSC 关2005HAS/TAJ兴 关1999WEL/DRU兴 22.9 342.6 DSC 关2000DEL/JOZ兴 134.9⫾ 3 132.5⫾ 3.0 298 298 B C 关2000DEL/JOZ兴 关1994TER/PIA兴 107⫾ 3.0 370 ME,TE 关1994TER/PIA兴 关919-94-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH tert-amyl ethyl ether 39.2⫾ 0.4 38.2⫾ 0.2 共318–374兲 35.7 共320–374兲 35.6 298 298 333 335 GS C EB EB 关29072-93-3兴 ⌬fusH propyl tert-butyl ether 9.87 179.6 ⌬ vH C7H16O Tm 共K兲 3,3-dimethylpentane ⌬subH ⌬subH C7H16O ⌬transHm 共kJ mol−1兲 共346–394兲 ⌬ vH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 38.3 298 关UR/VER, 2002VER, 2003VER/KRA兴 关2002VAR/PAS兴 关2002VAR/PAS兴 关1994KRA/GME兴 关2001VAR/DRU, 2004DOR/YAN兴 CGC 关UR/VER, 2002VER, 2003VER/KRA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-313 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH C7H16O 关17348-59-3兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16O 关111-70-6兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共315–370兲 37.2⫾ 0.6 36.6⫾ 0.2 298 298 isopropyl tert-butyl ether 8.46 共305–360兲 共307–360兲 36.2 34.4⫾ 0.6 34.5⫾ 0.2 34.0 Method EB C 关2002VAR/PAS2兴 关2002VAR/PAS2, 2004DOR/YAN兴 关2001VAR/DRU, 2004DOR/YAN兴 184.8 298 298 298 322 Reference CGC EB C EB 关UR/VER, 2002VER, 2003VER/KRA兴 关2002VAR/PAS2兴 关2002VAR/PAS2, 2004DOR/YAN兴 关1994KRA/GME兴 1-heptanol 18.35 18.16 共348–443兲 共283–323兲 共323–373兲 共373–423兲 共258–363兲 共335–450兲 关2003VAN/GAB兴 关1996DOM/HEA兴 239.9 240.4 关2006NAS/NEU兴 关2005ROG/PIS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1992NGU/KAS兴 关1987STE/MAL兴 关1977MAN/SEL兴 关1973WIL/ZWO兴 关1987STE/MAL, 1969KEM/KRE兴 关1935BUT/RAM, 1984BOU/FRI兴 共333–449兲 共336–450兲 共333–425兲 67.1 66.9⫾ 0.4 66.5 66.4 65.2 62.5 66.8⫾ 0.2 65.2 62.6 62.9 298 298 298 298 310 350 298 348 351 348 关543-49-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-heptanol 共275–312兲 共244–338兲 共351–433兲 共357–431兲 共323–433兲 62.1⫾ 0.4 66.1 54.4 51.6 59.8 298 259 366 372 338 关589-82-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-heptanol 共244–333兲 共325–430兲 共263–295兲 共349–430兲 共328–429兲 67.0 60.3 64.7 53.1 59.2 259 340 280 364 343 关589-55-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-heptanol 62.4⫾ 0.3 58.2 53.1 63.1 56.9 298 335 364 297 335 关624-22-6兴 ⌬ vH 2-methyl-1-hexanol 共343–438兲 53.5 390 关1973WIL/ZWO兴 关13231-81-7兴 ⌬ vH 3-methyl-1-hexanol 共353–445兲 57.4 399 关1973WIL/ZWO兴 关818-49-5兴 ⌬ vH 4-methyl-1-hexanol 共348–448兲 62.6 363 关1973WIL/ZWO兴 关625-23-0兴 ⌬ vH ⌬ vH 2-methyl-2-hexanol 共274–306兲 58.6⫾ 0.4 共311–415兲 54.5 298 326 共320–428兲 共349–428兲 共282–320兲 共320–428兲 GS CGC CGC A C DTA GS A A A A A GS A 关2007VER/SCH兴 关1999NGU/BER兴 关1984SAC/MAR兴 关1987STE/MAL, 1975BRA/AND兴 关1973WIL/ZWO兴 关1999NGU/BER兴 关1987STE/MAL兴 关1987STE/MAL, 1979THO/MEA兴 关1984SAC/MAR兴 关1973WIL/ZWO兴 关2007VER/SCH兴 关1987STE/MAL兴 关1984SAC/MAR兴 关1987STE/MAL, 1975CAB/CON2兴 关1973WIL/ZWO兴 关2005ROG/PIS兴 关1987STE/MAL, 1973WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-314 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O C7H16O2 C7H16O2 C7H16O2 C7H16O2 C7H16O2 C7H16O2 C7H16O2 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关627-59-8兴 ⌬ vH 5-methyl-2-hexanol 共348–428兲 49.4 388 关1973WIL/ZWO兴 关617-29-8兴 ⌬ vH 2-methyl-3-hexanol 共323–420兲 55.7 338 关1973WIL/ZWO兴 关597-96-6兴 ⌬ vH 3-methyl-3-hexanol 共323–416兲 53.6 338 关1973WIL/ZWO兴 关623-55-2兴 ⌬ vH 5-methyl-3-hexanol 共275–311兲 59.8⫾ 0.3 298 关6570-87-2兴 ⌬ vH 3,4-dimethyl-1-pentanol 共393–438兲 50.3 388 关1973WIL/ZWO兴 关625-06-9兴 ⌬ vH 2,4-dimethyl-2-pentanol 共328–408兲 49.7 343 关1973WIL/ZWO兴 关3970-62-5兴 ⌬ vH 2,2-dimethyl-3-pentanol 共318–411兲 51.4 333 关1973WIL/ZWO兴 关595-41-5兴 ⌬ vH 2,3-dimethyl-3-pentanol 共318–413兲 53.2 333 关1973WIL/ZWO兴 关600-36-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,4-dimethyl-3-pentanol 51.8 48.8 45.7 共307–412兲 53.6 328 343 358 322 C C C A 关1996WEB/DEF2兴 关1996WEB/DEF2兴 关1996WEB/DEF2兴 关1987STE/MAL, 1973WIL/ZWO兴 关597-49-9兴 ⌬ vH ⌬ vH ⌬ vH 3-ethyl-3-pentanol 共275–311兲 57.3⫾ 0.2 共317–408兲 51.3 共308–416兲 55.2 298 332 323 GS A 关2005ROG/PIS兴 关1987STE/MAL, 1973KKY/REP兴 关1973WIL/ZWO兴 关18371-13-6兴 ⌬ vH 2-methyl-2-ethyl-1-butanol 共358–428兲 55.7 373 关594-83-2兴 ⌬ vH 2,3,3-trimethyl-2-butanol 共298–363兲 48.7 313 MM 关13343-98-1兴 ⌬ vH 1-butoxy-2-methoxyethane 47.8⫾ 0.1 298 C 关1970KUS/WAD兴 关18854-31-4兴 ⌬ vH 1-propoxy-2-ethoxyethane 46.8⫾ 0.1 298 C 关1970KUS/WAD兴 关3459-83-4兴 ⌬ vH 1,3-diethoxypropane 45.9⫾ 0.2 298 C 关1972MAN2兴 关126-84-1兴 ⌬ vH ⌬ vH ⌬ vH 2,2-diethoxypropane 共273–308兲 43.2⫾ 0.4 共273–308兲 43.9 共286–304兲 U28.2 298 298 295 GS GS A,I 关2002VER兴 关1998VER/PEN兴 关1987STE/MAL, 1962STE/DOR兴 关57018-52-7兴 ⌬ vH 1-tert-butoxy-2-propanol 共346–420兲 45.4 361 EB 关2001BER/WIC兴 关141-73-1兴 ⌬ vH 4-methyl-4-methoxy-2-pentanol 共343–423兲 46.6 358 A 关1987STE/MAL, 1973KKY/REP兴 关629-30-1兴 1,7-heptanediol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 GS 关2005ROG/PIS兴 关1973WIL/ZWO兴 关1985WIE/SIP兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-315 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H16O2 C7H16O3 C7H16O3 C7H16O3 C7H16O3 C7H16O3 C7H16O4 C7H16S ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬fusH 21.3 295.2 关1991ACR兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 92.4 96.5⫾ 3.2 93.8 96.2⫾ 1.2 341 298 323 298 关1994PIA/FER, 2006UMN/KWE兴 关1994PIA/FER, 2006UMN/KWE兴 关1990KNA/SAB, 2006UMN/KWE兴 关1990KNA/SAB, 2006UMN/KWE兴 关115-76-4兴 ⌬ vH 2,2-diethyl-1,3-propanediol 共343–380兲 80.2⫾ 0.2 298 关2007VER兴 关6881-94-3兴 ⌬ vH diethylene glycol monopropyl ether 共369–404兲 65.3 384 A 关1987STE/MAL兴 关6881-94-3兴 ⌬ vH 2-共2-propoxyethoxy兲ethanol 共378–495兲 65.7⫾ 0.8 EB 关1996STE/CHI兴 关122-51-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH triethoxymethane 共triethyl orthoformate兲 共293–323兲 49.0 308 47.8⫾ 0.1 298 46.0⫾ 0.8 298 共278–419兲 47.2 293 A C A 关1987STE/MAL兴 关1985MAR/MAN兴 关1971PIH/TUO兴 关1987STE/MAL, 1947STU兴 关4431-82-7兴 ⌬ vH 3,5,7,9-tetraoxaundecane 53.6⫾ 0.7 C 关1969MAN兴 关51452-08-5兴 ⌬ vH tert-pentylperoxyethanol 70.1⫾ 2.5 关1983VAN/KAC兴 关38578-50-6兴 ⌬ vH 3-tert-butyldioxy-1,2-propanediol 88.0⫾ 2.6 关1983VAN/KAC兴 关1639-09-4兴 ⌬fusH 1-heptanethiol Enthalpy C7H16S2 C7H17N C7H17N C7H17N Temp 共K兲 Range 298 298 Method Reference 229.9 关1996DOM/HEA兴 共373–472兲 49.5 50.6⫾ 0.2 45.0 288 298 388 关1999DYK/SVO兴 关1966GOO/DEP, 1966OSB/DOU兴 关1987STE/MAL, 1965DOU/OSB, 1966OSB/DOU兴 关628-00-2兴 ⌬ vH ⌬ vH ⌬ vH 2-heptanethiol 共343–437兲 共343–471兲 共341–443兲 44.1 47.2 44.2 358 360 356 A 关1999DYK/SVO兴 关1999DYK/SVO兴 关1987STE/MAL, 1973KKY/REP兴 关62224-02-6兴 ⌬ vH 1,7-heptanedithiol 共392–526兲 59.0 407 A 关1987STE/MAL, 1973KKY/REP, 1999DYK/SVO兴 关na兴 ⌬ vH tert-butylisopropylamine 共275–299兲 35.7⫾ 1.0 287 关39099-23-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N-butyl isopropylamine 42.1⫾ 0.1 40.9⫾ 0.1 39.9⫾ 0.1 38.7⫾ 0.1 37.6⫾ 0.1 共325–395兲 40.0 298 313 328 343 358 340 C C C C C C 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关111-68-2兴 ⌬ vH ⌬ vH ⌬ vH heptylamine 共323–373兲 共326–430兲 298 341 298 CGC A C 关1995CHI/HOS兴 关1987STE/MAL兴 关1969WAD兴 ⌬ vH ⌬ vH ⌬ vH C7H16S Compound 25.4 共273–345兲 49.9 46.5 50.0⫾ 0.1 A,EB 关1997VER兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-316 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C7H17NO C7H17N3 C7H17O2PS3 C7H17O3P C7H18N2 Enthalpy C7H18N2O C7H18N3 C7H20N4 C8BrF17 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference N-共ethoxymethyl兲diethylamine 共285–400兲 39.6 300 A 关1987STE/MAL兴 关934-98-5兴 ⌬ vH 1-共2-aminoethyl兲-4-methylpiperazine 共298–332兲 64.0⫾ 0.2 298 GS 关2010EFI/EME兴 关298-02-2兴 ⌬ vH O,O-diethyl-S-关共ethylthio兲methyl兴dithiophosphate 共283–387兲 70.8 298 A 关1987STE/MAL, 1973KKY/REP, 1999DYK/SVO兴 关1445-75-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH diisopropyl methylphosphonate 共253–468兲 62.1 共253–468兲 58.9 共253–468兲 57.6 共253–468兲 56.5 共253–468兲 54.2 共253–468兲 52.4 GS GS GS GS GS GS 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关2009BUT/BUC兴 关646-19-5兴 ⌬fusH 1,7-heptanediamine DSC 关2002DAL/DEL兴 253 283 298 313 353 393 36.95 298.5 46.5 288 A 关1987STE/MAL兴 关104-78-9兴 ⌬ vH N,N-diethyl-1,3-propanediamine 共329–443兲 46.4 344 A 关1987STE/MAL兴 关5966-51-8兴 ⌬ vH 1,3-bis共dimethylamino兲-2-propanol 共355–450兲 50.3 370 A 关1987STE/MAL兴 关67727-91-7兴 ⌬ vH N,N-diethyl-2-共1-methylhydrazino兲ethanamine 共283–313兲 61.8 298 A 关1987STE/MAL兴 关4741-99-5兴 ⌬ vH 1,4,8,11-tetraazaundecane 共332–348兲 98.3⫾ 1.3 340 TE 关1983CLA/COR兴 关423-55-2兴 ⌬trsH ⌬fusH 1-bromoperfluorooctane 1.6 12.13 146.4 278.9 关1997VAR/DRU兴 298 关2005DIA/GON兴 ⌬ vH C8Cl4N2 Temp 共K兲 Range 关7352-03-6兴 ⌬ vH ⌬ vH C7H18N2 Compound 关1897-45-6兴 ⌬trsH ⌬fusH ⌬fusH 共273–313兲 共288–332兲 45.6⫾ 0.4 2,4,5,6-tetrachloro-1,3-benzenedicarbonitrile 4.03 423.7 NA 30 526.2 ⌬subH 共363–418兲 109.1 ⌬ vH 共373–403兲 67.0 378 DSC ME,GS GC 关2005RON/GU兴 关1990DON/DRE兴 关1987STE/MAL, 1980DEP兴 关2007GOE/MCC兴 关14533-84-7兴 ⌬ vH trifluoroacetic acid, pentafluorophenyl ester 42.1 C 8F 8O 4 关59483-83-9兴 ⌬ vH carbonoperoxoic acid, O-共pentafluorophenyl兲 O,O-共trifluoromethyl兲 ester 51.8 关1976FAL/DES2兴 C8F16 关335-21-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH perfluoroethylcyclohexane 共308–512兲 37.2 共310–400兲 38.6 38.7⫾ 0.4 共311–411兲 37.1 C 8F 8O 2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 323 298 298 326 关1976HOP/DES兴 A 关1999DYK/SVO兴 关1984BOU/FRI, 1991BAS/SVO兴 关1981VAR/BUL兴 关1987STE/MAL, 1970DYK/VAN, 1959GOO/DOU, 1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-317 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8F16 C8F16 C8F16N2 C8F16O C8F18 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关335-27-3兴 ⌬ vH perfluoro-1,3-dimethylcyclohexane 共308–375兲 37.4 323 关na兴 ⌬ vH cis/trans perfluoro-1,3-dimethylcyclohexane 38.6⫾ 0.1 298 关57682-63-0兴 ⌬ vH 2,2,2-trifluoro-N⬘-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴-N-关2,2,2-trifluoro-1-共trifluoromethyl兲ethylidine兴ethanimidamide 32.8 关1975PET/SHR3兴 关na兴 ⌬ vH perfluoro-2-butyltetrahydrofuran 共383–433兲 34.7 408 关307-34-6兴 ⌬trsH ⌬fusH perfluorooctane ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3.14 9.58 共289–333兲 共437–503兲 共309–378兲 共310–379兲 39.9 32 41.2⫾ 0.8 41.1⫾ 0.1 39.5 关1999DYK/SVO兴 C EST 关1996VAR/DRU兴 关1960YAR/KAY兴 176.5 254.2 关1986STA兴 298 452 298 298 325 关2004DIA/CAC兴 关1999DYK/SVO兴 关1981VAR/BUL兴 关1981VAR/BUL兴 关1987STE/MAL, 1962KRE, 1970DYK/VAN兴 EB C A C8F18N2OS 关66632-47-1兴 ⌬ vH bis共1,1,1,3,3,3-hexafluoro-2-propanaminato兲oxobis共trifluoromethyl兲sulfur 共273–333兲 39.6 288 A 关1987STE/MAL, 1978KIT/SHR, 1999DYK/SVO兴 C8F18N2S 关37826-45-2兴 ⌬ vH S,S-bis共trifluoromethyl兲-N-关2,2,2-trifluoro-1-共trifluoromethyl兲-1-关共2,2,2-trifluoro-1trifluoromethyl兴ethylidine兲amino兴ethyl sulfilimine 共329–373兲 41.1 344 A 关1987STE/MAL, 1972SWI/SHR兴 关308-48-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH bis共nonafluorobutyl兲 ether 共315–374兲 40.3⫾ 0.8 40.7⫾ 0.1 共343–375兲 36.6 共288–313兲 42.2 共374–413兲 56.3 关na兴 ⌬ vH dodecafluoro-1,6-bis共trifluoromethoxy兲hexane 共293–353兲 33.6 323 C8F18O3S 关53517-90-1兴 ⌬ vH bis共1,1,1,3,3,3-hexafluoro-2-共trifluoromethyl兲-2-propanol兲 sulfite 38.7 关1975DEM/KOV兴 C8F20N2S 关65844-11-3兴 ⌬ vH difluoro关1,1,1,3,3,3-hexafluoro-N-关2,2,2-trifluoro-1-共trifluoromethyl兲-ethylidene-2,2-propanediaminato共2-兲-N兴bis共trifluoromethyl兲 sulfur 39.3 390 I 关1978KIT/SHR兴 C8HCl4F11O2 关2923-68-4兴 ⌬ vH 3,5,7,8-tetrachloro-2,2,3,4,4,5,6,6,7,8,8-undecafluorooctanoic acid 共373–553兲 70.6 388 A 关1987STE/MAL, 1957BAR/SEF, 1999DYK/SVO兴 C8HF15O2 关335-67-1兴 ⌬subH perfluorooctanoic acid 共298–318兲 88.9 C8HF16NO 关54181-87-2兴 ⌬ vH 1,1,1,2,3,3,3-heptafluoro-N-关2,2,2-trifluoro-1-关2,2,2-trifluoro-1-共trifluoromethyl兲ethoxy兴ethylidene兴-2-propanamine 36 364 关1975PET/SHR兴 C8HF17 关335-65-9兴 ⌬ vH 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorooctane 共288–332兲 43.4⫾ 0.2 298 关2005DIA/GON兴 关25983-14-6兴 ⌬fusH 2,3,6,7-tetrachloroquinoxaline 29.6 关2000MON/HIL2兴 C8F18O C8F18O2 C8H2Cl4N2 298 298 358 300 389 EB C A A A 关1999DYK/SVO兴 GS 446 关1989VAR/PAS兴 关1989VAR/PAS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1999DYK/SVO兴 关2008BAR/BOT兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-318 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬subH ⌬subH ⌬subH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共347–361兲 105.9⫾ 2.2 106.2⫾ 0.3 108.2⫾ 1.9 298 354 298 Method ME ME ME Reference 关2004MOR/MIR兴 关2000MON/HIL2兴 关2000MON/HIL2兴 关307-99-3兴 ⌬ vH 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluorooctane 共298–323兲 41.1 310 A 关327-76-4兴 ⌬ vH 4-chloro-1,3-bis共trifluoromethyl兲benzene 共275–353兲 48.0 290 关328-72-3兴 ⌬ vH 5-chloro-1,3-bis共trifluoromethyl兲benzene 共275–353兲 46.2 290 C8H3Cl4F3 关328-82-5兴 ⌬ vH 1,1,1-trifluoro-2,2-dichloro-2-共3,4-dichlorophenyl兲ethane 共417–461兲 56.9 432 A 关1987STE/MAL, 1999DYK/SVO兴 C 8H 3F 5O 2 关19220-93-0兴 ⌬ vH acidic acid, pentafluorophenyl ester 共283–322兲 48.1 298 关307-30-2兴 ⌬ vH 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-1-octanol 共350–437兲 53.3 365 A 关1987STE/MAL, 1999DYK/SVO兴 关641-70-3兴 ⌬fusH 3-nitrophthalic anhydride 18.4 436.2 DSC 关1977CAS/VEC兴 关5466-84-2兴 ⌬fusH 4-nitrophthalic anhydride 17.14 388.2 DSC 关1977CAS/VEC兴 关321-31-3兴 ⌬ vH trifluoromethyl 3-chlorophenyl ketone 共366–405兲 52.7 386 关2213-63-0兴 ⌬fusH 2,3-dichloroquinoxaline 24.36 C8H2F16 C8H3ClF6 C8H3ClF6 C8H3F15O C8H3NO5 C8H3NO5 C8H4ClF3O C8H4Cl2N2 ⌬subH ⌬subH ⌬subH C8H4Cl2O2 C8H4Cl2O2 C8H4Cl2O2 C 8H 4F 6 C 8H 4F 6 91.8⫾ 1.1 92.4⫾ 0.4 93.1⫾ 0.9 关1987STE/MAL, 1946FIE/SAY, 1970DYK/VAN, 1999DYK/SVO兴 A A A 关1987STE/MAL, 1946FIE/SAY, 1970DYK/VAN, 1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 关1987STE/MAL, 1999DYK/SVO兴 424.4 DSC 关2000MON/HIL2兴 298 321 298 ME ME ME 关2004MOR/MIR兴 关2000MON/HIL2兴 关2000MON/HIL2兴 关99-63-8兴 ⌬ vH isophthaloyl chloride 共443–550兲 61.5 458 A 关1987STE/MAL, 1999DYK/SVO兴 关88-95-9兴 ⌬ vH phthaloyl chloride 共391–549兲 406 A 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关100-20-9兴 ⌬trsH ⌬fusH terephthaloyl chloride 2.34 21.1 ⌬ vH C8H4Cl3F3 共313–329兲 关1987STE/MAL, 1999DYK/SVO兴 共454–473兲 58.0 56.2 337.3 356.1 463 关1996DOM/HEA兴 A 关1987STE/MAL, 1999DYK/SVO兴 关309-12-6兴 ⌬ vH ⌬ vH 1,1,1-trifluoro-2,2-dichloro-共3-chlorophenyl兲ethane 共387–475兲 49.6 431 共387–474兲 50.4 402 A 关402-31-3兴 ⌬ vH 1,3-bis共trifluoromethyl兲benzene 共275–353兲 42.4 290 A 关1987STE/MAL, 1951POT/SAY, 1970DYK/VAN, 1999DYK/SVO兴 关433-19-2兴 ⌬ vH 1,4-bis共trifluoromethyl兲benzene 共287–390兲 41.8 302 A 关1987STE/MAL, 1951POT/SAY, 1999DYK/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1999DYK/SVO兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-319 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 8H 4N 2 Enthalpy 关91-15-6兴 ⌬fusH Compound Temp 共K兲 Range C 8H 4N 2 C 8H 4N 2O 2 C 8H 4O 2 C 8H 4O 3 C8H5Br3 C8H5Cl2F3 C8H5Cl2N C8H5Cl3O2 C8H5Cl3O3 C8H5Cl5 C8H5F3OS2 C 8H 5F 3O 2S C 8H 5F 3O 3 C 8H 5F 5O Tm 共K兲 Method Reference 1,2-dicyanobenzene 20.0 关1982KAR/SHV兴 414.1 86.9⫾ 1.5 298 GS 关1980SAT/SAK兴 关626-17-5兴 ⌬subH 1,3-dicyanobenzene 90.1⫾ 1.5 298 GS 关1980SAT/SAK兴 关623-26-7兴 ⌬subH ⌬subH 1,4-dicyanobenzene 89.7⫾ 1.8 88.8⫾ 1.5 298 298 ME GS 关1992ACR/TUC兴 关1980SAT/SAK兴 关3729-34-8兴 ⌬subH 1,4-dicyanobenzene di-N-oxide 73.0⫾ 2.0 298 ME 关1992ACR/TUC兴 关6383-11-5兴 ⌬subH benzocyclobutenedione 共304–367兲 U 89.5 336 关85-44-9兴 ⌬fusH ⌬fusH phthalic anhydride ⌬subH C 8H 4N 2 ⌬transHm 共kJ mol−1兲 23.09 22.1 ⌬subH ⌬subH ⌬subH ⌬subH 共313–383兲 共333–403兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共407–558兲 共411–450兲 共303–333兲 共485–557兲 87.9 84.4⫾ 1.2 81⫾ 1 88.4⫾ 1.2 52.1 63.9⫾ 2.5 63.1 65.3⫾ 0.8 54.1 403.3 404.5 关1989ROR/RUT兴 DSC DSC 关1991ACR, 1990DON/DRE兴 关1979DAS/DHA兴 A GS C 关1987STE/MAL, 1972AMI/VAK兴 关1979DAS/DHA兴 关1971BEE/LIN兴 关1946CRO/FEE, 1970COX/PIL, 1960JON兴 A GS 521 关1987STE/MAL兴 关1979DAS/DHA兴 关1952GOT兴 关1946CRO/FEE, 1979DAS/DHA兴 关20MON兴 340.3 关1993OIS/HOR兴 348 388 318 422 422 关24162-65-0兴 ⌬fusH 2,4,5-tribromostyrene 25.1 关309-10-4兴 ⌬ vH 1,1,1-trifluoro-2,2-dichloro-2-phenylethane 共365–446兲 47.2 380 A 关1987STE/MAL, 1999DYK/SVO兴 关40626-45-7兴 ⌬ vH ␣,␣-dichlorophenylacetonitrile 共329–497兲 57.2 344 A 关1987STE/MAL, 1947STU兴 关85-34-7兴 ⌬fusH 2,3,6-trichlorophenylacetic acid 22.43 432.3 DSC 关1991ACR, 1990DON/DRE兴 关93-76-5兴 ⌬fusH 共2,4,5-trichlorophenoxy兲acetic acid 38.0 428.7 DSC 关1991ACR, 1990DON/DRE兴 关606-07-5兴 ⌬ vH pentachloroethylbenzene 共369–572兲 58.8 关4552-64-1兴 ⌬subH 1,1,1-trifluoro-4-共2-thienyl兲-4-mercapto-3-buten-2-one 95.1⫾ 3.7 298 C 关1997RIB/SAN兴 关15788-02-0兴 ⌬subH ⌬subH 1,1,1-trifluoro-4-共2-thienyl兲-4-hydroxy-3-buten-2-one 86.2⫾ 0.6 298 C 86.2⫾ 0.6 298 ME 关1997RIB/SAN兴 关1992RIB/MON兴 关326-90-9兴 ⌬subH 4,4,4-trifluoro-1-共2-furanyl兲-butane-1,3-dione 70⫾ 10 298 关1997RIB/GON兴 关434-45-7兴 2,2,2-trifluoroacetophenone 384 A 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-320 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H5F14OP C8H5NO Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共342–425兲 43.1 C8H5NO2 C8H5NO2 C8H5NO3 C8H5NO3 benzoylnitrile 共292–304兲 78.7⫾ 4.2 298 关1969LEB/DNE, 1977PED/RYL, 1987STE/MAL兴 共318–481兲 52.0 333 28.6 507.2 DSC 关1978CAN兴 356 298 393 ME ME RG 关2006RIB/SAN兴 关2006RIB/SAN兴 关1987STE/MAL, 1956KLO兴 475.7 DSC 关2003MAR/AVI兴 C 关2003MAT/MIR2兴 DSC 关2007MAT/SOU兴 关85-41-6兴 ⌬fusH 关91-56-5兴 ⌬fusH 关4421-09-4兴 ⌬fusH C 8H 6 关1987STE/MAL, 1947STU兴 共347–365兲 共347–365兲 共378–418兲 104.0⫾ 0.4 106.3⫾ 1.3 82.8 1H-indole-2,3-dione 共isatin兲 27.82 118.8⫾ 5.1 5-cyano-1,3-benzodioxole 20.79 298 366.3 90.9⫾ 0.9 298 C 关2007MAT/SOU兴 关3839-22-3兴 ⌬subH 2-cyanobenzoic acid 114.6⫾ 1.3 298 C 关2008RIB/AMA2兴 关1877-72-1兴 ⌬subH 3-cyanobenzoic acid 116.6⫾ 0.9 298 C 关2008RIB/AMA2兴 关619-65-8兴 ⌬subH 4-cyanobenzoic acid 112.8⫾ 0.4 298 关118-48-9兴 ⌬subH ⌬subH isatoic anhydride 关2037-95-8兴 ⌬fusH 2H-1,3-benzoxazine-2,4共3H兲-dione 28.63 500.5 114.2⫾ 2.7 pyridinium dicyanomethylide 共403–433兲 125.4 共403–406兲 125.5⫾ 1.3 关536-74-3兴 ⌬fusH phenylacetylene 关5798-79-8兴 ⌬ vH 关2008RIB/AMA2兴 115.6⫾ 2.8 298 C 关2004MAT/MIR兴 82.7⫾ 2.8 298 C 关2003MAT/MIR2兴 Note: in 关2004MAT/MIR兴 the authors state that an error was made in 关2003MAT/MIR2兴 in converting the enthalpy of sublimation measured at a higher temperature back to 298 K. 关27032-01-5兴 ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H6BrN A phthalimide ⌬subH C 8H 5N 3 关1987STE/MAL, 1999DYK/SVO兴 关613-90-1兴 ⌬subH ⌬subH C8H5NO2 A Reference 关1959EME/SMI兴 ⌬subH C8H5NO2 357 Method ethyl bis共heptafluropropyl兲phosphinite 共303–393兲 41.9 348 ⌬subH ⌬subH ⌬subH C8H5NO2 Tm 共K兲 关na兴 ⌬ vH ⌬ vH C8H5NO2 Compound 共313–416兲 共313–416兲 共313–416兲 共265–291兲 共270–292兲 关2004MAT/MIR兴 298 C 关2004MAT/MIR兴 418 A ME 关1987STE/MAL兴 关1967BOY/GUH, 1970COX/PIL兴 关1982LEB/BYK兴 9.46 228 42.6⫾ 0.1 40.4⫾ 0.1 38.0⫾ 0.2 43.9 45.2 320 360 400 278 281 EB EB EB MM HSA 关2002STE/CHI3兴 关2002STE/CHI3兴 关2002STE/CHI3兴 关1981CHI/HYM兴 关1981CHI/HYM兴 308 A 关1987STE/MAL兴 共dl兲 a-bromophenylacetonitrile 共293–515兲 64.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 DSC PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-321 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H6ClN C8H6ClNO3 C8H6ClNO3 C8H6ClNS2 C8H6Cl2 C8H6Cl2 C8H6Cl2 C8H6Cl2 C8H6Cl2 C8H6Cl2 C8H6Cl2O C8H6Cl2O C8H6Cl2O3 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 关612-13-5兴 ⌬fusH 2-共chloromethyl兲benzonitrile 共300–372兲 20.53 344.2 AC 关2007XU/ZEN兴 关22751-23-1兴 ⌬subH 2-nitrobenzeneacetyl chloride 共296–327兲 103.6 311 TE 关1987STE/MAL, 1947BAL, 1960JON兴 关99-47-8兴 ⌬subH 3-nitrobenzeneacetyl chloride 共299–343兲 109.1 314 TE 关1987STE/MAL, 1947BAL, 1960JON兴 关28908-00-1兴 ⌬fusH 2-共chloromethylthio兲benzothiazole 共80–350兲 17.02 351.1 AC 关2005WAN/TAN2兴 关2123-28-6兴 ⌬ vH ⌬ vH 2,3-dichlorostyrene 共334–508兲 55.4 共334–508兲 54.3 349 349 A 关1999DYK/SVO兴 关1987STE/MAL, 1947STU兴 关2123-27-5兴 ⌬ vH 2,4-dichlorostyrene 共327–498兲 55.0 342 A 关1987STE/MAL, 1970DYK/VAN兴 关1123-84-8兴 ⌬ vH 2,5-dichlorostyrene 共328–500兲 54.3 343 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关28469-92-3兴 ⌬ vH ⌬ vH 2,6-dichlorostyrene 53.8⫾ 1.5 共321–490兲 50.4 298 336 GS A 关2001PUR/CHI兴 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关2039-83-0兴 ⌬ vH 3,4-dichlorostyrene 共330–503兲 53.3 345 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关2155-42-2兴 ⌬ vH 3,5-dichlorostyrene 共326–498兲 55.1 341 A 关1987STE/MAL, 1970DYK/VAN兴 关63024-77-1兴 ⌬ vH 3-共chloromethyl兲benzoyl chloride 共424–464兲 54.7 439 A 关1987STE/MAL, 1999DYK/SVO兴 关876-08-4兴 ⌬ vH 4-共chloromethyl兲benzoyl chloride 共440–466兲 68.3 453 A 关1987STE/MAL, 1999DYK/SVO兴 关94-75-7兴 ⌬fusH ⌬fusH 共2,4-dichlorophenoxy兲acetic acid 32 416.2 35.33 412.5 Enthalpy ⌬subH ⌬subH ⌬subH C8H6Cl2O3 C8H6Cl2O4 C8H6Cl4 C8H6Cl4 Temp 共K兲 Range 共346–387兲 共346–387兲 115⫾ 6 123⫾ 2 125⫾ 3 298 361 298 Reference DSC DSC 关2005VEC/BRU兴 关1990DON/DRE兴 DSC TE TE 关2005VEC/BRU兴 关2005VEC/BRU兴 关2005VEC/BRU兴 关1918-00-9兴 ⌬fusH 3,6-dichloro-2-methoxybenzoic acid 22.9 386.7 DSC 关1991ACR, 1990DON/DRE兴 关7600-50-2兴 ⌬fusH 3,6-dichloro-5-hydroxy-2-methoxybenzoic acid 28.98 409.8 DSC 关1991ACR, 1990DON/DRE兴 关877-08-7兴 ⌬ vH 2,3,4,6-tetrachloro-1-ethylbenzene 共350–543兲 53.6 365 关1987STE/MAL, 1947STU兴 关877-08-7兴 ⌬fusH 3,4,5,6-tetrachloro-1,2-dimethylbenzene 21.46 359.2 ⌬ vH C8H6Cl4 Compound 关877-10-1兴 ⌬fusH 共367–547兲 63.6 382 22.59 368.2 A 关1991ACR兴 A 关1987STE/MAL, 1970DYK/VAN兴 tetrachloro-p-xylene 关1991ACR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-322 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H6F12O3S C8H6F12O4 Enthalpy Temp 共K兲 Range C 8H 6N 2O C8H6N2OS2 C 8H 6N 2O 2 C 8H 6N 2O 2 C 8H 6N 2O 2 C 8H 6N 2O 2 C 8H 6N 2O 2 C 8H 6N 4 C 8H 6N 4 Reference 3,3,4,4,6,6,7,7,9,9,10,10-dodecafluoro-2,5,8,11-tetraoxododecane 22.07 239 1.14 251 DSC 关2005MAR/AVA兴 关253-52-1兴 ⌬fusH 关91-19-0兴 ⌬fusH 关253-82-7兴 ⌬fusH 共300–410兲 关1975DEM/KOV兴 关2005MAR/AVA兴 36.7 phthalazine 13.32 82.3⫾ 2.3 81.1⫾ 0.4 96.7 关1993SAB/PEM兴 364.5 298 298 C C ME 关1995RIB/MAT4兴 关1998SAB/TAB, 1993SAB/PEM兴 关1972MIL兴 quinoxaline 11.8 66.6⫾ 2.0 69.4⫾ 0.6 关1993SAB/PEM兴 305.7 298 298 C C 关1995RIB/MAT4兴 关1993SAB/PEM兴 quinazoline 16.95 关1993SAB/PEM兴 320.9 关1998SAB/TAB, 1993SAB/PEM兴 关1995RIB/MAT4兴 ⌬subH ⌬subH 77.6⫾ 0.5 76.6⫾ 1.4 298 298 C C ⌬ vH 58.9⫾ 2.0 298 CGC 关2009LIP/HAN兴 542.5 DSC 关2000MON/HIL2兴 116.1⫾ 0.6 118.5⫾ 3.1 125.8⫾ 4.0 391 298 298 ME ME C 关2000MON/HIL2兴 关2000MON/HIL2兴 关2000RIB/MAT兴 关119-39-1兴 ⌬subH ⌬subH 1-共2H兲-phthalazinone 共348–368兲 104.4⫾ 0.5 共348–368兲 107.4⫾ 0.5 358 298 ME ME 关2008RIB/CAB2兴 关2008RIB/CAB2兴 关2439-01-2兴 ⌬fusH 6-methyl-1,3-dithiolo关4,5-b兴quinoxalin-2-one 29.92 443.2 DSC 关1990DON/DRE兴 关15804-19-0兴 ⌬subH 2,3-dihydroxyquinoxaline 156.3⫾ 5.5 298 C 关2000RIB/MAT兴 关2433-66-7兴 ⌬subH quinoxaline-1,4-dioxide 112.0⫾ 1.9 298 C 关1997ACR/POW兴 关2518-24-3兴 ⌬subH 3-aminophthalimide 共386–459兲 108.3 401 A 关1987STE/MAL, 1956KLO兴 关3676-85-5兴 ⌬subH 4-aminophthalimide 共444–498兲 135.3 459 A 关1987STE/MAL兴 关6146-52-7兴 ⌬subH 5-nitroindole 共353–375兲 298 ME 关2009RIB/CAB兴 关na兴 ⌬subH monobenzo-1,3␣,4,6␣-tetraazapentalene 共323–373兲 74.9⫾ 2.9 348 关na兴 monobenzo-1,3␣,6,6␣-tetraazapentalene 关1196-57-2兴 ⌬fusH ⌬subH ⌬subH ⌬subH C 8H 6N 2O Method 关485399-48-2兴 ⌬trsH ⌬fusH ⌬subH ⌬subH C 8H 6N 2 Tm 共K兲 bis共1,1,1,3,3,3-hexafluoro-2-methyl-2-propanol兲 sulfite 46.5 ⌬subH ⌬subH ⌬subH C 8H 6N 2 ⌬transHm 共kJ mol−1兲 关53602-64-5兴 ⌬ vH ⌬ vH C 8H 6N 2 Compound 2-hydroxyquinoxaline 32.5 共383–399兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 110.5⫾ 1.0 关1967CHI/SIM兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-323 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 8H 6O C 8H 6O C 8H 6O 2 C 8H 6O 2 C 8H 6O 3 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH 共323–383兲 63.6⫾ 2.9 350 关271-89-6兴 ⌬ vH 2,3-benzofuran 共323–403兲 46.2 338 A 关1987STE/MAL兴 关5101-44-0兴 ⌬ vH 2-ethynylphenol 共300–373兲 33.5 315 A 关1987STE/MAL兴 关1074-12-0兴 ⌬ vH phenyl glyoxal 共348–467兲 59.7 363 A 关1987STE/MAL, 1947STU兴 关87-41-2兴 ⌬ vH phthalide 共368–563兲 59.3 383 A 关1987STE/MAL, 1947STU兴 关120-57-0兴 ⌬subH piperonal 共293–353兲 90.8 323 共310–353兲 共360–536兲 65.7 60.6 331 375 ⌬ vH ⌬ vH C 8H 6O 3 C 8H 6O 4 Compound 关619-66-9兴 ⌬fusH 4-formylbenzoic acid 21.3 关88-99-3兴 ⌬fusH phthalic acid 36.5 ⌬subH C 8H 6O 4 关121-91-5兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH C 8H 6O 4 C 8H 6O 4 关1953SER/VOI, 1960JON, 1987STE/MAL兴 A 关2004CHE/MA兴 463.5 关1999SAB/PER2兴 C 关1999SAB/PER2兴 617.4 DTA 关1999SAB/PER2兴 450 298 508 523 ME C A GS 关2000KOZ/MAK兴 关1999SAB/PER2兴 关1987STE/MAL, 1962KRA/BER兴 关1962KRA/BER, 1970COX/PIL兴 471 298 ME C DTA A GS 关2000KOZ/MAK兴 关1999SAB/PER2兴 关1968LUC/LEW兴 关1987STE/MAL, 1962KRA/BER兴 关1962KRA/BER兴 关1934HIR, 1970COX/PIL兴 298 isophthalic acid 43.2 共424–476兲 共493–563兲 共493–563兲 134.6⫾ 1.6 142.0⫾ 0.7 114.2 106.7⫾ 2.2 关94-53-1兴 ⌬fusH 1,3-benzodioxole-5-carboxylic acid 共piperonylic acid兲 30.5 501.6 共363–377兲 共363–377兲 113.6⫾ 1.1 117.2⫾ 1.8 538 573 408 370 298 ME ME 关2004MAT/MON兴 关2004MAT/MON兴 关2004MAT/MON兴 benzo关b兴thiophene 11.84 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关1953SER/VOI兴 关1987STE/MAL, 1947STU兴 452.2 terephthalic acid 共442–500兲 142.2⫾ 1.5 146.6⫾ 0.5 共568–675兲 139.3⫾ 3.8 共523–633兲 139.2 共523–633兲 131 共392–425兲 U 98.24⫾ 2.5 关95-15-8兴 ⌬fusH Reference 关1967CHI/SIM兴 关100-21-0兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 8H 6S 129.8⫾ 0.6 Method 共349–424兲 共424–498兲 共498–631兲 共310–542兲 共310–542兲 共310–542兲 共310–542兲 关1996DOM/HEA兴 304.5 65.7⫾ 0.2 298 52.1 47.9 45.0 54.3 52.0 49.7 46.2 364 439 513 320 360 400 460 C 关1979SAB兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1991CHI/KNI2兴 关1991CHI/KNI2兴 关1991CHI/KNI2兴 关1991CHI/KNI2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-324 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 8H 6S 2 关492-97-7兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共310–542兲 共310–542兲 43.8 41.2 47.2 42.8 36.1 53.8 500 540 425 505 605 326 关1991CHI/KNI2兴 关1991CHI/KNI2兴 关1981WIE/KOB兴 关1981WIE/KOB兴 关1981WIE/KOB兴 关1981EDW/PRA, 1999DYK/SVO兴 16.5 304.2 关2006TEM/ROU兴 共306–346兲 Tm 共K兲 Method 2,2⬘-bithiophene 86.0⫾ 0.4 85.2⫾ 0.4 283 298 ME ME 关2009RIB/SAN兴 关2009RIB/SAN兴 关3172-56-3兴 ⌬subH ⌬subH 3,3⬘-biothiophene 共301–317兲 88.6⫾ 0.3 共301–317兲 89.2⫾ 0.3 309 298 ME ME 关2009RIB/SAN兴 关2009RIB/SAN兴 关2039-88-5兴 ⌬ vH 2-bromostyrene 共378–543兲 48.7 393 A 关1987STE/MAL, 1970DYK/VAN兴 关2039-82-9兴 ⌬ vH ⌬ vH 4-bromostyrene 共393–420兲 共383–543兲 48.5 49.9 406 398 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关2039-87-4兴 ⌬ vH 2-chlorostyrene 共363–523兲 46.0 378 A 关1987STE/MAL, 1970DYK/VAN兴 关2039-85-2兴 ⌬ vH 3-chlorostyrene 共298–463兲 46.1 313 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关1073-67-2兴 ⌬ vH 4-chlorostyrene 共363–523兲 48.1 378 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关14722-82-8兴 ⌬fusH N-共2-chlorophenyl兲-2-共hydroxyimino兲acetamide 29.7 432.7 DTA C8H7ClN2O2S 关364-98-7兴 ⌬fusH 7-chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide 共diazoxide兲 34.1 600.4 DSC 关2006WAS/HOL兴 C8H7ClO 关532-27-4兴 ⌬subH 2-chloroacetophenone 共278–323兲 90.7 293 TE 关1987STE/MAL, 1947BAL, 1960JON兴 关99-91-2兴 ⌬ vH ⌬ vH 4⬘-chloroacetophenone 共404–623兲 54.0 共395–485兲 50.7 419 410 A 关1987STE/MAL, 1999DYK/SVO兴 关1949DRE/SHR, 1949DRE/MAR, 1984BOU/FRI兴 关103-80-0兴 ⌬ vH phenylacetyl chloride 共321–483兲 56.5 336 A 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关501-53-1兴 ⌬ vH benzyl chloroformate 共293–303兲 38.5⫾ 0.1 298 关2444-36-2兴 ⌬fusH 共2-chlorophenyl兲acetic acid 24.33 367.4 DSC 关2008RIB/FER3兴 关1878-65-5兴 ⌬fusH 共3-chlorophenyl兲acetic acid 22.6 349.8 DSC 关2008RIB/FER3兴 关1878-66-6兴 ⌬fusH 共4-chlorophenyl兲acetic acid 23.57 377.9 DSC 关2008RIB/FER3兴 关na兴 共d兲 o-chloromandelic acid ⌬subH ⌬subH C 8H 6S 2 C8H7Br C8H7Br C8H7Cl C8H7Cl C8H7Cl C8H7ClN2O2 C8H7ClO C8H7ClO C8H7ClO2 C8H7ClO2 C8H7ClO2 C8H7ClO2 C8H7ClO3 共275–291兲 共275–291兲 Reference J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1982CUE/SOL兴 关1990DAV/FIN兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-325 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C8H7ClO3 C8H7ClO3 C8H7ClO3 C8H7ClO3 C8H7ClO3 C8H7ClO3 C8H7ClO3 C8H7Cl2NO C8H7Cl3O3 C8H7FO C8H7FO3 C8H7FO3 C8H7FO3 C8H7FO3 C8H7FO3 C8H7FO3 C 8H 7F 3 C 8H 7N C 8H 7N C 8H 7N ⌬transHm 共kJ mol−1兲 Tm 共K兲 24.69 392.5 关1991CHI/BRA兴 关1991CHI/BRA兴 Method Reference 关10421-85-9兴 ⌬fusH 共dl兲 o-chloromandelic acid 20.08 358.5 关na兴 ⌬fusH 2-chloromandelic acid 23.1 363.5 DSC 关2009HE/ZHU兴 关na兴 ⌬fusH 共R兲 2-chloromandelic acid 24.9 391.3 DSC 关2009HE/ZHU兴 关492-86-4兴 ⌬fusH 共dl兲 p-chloromandelic acid 27.2 394 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 p-chloromandelic acid 23.01 394 关1991CHI/BRA兴 关122-88-3兴 ⌬fusH 4-chlorophenoxyacetic acid 36.27 429.6 关19463-48-0兴 ⌬fusH DSC 关1990DON/DRE兴 5-chloro-4-hydroxy-3-methoxybenzaldehyde 39.4 442.6 DSC 关2000LAR/LER兴 关1918-18-9兴 ⌬fusH methyl-3,4-dichlorophenylcarbamate 23.19 381.4 DSC 关1990DON/DRE兴 关2539-26-6兴 ⌬ vH 3,4,5-trichloro-2,6-dimethoxyphenol 共293–323兲 77.4 308 CGC 关1999LEI/WAN2兴 关450-95-3兴 ⌬ vH 2-fluoroacetophenone 共273–333兲 62 288 A,GS 关1987STE/MAL, 1948RED/CHA4, 1999DYK/SVO兴 关395-05-1兴 ⌬fusH 共dl兲 m-fluoromandelic acid 24.69 370 关1991CHI/BRA, 1994LAR/MAR兴 关na兴 ⌬fusH 共d兲 m-fluoromandelic acid 24.27 394 关1991CHI/BRA兴 关389-31-1兴 ⌬fusH 共dl兲 o-fluoromandelic acid 30.12 390 关1991CHI/BRA, 1994LAR/MAR兴 关na兴 ⌬fusH 共d兲 o-fluoromandelic acid 20.92 363 关1991CHI/BRA兴 关395-33-5兴 ⌬fusH 共dl兲 p-fluoromandelic acid 29.29 403 关1991CHI/BRA, 1994LAR/MAR兴 关na兴 ⌬fusH 共d兲 p-fluoromandelic acid 30.54 426 关1991CHI/BRA兴 关21249-93-4兴 ⌬ vH 1,1,1-trifluoro-2-phenylethane 共273–313兲 46.1⫾ 0.3 298 GS 关1997SCH/VER兴 关140-29-4兴 ⌬ vH ⌬ vH ⌬ vH benzylcyanide 共283–328兲 共283–328兲 共333–507兲 60.1⫾ 0.7 60.5⫾ 0.7 54.8 306 298 348 GS GS A 关2000VER兴 关2000VER兴 关1987STE/MAL, 1947STU兴 关620-22-4兴 ⌬ vH 2-tolunitrile 共309–479兲 50.8 324 A 关1987STE/MAL, 1947STU兴 关104-85-8兴 ⌬ vH 4-tolunitrile 共315–491兲 48.0 330 A 关1987STE/MAL, 1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-326 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 8H 7N C 8H 7N Enthalpy Compound Temp 共K兲 Range 关10468-64-1兴 ⌬ vH 2-tolylisocyanide 共298–457兲 关120-72-9兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH indole 共275–291兲 共275–291兲 共291–319兲 共275–303兲 共283–301兲 共283–328兲 ⌬transHm 共kJ mol−1兲 ⌬ vH C8H7NO C8H7NO2 C8H7NO3 C8H7NO4 C8H7NO4 C8H7NO4 C8H7NO4 C8H7NO4 C8H7NO4 C8H7NO4 C8H7NO4 C8H7NO5 C8H7NO5 Reference 313 A 关1987STE/MAL, 1947STU兴 78.4⫾ 1.4 77.6⫾ 1.1 75.0 77.8⫾ 1.6 70.0 74.9 283 298 305 289 292 305 ME ME A ME 关2008RIB/CAB3兴 关2008RIB/CAB3兴 关1987STE/MAL兴 关1974ARS兴 关1955AIH2兴 关1954SER/VOI, 1960JON兴 GC 关1996GOV/RUT兴 A 关1987STE/MAL兴 DSC 关2006MAT/MIR兴 298 C 关2006MAT/MIR兴 关3173-56-6兴 ⌬ vH benzyl isocyanate 共333–393兲 关5466-88-6兴 ⌬fusH 2H-1,4-benzoxazin-3共4H兲-one 22.8 42.3 106.4⫾ 3.0 348 445.6 关577-59-3兴 ⌬ vH 2⬘-nitroacetophenone 共293–333兲 103.6 308 A 关1987STE/MAL兴 关121-89-1兴 ⌬subH 3⬘-nitroacetophenone 共293–343兲 110 308 A 关1987STE/MAL兴 关16498-20-7兴 ⌬fusH 2,3-dihydro-6-nitro-1,4-benzodioxin 24.27 394 DSC 关2008MAT/SOU2兴 298 C 关2008MAT/SOU2兴 关606-27-9兴 ⌬ vH 2-nitrobenzoic acid, methyl ester 共423–453兲 56.1 438 A 关1987STE/MAL兴 关610-69-5兴 ⌬ vH 共2-nitrophenyl兲 acetate 共373–526兲 71.1 388 A 关1987STE/MAL, 1947STU兴 关1975-50-4兴 ⌬subH 2-methyl-3-nitrobenzoic acid 119.5⫾ 2.3 298 ME 关2001MON/HIL3兴 关13506-76-8兴 ⌬subH 2-methyl-6-nitrobenzoic acid 120.0⫾ 2.2 298 ME 关2001MON/HIL3兴 关5437-38-7兴 ⌬subH 3-methyl-2-nitrobenzoic acid 124.4⫾ 2.7 298 ME 关2001MON/HIL3兴 关3113-71-1兴 ⌬subH 3-methyl-4-nitrobenzoic acid 119.3⫾ 2.5 298 ME 关2001MON/HIL3兴 关96-98-0兴 ⌬subH 4-methyl-3-nitrobenzoic acid 118.6⫾ 2.5 298 ME 关2001MON/HIL3兴 关3113-72-2兴 ⌬subH 2-methyl-3-nitrobenzoic acid 118.7⫾ 2.2 298 ME 关2001MON/HIL3兴 关4920-80-3兴 ⌬subH ⌬subH 3-methoxy-2-nitrobenzoic acid 共398–410兲 136.6⫾ 1.3 141.9⫾ 1.3 404 298 ME ME 关1999RIB/MAT兴 关1999RIB/MAT兴 关89-41-8兴 ⌬subH ⌬subH 4-methoxy-3-nitrobenzoic acid 共387–401兲 126.5⫾ 0.8 131.2⫾ 0.8 394 298 ME ME 关1999RIB/MAT兴 关1999RIB/MAT兴 ⌬subH C8H7NO4 Method 48.5 57.3 ⌬subH C8H7NO3 Tm 共K兲 100.6⫾ 1.2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-327 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H7NO5 C8H7NS C8H7NS C 8H 7N 3O 2 C 8H 7N 3O 6 C 8H 7N 3O 6 Enthalpy Compound Temp 共K兲 Range C 8H 8 ME ME 关622-78-6兴 ⌬ vH benzyl isothiocyanate 共352–516兲 62.2 367 A 关1987STE/MAL, 1947STU兴 关120-75-2兴 ⌬ vH 2-methylbenzothiazole 共343–499兲 61.3 358 A 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 关1660-15-7兴 ⌬subH 3,6-diaminophthalimide 共461–508兲 98.5 476 A 关1987STE/MAL, 1956KLO兴 关38677-56-4兴 ⌬subH 2,2,2-trinitro-1-phenylethane 共293–308兲 84.1⫾ 0.4 301 ME 关632-92-8兴 ⌬fusH 3-methyl-2,4,6-trinitrotoluene 38.49 455.4 共319–411兲 关4732-14-3兴 ⌬subH ⌬subH 2,4,6-trinitrophenetole 共352–364兲 79.0 120.5⫾ 2.1 共342–351兲 C 8H 8 120.5 关1972PEP/MAT, 1977PED/RYL, 1987STE/MAL兴 关1919BEL/SAW兴 DSC ME 关1990HWA/YOS兴 关1987STE/MAL, 1978CUN/PAL兴 DSC 关1990HWA/YOS兴 358 A 关1987STE/MAL兴 关1950NIT/SEK3, 1970COX/PIL兴 346 A 关1987STE/MAL兴 2,4,6,-trinitro-N-共nitromethyl兲-m-toluidine 19.33 375.6 DSC 关1996DOM/HEA, 1973KRI/LIC兴 关6052-13-7兴 ⌬fusH 2,4,6-N-tetranitro-N-ethylaniline 23.51 369 DSC 关1996DOM/HEA, 1973KRI/LIC兴 关277-10-1兴 ⌬trsH ⌬fusH cubane AC 关1992WHI/WAS兴 ⌬subH ⌬subH AC+ CGC 关2004BAS/CHI兴 ME 关1966KYB/CAR, 1970COX/PIL, 1987STE/MAL, 2003DIK/FRE兴 Note: in Ref. 关2003DIK/FRE兴 the authors state that the value of 80.3 kJ/ mole from 关1966KYB/CAR兴 pertains to the average temperature and not to 298 K. The authors give a value of 79.1⫾ 1.7 for the 298 K value 关629-20-9兴 ⌬fusH ⌬ vH ⌬ vH C 8H 8 365 关1999RIB/MAT兴 关1999RIB/MAT兴 关43072-20-4兴 ⌬fusH 5.94 8.7 共239–262兲 394 404.9 55.2⫾ 2.0 80.3⫾ 1.6 298 298 44.6⫾ 0.8 298 CGC 关2004BAS/CHI兴 cyclooctatetraene 11.25 ⌬subH C 8H 8 122.6 129.8⫾ 1.1 87.9 ⌬ vH C 8H 8 Reference 395 298 ⌬ vH C 8H 7N 5O 8 Method 3-methoxy-4-nitrobenzoic acid 共388–402兲 126.1⫾ 1.1 131.0⫾ 1.1 ⌬ vH C 8H 7N 5O 8 Tm 共K兲 关5081-36-7兴 ⌬subH ⌬subH ⌬subH ⌬subH C 8H 7N 3O 7 ⌬transHm 共kJ mol−1兲 B 关1949SCO/GRO兴 288 298 A 关1987STE/MAL兴 关1949SCO/GRO兴 54.4 共273–348兲 43.9 43.1 关1996DOM/HEA兴 268.5 关500-24-3兴 ⌬ vH bicyclo关2.2.2兴octa-2,5,7-triene 42.9⫾ 0.1 298 C 关1985KUS兴 关16607-77-5兴 ⌬ vH 1,5,7-octatriene-3-yene 共313–429兲 35.1 328 A 关1987STE/MAL兴 关100-42-5兴 styrene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-328 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 10.96 242.3 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共245–334兲 共334–419兲 共306–333兲 共303–417兲 共285–333兲 共306–389兲 共245–357兲 42.5 41.5 42.5 43.1 43.9 43.5⫾ 0.4 40.2 43.2 Method Reference 关1996DOM/HEA兴 260 349 319 318 298 298 348 298 A A 关1987STE/MAL兴 关1987STE/MAL兴 关1959CHA/VAN兴 关1955DRE/MAR兴 关1946PIT/GUT兴 关1946PIT/GUT兴 关1942BUR兴 关1939PAT/SCH兴 298 C 关2007PAS/KUZ兴 关116316-76-8兴 ⌬ vH 1-cyclopropyl-1,3-pentadiene 51.9⫾ 0.1 C8H8BrCl2O3PS 关2104-96-3兴 ⌬fusH O-共4-bromo-2,5-dichlorophenyl兲 O,O-dimethylphosphorothioate 31.15 325.3 DSC 关1990DON/DRE兴 C8H8BrNO 关103-88-8兴 ⌬fusH ⌬fusH 4-bromoacetanilide C 8H 8 C8H8Br2 C8H8Br2 C8H8Br2 C8H8ClNO2 C8H8Cl2 C8H8Cl2 C8H8Cl2 C8H8Cl2 C8H8Cl2 C8H8Cl2 C8H8Cl2 C8H8Cl2 C8H8Cl2O2 26.0 25.8 关2009BAR/ESP兴 关2004VEC/CAT兴 440.3 441.2 ⌬subH 110⫾ 4 298 Fus+ Vap 关2009VEC/TOM兴 ⌬ vH ⌬ vH 78⫾ 2 77⫾ 1 480 460 TGA TGA 关2009VEC/TOM兴 关2009VEC/TOM兴 A 关93-52-7兴 ⌬ vH 共1,2-dibromoethyl兲benzene 共359–527兲 64.9 374 关91-13-4兴 ⌬fusH ␣,␣⬘-dibromo-o-xylene 26.78 368.2 关1991ACR兴 关626-15-3兴 ⌬fusH ␣,␣⬘-dibromo-m-xylene 23.69 350.2 关1991ACR兴 关3942-54-9兴 ⌬fusH N-methyl-2-chlorophenylcarbamic acid ester 21.81 362.7 关1124-05-6兴 ⌬ vH 2,5-dichloro-1,4-dimethylbenzene 共393–573兲 52.7 408 A 关1987STE/MAL, 1970DYK/VAN, 1999DYK/SVO兴 关54484-61-6兴 ⌬ vH 2,5-dichloro-1,4-dimethylbenzene 共319–495兲 48.9 334 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关54484-63-8兴 ⌬ vH 2,5-dichloro-1,4-dimethylbenzene 共311–490兲 46.0 326 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关6623-59-2兴 ⌬ vH 3,4-dichloro-1-ethylbenzene 共320–500兲 49.3 335 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关93-52-7兴 ⌬ vH 1,4-bis共chloromethyl兲benzene 共412–504兲 50.8 427 关1999DYK/SVO兴 关612-12-4兴 ⌬fusH ␣,␣⬘-dichloro-o-xylene 21.26 328.2 关1991ACR兴 关626-16-4兴 ⌬fusH ␣,␣⬘-dichloro-m-xylene 19.51 307.2 关1991ACR兴 关623-25-6兴 ⌬fusH ␣,␣⬘-dichloro-p-xylene 23.97 373.2 关1991ACR兴 关120-67-2兴 2-共2,4-dichlorophenoxy兲ethanol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 DSC 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关1990DON/DRE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-329 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H8Cl2O2 C8H8Cl2O3 C8H8Cl2O3 C8H8Cl3O3PS Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共484–560兲 65.1 关na兴 ⌬ vH 3,5-dichloro-2,6-dimethoxyphenol 共293–323兲 70.4 308 CGC 关1999LEI/WAN2兴 关6597-78-0兴 ⌬fusH methyl 3,6-dichloro-2-methoxybenzoate 18.49 304.6 DSC 关1990DON/DRE兴 关299-84-3兴 ⌬fusH O,O-dimethyl-O-共2,4,5-trichlorophenyl兲thiophosphate 18.94 313 DSC 关6705-03-9兴 ⌬fusH 关2840-26-8兴 ⌬fusH 关74165-74-5兴 ⌬fusH 关2486-69-3兴 ⌬fusH ⌬subH ⌬subH C 8H 8N 2 C 8H 8N 2O 2 C 8H 8N 2O 2 C 8H 8N 2O 2 C 8H 8N 2O 2 C 8H 8N 2O 2 C 8H 8N 2O 2 关1959MCD/SHR, 1984BOU/FRI兴 关1999DYK/SVO, 1987STE/MAL兴 关1991ACR, 1990DON/DRE兴 ⌬subH ⌬subH C8H8NO3 A Reference DSC ⌬subH ⌬subH C8H8NO3 499 Method 1,4-dichloro-2,5-dimethoxybenzene 27.56 403.9 ⌬subH ⌬subH C8H8NO3 Tm 共K兲 关2675-77-6兴 ⌬fusH ⌬ vH C8H8NO3 Compound 共298–373兲 56.8 A 关1987STE/MAL兴 DSC 关2010MON/ALM兴 ME ME 关2010MON/ALM兴 关2010MON/ALM兴 DSC 关2010MON/ALM兴 ME ME 关2010MON/ALM兴 关2010MON/ALM兴 DSC 关2010MON/ALM兴 ME ME 关2010MON/ALM兴 关2010MON/ALM兴 DSC 关2010MON/ALM兴 384 298 ME ME 关2010MON/ALM兴 关2010MON/ALM兴 313 2-amino-5-methoxybenzoic acid 22.88 425 共353–375兲 共353–375兲 116.9⫾ 0.8 119.3⫾ 0.8 364 298 3-amino-4-methoxybenzoic acid 25.34 477.9 共380–399兲 共380–399兲 127.4⫾ 0.8 130.7⫾ 0.8 389 298 3-amino-5-methoxybenzoic acid 22.4 456.9 共380–400兲 共380–400兲 132.8⫾ 1.0 136.1⫾ 1.0 390 298 4-amino-3-methoxybenzoic acid 25.27 462.4 共373–395兲 共373–395兲 128.9⫾ 1.2 132.0⫾ 1.2 关1990DON/DRE兴 关615-15-6兴 ⌬trsH ⌬fusH 2-methylbenzimidazole 0.59 20.49 383.9 451.4 DSC 关2002DOM/KOZ兴 关32692-19-6兴 ⌬subH 5-nitroindoline 共338–360兲 298 ME 关2009RIB/CAB兴 关122-96-3兴 ⌬ vH 1,4-bis共2-hydroxyethyl兲piperazine 共413–507兲 67.8⫾ 5.3 关88-96-0兴 ⌬subH 1,2-benzenedicarboxamide 57.3⫾ 4.2 ME 关1972HAM/WIT, 1977PED/RYL兴 关1740-57-4兴 ⌬subH 1,3-benzenedicarboxamide 54.4⫾ 4.2 ME 关1971HAM/WIT, 1977PED/RYL兴 关3010-82-0兴 ⌬subH 1,4-benzenedicarboxamide 共373–498兲 57.3⫾ 4.2 关1769-41-1兴 ⌬fusH 2-共hydroxyimino兲-N-phenylacetamide 10.4 453.1 109.8⫾ 0.8 关1998ABD/MEI兴 关1972HAM/WIT兴 DTA 关1982CUE/SOL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-330 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 8H 8N 2O 3 C 8H 8O Enthalpy C 8H 8O C 8H 8O 2 C 8H 8O 2 C 8H 8O 2 C 8H 8O 2 关98-86-2兴 ⌬trsH ⌬fusH acetophenone C 8H 8O 2 共360–520兲 共360–520兲 共360–520兲 共360–520兲 共360–520兲 共360–520兲 共343–383兲 共343–383兲 共343–383兲 共375–603兲 共383–437兲 共310–476兲 Tm 共K兲 44.0 488 1.36 16.65 289.7 292.7 Method A Reference 关1987STE/MAL兴 关2006SED/MAI兴 关1911LOU/DUP, 2006SED/MAI兴 55.4⫾ 0.4 52.6⫾ 0.4 50.1⫾ 0.3 47.5⫾ 0.3 45.0⫾ 0.4 42.2⫾ 0.4 53.4 52.7 57.9 49.7 41.9 51.2 298 340 380 420 460 500 298 298 298 390 398 325 EB EB EB EB EB EB CGC CGC CGC A GS,EB 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1996STE/CHI兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1965COL/COU兴 关1947STU兴 关496-14-0兴 ⌬ vH 2,5-dihydrobenzo-3,4-furan 共285–510兲 53.7⫾ 0.4 298 EB 关1996STE/CHI3兴 关122-78-1兴 ⌬ vH ⌬ vH phenylacetaldehyde 共293–343兲 59.8⫾ 0.3 共283–333兲 54.5 298 298 GS A 关2007EME/DAB兴 关1987STE/MAL兴 关493-09-4兴 ⌬ vH ⌬ vH ⌬ vH 1,4-benzodioxan 67.4⫾ 1.7 50.4 50.4 298 415 C A 关2008MAT/SOU2兴 关1987STE/MAL兴 关1958CAS/FLE2兴 关104-57-4兴 ⌬ vH benzyl formate 共298–357兲 51.6 313 A 关1987STE/MAL兴 关118-93-4兴 ⌬fusH 2⬘-hydroxyacetophenone 13.0 DSC 关2008BER/MIN兴 C A 关2008BER/MIN兴 关1987STE/MAL兴 关1986BAL/GNA兴 共400–486兲 共369–491兲 58.3⫾ 0.3 58.3 50.2 278.5 298 384 关121-71-1兴 ⌬fusH 3⬘-hydroxyacetophenone 23.4 366.7 DSC 关2005CHE/TAN兴 关99-93-4兴 ⌬fusH ⌬fusH 4⬘-hydroxyacetophenone 18.08 17.0 382.8 381.3 DSC 关2008BER/PIE兴 关2005CHE/TAN兴 ⌬subH C 8H 8O 2 ⌬transHm 共kJ mol−1兲 2⬘-nitroacetanilide 共473–593兲 ⌬ vH ⌬ vH ⌬ vH C 8H 8O 2 Temp 共K兲 Range 关552-32-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 8H 8O Compound 共320–349兲 95.7 335 A 关123-11-5兴 ⌬ vH ⌬ vH ⌬ vH 4-methoxybenzaldehyde 共348–521兲 58.4 共283–323兲 60.4 共346–521兲 57.1 363 298 361 A,EB A A 关93-58-3兴 ⌬fusH ⌬fusH ⌬fusH methyl benzoate 共5–320兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 14.8 14.83 13.9 260.8 260.8 261 AC 关1987STE/MAL, 1960AIH兴 关1985SCH/BRU兴 关1987STE/MAL, 1955SER/VOI兴 关1987STE/MAL, 1947STU兴 关2002BLO/PAU兴 关1998MAK/KAB兴 关1978DOZ/FUJ兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-331 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 8H 8O 2 关118-90-1兴 ⌬fusH ⌬subH ⌬subH C 8H 8O 2 C 8H 8O 2 关99-04-7兴 ⌬fusH C 8H 8O 2 C 8H 8O 2 C 8H 8O 2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共358–517兲 共358–517兲 共358–517兲 共358–517兲 51.1⫾ 0.2 48.5⫾ 0.2 45.8⫾ 0.2 43.0⫾ 0.4 57.2⫾ 0.1 53.4 53.8 54.7 50.7 48.3 53.9 49.7 55.6⫾ 0.1 52.8 360 400 440 480 303 298 298 298 379 410 298 388 298 363 共313–353兲 共313–363兲 共433–473兲 共334–428兲 共334–428兲 共283–323兲 共373–533兲 共341–433兲 2-methylbenzoic acid 20.17 共297–337兲 95.9⫾ 0.1 137.7⫾ 0.5 3-methylbenzoic acid 15.73 Method EB EB EB EB C CGC CGC CGC BG BG A A C BG 298 ME DSC 97.0⫾ 0.3 298 ME ⌬ vH 共473–533兲 62.8 503 A 4-methylbenzoic acid 22.72 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关1998MAK/KAB兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1988KAT2兴 关1988KAT2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1972COL/LAY兴 关1971HAL/BAL兴 关1986COL/JIM兴 关1983HOL兴 关1991ACR兴 381.9 共303–323兲 关99-94-5兴 ⌬fusH Reference 关1991ACR兴 376.9 ⌬subH 关1986COL/JIM兴 关1987STE/MAL, 1970MUL/GAL兴 关1991ACR兴 452.8 共320–337兲 共318–337兲 98.6⫾ 0.6 98.8⫾ 0.3 298 298 ME ME 关2004MON/ALM兴 关1986COL/JIM兴 关122-79-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH phenyl acetate 共313–363兲 共433–473兲 共313–353兲 共311–469兲 53.3 53.6 53.1 51.7 298 298 298 326 CGC CGC CGC A 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987STE/MAL, 1947STU兴 关103-82-2兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH phenylacetic acid ⌬subH ⌬subH C 8H 8O 2 Compound 32.0 NA DSC 关2003SHA/KAN兴 15.2 349.2 关2002GRA/RAS兴 16.5 350.8 关2001MON/HIL兴 14.49 349.9 DSC 关1991ACR兴 Note: There is a large discrepancy between the value of 32.0 kJ/ mole and the other reported literature values. Reference 关2003SHA/KAN兴 quotes a literature value of 32.0 kJ/ mole; however, the authors do not provide the source of the cited literature value. ⌬subH ⌬subH ⌬subH 共307–339兲 共305–321兲 共305–321兲 93.5⫾ 0.3 98.6⫾ 0.4 99.0⫾ 0.6 298 313 298 GS ME ME 关2004ROU/TEM兴 关2001MON/HIL兴 关2001MON/HIL兴 ⌬ vH ⌬ vH 共353–392兲 共370–539兲 79.1⫾ 0.3 65.0 298 385 GS A 关2004ROU/TEM兴 关1987STE/MAL兴 关1927COO/COO, 1960JON, 1987STE/MAL兴 关137-18-8兴 ⌬subH 2,5-dimethyl-1,4-benzoquinone 共273–293兲 77.0 283 QF 关7145-99-5兴 ⌬ vH 5-methyl-1,3-benzodioxole 54.9⫾ 1.2 298 C 关2007MAT/SOU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-332 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 8H 8O 2S Enthalpy 关5535-48-8兴 ⌬fusH Compound Temp 共K兲 Range phenyl vinyl sulfone 11.72 ⌬subH C 8H 8O 3 C 8H 8O 3 C 8H 8O 3 C 8H 8O 3 C 8H 8O 3 C 8H 8O 3 关1969MAC/MCN兴 343.4 82⫾ 2.5 Reference B 关1969MAC/MCN, 1969MAC/MCN2, 1977PED/RYL兴 关1984NUR/MEK兴 关na兴 ⌬fusH 1-cyclohexene-1,2-dicarboxylic acid anhydride 共80–360兲 11.88 343.5 AC 关2004LU/TAN兴 关25326-19-6兴 ⌬trsH ⌬trsH ⌬fusH 5,6-dioxycarbony关2.2.1兴bicyclohept-2-ene 0.9 323.6 8.7 342.4 3.6 388.4 关1987CUR/ASR兴 关99-76-3兴 ⌬fusH ⌬fusH 4-hydroxybenzoic acid, methyl ester 25.3 399.2 24.31 398.5 共303–327兲 共446–517兲 关1999GIO/BET兴 关1990MAN/AHU兴 298 GS TGA 关2005PER/ROD兴 关2002CHA/DOL兴 83.1 81.5 298 461 CGC A 关2005TEM/ROU兴 关1987STE/MAL兴 U56.2 52.3 59.9 58.7 56.9 298 GC TG,DTA A A A 关2005HOS/GRY兴 关2001CHE/HUA兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 A 关1987STE/MAL兴 DSC 关2008SIN/DAS兴 关2008TEM/ROU兴 methyl salicylate 共333–433兲 关148-53-8兴 ⌬subH 2-hydroxy-3-methoxybenzaldehyde 共282–303兲 54.1 292.5 关121-33-5兴 ⌬fusH ⌬fusH 4-hydroxy-3-methoxybenzaldehyde 共vanillin兲 22.35 NA 22.4 355.4 共327–497兲 共329–496兲 共288–333兲 DSC 98.8⫾ 0.8 77.1 关119-36-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 342 344 303 ⌬subH 共293–353兲 88.7 323 ⌬ vH ⌬ vH 共353–463兲 共380–558兲 66.9 66.9 298 395 GC A 关2005HOS/GRY兴 关1987STE/MAL, 1947STU兴 374.6 DSC 关2008PER/VOL兴 110.7⫾ 0.8 101.2 104.7⫾ 0.3 90.8⫾ 0.4 90.9 298 333 298 360 360 GS A ME GS GS 关2008PER/VOL兴 关1987STE/MAL兴 关1978COL/JIM兴 关1973MAL/GIG, 1987STE/MAL兴 关1954DAV/JON, 1960JON兴 91.8 298 Sub-Fus 关2008PER/VOL兴 378.7 DSC 关2008PER/VOL兴 298 298 GS ME 关2008PER/VOL兴 关1987STE/MAL, 1978COL/JIM兴 关579-75-9兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 2-methoxybenzoic acid 24.0 共309–363兲 共318–353兲 共353–368兲 共353–368兲 ⌬ vH C 8H 8O 3 Method cis 4-cyclohexene-1,2-dicarboxylic acid anhydride 共325–525兲 53.1⫾ 0.1 ⌬ vH ⌬ vH C 8H 8O 3 Tm 共K兲 关935-79-5兴 ⌬ vH ⌬subH ⌬subH C 8H 8O 3 ⌬transHm 共kJ mol−1兲 关586-38-9兴 ⌬fusH ⌬subH ⌬subH 3-methoxybenzoic acid 24.9 共310–349兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 114.7⫾ 0.8 107.5⫾ .4 关1953SER/VOI, 1960JON兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-333 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 298 Sub-Fus 关2008PER/VOL兴 455.6 457.8 DSC 关2008PER/VOL兴 关1991ACR兴 111.6⫾ 0.6 109.8⫾ 0.6 298 298 GS ME 关2008PER/VOL兴 关1987STE/MAL, 1978COL/JIM兴 92 298 Sub-Fus 关2008PER/VOL兴 26.1 25.52 392.1 392 MDSC 关2004PRO/RAS兴 关1991CHI/BRA兴 26.2 26.36 404.1 406 MDSC 关2004PRO/RAS兴 关1991CHI/BRA兴 ⌬ vH C 8H 8O 3 关100-09-4兴 ⌬fusH ⌬fusH ⌬subH ⌬subH 95 4-methoxybenzoic acid 29.9 28.4 共316–369兲 ⌬ vH C 8H 8O 3 C 8H 8O 3 C 8H 8O 3 C 8H 8O 3 关na兴 ⌬fusH ⌬fusH 共dl兲 mandelic acid 关na兴 ⌬fusH ⌬fusH 共d兲 mandelic acid 关156-38-7兴 ⌬fusH ⌬fusH 4-hydroxyphenylacetic acid 28.0 28.4 关495-76-1兴 ⌬fusH 1,3-benzodioxole-5-methanol 共piperonyl alcohol兲 18.05 327.1 ⌬subH ⌬subH 共305–319兲 共305–319兲 103.0⫾ 0.6 103.7⫾ 0.7 关2002GRA/RAS兴 关1991ACR兴 422.9 423.6 312 298 关2004MAT/MON兴 ME ME 关2004MAT/MON兴 关2004MAT/MON兴 C 8H 8O 4 关520-45-6兴 ⌬ vH 2-acetyl-5-hydroxy-3-oxo-4-hexenoic acid-␦-lactone 共dehydroacetic acid兲 共364–542兲 62.1 379 A 关1987STE/MAL, 1947STU兴 C 8H 8S 关4565-32-6兴 ⌬fusH 2,3-dihydrobenzo关b兴thiophene 14.84 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H9Br C8H9Br C8H9Br C8H9Br C8H9Br C8H9Cl 共345–557兲 共345–557兲 共345–557兲 共345–557兲 共345–557兲 共345–557兲 59.1⫾ 0.2 56.3⫾ 0.2 53.8⫾ 0.2 51.4⫾ 0.2 49.0⫾ 0.2 46.4⫾ 0.3 关2003STE/CHI兴 269.8 298 340 380 420 460 500 IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB 关2003STE/CHI兴 关2003STE/CHI兴 关2003STE/CHI兴 关2003STE/CHI兴 关2003STE/CHI兴 关2003STE/CHI兴 关553-94-6兴 ⌬ vH ⌬ vH 1-bromo-2,5-dimethylbenzene 共310–480兲 50.9 共310–480兲 53.6 325 325 A 关585-71-7兴 ⌬ vH ⌬ vH 共1-bromoethyl兲benzene 共298–333兲 56.4⫾ 0.3 52.4 298 298 GS CGC 关103-63-9兴 ⌬ vH 共2-bromoethyl兲benzene 共348–401兲 51.5 363 A 关1987STE/MAL, 1999DYK/SVO兴 关1973-22-4兴 ⌬ vH 1-bromo-2-ethylbenzene 共368–523兲 48.1 383 A 关1987STE/MAL, 1970DYK/VAN, 1999DYK/SVO兴 关1585-07-5兴 ⌬ vH ⌬ vH ⌬ vH 1-bromo-4-ethylbenzene 共347–479兲 46.2 共378–533兲 49.4 共303–479兲 52.0 362 393 318 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关1947STU兴 关627-65-1兴 共dl兲 共1-chloroethyl兲benzene 关1999DYK/SVO, 1947STU兴 关1987STE/MAL, 1970DYK/VAN兴 关2002KRA/VAS兴 关2002KRA/VAS兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-334 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共281–319兲 52.8⫾ 0.2 52.4 51.4 47.0 298 298 351 357 共336–372兲 共342–378兲 Method Reference A 关2002KRA/VAS兴 关2002KRA/VAS兴 关1999DYK/SVO兴 关1987STE/MAL兴 A 关1999DYK/SVO兴 关1987STE/MAL兴 GS CGC 关622-24-2兴 ⌬ vH ⌬ vH 共2-chloroethyl兲benzene 共356–480兲 53.1 共356–380兲 51.7 368 368 关89-96-3兴 ⌬ vH ⌬ vH 1-chloro-2-ethylbenzene 共353–503兲 46.1 共290–450兲 47.2 368 305 关620-16-6兴 ⌬ vH ⌬ vH ⌬ vH 1-chloro-3-ethylbenzene 共348–457兲 46.4 共358–508兲 46.8 共291–454兲 46.4 363 373 307 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关1947STU兴 关622-98-0兴 ⌬ vH ⌬ vH ⌬ vH 1-chloro-4-ethylbenzene 共350–458兲 45.8 共358–508兲 46.8 共381–457兲 45.5 365 373 396 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关1947STU兴 关104-82-5兴 ⌬ vH 1-共chloromethyl兲-4-methylbenzene 共376–457兲 44.9 391 A 关1987STE/MAL, 1999DYK/SVO兴 C8H9ClNO5PS 关500-28-7兴 ⌬ vH O,O-共dimethyl兲-O-共3-chloro-4-nitrophenyl兲thiophosphate 共283–409兲 92 346 A 关1987STE/MAL, 1999DYK/SVO兴 C8H9ClNO5PS 关2463-84-5兴 ⌬fusH O-共2-chloro-4-nitrophenyl兲 O,O-dimethyl phosphorothioate 29.08 323.9 DSC 关1990DON/DRE兴 C8H9ClN2O 关52943-21-2兴 ⌬fusH 2-chloro-N,N-dimethylnicotinamide 共82–380兲 21.39 342.2 关614-72-2兴 ⌬ vH 1-chloro-2-ethoxybenzene 共318–481兲 52.4 333 A 关1987STE/MAL, 1947STU兴 关1875-88-3兴 ⌬ vH 4-chlorophenethyl alcohol 共426–673兲 59.3 411 A 关1987STE/MAL, 1947STU兴 关622-61-7兴 ⌬ vH 4-chloro-1-ethoxybenzene 共395–485兲 49.5 410 A 关1987STE/MAL, 1947STU兴 关7477-64-7兴 ⌬ vH ethylene glycol, 4-chlorophenyl ether 共410–554兲 68.5 425 A 关1987STE/MAL, 1999DYK/SVO兴 关na兴 ⌬ vH 3-chloro-2,6-dimethoxyphenol 共293–323兲 68.6 关na兴 ⌬ vH 2-acetyl-4,4,4-trichloro-3-oxobutyric acid, ethyl ester 共374–409兲 53.1 389 A 关1987STE/MAL, 1999DYK/SVO兴 关10604-60-1兴 ⌬ vH 共1-iodoethyl兲benzene 共303–340兲 59.9⫾ 0.4 298 GS 关2002KRA/VAS兴 关140-76-1兴 ⌬ vH ⌬ vH 2-methyl-5-vinylpyridine 共342–457兲 55.2 共342–457兲 54.5 357 357 A 关1987STE/MAL兴 关1961FRO/LOG, 1984BOU/FRI兴 关na兴 ⌬ vH N-methylbenzaldehyde-imine 共283–318兲 51.1⫾ 0.2 301 GS 关1997VER/MOR兴 C8H9Cl C8H9Cl C8H9Cl C8H9Cl C8H9Cl C8H9ClO C8H9ClO C8H9ClO C8H9ClO2 C8H9ClO3 C8H9Cl3O4 C 8H 9I C 8H 9N C 8H 9N J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 308 A AC CGC 关1987STE/MAL, 1970DYK/VAN兴 关1947STU兴 关2005SUN/LIU3兴 关1999LEI/WAN2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-335 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C 8H 9N C8H9NO C8H9NO C8H9NO C8H9NO C8H9NO C8H9NO Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共283–318兲 51.2⫾ 0.2 298 GS 关1997VER/MOR兴 61.9⫾ 1.7 298 C 关2008RIB/CAB3兴 DSC 关2005CHE/TAN兴 关2004VEC/CAT兴 关1996DOM/HEA兴 关496-15-1兴 ⌬ vH indoline 关103-84-4兴 ⌬fusH ⌬fusH ⌬fusH acetanilide 共N-phenylacetamide兲 21.4 386.9 18.3 387.2 21.67 387.5 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 Method Reference ⌬subH ⌬subH 共303–324兲 共317–336兲 80.6 87.2 313.5 326.5 A A 关1987STE/MAL, 1955AIH3兴 关1987STE/MAL, 1960AIH2兴 ⌬ vH ⌬ vH 共473–577兲 共387–577兲 64.8 66.3 488 402 A 关1987STE/MAL兴 关1947STU兴 关41977-54-2兴 ⌬subH anti 3-methylbenzaldoxime U 31⫾ 1.7 MS 关1983MAJ/AZZ兴 关3235-02-7兴 ⌬subH anti 4-methylbenzaldoxime U 36⫾ 1.7 MS 关1983MAJ/AZZ兴 关103-81-1兴 ⌬subH 2-phenylacetamide 共329–352兲 96.4 340.5 关99-03-6兴 ⌬fusH 3-aminoacetophenone 29.0 371.2 关99-92-3兴 ⌬fusH ⌬fusH 4-aminoacetophenone 19.6 38.0 378.2 379.2 ⌬subH C8H9NO Compound 共314–338兲 A 关1987STE/MAL, 1960AIH2兴 关1971LEB/RYA兴 DSC 关2005CHE/TAN兴 关1971LEB/RYA兴 92.7 326 A 关1987STE/MAL, 1960AIH2兴 关613-93-4兴 ⌬subH ⌬subH N-methylbenzamide 共297–321兲 75.0 共307–329兲 85.7 309 318 A A 关1987STE/MAL, 1955AIH兴 关1987STE/MAL, 1960AIH2兴 关134-20-3兴 ⌬ vH anthranilic acid, methyl ester 共299–333兲 62.3 314 A,ME 关81-20-9兴 ⌬ vH ⌬ vH ⌬ vH 2-nitro-1,3-dimethylbenzene 共284–323兲 57.2⫾ 0.8 57.5⫾ 0.8 共373–498兲 49.7 303 298 388 GS 关89-87-2兴 ⌬ vH ⌬ vH 4-nitro-1,3-dimethylbenzene 共368–518兲 56.7 共338–517兲 57.3 383 353 A 关83-41-0兴 ⌬ vH 1,2-dimethyl-3-nitrobenzene 共383–518兲 59.4 398 关1984BOU/FRI兴 关99-51-4兴 ⌬ vH 1,2-dimethyl-4-nitrobenzene 共399–536兲 63.6 414 关1984BOU/FRI兴 关612-22-6兴 ⌬ vH ⌬ vH ⌬ vH 2-nitro-1-ethylbenzene 共284–323兲 62.7⫾ 0.4 63.0⫾ 0.4 共353–422兲 56.3 303 298 368 关100-12-9兴 4-nitro-1-ethylbenzene A GS A 关1987STE/MAL, 1954CAM/FOR兴 关2000VER/HEI兴 关2000VER/HEI兴 关1987STE/MAL兴 关1987STE/MAL兴 关1947STU兴 关2000VER/HEI兴 关2000VER/HEI兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-336 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 C8H9NO2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共353–433兲 59.4 Reference 368 A 关1987STE/MAL兴 365.4 298 C 关1980SAB/SKO兴 关1980SAB/SKO兴 443 298 C C 关1980SAB/SKO兴 关1980SAB/SKO兴 关875-74-1兴 ⌬subH ⌬subH 共d兲 ␣-phenylglycine 148.9⫾ 2.2 165.0⫾ 6.0 关29577-53-5兴 ⌬subH 共anti兲 ⌬subH 共syn兲 2-methoxybenzaldoxime U 20.1⫾ 1.7 U 32.6⫾ 1.7 MS MS 关1983MAJ/AZZ兴 关1983MAJ/AZZ兴 关5235-04-9兴 ⌬subH 4-methoxybenzaldoxime U 67.3⫾ 1.7 MS 关1983MAJ/AZZ兴 关134-20-3兴 ⌬subH methyl 2-aminobenzoate 共287–298兲 78.4 292.5 ME 关1987STE/MAL, 1954SER/VOI, 1960JON兴 关619-45-4兴 ⌬fusH methyl 4-aminobenzoate 22.55 385.1 关1990MAN/AHU兴 关614-80-2兴 ⌬fusH o-hydroxyacetanilide 21.25 364.5 关1996DOM/HEA兴 关103-90-2兴 ⌬fusH ⌬fusH ⌬trsH ⌬fusH ⌬fusH ⌬fusH p-hydroxyacetanilide 共acetaminophen兲 27.6 443.2 27.0 440.3 NA 149.9 26.49 441.9 26.2 443 26.02 441.2 114.1⫾ 1.0 128.0⫾ 2.0 DSC DSC 关2009MOT/CAR兴 关2009VEC/TOM兴 AC,DSC DSC 关2006XU/SUN兴 关2004ROM/BUS兴 关1990MAN/AHU兴 ⌬subH 138⫾ 3 298 Fus+ Vap 关2009VEC/TOM兴 ⌬ vH ⌬ vH 103⫾ 3 99⫾ 1 521 494 TGA TGA 关2009VEC/TOM兴 关2009VEC/TOM兴 关2603-10-3兴 ⌬fusH methyl N-phenylcarbamate 14.56 325 关4389-45-1兴 ⌬fusH 2-amino-3-methylbenzoic acid 27.3 447.4 DSC 关2001MON/HIL2兴 298 350 ME ME 关2001MON/HIL2兴 关2001MON/HIL2兴 450 DSC 关2001MON/HIL2兴 298 353 ME ME 关2001MON/HIL2兴 关2001MON/HIL2兴 398.7 DSC 关2001MON/HIL2兴 298 347 ME ME 关2001MON/HIL2兴 关2001MON/HIL2兴 458.8 DSC 关2001MON/HIL2兴 关2941-78-8兴 ⌬fusH 关4389-50-8兴 ⌬fusH ⌬subH ⌬subH C8H9NO2 Method N-phenylglycine ⌬subH ⌬subH C8H9NO2 Tm 共K兲 关103-01-5兴 ⌬subH ⌬subH ⌬subH ⌬subH C8H9NO2 Compound 关52130-17-3兴 ⌬fusH 共343–357兲 共343–357兲 107.3⫾ 1.8 105.8⫾ 0.8 2-amino-5-methylbenzoic acid 27.63 共345–361兲 共345–361兲 110.6⫾ 1.9 108.9⫾ 0.5 2-amino-6-methylbenzoic acid 27.49 共339–355兲 共339–355兲 116.1⫾ 2.0 114.7⫾ 1.2 3-amino-2-methylbenzoic acid 38.47 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1971PRI, 1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-337 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H9NO2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH ⌬subH 共367–381兲 共367–381兲 127.8⫾ 2.6 115.6⫾ 0.8 298 374 ME ME 关2001MON/HIL2兴 关2001MON/HIL2兴 438.8 DSC 关2001MON/HIL2兴 298 370 ME ME 关2001MON/HIL2兴 关2001MON/HIL2兴 439.4 DSC 关2001MON/HIL2兴 298 375 ME ME 关2001MON/HIL2兴 关2001MON/HIL2兴 关2458-12-0兴 ⌬fusH ⌬subH ⌬subH C8H9NO2 关2486-70-6兴 ⌬fusH ⌬subH ⌬subH C8H9NO2 C8H9NO2S2 Compound 3-amino-4-methylbenzoic acid 26.89 共363–377兲 共363–377兲 119.4⫾ 2.5 117.3⫾ 0.9 4-amino-3-methylbenzoic acid 21.77 共367–383兲 共367–383兲 122.0⫾ 2.6 119.8⫾ 0.7 Method Reference 关1197-55-3兴 ⌬fusH 4-aminophenylacetic acid 42.7 468.2 DSC 关2002GRA/RAS兴 关949171-63-5兴 ⌬fusH N-theonylthiocarbamic-O-ethyl ester 21.9 345.9 DSC 关2007RIB/MON兴 C 关2007RIB/MON兴 ⌬subH 143.2⫾ 3.1 298 C8H9NO7 关22401-53-2兴 ⌬subH methyl 5-nitro-2-acetoxy-2,5-dihydro-2-furancarboxylate 89.1⫾ 2.1 关1980BAL/LEB, 1986PED/NAY兴 C 8H 9N 3 关62679-52-1兴 ⌬ vH 2,2-dicyanohexanenitrile 共288–323兲 61.0⫾ 0.2 关na兴 ⌬fusH N-共1-oxopropyl兲pyrazinecarboxamide 23.5 366.7 关1991ZHA/HUA兴 关3811-49-2兴 ⌬fusH 2-methoxy-4H-1,3,2-benzodioxaphosphorin 2-sulfide 16.92 327.9 DSC 关1990DON/DRE兴 关95-47-6兴 ⌬fusH 1,2-dimethylbenzene C 8H 9N 3O 2 C8H9O3PS C8H10 ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8D10 C8D10 C8H10 共373–423兲 共333–419兲 共416–473兲 共471–571兲 共567–630兲 共386–416兲 共337–419兲 共273–323兲 关1996DOM/HEA兴 247.8 60.1 248 B 42.9 41.1 38.0 36.7 36.7 39.8 43.4 43.4⫾ 0.1 40.8 45.0 298 348 431 486 582 401 298 298 352 288 CGC A A A A 43.0 298 CGC 关2008ZHA/UNH兴 42.4 298 CGC 关2008ZHA/UNH兴 o-xylene-d10 关41051-88-1兴 ⌬ vH p-xylene-d10 关108-38-3兴 ⌬fusH 1,3-dimethylbenzene 11.59 共360–410兲 共327–412兲 关1994RAK/VER兴 13.6 关56004-61-6兴 ⌬ vH ⌬ vH ⌬ vH GS 39.2 40.7 C MM 关1986HES/LIC兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982CAS/FRA兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY, 1949FOR/NOR兴 关1943PIT/SCO, 1984BOU/FRI兴 225.3 关1996DOM/HEA兴 375 342 关2002SWI/MAL兴 关1989PAR/GME兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-338 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H10 C8H10 关106-42-3兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共267–301兲 共412–462兲 共461–554兲 共550–617兲 共380–411兲 44.7 37.5 36.4 36.2 38.7 42.7 42.7⫾ 0.1 40.4 43.2 282 427 476 565 395 298 298 346 288 共331–415兲 共273–333兲 1,4-dimethylbenzene 17.11 ⌬subH ⌬subH 共247–286兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共373–423兲 共293–323兲 关100-41-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共411–463兲 共460–553兲 共551–616兲 共380–410兲 共286–453兲 共303–343兲 共332–413兲 Method A A A A C MM 271 286 42.3 43.0⫾ 0.1 42.3⫾ 0.01 40.3 37.3 36.1 36.2 36.0⫾ 0.1 34.5⫾ 0.1 30.5⫾ 0.1 24.7⫾ 0.1 37.3 42.3⫾ 0.1 42.6 42.4 42.4 41.6 42.4⫾ 0.1 40.1 298 298 298 353 426 475 566 411 436 484 540 395 298 298 301 298 318 298 347 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1983MAC兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY, 1949FOR/NOR兴 关1943PIT/SCO, 1984BOU/FRI兴 关1996DOM/HEA兴 286.3 59.4 60.8 Reference B CGC A A A C C C C C IP,EB C MM 关1987STE/MAL, 1974OSB/DOU兴 关1986HES/LIC兴 关1995CHI/HOS兴 关1990SMI兴 关1988MES/FIN兴 关1988HOS/ARC兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1982CAS/FRA兴 关1981HOS/SCO3兴 关1974AMB/ELL兴 关1987STE/MAL, 1974OSB/DOU兴 关1971WIL/ZWO兴 关1968GAW/SWI2兴 关1947OSB/GIN兴 关1945WIL/TAY, 1949FOR/NOR兴 ethylbenzene 9.16 共298–420兲 共409–459兲 共457–554兲 共320–400兲 共549–617兲 关1996DOM/HEA兴 178.2 313 424 472 335 564 328 343 358 298 298 298 345 C MM 关na兴 ⌬ vH 1,2-bicyclopropylacetylene 47.6⫾ 0.2 298 C C8H10Cl2O2 关55701-05-8兴 ⌬fusH 3-共2,2-dichloroethenyl兲-2,2-dimethylcyclopropanecarboxylic acid 16.32 331.5 关2007XUE/WAN兴 C8H10F3NO3 关715-58-2兴 N-trifluoroacetyl-l-proline, methyl ester C8H10 共330–410兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986PAU/KRU兴 关1987STE/MAL兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1981HOS/SCO3兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY, 1949FOR/NOR兴 41.8 37.0 35.8 40.6 35.5 40.5⫾ 0.1 39.5⫾ 0.1 38.6⫾ 0.1 42.4⫾ 0.1 42.3 42.2⫾ 0.1 40.0 A C C C C 关2007PAS/KUZ兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-339 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H10F3NO5 C8H10NO5PS C8H10N2O C8H10N2O2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共303–523兲 57.9 C8H10N2O3 C8H10N2O3S C8H10N2O4S C8H10N2O4S C8H10N4O2 Tm 共K兲 Method Reference A 关1987STE/MAL, 1999DYK/SVO兴 关81084-01-7兴 ⌬ vH N-trifluoroacetyl-l-aspartic acid, dimethyl ester 共303–423兲 58.2 318 A 关1987STE/MAL, 1999DYK/SVO兴 关298-00-0兴 ⌬fusH O,O-dimethyl-O-共4-nitrophenyl兲 thiophosphate 20.07 308.2 关1991ACR兴 318 ⌬subH ⌬subH 共298–308兲 共278–288兲 125.1 108.7 303 283 GS,A GS ⌬ vH ⌬ vH 共293–427兲 88.9 87.0 308 A GS 关1987STE/MAL兴 关1979SPE/SHO兴 ME 关1994ACR/TUC兴 298 C 关1985MUR/SAK兴 442 372 A,GS,EB 298 355 298 C ME ME 关138-89-6兴 ⌬subH 4-N,N-dimethylaminonitrosobenzene 共323–334兲 82.0⫾ 1.7 298 关619-31-8兴 ⌬subH 3-nitro-N,N-dimethylaniline 92.7⫾ 0.3 ⌬ vH ⌬ vH C8H10N2O2 Compound 共427–558兲 共357–492兲 52.3 48.2 关1984KIM/WOO兴 关1983SPE/CLI, 1979SPE/SHO兴 关1987STE/MAL, 1960AND/BID兴 关1955VON/GEB兴 关100-23-2兴 ⌬subH ⌬subH ⌬subH N,N-dimethyl-4-nitroaniline 102.7⫾ 1.1 共344–366兲 98.7⫾ 1.7 共372–393兲 101.3⫾ 2.0 关22809-78-3兴 ⌬fusH N-methyl-N-共4-methoxyphenyl兲nitramine 22.7 342.6 关2002DAS/ZAL兴 关144-80-9兴 ⌬fusH N-关共4-aminophenyl兲sulfonyl兴acetamide 共sulfacetamide兲 29.8 455.2 关2002MAR/GOM兴 关156461-84-6兴 ⌬fusH N-methyl-N-共3-methylsulfonylphenyl兲nitramine 26.1 377.8 关2002DAS/ZAL兴 关23042-38-8兴 ⌬fusH N-methyl-N-共4-methylsulfonylphenyl兲nitramine 19.2 438.1 关2002DAS/ZAL兴 关58-08-2兴 ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬fusH ⌬trsH ⌬fusH caffeine 共1,3,7-trimethylxanthine兲 24.8 3.43 19.86 4.02 21.9 3.9 19.38 0.94 23.43 18.3 1.71 20.95 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH (form (form (form (form I) I) II) II) 共413–463兲 共413–463兲 共413–463兲 共413–463兲 共315–364兲 共373–473兲 104.8⫾ 0.2 115 113.6⫾ 0.2 119 112.6⫾ 2.4 105.1⫾ 0.7 103.6 507.7 420.9 509.5 428.2 510.2 428 510.2 426 512 510 420.8 508.3 438 298 369 298 423 关1985MUR/SAK兴 关1987STE/MAL, 1956MAJ兴 关1994ACR/TUC兴 DSC 关2010GUO/SAD兴 DSC 关2007DON/LI兴 DSC DSC DSC 关2006PIN/DIO兴 关1905DES/COR兴 关2005KLO/BRO兴 关1990DOM/HEA, 1985OHM/LIP兴 DSC 关1984WEI/LEF兴 T T T T ME ME UV 关1999EMM/PIC兴 关1999EMM/PIC兴 关1999EMM/PIC兴 关1999EMM/PIC兴 关1998BOL/WIE兴 关1985KAM/ZIE兴 关84EBE/FRA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-340 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬subH ⌬subH ⌬subH ⌬subH (form (form (form (form ⌬ vH C8H10O C8H10O 关526-75-0兴 ⌬fusH ⌬fusH C8H10O ⌬transHm 共kJ mol−1兲 Tm 共K兲 共446–509兲 100.0⫾ 0.6 110 110.7⫾ 0.7 114 478 298 362 298 共446–509兲 共634–743兲 64.9⫾ 2.4 20.29 21.02 ⌬ vH 共433–492兲 52.1 448 12.76 297.3 关95-87-4兴 ⌬fusH ⌬fusH MM MM Reference 关1979BOT/CAM兴 关1979BOT/CAM, 1999EMM/PIC兴 关1979BOT/CAM兴 关1979BOT/CAM, 1999EMM/PIC兴 DSC 关1998BOL/WIE兴 DSC 关1998JAM/PAL兴 关1991ACR兴 GS A,GS,EB 关1960AND/BID, 1970COX/PIL, 1987STE/MAL兴 关1987STE/MAL, 1960AND/BID兴 2,4-dimethylphenol 共282–318兲 共393–433兲 共282–318兲 共282–318兲 共429–486兲 65.9⫾ 0.2 64.6 65.9 65.9⫾ 0.2 51.8 298 297 444 DSC GS CGC A GS A,GS,EB 关1998JAM/PAL兴 关1960AND/BID, 1970COX/PIL兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1960AND/BID, 1970COX/PIL兴 关1987STE/MAL, 1960AND/BID兴 2,5-dimethylphenol 13.81 23.38 348.1 348 ⌬subH 共282–323兲 85.0⫾ 0.25 ⌬ vH 共427–485兲 51.7 442 18.83 18.9 318.6 318.9 DSC GS A,GS,EB 关1998JAM/PAL兴 关1991ACR兴 关1960AND/BID, 1970COX/PIL, 1987STE/MAL兴 关1987STE/MAL, 1960AND/BID兴 关576-26-1兴 ⌬fusH ⌬fusH 2,6-dimethylphenol ⌬subH ⌬subH 75.6 298 关1971MOR兴 75.1 298 关1968MOR兴 Note: Author of 关1968MOR兴 refers to the determined value as the enthalpy of vaporization even though the compound is a solid 共277–313兲 75.6⫾ 0.17 GS 关1960AND/BID, 1970COX/PIL兴 ⌬ vH ⌬ vH ⌬ vH 关96-65-8兴 ⌬fusH ⌬fusH 共417–476兲 ⌬subH ⌬ vH ⌬ vH ⌬ vH 关108-68-9兴 75.6 75.1 48.5 298 298 432 19.04 18.13 338.5 334 85.1 85.0 298 298 DSC A,GS,EB 关1998JAM/PAL兴 关1991ACR兴 关1971MOR兴 关1968MOR兴 关1987STE/MAL, 1960AND/BID兴 3,4-dimethylphenol ⌬subH ⌬subH C8H10O 345.8 346 84.⫾ 1.0 关105-67-9兴 ⌬fusH Method 2,3-dimethylphenol 共283–323兲 ⌬subH C8H10O Temp 共K兲 Range ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H10O I) I) II) II) Compound DSC 关1998JAM/PAL兴 关1991ACR兴 关1971MOR兴 关1968MOR兴 Note: Author of 关1968MOR兴 refers to the determined value as the enthalpy of vaporization even though the compound is a solid 共282–323兲 85.7⫾ 0.1 GS 关1960AND/BID, 1970COX/PIL, 1987STE/MAL兴 共444–502兲 3,5-dimethylphenol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 85.1 85.0 54.9 298 298 459 A,GS,EB 关1971MOR兴 关1968MOR兴 关1987STE/MAL, 1960AND/BID兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-341 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH C8H10O C8H10O C8H10O ⌬subH ⌬subH 共282–323兲 ⌬vH 共427–497兲 C8H10O C8H10O C8H10O 18.0 336.8 Method Reference 关1991ACR兴 GS 关1960AND/BID, 1970LEN/VEL, 1987STE/MAL兴 关1971MOR兴 82.8⫾ 0.3 82 共sub兲 298 55.3 442 A,GS,EB 298 GS 关2002KRA/VAS兴 405 298 443 298 415 A 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 关1965COL/COU, 1984BOU/FRI兴 关1987STE/MAL, 1960AND/BID兴 benzyl methyl ether 共274–314兲 51.4⫾ 0.3 关103-73-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethoxybenzene 共390–454兲 共390–454兲 共390–454兲 共400–454兲 44.5 50.7 40.7 51.0⫾ 0.1 44.0 关90-00-6兴 ⌬subH 2-ethylphenol 共278–317兲 80.3⫾ 0.5 共393–433兲 共423–491兲 共277–318兲 共359–480兲 共321–492兲 共321–492兲 共321–492兲 共321–492兲 共321–492兲 64.5 50.5 63.5 51.6 51.4 49.5 48.6 47.0 43.1 298 438 292 374 348 373 398 423 473 CGC A,GS,EB A,GS,EB 关1995CHI/HOS兴 关1987STE/MAL, 1963BID/HAN兴 关1987STE/MAL, 1963BID/HAN兴 关1955VON/GEB兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关620-17-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-ethylphenol 共445–503兲 共277–323兲 共334–501兲 共334–501兲 共334–501兲 共334–501兲 共334–501兲 53.1 68.1 58.3 56.5 55.2 53.7 48.8 460 292 348 373 398 423 473 A,GS,EB A,GS,EB 关1987STE/MAL, 1963BID/HAN兴 关1987STE/MAL, 1963BID/HAN兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关123-07-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-ethylphenol 共444–503兲 共337–503兲 共337–503兲 共337–503兲 共337–503兲 共337–503兲 53.2 56.5 54.7 53.8 51.3 47.6 459 348 373 398 423 473 A,GS,EB 关1987STE/MAL, 1963BID/HAN兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关589-18-4兴 ⌬trsH ⌬trsH ⌬fusH 4-methylbenzyl alcohol 0.73 0.21 共10–350兲 20.17 ⌬ vH C8H10O Tm 共K兲 关538-86-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H10O ⌬transHm 共kJ mol−1兲 共338–376兲 C GS 179 210 331.9 AC 关1963BID/HAN, 1970COX/PIL, 1987STE/MAL兴 关2005SAI/IKE兴 64.2 353 A 关1987STE/MAL兴 关13323-81-4兴 ⌬ vH 共dl兲 1-phenylethanol 共353–480兲 53.5 368 A 关1987STE/MAL兴 关60-12-8兴 ⌬ vH ⌬ vH 2-phenylethanol 共288–363兲 共313–413兲 298 298 GS GC 关2007EME/DAB兴 关2005HOS/GRY兴 66.7 U54.55 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-342 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H10O C8H10O C8H10O C8H10OS C8H10OS C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共394–613兲 共305–363兲 共284–287兲 共283–318兲 共406–492兲 55.1 73.4⫾ 1.5 69.7⫾ 1.6 68.4 64.9⫾ 0.3 409 298 298 298 298 A GC ME A,ME EB ⌬ vH 共331–492兲 68 298 EB Reference 关1987STE/MAL兴 关1981SHC/RUD, 2007EME/DAB兴 关1958SER/VOI, 2007EME/DAB兴 关1987STE/MAL, 1954SER/VOI兴 关1949DRE/SHR, 1949DRE/MAR, 2007EME/DAB兴 关1947STU, 2007EME/DAB兴 关578-58-5兴 ⌬ vH 2-methylanisole 关104-93-8兴 ⌬ vH 4-methylanisole 关98-85-1兴 ⌬ vH ␣-methyl benzyl alcohol 共358–398兲 75.2 关1879-16-9兴 ⌬ vH 4-methoxythioanisole 53.6 关2530-10-4兴 ⌬ vH 3-acetyl-2,5-dimethylthiophene 61.3⫾ 1.3 298 关na兴 ⌬ vH ethyl trans b-共2-furyl兲acrylate 共428–500兲 56.8 464 关105-13-5兴 ⌬ vH ⌬ vH 4-methoxybenzyl alcohol 共394–424兲 95.6 共354–453兲 71.7 409 369 关488-87-9兴 ⌬ vH 1,3-dihydroxy-2,5-dimethylbenzene 共393–459兲 74.7 408 A,GC 关1987STE/MAL, 1975KUN/LIL兴 关527-55-9兴 ⌬ vH 1,3-dihydroxy-4,5-dimethylbenzene 共424–453兲 67.5 438 A,GC 关1987STE/MAL, 1975KUN/LIL兴 关615-89-4兴 ⌬ vH 1,3-dihydroxy-4,6-dimethylbenzene 共388–466兲 74.7 403 A,GC 关1975KUN/LIL兴 关615-90-7兴 ⌬ vH 1,4-dihydroxy-2,5-dimethylbenzene 共331–361兲 101.1 346 A 关1987STE/MAL兴 关4299-72-3兴 ⌬ vH 1,3-dihydroxy-5-ethylbenzene 共408–479兲 81.3 关615-90-7兴 ⌬subH 2,5-dimethylhydroquinone 共332–361兲 100.8 关91-16-7兴 ⌬ vH ⌬ vH ⌬ vH 1,2-dimethoxybenzene 共373–468兲 52.7 68.1⫾ 1.4 66.9 关151-10-0兴 ⌬ vH ⌬ vH 关150-78-7兴 ⌬subH ⌬ vH ⌬ vH 45.2 关1986BAL/GNA兴 46.0 关1986BAL/GNA兴 298 EB 关2004CHY/FRA兴 关1986BAL/GNA兴 423 C 关2008RIB/SAN3兴 关1956FRO/LOE兴 A EB A,GC QF 关1987STE/MAL兴 关1985SCH/BRU兴 关1987STE/MAL, 1975KUN/LIL兴 关1927COO/COO, 1960JON兴 关2002SU, 2004LEE/SU兴 关2000MAT/MIR兴 关1958CAS/FLE2兴 388 298 C 1,3-dimethoxybenzene 共358–423兲 60.8 61.5⫾ 1.4 373 298 A,GC C 1,4-dimethoxybenzene 84.1⫾ 2.3 298 C 关2000MAT/MIR兴 313 A 关1987STE/MAL兴 关1986BAL/GNA兴 共298–357兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 62.1 51.5 关1987STE/MAL, 1975KUN/LIL兴 关2000MAT/MIR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-343 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H10O2 C8H10O2 C8H10O2 C8H10O2 C8H10O2S Enthalpy C8H10O2S C8H10O3 C8H10O3 C8H10O3 C8H10O3 C8H10O4 C8H10O4 C8H10O6 C8H10S C8H10S C8H10S ⌬transHm 共kJ mol−1兲 Tm 共K兲 2-phenoxyethanol 共351–519兲 关2896-67-5兴 ⌬ vH 3-methoxy-4-hydroxytoluene 共356–495兲 53.2 关135-02-4兴 ⌬ vH 2-methoxybenzaldehyde 55.2 关501-94-0兴 ⌬fusH 4-hydroxybenzeneethanol 25.9 364 关3112-90-1兴 ⌬fusH benzyl methyl sulfone 25.52 400.5 共455–529兲 66.0 64.9 Method Reference 366 A 关1987STE/MAL, 1947STU兴 371 A 关1987STE/MAL兴 关1986BAL/GNA兴 DSC 关2009QUE/MOT兴 关1961BUS/IVI兴 470 A 关1987STE/MAL, 1999DYK/SVO兴 关57382-97-5兴 ⌬ vH ethyl 2-thiopheneacetate 61.8⫾ 1.3 298 C 关2009RIB/SAN2兴 关37784-63-7兴 ⌬ vH ethyl 3-thiopheneacetate 63.2⫾ 1.3 298 C 关2009RIB/SAN2兴 关13149-00-3兴 ⌬trsH ⌬fusH cis cyclohexane-1,2-dicarboxylic acid anhydride 5.59 304 0.85 310.5 ⌬ vH C8H10O3 Temp 共K兲 Range 关122-99-6兴 ⌬ vH ⌬ vH C8H10O2S Compound 共325–525兲 关1983GEI/NUR兴 关1984NUR/MEK兴 48.8⫾ 0.1 关85-42-7兴 ⌬fusH 1,2-cyclohexanedicarboxylic anhydride 共80–390兲 14.71 303.8 关5150-42-5兴 ⌬ vH 2,3-dimethoxyphenol 76.5⫾ 0.5 关91-10-1兴 ⌬subH AC 关2008LU/GAO兴 298 C 关2003MAT/MIR兴 2,6-dimethoxyphenol 98.4⫾ 1.1 298 C 关2003MAT/MIR兴 关500-99-2兴 ⌬subH 3,5-dimethoxyphenol 101.1⫾ 2.3 298 C 关2003MAT/MIR兴 关na兴 ⌬trsH ⌬fusH trans,trans-2,6-octadiene-1,8-dioic acid 11.04 439 27.77 541 关1969COR/FRA兴 关na兴 ⌬fusH trans,cis-2,6-octadiene-1,8-dioic acid 22.78 380 关1969COR/FRA兴 关59743-08-7兴 ⌬ vH dioxobutanedioic acid, diethyl ester 共343–507兲 59.3 358 关766-92-7兴 ⌬ vH ⌬ vH ⌬ vH benzyl methyl sulfide 共336–368兲 51.8 共336–368兲 50.8 共323–358兲 55.2⫾ 2.1 关622-38-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl phenyl sulfide 共255–451兲 56.4 共338–367兲 50.9 共338–477兲 51.7 共323–358兲 53.6⫾ 2.1 关14092-00-3兴 2-共methylthio兲toluene 351 351 298 298 353 353 A 关1987STE/MAL, 1947STU兴 A 关1999DYK/SVO兴 关1987STE/MAL兴 关1962MAC/MAY兴 A 关2004SAW/MOK兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1962MAC/MAY兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-344 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 C8H11Cl3OS C8H11F3O2 C8H11N C8H11N 关623-13-2兴 ⌬ vH 4-共methylthio兲toluene 50.2 关1986BAL/GNA兴 关76619-94-8兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-pentyl ester 共413–455兲 74.1 GC 关1980PIT/KIS兴 关1549-45-7兴 ⌬ vH trifluoroacetic acid, cyclohexyl ester 共345–420兲 43 360 关1987STE/MAL, 1969SHE/LAN, 1999DYK/SVO兴 关121-69-7兴 ⌬fusH N,N-dimethylaniline 11.56 C8H11N C8H11N C8H11N C8H11N C8H11N C8H11N C8H11N 共284–323兲 共363–418兲 304 378 298 317 关95-68-1兴 ⌬ vH ⌬ vH ⌬ vH 2,4-dimethylaniline 共295–339兲 61.3⫾ 0.6 共383–485兲 55.5 共326–485兲 56.9 317 398 341 关95-78-3兴 ⌬fusH 2,5-dimethylaniline 共302–467兲 A,EB 关1972AHM/EAD2兴 275.6 53.7⫾ 0.5 49.2 52.8⫾ 0.1 47.6 A C A A 关1997VER兴 关1987STE/MAL兴 关1982FUR/SAK兴 关1987STE/MAL, 1947STU兴 关1997VER兴 关1987STE/MAL兴 关1947STU兴 13.7 279 关1972AHM/EAD2兴 61.7⫾ 0.7 317 关1997VER兴 关87-62-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,6-dimethylaniline 共286–326兲 59.2⫾ 0.3 59.6⫾ 0.3 共373–490兲 48.5 共317–491兲 50.7 306 298 388 332 关2000VER3兴 关2000VER3兴 关1987STE/MAL兴 关1947STU兴 关103-69-5兴 ⌬ vH ⌬ vH N-ethylaniline 共279–318兲 共311–477兲 58.3⫾ 0.6 52.2 298 326 关578-54-1兴 ⌬ vH ⌬ vH 2-ethylaniline 共283–323兲 60.3⫾ 0.9 60.6⫾ 0.9 304.3 298 GS 关2000VER3兴 关2000VER3兴 关589-16-2兴 ⌬ vH ⌬ vH 4-ethylaniline 共393–491兲 共325–490兲 53.1 54.6 408 340 A 关1987STE/MAL兴 关1947STU兴 关104-90-5兴 ⌬ vH ⌬ vH 5-ethyl-2-methylpyridine 共348–451兲 45.4 共253–276兲 51.6 363 264 A GS 关1987STE/MAL兴 关1980VAN/PRA兴 关98-84-0兴 ⌬ vH ⌬ vH ␣-methyl benzylamine 共283–318兲 54.7⫾ 0.3 共283–318兲 54.9⫾ 0.3 301 298 GS GS 关1999VER4兴 关1999VER4兴 关618-36-0兴 ⌬ vH ⌬ vH 共dl兲 ␣-methyl benzylamine 共292–318兲 36.7 54.5⫾ 0.1 305 298 A C 关1987STE/MAL兴 关1987ATI/SAI兴 关3886-69-9兴 ⌬ vH 共⫹兲 ␣-methylbenzylamine 54.1⫾ 0.1 298 C 关1987ATI/SAI兴 ⌬ vH C8H11N Reference 关1986BAL/GNA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H11N Method 50.2 ⌬ vH C8H10S Tm 共K兲 共295–339兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A 关1997VER兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-345 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H11N C8H11N C8H11N C8H11N C8H11N C8H11N Enthalpy C8H11N C8H11N C8H11N C8H11N C8H11N C8H11NO C8H11NO C8H11NO C8H11NO2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关2627-86-3兴 ⌬ vH 共⫺兲␣-methylbenzylamine 54.6⫾ 0.1 298 C 关1987ATI/SAI兴 关104-84-7兴 ⌬ vH 4-methylbenzylamine 共353–466兲 54.4 368 A 关1987STE/MAL兴 关64-04-0兴 ⌬ vH ⌬ vH 2-phenylethylamine 共277–351兲 55.7⫾ 0.2 共277–351兲 56.8⫾ 0.2 313 298 关2009MOK/RAZ兴 关2009MOK/RAZ兴 关695-98-7兴 ⌬ vH 2,3,5-trimethylpyridine 共293–426兲 44.0 359 关1995SAK/UEO兴 关1462-84-6兴 ⌬ vH ⌬ vH ⌬ vH 2,3,6-trimethylpyridine 48.5 47.5 45.7 328 343 368 关108-75-8兴 ⌬fusH 2,4,6-trimethylpyridine 9.54 229 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H11N Compound 共342–373兲 共323–373兲 共303–424兲 共298–444兲 C C C 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1996DOM/HEA兴 50.4⫾ 2.9 50.2 46.5 51.2 50.3⫾ 0.2 48.3 47.2 45.5 298 298 363 313 298 328 343 368 CGC CGC C C C 关2009LIP/CHI2兴 关1995CHI/HOS兴 关1995SAK/UEO兴 关1990LEN兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 关1985MAJ/SVO2兴 EB 关622-39-9兴 ⌬ vH 2-propylpyridine 共338–445兲 46.6 353 A 关1987STE/MAL兴 关4673-31-8兴 ⌬ vH 3-propylpyridine 共350–450兲 49.9 365 A 关1987STE/MAL兴 关1122-81-2兴 ⌬ vH 4-propypyridine 共354–465兲 47.8 369 A 关1987STE/MAL兴 关103434-09-9兴 ⌬subH 1-norbornylisocyanide 60.6⫾ 0.5 关3211-90-3兴 ⌬trsH ⌬fusH exo-2-cyanobicyclo关2.2.1兴heptane 7.95 237.7 2.93 298.8 关1996DOM/HEA兴 关3211-87-8兴 ⌬trsH ⌬fusH endo-2-cyanobicyclo关2.2.1兴heptane 2.25 177.3 2.96 331.2 关1996DOM/HEA兴 关122-98-5兴 ⌬ vH 2-anilinoethanol 共377–553兲 69.9 392 A 关1987STE/MAL, 1947STU兴 关94-70-2兴 ⌬ vH 2-ethoxyaniline 共373–458兲 57.3 388 A 关1987STE/MAL兴 关156-43-4兴 ⌬ vH 4-ethoxyaniline 共421–523兲 61.2 436 A 关1987STE/MAL兴 关4355-17-3兴 ⌬trsH ⌬fusH 3-azabicyclo关3.3.1兴nonane-2,4-dione 16.3 408.6 3.3 463.6 关1987MEI/DOG兴 298 关2007HUL/JOH兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-346 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H11N3O4 C8H11N5 C8H11N5 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关87473-90-3兴 ⌬fusH methyl N-共4,6-dimethoxypyrimidin-2-yl兲carbamate 共80–380兲 26.29 357.2 AC 关2004XIN/TAN兴 关116988-56-8兴 ⌬subH ⌬subH 8-ethyl-9-methyladenine 127.1⫾ 0.7 共365–370兲 115.2⫾ 1.0 368 关1994ZIE/ZIE兴 关1987KAM/ZIE兴 关139909-51-6兴 ⌬fusH 6,8,9-trimethyladenine 23.1 438 ⌬subH 共334–342兲 98.6⫾ 0.2 338 ME 关1994ZIE/ZIE兴 ME 关1994ZIE/ZIE兴 ME 关1984ZIE/ZIE兴 关3013-82-9兴 ⌬subH N,N,9-trimethyladenine 共319–349兲 101.7⫾ 2.1 关na兴 ⌬fusH 2-amino-9-关共2-hydroxyethoxy兲methyl兴-9H-purine 42.2 462.2 C8H11N5O3 关59277-89-3兴 ⌬fusH 2-amino-9-关共2-hydroxyethoxy兲methyl兴-1,9-dihydro-6H-purin-6-one 30.44 528.2 关1995KRI/VES兴 C8H12 关13027-75-3兴 ⌬ vH anti-tricyclo关4.2.0.02,5兴octane 41.8⫾ 1.7 298 关2008OSM/CAT兴 C8H12 关28636-10-4兴 ⌬ vH syn-tricyclo关4.2.0.02,5兴octane 41.8⫾ 1.7 298 关2008OSM/CAT兴 C8H12 关250-21-5兴 ⌬ vH ⌬ vH ⌬ vH tricyclo关3.3.0.0 兴octane 共273–343兲 40.0 共273–343兲 39.1 共273–343兲 38.3 273 298 323 关1988LET/SEW兴 关1988LET/SEW兴 关1988LET/SEW兴 关na兴 ⌬ vH cyclooctadiene 共mixed isomers兲 共290–474兲 34.6 305 A 关1987STE/MAL兴 关1552-12-1兴 ⌬ vH ciscis 1,5-cyclooctadiene 43.4⫾ 0.1 298 C 关1996VAR/PAS兴 关10092-71-4兴 ⌬trsH ⌬fusH 1,5-cyclooctadiene C8H11N5 C8H11N5O2 C8H12 C8H12 C8H12 ⌬ vH C8H12 C8H12 C8H12 2,6 共348–386兲 0.38 9.83 194.4 204 40.9 363 A 关1987STE/MAL兴 关1996DOM/HEA, 1975LEB/TSV兴 关6553-48-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 trans 1,2-divinylcyclobutane 共319–371兲 38.9⫾ 0.5 共350–385兲 39.1 42.3 39.0⫾ 0.5 298 365 298 367 EB A 关1996VAR/PAS兴 关1987STE/MAL兴 关1973RAU/GEY兴 关1973RAU/GEY兴 关100-40-3兴 ⌬ vH 共dl兲 4-vinyl-1-cyclohexene 共292–405兲 40.1 307 A 关1987STE/MAL兴 关931-64-6兴 ⌬trsH ⌬trsH ⌬fusH bicyclo关2.2.2兴octene 0.19 5.65 5.4 ⌬subH C8H12 关1995KRI/VES兴 关21426-37-9兴 ⌬ vH 43.8⫾ 0.4 dispiro关2.0.2.2兴octane 共280–369兲 38.3 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 110.5 176.5 389.8 关1977WON/WES兴 C DSC 关1970WES/WON, 1977PED/RYL, 1971WON/WES兴 关1995BEC/RUC兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-347 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关25399-32-0兴 ⌬ vH dispiro关2.1.2.1兴octane 共278–362兲 32.2 关81475-44-7兴 ⌬fusH 8-bromo-9-关共2-hydroxyethoxy兲methyl兴quanine 36.44 452.9 关1999ZIE/GOL兴 关na兴 ⌬ vH diethylene glycol bis共chloroacetate兲 共421–586兲 87.3 436 关1987STE/MAL, 1947STU, 1999DYK/SVO兴 C8H12NO5PS2 关115-93-5兴 ⌬fusH O,O-dimethyl O-共4-aminosulfonylphenyl兲phosphorodithioate 26.21 344.2 DSC 关1990DON/DRE兴 C8H12N2 关42046-61-7兴 ⌬ vH pentylmalodinitrile 共298–328兲 66.9⫾ 0.4 关629-40-3兴 ⌬fusH suberic acid dinitrile 共suberonitrile兲 21.97 268.9 C8H12 C8H12BrN5O3 C8H12Cl2O5 C8H12N2 ⌬ vH C8H12N2 关3333-52-6兴 ⌬trsH ⌬fusH 共303–339兲 77.3 318 tetramethylsuccinonitrile 18.1 7.15 345 442 ⌬subH C8H12N2 C8H12N2O C8H12N2O2 DSC 关1995BEC/RUC兴 GS 关1990BEC/DOG兴 DSC 关2007BAD/BLA兴 A 关1987STE/MAL兴 关1996DOM/HEA兴 关1973LEB/KAT, 1977PED/RYL兴 81.2⫾ 1.7 关1124-11-4兴 ⌬subH tetramethylpyrazine 94.6⫾ 4.0 298 C 关1996RIB/MOR兴 关15029-30-8兴 ⌬subH 1-共cyanoacetyl兲piperidine 103.5⫾ 1.9 298 C 关2008RIB/CAB兴 关31703-08-9兴 ⌬fusH 1,3-dimethyl-5-ethyluracil 19.4 354.4 ⌬subH ⌬subH ⌬subH 共312–321兲 共300–316兲 共319–340兲 98.7⫾ 1.7 99.3⫾ 0.2 110⫾ 1.2 316 308 330 关1996KAM/ZIE兴 ME ME QR 关1996KAM/ZIE兴 关1983COL/JIM兴 关1983COL/JIM兴 关na兴 ⌬fusH 1,6-hexamethylene diisocyanate 18.64 C8H12N2O3 关57-44-3兴 ⌬fusH 5,5-diethyl-2,4,6共1H , 3H , 5H兲-pyrimidinetrione 共barbital兲 24.98 462.6 关1986CHU/DEM兴 C8H12N4O10 关2555-54-6兴 ⌬trsH ⌬fusH 2,2-dinitropropyl-4,4-dinitropentanoate 23.01 330.6 6.28 370.8 DSC 关1971ROS/HOL兴 关34001-51-9兴 ⌬trsH ⌬fusH 2-methyl-2-nitropropyl-4,4,4-trinitrobutyrate 24.69 346.1 5.27 349.4 DSC 关1971ROS/HOL兴 关59348-18-4兴 ⌬ vH 1-methylnorcamphor 关7040-43-9兴 ⌬ vH ⌬ vH 2-tert-butylfuran 共270–308兲 38.7⫾ 0.4 共270–308兲 38.1⫾ 0.4 289 298 关20387-67-1兴 ⌬trsH ⌬fusH 2-oxa-6-thiaadamantane 4.11 8.12 224 557 C8H12N2O2 C8H12N4O10 C8H12O C8H12O C8H12OS 关1996DOM/HEA兴 206.1 关1984KOZ/TIM兴 47.6 GS GS 关1998VER/WEL兴 关1998VER/WEL兴 关1978AND/CAR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-348 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关10279-96-6兴 ⌬trsH ⌬fusH 2,6-dioxaadamantane 5.84 3.78 关562-46-9兴 ⌬subH 4,4-dimethyl-1,3-cyclohexanedione 99.2⫾ 2.1 298 ME 关1993PIL/PAR兴 关126-81-8兴 ⌬subH 5,5-dimethyl-1,3-cyclohexanedione 99.8⫾ 1.1 298 ME 关1993PIL/PAR兴 关933-52-8兴 ⌬subH ⌬subH ⌬subH 2,2,4,4-tetramethyl-1,3-cyclobutanedione 70.3⫾ 3.5 72.2⫾ 0.6 72.4⫾ 0.6 HSA 关1975CHI兴 关1971SEL2兴 关1971MOR兴 关1489-74-3兴 ⌬fusH 1,5-cyclooctanedione 11.92 341.2 关623-91-6兴 ⌬ vH diethyl fumerate 共326–492兲 53.2 341 A 关1987STE/MAL, 1947STU兴 关141-05-9兴 ⌬ vH diethyl maleate 共330–498兲 55.2 345 A 关1987STE/MAL, 1947STU兴 关925-47-3兴 ⌬ vH thiodiacetic acid, diethyl ether 共385–448兲 77.7 关6327-74-8兴 ⌬fusH 1,3,5,7-tetramethyl-2,4,6,8,9,10-hexathiaadamantane 23.7 501.4 DSC C8H13ClN2O2 关4902-51-2兴 ⌬fusH 5-chloro-3-共1,1-dimethylethyl兲-6-methyl-2,4共1H , 3H兲-pyrimidinedione 12.51 448 DSC 关1990DON/DRE兴 C8H13N2O3 关57-44-3兴 ⌬trsH ⌬fusH 5,5⬘-diethylbarbituric acid 0.7 24.8 C8H12O2 C8H12O2 C8H12O2 C8H12O2 C8H12O2 C8H12O4 C8H12O4 C8H12O4S C8H12S6 ⌬subH ⌬subH C8H14 关280-33-1兴 ⌬trsH ⌬fusH ⌬trsH ⌬subH ⌬subH ⌬subH C8H14 C8H14 C8H14 共355–377兲 共355–377兲 113.9⫾ 0.6 117.3⫾ 0.6 276 444 关1978AND/CAR兴 C 关1972ALV/BOR兴 关1999DYK/SVO兴 400 关2002BOU/SAI兴 413.3 462 DSC 关2009RIB/RIB3兴 366 298 ME ME 关2009RIB/RIB3兴 关2009RIB/RIB3兴 bicyclo关2.2.2兴octane 4.6 8.37 4.6 共323–363兲 46.3⫾ 0.8 47.7⫾ 0.8 48.0⫾ 2 164.3 447.5 164 关1991ACR, 1970WON/WES兴 关1984DOM/EVA兴 BG 298 C 关1971BOY/SAN, 1977PED/RYL, 1987STE/MAL兴 关1971BOY/SAN, 1977PED/RYL兴 关1970WES/WON, 1971BOY/SAN, 1977PED/RYL兴 关1755-05-1兴 ⌬ vH ⌬ vH ⌬ vH cis bicyclo关3.3.0兴octane 共298–318兲 42.0 41.5⫾ 0.4 43.1⫾ 0.8 308 318 298 A 关1987STE/MAL兴 关1970CHA/MCN兴 关1970CHA/MCN兴 关5597-89-7兴 ⌬ vH ⌬ vH ⌬ vH trans bicyclo关3.3.0兴octane 共298–320兲 41.4 41.3⫾ 0.4 42.7⫾ 0.8 309 320 298 A 关1987STE/MAL兴 关1970CHA/MCN兴 关1970CHA/MCN兴 关28282-35-1兴 ⌬ vH ⌬ vH cis bicyclo关4.2.0兴octane 共298–347兲 40.7 39.5⫾ 0.4 313 347 A 关1987STE/MAL兴 关1970CHA/MCN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-349 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 42.7⫾ 1.2 298 关16526-90-2兴 ⌬ vH cis bicyclo关5.1.0兴octane 共297–322兲 43.6⫾ 0.8 309 关286-43-1兴 ⌬ vH bicyclo关5.1.0兴octane 43.5⫾ 0.8 298 关2008OSM/CAT兴 关931-88-4兴 ⌬trsH ⌬fusH cyclooctene 9.8 1.81 190.1 259.2 关1994LEB/SMI兴 42.0 41.6 288 300 A 关1987STE/MAL兴 关1941LIS兴 39.7⫾ 0.2 298 GCC 关1979FUC/PEA兴 Enthalpy Temp 共K兲 Range ⌬ vH C8H14 C8H14 C8H14 ⌬ vH ⌬ vH C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14 C8H14Br2 共273–411兲 共273–333兲 Method Reference 关1970CHA/MCN兴 A 关1987STE/MAL, 1970CHA/MCN兴 关695-12-5兴 ⌬ vH vinylcyclohexane 关3524-75-2兴 ⌬ vH allylcyclopentane 40.4⫾ 0.2 298 GCC 关1979FUC/PEA兴 关627-58-7兴 ⌬ vH 2,5-dimethyl-1,5-hexadiene 共330–388兲 38.8 345 A 关1987STE/MAL兴 关24253-25-6兴 ⌬ vH 3,3-dimethyl-1,5-hexadiene 共293–371兲 35.2 308 A 关1987STE/MAL兴 关na兴 ⌬subH 3,4-dimethylhexadiene 53.1 关1453-24-3兴 ⌬ vH ⌬ vH 1-ethylcylohexene 共353–412兲 共332–411兲 关2439-79-4兴 ⌬ vH 1-methylbicyclo关4.1.0兴heptane 共340–394兲 37.2 关629-05-0兴 ⌬ vH ⌬ vH 1-octyne 关2809-67-8兴 ⌬ vH ⌬ vH 2-octyne 关15232-76-5兴 ⌬ vH ⌬ vH 3-octyne 关1942-45-6兴 ⌬ vH ⌬ vH 4-octyne 关765-90-2兴 ⌬trsH ⌬fusH endo-2-methylbicyclo关2.2.1兴heptane 4.73 152.4 1.62 278.3 关1996DOM/HEA兴 关872-78-6兴 ⌬fusH exo 2-methylbicyclo关2.2.1兴heptanes 8.37 164.1 关1996DOM/HEA兴 关29974-69-4兴 ⌬ vH 1,2-dibromocyclooctane 共292–354兲 50.3 共357–400兲 共368–412兲 共363–406兲 共362–405兲 关1956SEK/SUZ, 1960JON兴 368 347 A MM 关1987STE/MAL兴 关1960CAM/ROS兴 355 A 关1987STE/MAL兴 42.3⫾ 0.1 38.5 298 372 C A 关1983HAL/STE兴 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 44.5⫾ 0.1 39.9 298 383 C A 关1983HAL/STE兴 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 43.9 39.7 298 378 A 关UR/FUC, 1985MAJ/SVO兴 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 42.7⫾ 0.1 39.6 298 377 C A 关1983HAL/STE兴 关1987STE/MAL, 1970EIS/ORA, 1984BOU/FRI兴 39.1 40.1 307 A 关1987STE/MAL, 1941LIS兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-350 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C8H14ClN5 关1912-24-9兴 ⌬subH ⌬subH 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine 共atrazine兲 共324–354兲 114.6 339 GS 关1982GRA/FOS兴 共323–403兲 113.8 338 GS-GC 关1964FRI/SAM, 1987STE/MAL兴 C8H14Cl2S 关16660-53-0兴 ⌬ vH 共2-chlorocyclohexyl兲共2-chloroethyl兲 sulfide 共293–333兲 62.5 308 关62842-38-0兴 ⌬ vH 2-piperidinopropionitrile 共283–318兲 57.6⫾ 0.3 关49570-30-1兴 ⌬subH C8H14N2 A,GS 关1987STE/MAL, 1948RED/CHA, 1999DYK/SVO兴 GS 关1997WEL/VER兴 1,4-dimethyl-2,3-diazabicyclo关2.2.2兴octane 72.0⫾ 0.5 298 C 关1976ENG/MEL兴 关19701-85-0兴 ⌬subH ␣-acetylproline N-methylamide 共308–318兲 69.1 313 A 关1987STE/MAL, 1955AIH兴 关na兴 ⌬subH -acetylproline N-methylamide 共319–335兲 60.7 327 A 关1987STE/MAL, 1955AIH兴 C8H14N4OS 关21087-64-9兴 ⌬fusH 4-amino-6-共1,1-dimethylethyl兲-3-共methylthio兲1,2,4-triazin-5共4H兲-one 18.0 399.4 DSC 关1991ACR, 1990DON/DRE兴 C8H14N5Cl 关1912-24-9兴 ⌬fusH 6-chloro-N-ethyl-N⬘共isopropyl兲-1,3,5-triazine-2,4-diamine 38.15 449.7 DSC 关1990DON/DRE兴 C8H14N6O10 关na兴 ⌬fusH 1,7-diacetoxy-2,4,6-trinitro-2,4,6-triazaheptane 38.49 422.5 关502-49-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH cyclooctanone 共343–383兲 共343–383兲 共343–383兲 共323–403兲 共394–484兲 关66266-68-2兴 ⌬ vH 2-ethyl-2-hexenal 共326–448兲 关28419-86-5兴 ⌬ vH C8H14N2 C8H14N2O2 C8H14N2O2 C8H14O C8H14O C8H14O C8H14O C8H14O C8H14O 54.4 53.6 54.2 47.3 46.8 48.5⫾ 0.6 298 298 298 338 409 298 CGC CGC CGC A A,EB 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1987STE/MAL, 1976MEY/HOT兴 关1972WOL兴 48.4 341 A 关1987STE/MAL, 1961DYK/SEP兴 2-ethyl-4-methyl-2-pentenal 共311–436兲 46.7 326 A 关1987STE/MAL, 1961DYK/SEP兴 关110-93-0兴 ⌬ vH ⌬ vH 6-methyl-5-hepten-2-one 共364–393兲 45.9 共328–451兲 44.7⫾ 0.2 379 390 关1193-70-0兴 ⌬ vH 共dl兲 2-propylcyclopentanone 共332–457兲 46.0 347 关283-27-2兴 ⌬trsH ⌬fusH 3-oxabicyclo关3.2.2兴nonane 7.02 6.75 208.5 448.4 ⌬subH C8H14O2 C8H14O2 关1996DOM/HEA兴 关1989WAN/YIN兴 关1988BAG/GUR兴 A 关1996DOM/HEA兴 关1971WON/WES, 1977PED/RYL兴 53.1⫾ 0.5 关5292-21-7兴 ⌬fusH cyclohexylacetic acid 13.8 302.6 关5698-29-3兴 ⌬ vH ⌬ vH octanolactone 共345–380兲 共345–380兲 362 298 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 48.9⫾ 0.2 52.8⫾ 1.3 关1987STE/MAL兴 关2008DOM/MOR兴 MM MM 关1991WIB/WAL兴 关1991WIB/WAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-351 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H14O2 C8H14O2 C8H14O2 C8H14O2 Enthalpy C8H14O2 C8H14O2 C8H14O2 C8H14O2 C8H14O2 C8H14O2 C8H14O2 C8H14O3 C8H14O3 C8H14O3 C8H14O3 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference d-octanolactone 共288–353兲 67.0⫾ 0.2 298 GS 关2007EME/KOZ兴 关na兴 ⌬ vH acrylic acid, neopentyl ester 共301–325兲 45.7 313 A 关1987STE/MAL兴 关3891-33-6兴 ⌬ vH 1,4-butanediol divinyl ether 共335–440兲 49.0 350 A 关1987STE/MAL兴 关97-88-1兴 ⌬fusH butyl methacrylate 共343–373兲 共344–437兲 15.55 197.8 47.4 45.1 358 359 关1995LEB/KUL兴 A A 关1987STE/MAL兴 关1987STE/MAL兴 关na兴 ⌬fusH perdeuteriobutylmethacrylate 16.04 关na兴 ⌬ vH cyclopentanecarboxylic acid ethyl ester 共275–308兲 51.2⫾ 0.6 GS 关1996VIT/CHA兴 关177-10-6兴 ⌬ vH 1,4-dioxaspiro关4.5兴decane 共278–308兲 50.6⫾ 0.6 GS 关1998VER/PEN, 2002VER兴 关622-45-7兴 ⌬trsH ⌬fusH cyclohexyl acetate ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H14O2 Temp 共K兲 Range 关698-76-0兴 ⌬ vH ⌬ vH ⌬ vH C8D14O2 Compound 5.23 8.0 共253–283兲 共253–283兲 共274–318兲 共333–378兲 共278–318兲 共368–446兲 52.3⫾ 0.2 56.5⫾ 0.5 52.6⫾ 0.5 52.3⫾ 0.8 51.7 51.7⫾ 0.2 46.7 关1995LEB/KUL兴 198.1 298 221.8 224.6 298 298 298 298 298 298 383 关1999KAB/KOZ兴 C ME ME GS CGC GS A,EB 关2004PAU/ZAI, 2003ZAI/VERI兴 关2003ZAI/VER兴 关2003ZAI/VER兴 关2003ZAI/VER兴 关1999VER/HEI兴 关1996VER/BEC兴 关1987STE/MAL, 1969SHE/LAN兴 关585-07-9兴 ⌬ vH methylacrylic acid, tert-butyl ester 共313–410兲 42.9 328 A 关1987STE/MAL兴 关2998-23-4兴 ⌬ vH pentyl acrylate 共325–440兲 340 A 关1987STE/MAL兴 关142-30-2兴 ⌬ vH 2,5-dimethyl-3-hexyne-2,5-diol 82.8⫾ 1.0 298 CGC 关2006UMN/KWE兴 关56922-71-5兴 ⌬ vH propyl 3-methylbut-2-enoate 共278–311兲 53.0⫾ 0.2 298 GS 关2008EME/TOK兴 关25859-51-2兴 ⌬ vH isopropyl 3-methylbut-2-enoate 共279–313兲 50.0⫾ 0.2 298 GS 关2008EME/TOK兴 关106-31-0兴 ⌬ vH butyric anhydride 共349–470兲 364 A 关1987STE/MAL兴 关764-99-8兴 ⌬ vH diethylene glycol divinyl ether 共336–470兲 50.0 351 A 关1987STE/MAL兴 关607-97-6兴 ⌬ vH 2-ethylacetoacetic acid, ethyl ester 共313–471兲 53.3 328 A 关1987STE/MAL, 1947STU兴 关21884-26-4兴 ⌬ vH isopropyl levulinate 共321–481兲 56.6 A 关1987STE/MAL, 1947STU兴 44.9 49.1 336 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-352 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C8H14O3 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4 C8H14O4S C8H14O5 C8H14O5 关645-67-0兴 ⌬ vH ⌬ vH propyl levulinate 共332–495兲 关na兴 ⌬ vH ⌬transHm 共kJ mol−1兲 Tm 共K兲 52.0 422 56.3 54.0 347 436 Method Reference 关1931SCH/COW兴 A 关1987STE/MAL兴 关1931SCH/COW兴 2-acetoxypropionic acid, propyl ester 共318–469兲 59.5 333 A 关1987STE/MAL兴 关na兴 ⌬ vH 3-acetoxypropionic acid, propyl ester 共361–373兲 74.7 367 A 关1987STE/MAL兴 关123-25-1兴 ⌬ vH diethyl succinate 共327–490兲 56.5 342 A 关1987STE/MAL, 1947STU兴 关615-81-6兴 ⌬ vH ⌬ vH diisopropyl oxalate 共418–501兲 57.8 共316–467兲 57.6 433 331 A A 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 关627-93-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dimethyl adipate 共353–443兲 74.6 共294–373兲 69.0⫾ 0.2 共293–344兲 67.1⫾ 0.3 共293–323兲 U 55.9⫾ 2.0 共382–500兲 58.8 共428–498兲 73.4 368 298 298 298 397 298 GS GS TE A 关2007LEE/LAI兴 关2006VER/KOZ兴 关2006VAS/VER, 2006VER/KOZ兴 关1997CHE/LIA, 2006VER/KOZ兴 关1987STE/MAL兴 关1963VLA/GRA, 2006VER/KOZ兴 关615-98-5兴 ⌬ vH dipropyl oxalate 共326–487兲 341 A 关1987STE/MAL, 1947STU兴 关123-80-8兴 ⌬ vH ethylene dipropionate 67.6⫾ 0.5 298 C 关1986NIL/WAD兴 关609-08-5兴 ⌬ vH 2-methylmalonic acid, diethyl ester 共312–475兲 52.5 327 A 关1987STE/MAL, 1947STU兴 关505-48-6兴 ⌬trsH ⌬trsH ⌬fusH ⌬fusH octanedioic acid 共suberic acid兲 2.0 9.1 30.7 28.82 ⌬subH ⌬subH ⌬subH ⌬subH 共348–378兲 共310–320兲 ⌬ vH ⌬ vH 57.8 335.9 403.6 413.2 415.3 关2005ROU/TEM兴 关1991ACR兴 共379–407兲 168⫾ 7 148 147.8⫾ 3.8 143.1⫾ 3.8 TPD TPTD 298 393 M 共424–503兲 共445–619兲 116.7⫾ 0.8 91.4 298 460 CGC A 关2007CAP/LOV兴 关2001CHA/TOB兴 关1999RIB/MON, 1960DAV/THO兴 关1960DAV/THO, 1970COX/PIL, 1987STE/MAL兴 关2005ROU/TEM兴 关1987STE/MAL, 1947STU兴 关360-51-3兴 ⌬trsH ⌬fusH tetramethysuccinic acid 13.43 6.47 383 464 关925-47-3兴 ⌬ vH thiodiacetic acid, diethyl ester 共384–448兲 77.3 399 A 关1987STE/MAL兴 关na兴 ⌬ vH isopropyl关1-共methoxycarbonyl兲ethyl兴 carbonate 共330–493兲 55.5 345 A 关1987STE/MAL兴 关na兴 ⌬ vH 2-共lactyloxy兲propionic acid, ethyl ester 共321–389兲 72.8 336 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 A PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-353 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H14O5 C8H14O5 C8H14O6 C8H14O6 Enthalpy C8H15ClO C8H15ClO C8H15Cl3O4 C8H15N C8H15NO Reference 关13811-71-7兴 ⌬ vH 共d兲 diethyl tartrate 共375–553兲 65.9 390 关87-91-2兴 ⌬ vH 共dl兲 diethyl tartrate 共375–553兲 67.3 390 ⌬ vH 共d兲-dimethoxysuccinic acid dimethyl ester 53.1 关1937DUN/WOL兴 ⌬ vH 共dl兲-dimethoxysuccinic acid dimethyl ester 57.7 关1937DUN/WOL兴 ⌬ vH meso dimethoxysuccinic acid dimethyl ester 74.1 关1937DUN/WOL兴 关29771-87-7兴 ⌬ vH ⌬ vH sulfonyldiacetic acid, diethyl ester 共421–494兲 88.2 426 共421–494兲 87.6 436 关na兴 ⌬fusH dimethyl 3,3⬘-sulfonyldipropionate 41.1 390.3 关1647-26-3兴 ⌬ vH 共2-bromoethyl兲cyclohexane 共311–486兲 54.2 326 A 关1987STE/MAL, 1947STU, 1970DYK/VAN兴 关111-64-8兴 ⌬ vH octanoyl chloride 共343–373兲 358 A 关1987STE/MAL, 1999DYK/SVO兴 关na兴 ⌬ vH 5-methylheptanoyl chloride 共338–373兲 66.3 353 A 关1987STE/MAL, 1999DYK/SVO兴 关na兴 ⌬ vH trichlorohydrine pentaerythritol 共404–449兲 80.4 419 关1965LUT/KOL兴 关283-24-9兴 ⌬trsH ⌬fusH 3-azabicyclo关3.2.2兴nonane 14.55 6.92 297.8 466.6 关1996DOM/HEA兴 ⌬ vH C8H15NO Method propyl关1-共methoxycarbonyl兲ethyl兴 carbonate 共373–495兲 58.0 388 ⌬subH C8H15N Tm 共K兲 关na兴 ⌬ vH C8H14O6 C8H15Br ⌬transHm 共kJ mol−1兲 malic acid, diethyl ester 共353–527兲 59.6 C8H14O6 C8H14O6S Temp 共K兲 Range 关7554-12-3兴 ⌬ vH C8H14O6 C8H14O6S Compound 共303–443兲 74.5 368 关1987STE/MAL, 1947STU兴 A 关1987STE/MAL兴 关1947STU兴 A A 关1987STE/MAL, 1947STU兴 关1999DYK/SVO兴 关1987STE/MAL兴 关1994WAN/KUO兴 57.8⫾ 1.3 298 C 关1970WES/WON兴 52.2 318 A 关1987STE/MAL兴 55.7⫾ 0.2 50.0 56.8⫾ 0.3 49.8 48.0 56.7 53.5 57.2⫾ 0.3 298 388 298 389 435 331 298 298 GS A C EB EB EB MM 关2005EME/VER兴 关1987STE/MAL兴 关1977STRI/SUN兴 关1971MEY/REN兴 关1971MEY/REN兴 关1947STU兴 关1941RAL/SEL, 2005EME/VER兴 关1933HEI, 2005EME/VER兴 47.5 341 A 关124-12-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH octanenitrile 共283–310兲 共373–480兲 关4747-81-3兴 ⌬ vH heptyl isocyanate 共326–461兲 关6554-73-0兴 methacrylic acid N-tert-butylamide 共374–420兲 共420–479兲 共316–477兲 共322–460兲 共294–477兲 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-354 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H15NO C8H15NO2 C8H15NO2 C8H15NO2 C8H15NO2 C8H15NO3 C8H15N5O C8H15N5S Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共340–467兲 49.6 C8H16 355 A 关1987STE/MAL兴 383 A 关1987STE/MAL兴 关2867-47-2兴 ⌬ vH methacrylic acid, 2-共dimethylamino兲ethyl ester 共372–460兲 48.8 387 A 关1987STE/MAL兴 关na兴 ⌬ vH 1-lactopiperidine 共346–408兲 关1563-86-6兴 ⌬ vH N-acetyl-N-butylacetamide 64.4⫾ 0.4 关na兴 ⌬fusH dimethylaminoethyl methacrylate 16.85 237.7 关5411-58-5兴 ⌬ vH N,N-diethyloxamic acid, ethyl ester 共349–525兲 60.5 364 关673-04-1兴 ⌬subH 2-methoxy-4,6-bis共ethylamino兲-1,3,5-triazine 共323–403兲 98.2 338 GS-GC 关1014-70-6兴 ⌬fusH 2-methylthio-4,6-bis共ethylamino兲-1,3,5-triazine 共simetryn兲 24.0 353.2 关2007VEC/BRU兴 共323–355兲 62.1 361 A 关1987STE/MAL兴 298 C 关1965WAD兴 关1996DOM/HEA兴 A 101.3 338 GS-GC 88⫾ 4 120⫾ 6 83.7⫾ 1.3 115⫾ 4 461 298 453 298 DSC DSC TGA DSC 关1987STE/MAL, 1947STU兴 关1987STE/MAL, 1964FRI/SAM兴 关1987STE/MAL, 1964FRI/SAM兴 关2007VEC/BRU兴 关2007VEC/BRU兴 关2007VEC/BRU兴 关2007VEC/BRU兴 关1014-69-3兴 ⌬subH 2-methylthio-4-methylamino-6-isopropyl-1,3,5-triazine 共323–357兲 101.5 338 GS-GC 关76824-35-6兴 ⌬fusH (I) ⌬fusH (II) ⌬fusH (I) ⌬fusH (II) 3-关关关2-关共aminoiminomethyl兲amino兴-4-thiazolyl兴methyl兴thio兴-N-共aminosulfonyl兲propanimidamide 共famotidine兲 49.7 447 48.6 438.6 DSC 关2007LU/WAN兴 45.81 444.4 43.92 436.6 关2002ROU/DAV兴 ⌬subH C8H16 Reference trans 2-octenoic acid amide 共373–393兲 73.5 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H15N7O2S3 Method 关na兴 ⌬subH ⌬subH C8H15N5S Tm 共K兲 207 关16747-50-5兴 ⌬ vH 1-ethyl-1-methylcyclopentane 38.8 关292-64-8兴 ⌬trsH ⌬fusH ⌬fusH cyclooctane ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共358–413兲 共289–369兲 共373–434兲 共291–323兲 共369–467兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 TGA 298 6.32 0.48 2.41 166.5 183.8 288 58.7 166 40.3 43.1⫾ 0.2 43.3 39.3 43.1 43.3⫾ 0.2 39.4 373 304 388 306 298 384 C 关1987STE/MAL, 1964FRI/SAM兴 关1997ELD兴 关1981HOS/SCO3兴 关1991ACR兴 B GC A EB A,EB 关1963BON兴 关1991WU/LOC兴 关1989AZA兴 关1987STE/MAL兴 关1976MEY/HOT兴 关1975ANA/GRO兴 关1956FIN/SCO兴 关1987STE/MAL, 1956FIN/SCO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-355 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 Enthalpy 关590-66-9兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关2207-01-4兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关6876-23-9兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关638-04-0兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关2207-03-6兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关624-29-3兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关2207-04-7兴 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 1,1-dimethylcyclohexane 5.98 2.01 共271–303兲 共313–395兲 39.6⫾ 0.1 38.8⫾ 0.1 37.9 37.8 36.6 cis 1,2-dimethylcyclohexane 8.26 1.64 共322–405兲 39.4 39.7 35.5⫾ 0.1 34.5⫾ 0.1 39.7⫾ 0.1 38.0 Tm 共K兲 Method 153.2 239.8 287 298 298 298 328 关1996DOM/HEA兴 GS A 共316–399兲 cis 1,3-dimethylcyclohexane 10.82 共318–396兲 共316–398兲 36.8 38.1 38.2 34.9⫾ 0.1 33.3⫾ 0.1 38.2⫾ 0.1 37.7 关1996DOM/HEA兴 298 298 370 387 298 337 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1951MCC/PER兴 关1951MCC/PER兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 C C C A,MM 298 298 373 387 298 331 关1996DOM/HEA兴 C C C A,MM 333 298 298 363 385 298 331 共314–394兲 37.9 39.1 39.2 39.2⫾ 0.1 37.4 cis 1,4-dimethylcyclohexane 9.29 共317–400兲 39 3900 39.0⫾ 0.1 37.6 329 298 298 298 329 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1951MCC/PER兴 关1951MCC/PER兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关1996DOM/HEA兴 197.6 A C C C MM 共dl兲 trans 1,3-dimethylcyclohexane 9.87 183.1 共314–400兲 关1995CHI/HES兴 关1995CHI/HES兴 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 172.5 223.3 共dl兲 trans 1,2-dimethylcyclohexane 10.5 185 38.3 38.4 34.4⫾ 0.1 33.5⫾ 0.1 38.4⫾ 0.1 37.0 Reference 关1987STE/MAL兴 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1951MCC/PER兴 关1951MCC/PER兴 关1947OSB/GIN兴 关1945WIL/TAY兴 关1996DOM/HEA兴 A C MM 关1987STE/MAL兴 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY兴 185.7 关1996DOM/HEA兴 298 298 298 332 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 C A,MM 共dl兲 trans 1,4-dimethylcyclohexane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-356 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬fusH 12.34 236.2 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 37.6 37.9 35.6⫾ 0.1 34.6⫾ 0.1 33.5⫾ 0.1 39.9⫾ 0.1 36.7 298 298 341 357 377 298 328 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1951MCC/PER兴 关1951MCC/PER兴 关1951MCC/PER兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 Enthalpy 关1678-91-7兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 关2040-96-2兴 ⌬fusH C8H16 C8H16 C8H16 C8H16 C8H16 Temp 共K兲 Range 共313–395兲 Method C C C C A,MM Reference ethylcyclohexane 8.5 8.33 共323–407兲 39.2⫾ 0.4 39.8⫾ 0.1 38.9⫾ 0.1 37.9⫾ 0.1 37.0⫾ 0.1 36.3⫾ 0.1 40.0⫾ 0.4 40.4 40.5 40.5⫾ 0.1 38.6 关2006MAN/CUT兴 关1996DOM/HEA兴 161.5 161.4 298 313 328 343 358 368 298 298 298 298 338 GC C C C C C GCC C A,MM 关1987AZA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1978FUC/PEA兴 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 propylcyclopentane 10.04 关1996DOM/HEA兴 155.8 41.1 41.1⫾ 0.1 39.2 298 298 338 C A,MM 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关3875-51-2兴 ⌬ vH ⌬ vH ⌬ vH isopropylcyclopentane 37.9 39.4⫾ 0.1 共320–403兲 37.9 298 298 335 C A,MM 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关4259-00-1兴 ⌬ vH 1,1,2-trimethylcyclopentane 36.3 324 A,MM 关1987STE/MAL, 1949FOR/NOR兴 关4516-69-2兴 ⌬ vH 1,1,3-trimethylcyclopentane 35.4 316 A,MM 关1987STE/MAL, 1949FOR/NOR兴 关16747-50-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-ethyl-1-methylcyclopentane 共331–397兲 36.7 共238–288兲 40.2 38.9 共316–396兲 37.3 346 273 298 331 A IP 关1987STE/MAL兴 关1987STE/MAL, 1974OSB/DOU兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关930-89-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 cis 1-ethyl-2-methylcyclopentane 共238–304兲 42.5 253 共303–403兲 39.3 318 共238–288兲 41.6 273 40.2 298 共322–402兲 38.3 337 A A IP 关1987STE/MAL兴 关1987STE/MAL兴 关1974OSB/DOU兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关na兴 ⌬ vH trans 1-ethyl-2-methylcyclopentane 39.3 298 ⌬ vH ⌬ vH ⌬ vH C8H16 Compound 共323–406兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1971WIL/ZWO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-357 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 Enthalpy C8H16 C8H16 C8H16 C8H16 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关na兴 ⌬ vH cis 1-ethyl-3-methylcyclopentane 39.3 298 关1941KIR/SIT兴 关na兴 ⌬ vH trans 1-ethyl-3-methylcyclopentane 38.9 298 关1941KIR/SIT兴 关4259-00-1兴 ⌬ vH 1,1,2-trimethylcyclopentane 37.2 298 关1971WIL/ZWO兴 关4516-69-2兴 ⌬ vH 1,1,3-trimethylcyclopentane 36.0 298 关1971WIL/ZWO兴 关na兴 ⌬ vH cis, cis 1,2,3-trimethylcyclopentane 38.9 298 关1971WIL/ZWO兴 关na兴 ⌬ vH cis, cis 1,2,4-trimethylcyclopentane 38.1 298 关1971WIL/ZWO兴 关na兴 ⌬ vH cis 1,2-trans-3-trimethylcyclopentane 38.1 298 关1971WIL/ZWO兴 关4850-28-6兴 ⌬ vH cis 1,2-trans-4-trimethylcyclopentane 共311–392兲 36.8 326 A,MM 关1987STE/MAL, 1949FOR/NOR兴 关13398-35-1兴 ⌬ vH ⌬ vH trans 1,2-cis-4-trimethylcyclopentane 36.8 298 共305–385兲 36.0 320 A,MM 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 关111-66-0兴 ⌬fusH 1-octene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 Compound 15.31 共373–423兲 共263–291兲 共260–291兲 共317–395兲 关7642-04-8兴 ⌬ vH ⌬ vH cis 2-octene 关13389-42-9兴 ⌬ vH ⌬ vH trans 2-octene 共356–399兲 关14850-22-7兴 ⌬ vH cis 3-octene 关14919-01-8兴 ⌬ vH ⌬ vH trans 3-octene 共354–396兲 关7642-15-1兴 ⌬ vH ⌬ vH cis 4-octene 共353–395兲 共356–400兲 关1996DOM/HEA兴 171.5 CGC C C C C C MM HSA C 关1995CHI/HOS兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1981CHI/HYM兴 关1981CHI/HYM兴 关1977MAN/SEL兴 关1971WIL/ZWO兴 关1987STE/MAL, 1950FOR/CAM兴 40.6 39.5⫾ 0.1 38.6⫾ 0.1 37.6⫾ 0.1 36.6⫾ 0.1 35.8⫾ 0.1 40.2 41.2 40.3⫾ 0.2 38 38.8 298 313 328 343 358 368 277 275 298 298 332 A,MM 40.2 37.8 298 371 A 37.9 40.2 371 298 39.7 298 37.6 40.2 369 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 37.2 39.7 368 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 A 关1971WIL/ZWO兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1971WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-358 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 43.2⫾ 0.3 42.9⫾ 0.3 37.4 39.7 292 298 368 298 GS GS A 关14850-23-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH trans 4-octene 共276–308兲 共276–308兲 共353–396兲 关15870-10-7兴 ⌬ vH 2-methyl-1-heptene 关4810-09-7兴 ⌬ vH 3-methyl-1-heptene 关13151-05-8兴 ⌬ vH 4-methyl-1-heptene 关13151-04-7兴 ⌬ vH 5-methyl-1-heptene 关5026-76-6兴 ⌬ vH 6-methyl-1-heptene 关627-97-4兴 ⌬ vH ⌬ vH 2-methyl-2-heptene Reference 关2000VER/WAN兴 关2000VER/WAN兴 关1987STE/MAL兴 关1971WIL/ZWO兴 39.3 298 关1971WIL/ZWO兴 38.5 298 关1971WIL/ZWO兴 38.9 298 关1971WIL/ZWO兴 38.9 298 关1971WIL/ZWO兴 38.9 298 关1971WIL/ZWO兴 39.7 41.2 298 272 关22768-19-0兴 ⌬ vH 3-methyl-cis-2-heptene 39.7 298 关1971WIL/ZWO兴 关22768-20-3兴 ⌬ vH 3-methyl-trans-2-heptene 39.7 298 关1971WIL/ZWO兴 关na兴 ⌬ vH 4-methyl-cis-2-heptene 38.9 298 关1971WIL/ZWO兴 关na兴 ⌬ vH 4-methyl-trans-2-heptene 38.9 298 关1971WIL/ZWO兴 关24608-84-2兴 ⌬ vH 5-methyl-cis-2-heptene 39.3 298 关1971WIL/ZWO兴 关24608-85-3兴 ⌬ vH 5-methyl-trans-2-heptene 39.3 298 关1971WIL/ZWO兴 关na兴 ⌬ vH 6-methyl-cis-2-heptene 39.3 298 关1971WIL/ZWO兴 关51065-65-7兴 ⌬ vH 6-methyl-trans-2-heptene 39.3 298 关1971WIL/ZWO兴 关20488-34-0兴 ⌬ vH 2-methyl-cis-3-heptene 38.9 298 关1971WIL/ZWO兴 关692-96-6兴 ⌬ vH 2-methyl-trans-3-heptene 38.9 298 关1971WIL/ZWO兴 关22768-17-8兴 ⌬ vH 3-methyl-cis-3-heptene 39.7 298 关1971WIL/ZWO兴 关22768-18-9兴 ⌬ vH 3-methyl-trans-3-heptene 39.7 298 关1971WIL/ZWO兴 关14255-24-4兴 ⌬ vH 4-methyl-cis-3-heptene 39.7 298 关1971WIL/ZWO兴 共257–396兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 关1971WIL/ZWO兴 关1987STE/MAL, 1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-359 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关13714-85-7兴 ⌬ vH 4-methyl-trans-3-heptene 39.7 298 关1971WIL/ZWO兴 关50422-80-5兴 ⌬ vH 5-methyl-cis-3-heptene 38.9 298 关1971WIL/ZWO兴 关53510-18-2兴 ⌬ vH 5-methyl-trans-3-heptene 38.9 298 关1971WIL/ZWO兴 关66225-19-2兴 ⌬ vH 6-methyl-cis-3-heptene 38.9 298 关1971WIL/ZWO兴 关66225-20-5兴 ⌬ vH 6-methyl-trans-3-heptene 38.9 298 关1971WIL/ZWO兴 关1632-16-2兴 ⌬ vH 2-ethyl-1-hexene 39.7 298 关1971WIL/ZWO兴 关3404-58-8兴 ⌬ vH 3-ethyl-1-hexene 38.5 298 关1971WIL/ZWO兴 关16746-85-3兴 ⌬ vH 4-ethyl-1-hexene 38.9 298 关1971WIL/ZWO兴 关16746-86-4兴 ⌬ vH 2,3-dimethyl-1-hexene 38.5 298 关1971WIL/ZWO兴 关16746-87-5兴 ⌬ vH 2,4-dimethyl-1-hexene 38.5 298 关1971WIL/ZWO兴 关6795-92-4兴 ⌬ vH 2,5-dimethyl-1-hexene 38.9 298 关1971WIL/ZWO兴 关3404-77-1兴 ⌬ vH 3,3-dimethyl-1-hexene 36.0 298 关1971WIL/ZWO兴 关16745-94-1兴 ⌬ vH 3,4-dimethyl-1-hexene 38.9 298 关1971WIL/ZWO兴 关7423-69-0兴 ⌬ vH 3,5-dimethyl-1-hexene 38.1 298 关1971WIL/ZWO兴 关1647-08-1兴 ⌬ vH 4,4-dimethyl-1-hexene 31.0 298 关1971WIL/ZWO兴 关16106-59-5兴 ⌬ vH 4,5-dimethyl-1-hexene 38.5 298 关1971WIL/ZWO兴 关7116-86-1兴 ⌬ vH 5,5-dimethyl-1-hexene 37.7 298 关1971WIL/ZWO兴 关36880-72-5兴 ⌬ vH 3-ethyl-cis-2-hexene 39.7 298 关1971WIL/ZWO兴 关19781-63-6兴 ⌬ vH 3-ethyl-trans-2-hexene 39.7 298 关1971WIL/ZWO兴 关54616-49-8兴 ⌬ vH 4-ethyl-cis-2-hexene 38.9 298 关1971WIL/ZWO兴 关19781-63-6兴 ⌬ vH 4-ethyl-trans-2-hexene 38.9 298 关1971WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-360 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关7145-20-2兴 ⌬ vH 2,3-dimethyl-2-hexene 39.7 298 关1971WIL/ZWO兴 关14255-23-3兴 ⌬ vH 2,4-dimethyl-2-hexene 38.5 298 关1971WIL/ZWO兴 关3404-78-2兴 ⌬ vH 2,5-dimethyl-2-hexene 38.9 298 关1971WIL/ZWO兴 关19550-81-3兴 ⌬ vH 3,4-dimethyl-cis-2-hexene 39.3 298 关1971WIL/ZWO兴 关19550-82-4兴 ⌬ vH 3,4-dimethyl-trans-2-hexene 39.3 298 关1971WIL/ZWO兴 关66225-31-8兴 ⌬ vH 3,5-dimethyl-cis-2-hexene 38.9 298 关1971WIL/ZWO兴 关66225-12-5兴 ⌬ vH 3,5-dimethyl-trans-2-hexene 38.9 298 关1971WIL/ZWO兴 关66225-13-6兴 ⌬ vH 4,4-dimethyl-cis-2-hexene 38.1 298 关1971WIL/ZWO兴 关19550-83-5兴 ⌬ vH 4,4-dimethyl-trans-2-hexene 38.1 298 关1971WIL/ZWO兴 关na兴 ⌬ vH 4,5-dimethyl-cis-2-hexene 38.5 298 关1971WIL/ZWO兴 关66225-14-7兴 ⌬ vH 4,5-dimethyl-trans-2-hexene 38.5 298 关1971WIL/ZWO兴 关39761-61-0兴 ⌬ vH 5,5-dimethyl-cis-2-hexene 38.1 298 关1971WIL/ZWO兴 关39782-43-9兴 ⌬ vH 5,5-dimethyl-trans-2-hexene 38.1 298 关1971WIL/ZWO兴 关16789-51-8兴 ⌬ vH 3-ethyl-3-hexene 298 关1971WIL/ZWO兴 关690-92-6兴 ⌬ vH ⌬ vH ⌬ vH cis 2,2-dimethyl-3-hexene 共319–380兲 35.3 37.2 共305–379兲 36.1 334 298 320 关690-93-7兴 ⌬ vH ⌬ vH ⌬ vH trans 2,2-dimethyl-3-hexene 共306–379兲 36.1 37.2 共303–374兲 36.3 321 298 318 关59643-75-3兴 ⌬ vH cis 2,3-dimethyl-3-hexene 38.9 298 关1971WIL/ZWO兴 关66225-30-7兴 ⌬ vH trans 2,3-dimethyl-3-hexene 38.9 298 关1971WIL/ZWO兴 关37549-89-6兴 ⌬ vH cis 2,4-dimethyl-3-hexene 38.5 298 关1971WIL/ZWO兴 关61847-78-7兴 ⌬ vH trans 2,4-dimethyl-3-hexene 38.5 298 关1971WIL/ZWO兴 39.3 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A MM A MM 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-361 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 C8H16 Enthalpy C8H16 C8H16 C8H16 C8H16 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关10557-44-5兴 ⌬ vH cis 2,5-dimethyl-3-hexene 37.2 298 关1971WIL/ZWO兴 关692-70-6兴 ⌬ vH trans 2,5-dimethyl-3-hexene 37.5 298 关1971WIL/ZWO兴 关19550-87-9兴 ⌬ vH cis 3,4-dimethyl-3-hexene 39.7 298 关1971WIL/ZWO兴 关19550-88-0兴 ⌬ vH trans 3,4-dimethyl-3-hexene 39.7 298 关1971WIL/ZWO兴 关15918-08-8兴 ⌬ vH 2-propyl-1-pentene 39.3 298 关1971WIL/ZWO兴 关61847-79-8兴 ⌬ vH 2-isopropyl-1-pentene 38.8 298 关1971WIL/ZWO兴 关3404-67-9兴 ⌬ vH ⌬ vH ⌬ vH 2-ethyl-3-methyl-1-pentene 共307–389兲 36.4 38.9 共308–383兲 36.4 322 298 323 关3404-80-6兴 ⌬ vH 2-ethyl-4-methyl-1-pentene 38.5 298 关1971WIL/ZWO兴 关19780-66-6兴 ⌬ vH 3-ethyl-2-methyl-1-pentene 37.7 298 关1971WIL/ZWO兴 关6196-60-7兴 ⌬ vH 3-ethyl-3-methyl-1-pentene 38.9 298 关1971WIL/ZWO兴 关61847-80-1兴 ⌬ vH 3-ethyl-4-methyl-1-pentene 38.5 298 关1971WIL/ZWO兴 关560-23-6兴 ⌬ vH 2,3,3-trimethyl-1-pentene 38.5 298 关1971WIL/ZWO兴 关565-76-4兴 ⌬ vH 2,3,4-trimethyl-1-pentene 38.5 298 关1971WIL/ZWO兴 关107-39-1兴 ⌬fusH 2,4,4-trimethyl-1-pentene 8.79 178.9 关1996DOM/HEA兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16 Compound 共306–356兲 共343–381兲 A MM 关2007MAL兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 35.7 33.5 35.7 35.1 298 358 298 316 关564-03-4兴 ⌬ vH 3,3,4-trimethyl-1-pentene 38.1 298 关1971WIL/ZWO兴 关19780-67-7兴 ⌬ vH 2-methyl-3-ethyl-2-pentene 39.3 298 关1971WIL/ZWO兴 关42067-48-1兴 ⌬ vH 4-methyl-3-ethyl-cis-2-pentene 39.3 298 关1971WIL/ZWO兴 关42067-49-2兴 ⌬ vH 4-methyl-3-ethyl-trans-2-pentene 38.9 298 关1971WIL/ZWO兴 关565-77-5兴 ⌬ vH 2,3,4-trimethyl-2-pentene 39.3 关1971WIL/ZWO兴 共301–375兲 298 EB A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 MM J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-362 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16 Enthalpy 关107-40-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C8H16 C8H16 C8H16 C8H16 C8H16Br2 C8H16Cl2 C8H16Cl2 C8H16Cl2 C8H16Cl2 C8H16F2 C8H16NO2 C8H16N2 C8H16N2 C8H16N2 C8H16N2O2 C8H16N2O2 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 2,4,4-trimethyl-2-pentene 6.78 共319–380兲 35.7 39.3 37.2 共305–378兲 Tm 共K兲 Method 关1996DOM/HEA兴 166 334 298 320 Reference A MM 关1987STE/MAL兴 关1971WIL/ZWO兴 关1960CAM/ROS兴 关39761-64-3兴 ⌬ vH 3,4,4-trimethyl-cis-2-pentene 38.9 298 关1971WIL/ZWO兴 关39761-64-3兴 ⌬ vH 3,4,4-trimethyl-trans-2-pentene 38.9 298 关1971WIL/ZWO兴 关na兴 ⌬ vH 3-methyl-2-isopropyl-1-butene 38.1 298 关1971WIL/ZWO兴 关18231-53-3兴 ⌬ vH 3,3-dimethyl-2-ethyl-1-butene 38.5 298 关1971WIL/ZWO兴 关62168-26-7兴 ⌬ vH 1,1-dibromooctane 共412–571兲 57.1 427 A,EST 关1987STE/MAL, 1956MAN, 1970DYK/VAN兴 关20395-24-8兴 ⌬ vH ⌬ vH 1,1-dichlorooctane 共380–480兲 57.7 共382–533兲 51.4 298 397 A A,EST 关1987VAR/LOS2, 1991BAS/SVO兴 关1987STE/MAL, 1956MAN, 1970DYK/VAN, 1999DYK/SVO兴 关21948-46-9兴 ⌬ vH ⌬ vH 1,2-dichlorooctane 共370–490兲 52.0 共370–490兲 57.6 385 298 关1982VAR/PUC, 1999DYK/SVO兴 关1982VAR/PUC, 1992LEE/CHE兴 关2162-99-4兴 ⌬ vH ⌬ vH 1,8-dichlorooctane 共410–510兲 55.9 共410–510兲 65.6 426 298 关1999DYK/SVO兴 关1988VAR/LOS, 1991BAS/SVO兴 关2162-99-4兴 ⌬ vH erythro-4,5-dichlorooctane 共351–480兲 47.3 415 关1999DYK/SVO兴 关61350-03-6兴 ⌬ vH 1,1-difluorooctane 共329–459兲 344 关na兴 ⌬ vH ethyl 2-共N,N-dimethylamino兲-2-methylpropanoate 共278–313兲 51.6⫾ 0.5 298 GS 关1996VER/ZUF兴 关na兴 ⌬ vH methyl ethyl ketazine 共439–524兲 40.0 关1993FER/MOR兴 关na兴 ⌬ vH 1,1,4,4-tetramethyltetramethylenediazine 50.1⫾ 0.4 298 关na兴 ⌬ vH 2-diethylamino-2-methylpropionitrile 56.3⫾ 1.1 关28529-34-2兴 ⌬subH ⌬subH N-acetyl 共l兲-leucine amide 115.6⫾ 1.4 119.8⫾ 1.5 376 298 关16624-68-3兴 ⌬fusH N-acetyl 共d兲-leucine amide 20.2 404 ⌬subH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 44.2 114.8⫾ 0.3 393 A,EST 关1987STE/MAL, 1956MAN, 1970DYK/VAN, 1999DYK/SVO兴 C 关1976ENG/MEL兴 GS 关1997WEL/VER兴 C 关1999DEL/BAR兴 关1999DEL/BAR兴 关1996DOM/HEA兴 C 关1999DEL/BAR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-363 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16N2O2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH ⌬subH 共374–401兲 120.4⫾ 0.4 101⫾ 3 298 388 关56711-06-9兴 ⌬fusH N-acetyl 共l兲-isoleucine amide 41.8 ⌬subH ⌬subH C8H16N2O2 C8H16N6 C8H16N6O C8H16O C8H16O C8H16O C8H16O C8H16O C8H16O C8H16O 关1997PUL/DES兴 529.6 390 298 关1999DEL/BAR兴 关1988FER/DEL, 1986BAR/FER兴 C 关1999DEL/BAR兴 关1999DEL/BAR兴 DSC 关2006BAD/DEL兴 suberamide 关na兴 ⌬fusH 1-共methylamino兲-3,5-bis共dimethylamino兲-s-triazine 22.34 378.8 关1989BRA/RYT兴 关na兴 ⌬fusH 1-共hydroxylamino兲-3,5-bis共dimethylamino兲-s-triazine 30.67 381.5 关1989BRA/RYT兴 关124-13-0兴 ⌬fusH octanal 5.45 58.4 25.86 共277–310兲 共313–353兲 共293–438兲 51.0⫾ 0.3 53.8 43.4 51.3⫾ 0.2 431.3 493.2 关1980DYA/VAS兴 288.2 298 298 308 298 GS CGC A 关2003VER/KRA2兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1981DYA/KOR兴 365 A 关1987STE/MAL兴 关18641-70-8兴 ⌬ vH 2,4-dimethyl-3-hexanone 共350–418兲 42.5 关696-71-9兴 ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH cyclooctanol 关1940-18-7兴 ⌬ vH 1-ethylcyclohexanol 共324–440兲 46.9 339 A 关1987STE/MAL兴 关13019-20-0兴 ⌬ vH 2-methyl-3-heptanone 共350–428兲 43.5 365 A 关1987STE/MAL兴 关51500-48-2兴 ⌬ vH 6-methyl-3-hepten-2-ol 共314–449兲 59.7 329 A 关1987STE/MAL, 1947STU兴 关4630-06-2兴 ⌬ vH 共dl兲 6-methyl-5-hepten-2-ol 共314–448兲 57 329 A 关1987STE/MAL, 1947STU兴 关111-13-7兴 ⌬fusH 2-octanone ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16O TE Reference 关3891-73-4兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16O 142.7⫾ 0.2 147.4⫾ 0.3 Method 关106-68-3兴 ⌬ vH 2.02 291.2 DSC 关2008SIN/MUR兴 2.05 264.1 1.97 297.1 关2003RUT/SAL兴 2.12 261.3 2.06 295 关1995SCI/MAY兴 Note: Authors did not report enthalpic data for all transitions 24.42 共343–383兲 共317–446兲 共324–520兲 共324–520兲 共296–446兲 3-octanone 共293–348兲 关1996DOM/HEA兴 252.9 52.6 49.8 52.0⫾ 0.3 49.1 51.8 50.6 298 332 298 339 298 311 CGC A GCC A 43.8 308 A 关1995CHI/HOS兴 关1987STE/MAL兴 关1979SAL/PEA兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 关1947STU兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-364 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16O C8H16O C8H16O C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 Enthalpy Compound Temp 共K兲 Range C8H16O2 Method Reference 4-octanone 共288–433兲 36.4 303 A 关1987STE/MAL兴 关1604-02-0兴 ⌬ vH 1-propylcyclopentanol 共344–447兲 64.2 359 A 关1987STE/MAL兴 关5857-36-2兴 ⌬ vH ⌬ vH ⌬ vH 2,2,4-trimethyl-3-pentanone 共287–408兲 55.7 43.3⫾ 0.2 43.3⫾ 0.1 302 298 298 A C C 关1987STE/MAL, 1947STU兴 关1970SEL2兴 关1966WAD兴 关na兴 ⌬ vH 3-butoxy-2-butanone 共323–398兲 36.7 338 A 关1987STE/MAL兴 关na兴 ⌬ vH trans 2,2,4,6-tetramethyl-1,3-dioxane 41.9⫾ 1.2 298 关1967PIH/HEI兴 关na兴 ⌬ vH cis 2,2,4,6-tetramethyl-1,3-dioxane 42.3⫾ 1.2 298 关1967PIH/HEI兴 关na兴 ⌬fusH 2,2,6,6-tetramethyl-1,3-dioxane 10.9 关1975BOR兴 关933-40-4兴 ⌬ vH ⌬ vH ⌬ vH 1,1-dimethoxycyclohexane 共278–308兲 48.6⫾ 0.2 共278–308兲 49.0⫾ 0.2 共315–347兲 52.4 关124-07-2兴 ⌬fusH octanoic acid 共caprylic acid兲 21.38 250.6 298 331 GS GS EB 关2002VER兴 关1998VER/PEN兴 关1994WIB/MOR兴 关1996DOM/HEA兴 289.7 113.3⫾ 6 298 TPD 关2008CAP/LOV兴 79.8⫾ 0.6 81.0⫾ 0.6 81.2 66.6 85.3 74.4 80.0 82.9⫾ 1.0 70.0 320 298 298 432 311 375 290 298 407 GS GS CGC A,EB A A TE I 关2000VER2兴 关2000VER2兴 关1995CHI/HOS兴 关1987AMB/GHI3兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982DEK/SCH兴 关1979DEK/OON兴 关1943CRA兴 关123-66-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethyl hexanoate 共345–374兲 47.4⫾ 0.3 共345–379兲 51.5⫾ 1.3 共396–449兲 51.8 共300–376兲 48.6 359 298 311 315 EB EB A A 关1991WIB/WAL兴 关1991WIB/WAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关149-57-5兴 ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-ethylhexanoic acid 共397–514兲 76.3⫾ 0.9 共403–500兲 61.8 75.6⫾ 0.5 298 418 298 EB A C 关1997STE/CHI3兴 关1987STE/MAL兴 关1976STR兴 关142-92-7兴 ⌬fusH hexyl acetate ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H16O2 Tm 共K兲 关589-63-9兴 ⌬ vH ⌬subH C8H16O2 ⌬transHm 共kJ mol−1兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共297–343兲 共297–434兲 共353–393兲 共417–514兲 共296–331兲 共360–512兲 共291–303兲 19.83 共274–309兲 共303–444兲 共304–381兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 51.9⫾ 0.3 52.1 50.9 48.9 关1996DOM/HEA兴 212.1 298 298 318 319 GS GC A 关2006KRA/VER兴 关1997KOU/HOS兴 关1995ARC/BLA兴 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-365 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O2 C8H16O3 C8H16O3 C8H16O3 C8H16O3 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共378–459兲 46.2 387 14.93 181.7 41.7 292 A 关1987STE/MAL, 1947STU兴 Tm 共K兲 Method DTA Reference 关1980MEY/AWE兴 关109-21-7兴 ⌬fusH butyl butanoate 关539-90-2兴 ⌬ vH isobutyl butyrate 共277–430兲 关97-85-8兴 ⌬ vH ⌬ vH ⌬ vH isobutyl isobutyrate 共274–319兲 48.5 共278–313兲 44.5⫾ 0.1 共277–421兲 46.9 298 298 292 GS GS A 关2008VER/EME兴 关1996VER/BEC兴 关1987STE/MAL, 1947STU兴 关624-54-4兴 ⌬ vH isopentyl propionate 共281–434兲 44.1 296 A 关1987STE/MAL兴 关106-73-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl heptanoate 共421–444兲 46.3 共278–310兲 53.2⫾ 0.2 49.1 50.2⫾ 0.1 51.8⫾ 0.1 共313–363兲 53.4 共433–473兲 53.7 共313–353兲 53.5 49.7⫾ 0.5 53.1⫾ 0.4 53.1⫾ 0.1 51.6⫾ 0.5 共332–402兲 49.0 433 298 350 326 298 298 298 298 298 298 298 298 347 关25415-67-2兴 ⌬ vH 4-methylvaleric acid, ethyl ester 共284–434兲 45.4 299 A 关1987STE/MAL, 1947STU兴 关557-00-6兴 ⌬ vH propyl isovalerate 共281–429兲 296 A 关1987STE/MAL, 1947STU兴 关123-66-0兴 ⌬ vH ⌬ vH ethyl hexanoate 共279–309兲 50.8⫾ 0.4 共279–309兲 50.6⫾ 0.4 294 298 GS GS 关1999VER/HEI兴 关1999VER/HEI兴 关34949-22-9兴 ⌬ vH ⌬ vH tert-pentyl propionate 共274–310兲 45.3⫾ 0.1 共333–378兲 45.7 298 298 GS CGC 关2008VER/EME兴 关1999VER/HEI兴 关34859-98-8兴 ⌬ vH 1,1-dimethylbutyl acetate 共333–378兲 45.6 298 CGC 关1999VER/HEI兴 关15965-97-6兴 ⌬ vH 关共3-methylbutoxy兲methyl兴oxirane 55.8⫾ 1.9 关112-07-2兴 ⌬ vH 2-butoxyethyl acetate 59.5⫾ 0.1 298 C 关1970KUS/WAD兴 关4126-55-0兴 ⌬ vH 2-butoxypropionic acid, methyl ester 共348–417兲 51.9 363 A 关1987STE/MAL兴 关14144-34-4兴 ⌬ vH 3-butoxypropionic acid, methyl ester 共311–469兲 51.1 326 A 关1987STE/MAL兴 关na兴 3-ethoxypropionic acid, propyl ester 44.3 关1996DOM/HEA兴 GS CGC CGC CGC GC GCC C C A,EST 关2009POS/MAR兴 关2008VER/EME兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 关1987AZA兴 关1980FUC/PEA兴 关1980FUC/PEA兴 关1977MAN/SEL兴 关1987STE/MAL, 1963ROS/SCH兴 关1987VAN/KAC兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-366 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H16O3 C8H16O3 C8H16O3 C8H16O3 C8H16O3 C8H16O3 C8H16O4 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共343–461兲 48.6 C8H16S4 C8H17Br C8H17Cl C8H17Cl C8H17Cl C8H17ClO4 C8H17Cl2N C8H17Cl2N C8H17Cl2N Reference A 关1987STE/MAL, 1954FRI/PIC兴 ethylene glycol monobutyl ether acetate 共293–465兲 51.9 308 A 关1987STE/MAL兴 关816-50-2兴 ⌬ vH 2-hydroxyisobutyric acid, butyl ester 共384–458兲 47.7 399 A 关1987STE/MAL兴 关4195-88-4兴 ⌬ vH 3-methoxypropionic acid, butyl ester 共311–469兲 50.9 326 A 关1987STE/MAL兴 关6382-06-5兴 ⌬ vH pentyl lactate 共288–469兲 A 关1987STE/MAL兴 关112-15-2兴 ⌬ vH diethylene glycol monoethyl ether acetate 共293–491兲 51.7 308 A 关1987STE/MAL兴 关2305-25-1兴 ⌬ vH ethyl 3-hydroxyhexanoate 共363–393兲 61.9⫾ 0.6 CGC 关2005TEM/CHI兴 关294-93-9兴 ⌬fusH 1,4,7,10-tetraoxacyclododecane 共12-crown-4兲 22.46 290.7 73.9 303 298 关1998DOM兴 CGC C 关2000NIC/ORF兴 关1982BYS/MAN兴 关2780-59-8兴 ⌬ vH 3,6-diethyl-3,6-dimethyl-1,2,4,5-tetraoxacyclohexane 共403–473兲 45.09 298 CGC 关2007CAN/EYL兴 关25423-56-7兴 ⌬fusH 1,4,7,10-tetrathiacyclododecane 31.0 关2002ROC/GRI兴 关111-83-1兴 ⌬fusH 1-bromooctane ⌬ vH ⌬ vH ⌬ vH C8H17Br 358 Method 关112-07-2兴 ⌬ vH ⌬ vH ⌬ vH C8H16O4 Tm 共K兲 65.7⫾ 3.7 65.6⫾ 0.4 24.69 共323–363兲 共373–475兲 55.1 55.8⫾ 0.1 49.3 298 298 499.2 DSC 关1950CRO/SMY兴 218.2 关1995CHI/HOS兴 关1976STR3, 1977MAN/SEL兴 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN兴 298 298 388 CGC C A,EST 358 A 关1987STE/MAL, 1999DYK/SVO兴 298 342 298 A,DTA C 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1969KEM/KRE兴 关1968WAD兴 关555-35-7兴 ⌬ vH 共dl兲 2-bromooctane 共343–463兲 48.4 关111-85-3兴 ⌬ vH ⌬ vH ⌬ vH 1-chlorooctane 共330–460兲 共327–457兲 关628-61-5兴 ⌬ vH 共dl兲 2-chlorooctane 共330–446兲 47.8 345 A 关1987STE/MAL, 1999DYK/SVO兴 关123-04-6兴 ⌬ vH 共3-chloromethyl兲heptane 共371–443兲 44.2 386 A 关1987STE/MAL, 1999DYK/SVO兴 关5197-66-0兴 ⌬ vH triethylene glycol mono共2-chloroethyl兲 ether 共383–555兲 68.6 398 A 关1987STE/MAL, 1947STU兴 关42520-97-8兴 ⌬ vH N-butyl bis共2-chloroethyl兲amine 共273–380兲 60.7 288 A,GS 关1987STE/MAL, 1948RED/CHA3, 1999DYK/SVO兴 关na兴 ⌬ vH N-sec-butyl bis共2-chloromethyl兲amine 共273–373兲 59.5 288 GS 关1987STE/MAL, 1948RED/CHA3, 1999DYK/SVO兴 关10125-86-7兴 N-tert-butyl bis共2-chloromethyl兲amine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 51.4 50.3 52.4⫾ 0.1 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-367 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H17Cl2N C8H17F C8H17I Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共273–345兲 58.4 C8H17NO C8H17NO C8H17NO C8H17NO C8H17NO C8H17NO2 C8H17NO2 C8H17NO2 C8H17NO2 C8H17NO2 C8H17NO2 C8H17NO2 Method Reference A,GS 关1987STE/MAL, 1948RED/CHA3, 1999DYK/SVO兴 关87289-70-1兴 ⌬ vH N-isobutyl bis共2-chloromethylamine 共273–345兲 60.3 288 A,GS 关1987STE/MAL, 1948RED/CHA3, 1999DYK/SVO兴 关463-11-6兴 ⌬ vH ⌬ vH 1-fluorooctane 共307–446兲 49.7 44.1 298 322 A,EST 关UR/FUC, 1985MAJ/SVO兴 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN兴 关629-27-6兴 ⌬ vH 1-iodooctane 共391–554兲 59.7 298 A,EST 共391–554兲 50.7 406 A,EST 1.91 0.97 27.6 194.4 304.5 377 关629-01-6兴 ⌬trsH ⌬trsH ⌬fusH ⌬subH C8H17NO Tm 共K兲 288 ⌬ vH C8H17NO Compound 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN, 2006BOL/NER兴 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN兴 octanamide 共325–374兲 110.5⫾ 2.9 DSC GS,ME 关2008ABA/BAD兴 关1959DAV/JON2, 1987STE/MAL兴 关na兴 ⌬ vH ⌬ vH N-propylpiperidine 共275–314兲 45.2⫾ 0.4 共275–314兲 44.9⫾ 0.4 294 298 GS GS 关1998VER6兴 关1998VER6兴 关1114-76-7兴 ⌬ vH butyric acid N,N-diethylamide 共298–373兲 38.7 313 A 关1987STE/MAL兴 关929-55-5兴 ⌬ vH caprylaldehyde oxime 共313–400兲 71.3 328 A 关1987STE/MAL兴 关7207-49-0兴 ⌬ vH 2-octanone oxime 共293–487兲 67.5 308 A 关1987STE/MAL兴 关7207-50-3兴 ⌬ vH 3-octanone oxime 共293–400兲 67.2 308 A 关1987STE/MAL兴 关7207-51-4兴 ⌬ vH 4-octanone oxime 共293–400兲 68.8 308 A 关1987STE/MAL兴 关na兴 ⌬ vH ⌬ vH 2,4,4-trimethyl-2-nitropentane 共288–324兲 54.2⫾ 0.8 共288–324兲 54.7⫾ 0.8 306 298 GS GS 关1997VER3兴 关1997VER3兴 关na兴 ⌬ vH lactic acid N-isopentylamide 共386–433兲 77.9 401 A 关1987STE/MAL兴 关na兴 ⌬ vH lactic acid N-pentylamide 共373–448兲 81.8 388 A 关1987STE/MAL兴 关2743-60-4兴 ⌬ vH 共l兲 leucine ethyl ester 共333–449兲 43.5 348 A 关1987STE/MAL兴 关na兴 ⌬ vH ethyl 2-共N,N-dimethylamino兲-2-methylpropionate 55.6⫾ 0.4 283 DSC 关1993SCH/BEC兴 关na兴 ⌬ vH 共1-methylheptyl兲nitrite 共303–338兲 44.9 318 A 关1987STE/MAL兴 关1002-57-9兴 ⌬subH ⌬subH 8-aminooctanoic acid 共391–402兲 166.2⫾ 0.9 170⫾ 4 397 298 C C 关1983SKO/SAB兴 关1983SKO/SAB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-368 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H17NO4 C8H18 C8H18 C8H18 C8H18 C8H18 C8H18 C8H18 C8H18 C8H18 C8H18 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 关72458-42-5兴 ⌬fusH N-ethyl-5-amino-1,5-dideoxy-共d兲-glycopyranose 26.3 429.1 关590-73-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2-dimethylhexane 关584-94-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,3-dimethylhexane 关589-43-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,4-dimethylhexane 关592-13-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,5-dimethylhexane 37.9 41.1 37.9⫾ 0.1 36.9 关563-16-6兴 ⌬ vH ⌬ vH ⌬ vH Reference 关1994BLU/PRA兴 C A,MM 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 C A,MM 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 C A,MM 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 298 261 298 322 C A,MM 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 3,3-dimethylhexane 共247–385兲 41.2 37.5⫾ 0.1 共308–386兲 36.6 262 298 323 C A,MM 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关583-48-2兴 ⌬ vH ⌬ vH ⌬ vH 3,4-dimethylhexane 共251–390兲 41.3 39.0⫾ 0.1 共313–392兲 37.7 266 298 328 C A,MM 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关619-99-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-ethylhexane 39.7 42.4 39.6⫾ 0.1 38.2 298 268 298 329 C A,MM 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关609-26-7兴 ⌬ vH ⌬ vH ⌬ vH 3-ethyl-2-methylpentane 38.5 38.5⫾ 0.1 共311–390兲 37.4 298 298 326 C A,MM 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关1067-08-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-ethyl-3-methylpentane 38.0 共249–391兲 40.2 38.0⫾ 0.1 共312–393兲 36.9 298 264 298 327 C A,MM 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关592-27-8兴 ⌬fusH 2-methylheptane ⌬ vH ⌬ vH ⌬ vH 共243–380兲 共302–381兲 共250–388兲 共310–390兲 共246–382兲 共305–385兲 共246–382兲 共307–383兲 共251–391兲 共314–393兲 37.3 39.7 37.3⫾ 0.1 36.6 38.8 41.4 38.8⫾ 0.1 37.6 37.8 41 37.8⫾ 0.1 36.9 11.92 共285–392兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 39.8 39.7⫾ 0.1 38.7⫾ 0.1 298 258 298 317 298 265 298 325 298 261 298 320 关1996DOM/HEA兴 164.2 300 298 313 A C C 关1987STE/MAL兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-369 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18 关589-81-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18 关589-53-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18 关111-65-9兴 ⌬fusH ⌬fusH Compound Temp 共K兲 Range 共233–283兲 共315–391兲 C8D18 关17252-77-6兴 ⌬ vH Tm 共K兲 37.3⫾ 0.1 36.0⫾ 0.1 41.6 39.7 39.8⫾ 0.1 38.1 333 353 268 298 298 330 Method C C IP C MM Reference 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1987STE/MAL, 1974OSB/DOU兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY兴 3-methylheptane 11.67 共286–393兲 共238–286兲 共316–393兲 39.8⫾ 0.2 40.1 41.6 39.8 39.8⫾ 0.1 38.3 关1996DOM/HEA兴 152.6 298 301 271 298 298 331 C A IP C MM 关1987AN/HU兴 关1987STE/MAL兴 关1987STE/MAL, 1974OSB/DOU兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY兴 4-methylheptane 10.84 共253–391兲 共312–392兲 39.7⫾ 0.1 38.7⫾ 0.1 37.4⫾ 0.1 36.1⫾ 0.1 39.7 42.3 39.7⫾ 0.1 38.2 关1991ACR兴 152.2 298 313 333 353 298 268 298 327 C C C C C A,MM 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1971WIL/ZWO兴 关1947STU兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 octane ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬transHm 共kJ mol−1兲 共323–563兲 共297–400兲 共216–278兲 共396–432兲 共428–510兲 共506–569兲 共295–402兲 共298–333兲 共217–297兲 共326–400兲 DSC 关2004MON/RAJ兴 关1996DOM/HEA兴 21.8 20.74 216.6 216.4 68.1 216 B 39.4 41.6 41.0 44.4 36.3 35.5 34.9 41.2 41.9 41.5⫾ 0.1 41.5⫾ 0.1 40.5⫾ 0.1 39.1⫾ 0.1 37.8⫾ 0.1 43.0 41.5 38.0⫾ 0.1 36.7⫾ 0.1 35.4⫾ 0.1 41.5⫾ 0.1 39.2 338 298 312 263 411 443 521 310 313 298 298 313 333 353 282 298 311 328 344 298 341 EB C C C C MM 关2003EWI/OCH兴 关1994RUZ/MAJ兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1986PAU/KRU兴 关1984MIC/JOS兴 关1981HOS/SCO2兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1973CAR/KOB兴 关1971WIL/ZWO兴 关1960MCK/SAG兴 关1960MCK/SAG兴 关1960MCK/SAG兴 关1947OSB/GIN兴 关1945WIL/TAY兴 41.4 298 CGC 关2008ZHA/UNH兴 A A A A A C C C C C octane-d18 关1963BON兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-370 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18 C8H18 Enthalpy C8H18 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关560-21-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2,2,3-trimethylpentane 37.7⫾ 0.1 37.1⫾ 0.1 36.6⫾ 0.1 36.0⫾ 0.1 35.5⫾ 0.1 35.1⫾ 0.1 34.8⫾ 0.1 34.1⫾ 0.1 33.5⫾ 0.1 36.9 36.9⫾ 0.1 共306–384兲 36.1 298 308 315 323 330 338 348 358 368 298 298 321 关540-84-1兴 ⌬fusH 2,2,4-trimethylpentane 9.04 165.3 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18 Compound 共373–423兲 共289–333兲 共423–523兲 共372–416兲 共413–494兲 共490–544兲 34.9 36.1 31.6 32.2 31.5 31.4 35.2⫾ 0.1 34.4⫾ 0.1 33.4⫾ 0.1 32.6⫾ 0.1 31.7⫾ 0.1 31.0⫾ 0.1 35.1⫾ 0.1 34.3⫾ 0.1 33.2⫾ 0.1 32.0⫾ 0.1 35.1 40.7 35.1⫾ 0.1 34.8 31.0 33.9 298 304 438 387 428 505 298 313 328 343 358 368 298 313 333 353 298 209 298 312 371 333 关560-21-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,3,3-trimethylpentane 37.6⫾ 0.1 36.9⫾ 0.1 36.5⫾ 0.1 36.0⫾ 0.1 35.5⫾ 0.1 35.1⫾ 0.1 34.4⫾ 0.1 33.9⫾ 0.1 33.3⫾ 0.1 37.2 36.9⫾ 0.1 37.2⫾ 0.1 共308–390兲 36.4 298 308 315 323 330 338 348 358 368 298 298 298 323 关565-75-3兴 ⌬fusH 2,3,4-trimethylpentane 9.27 163.6 共194–299兲 共297–374兲 共318–399兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Method C C C C C C C C C C A,MM Reference 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关1996DOM/HEA兴 CGC A A A A C C C C C C C C C C A C A,MM C EB C C C C C C C C C C C A,MM 关1995CHI/HOS兴 关1991WU/PIV兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1979MAJ/SVO兴 关1971WIL/ZWO兴 关1987STE/MAL, 1956MIL兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关1940PIT兴 关1940SMI兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1998SVO/HYN兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY兴 关1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-371 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18 C8H18N2 C8H18N2 关594-82-1兴 ⌬trsH ⌬trsH ⌬fusH C8H18N2 C8H18N2O Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共288–400兲 共223–289兲 37.7 39.1 37.7⫾ 0.1 41.3 39.8 37.7 37.7⫾ 0.1 36.7 303 274 298 238 263 298 298 325 共223–426兲 共223–278兲 共310–388兲 2,2,3,3-tetramethylbutane 2.0 2.0 7.54 C8H18N2O2 C8H18O C MM 关1987STE/MAL兴 关1987STE/MAL兴 关1981HOS/SCO2兴 关1974OSB/DOU兴 关1974OSB/DOU兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1945WIL/TAY兴 153 152.5 373.9 关1984DOM/EVA兴 301 298 298 关1987STE/MAL兴 关1952SCO/DOU, 1970COX/PIL兴 关1947OSB/GIN兴 关1931LIN兴 关1996DOM/HEA兴 共263–279兲 43.6 43.4⫾ 0.2 42.9⫾ 0.9 56.2 ⌬ vH 共377–390兲 333 383 A 关1987STE/MAL兴 49.3⫾ 0.2 298 C 关1978ENG/MON兴 关2159-75-3兴 ⌬ vH dibutyldiazene 关927-83-3兴 ⌬trsH ⌬fusH di-tert-butyldiazene 4.89 10.28 共294–305兲 39.1⫾ 0.3 39.6 32.7 C A,MG 242.6 258.6 298 299 关1980BYS兴 C UV I 关1976ENG/MEL兴 关1974ENG/WOO兴 关1974ENG/WOO兴 关na兴 ⌬ vH butylhydrazone butyraldehyde 共298–323兲 55.6 310 关1980LEB/NAZ兴 关na兴 ⌬ vH isobutylhydrazone isobutyraldehyde 共288–313兲 57.2 300 关1980LEB/NAZ兴 关16649-52-8兴 ⌬trsH ⌬fusH dibutyldiazene N-oxide 8.34 11.52 关1980BYS兴 45.9⫾ 0.1 268 288.4 298 关42955-46-4兴 ⌬fusH ⌬trsH ⌬fusH 1-heptyl urea 关122-96-3兴 ⌬fusH 1,4-bis-共2-hydroxyethyl兲piperazine 25.9 405 ⌬subH ⌬subH ⌬subH C8H18N4O4 A A C IP,EB IP Reference 共286–377兲 共273–338兲 ⌬ vH C8H18N2O Method ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH C8H18N2 Compound 29.0 1.4 26.3 共354–396兲 共354–396兲 共334–356兲 128.0⫾ 1.0 130.5⫾ 1.0 104.1 386.1 379.2 382.2 375 298 关35823-10-0兴 ⌬fusH N,N⬘-dimethyl-N,N⬘dinitro-1,6-hexanediamine 61.68 331 关629-32-3兴 ⌬ vH heptyl methyl ether 46.9 298 C DSC 关1981BYS兴 关2005HAS/TAJ兴 关1999WEL/DRU兴 关1996DOM/HEA兴 GS GS 关2002VER2兴 关2002VER2兴 关1984LEB/GUT兴 关1987OYU/BRI兴 关UR/FUC, 1985MAJ/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-372 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18O C8H18O Enthalpy C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O ⌬transHm 共kJ mol−1兲 Tm 共K兲 butyl tert-butyl ether 43.2 41.6⫾ 0.2 42.3⫾ 0.3 共293–397兲 41.7 共356–397兲 38.3 298 298 298 308 371 关33021-02-2兴 ⌬fusH tert-butyl isobutyl ether 8.65 162.3 共349–386兲 共273–308兲 39.1⫾ 0.5 41.2⫾ 0.3 39.2⫾ 0.3 40.9⫾ 0.3 40.1⫾ 0.1 Method C C A EB Reference 关UR/VER, 2002VER兴 关2002VAR/AIT兴 关1991SHA/MIS兴 关1987STE/MAL兴 关1987STE/MAL, 1969SHE/ALN兴 关2006DRU/DOR兴 298 298 298 298 298 EB C GS C 关2007EFI/PAS兴 关UR/VER, 2002VER兴 关2002VAR/AIT兴 关1996VER/BEC兴 关1991SHA/MIS兴 A 关1987STE/MAL兴 关17071-47-5兴 ⌬ vH butyl isobutyl ether 共328–406兲 40.3 343 关32970-45-9兴 ⌬ vH sec-butyl tert-butyl ether 41.3 298 关32970-45-9兴 ⌬ vH 1-methyl-1-tert-butoxypropane 40.3⫾ 0.2 298 C 关1991SHA/MIS兴 关142-96-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH dibutyl ether 共339–415兲 共336–415兲 40.9 41.7 44.7⫾ 0.1 45.0⫾ 0.1 44.4 36.4 40.6 39.4 354 351 298 298 298 413 377 413 A A C C 关1987STE/MAL兴 关1987STE/MAL兴 关1982FUC/PEA兴 关1980MAJ/WAN兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1969CID/POL兴 关1965NIS/LAP兴 关6163-66-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH di-tert-butyl ether 共290–386兲 37.7⫾ 0.3 共289–382兲 37.3 共289–382兲 37.2 共289–382兲 31.6 37.6⫾ 0.1 共277–382兲 38.7 298 304 298 380 298 292 关628-55-7兴 ⌬trsH ⌬fusH diisobutyl ether 共8–373兲 共8–383兲 1.8 11.33 170.7 190.4 AC 关2009EFI/DRU兴 共331–395兲 共320–396兲 41.2⫾ 0.7 38.9 298 335 EB A 关2009EFI/DRU兴 关1987STE/MAL兴 关74058-13-2兴 ⌬ vH propyl tert-amyl ether 43.8⫾ 0.7 298 关2002VER, 2003VER/KRA兴 关3249-46-5兴 ⌬ vH isopropyl tert-amyl ether 41.6 298 关2002VER, 2003VER/KRA兴 关104-76-7兴 ⌬ vH ⌬ vH ⌬ vH 2-ethyl-1-hexanol 共293–331兲 68.5⫾ 0.2 共373–398兲 52.7 共347–457兲 60.2 298 388 362 ⌬ vH ⌬ vH C8H18O Temp 共K兲 Range 关1000-63-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18O Compound 共362–414兲 共362–414兲 共362–413兲 共386–440兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2002VER, 2003VER/KRA兴 EB EB A C A GS A 关1996STE/CHI2兴 关1987STE/MAL, 1976AMB/ELL兴 关1976AMB/ELL兴 关1976AMB/ELL兴 关1975FEN/HAR兴 关1987STE/MAL, 1961SMU/BON兴 关2005ROG/PIS兴 关1973LIN/WIC兴 关1987STE/MAL, 1961DYK/SEP兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-373 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O C8H18O Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 49.2 345 Method Reference 关597-76-2兴 ⌬ vH 3-ethyl-3-hexanol 共331–433兲 关10137-88-9兴 ⌬ vH 2-ethyl-4-methyl-1-pentanol 共343–450兲 58.9 358 A 关1987STE/MAL, 1961DYK/SEP, 1973WIL/ZWO兴 关106-67-2兴 ⌬ vH 2-methyl-1-heptanol 共350–449兲 53.3 365 A 关1987STE/MAL, 1973WIL/ZWO兴 关1070-32-2兴 ⌬ vH 3-methyl-1-heptanol 共360–459兲 53.4 375 A 关1987STE/MAL, 1973WIL/ZWO兴 关817-91-4兴 ⌬ vH ⌬ vH 4-methyl-1-heptanol 共357–456兲 55.9 共354–456兲 56.7 372 369 A 关1987STE/MAL兴 关1973WIL/ZWO兴 关7212-53-5兴 ⌬ vH 共dl兲 5-methyl-1-heptanol 共364–460兲 57.6 379 A 关1987STE/MAL, 1973WIL/ZWO兴 关1653-40-3兴 ⌬ vH 6-methyl-1-heptanol 共368–610兲 61.0 383 A 关1987STE/MAL, 1973WIL/ZWO兴 关625-25-2兴 ⌬ vH ⌬ vH ⌬ vH 2-methyl-2-heptanol 共275–314兲 62.9⫾ 0.2 共343–430兲 53.1 共339–429兲 55 298 358 354 GS A 关2005ROG/PIS兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关31367-46-1兴 ⌬ vH 3-methyl-2-heptanol 共341–440兲 48.0 356 A 关1987STE/MAL, 1973WIL/ZWO兴 关56298-90-9兴 ⌬ vH 4-methyl-2-heptanol 共351–445兲 54.2 366 A 关1987STE/MAL, 1973WIL/ZWO兴 关54630-50-1兴 ⌬ vH ⌬ vH 5-methyl-2-heptanol 共348–445兲 51.9 共348–445兲 47.2 363 363 A 关1987STE/MAL兴 关1973WIL/ZWO兴 关4730-22-7兴 ⌬ vH 共dl兲 6-methyl-2-heptanol 共354–445兲 55.2 369 A 关1987STE/MAL, 1973WIL/ZWO兴 关18720-62-2兴 ⌬ vH 共dl兲 2-methyl-3-heptanol 共349–441兲 54.8 364 A 关1987STE/MAL, 1973WIL/ZWO兴 关5582-82-1兴 ⌬ vH ⌬ vH 3-methyl-3-heptanol 共344–433兲 54.1 共338–433兲 54.7 359 353 A 关1987STE/MAL兴 关1973WIL/ZWO兴 关14979-39-6兴 ⌬ vH 4-methyl-3-heptanol 共330–429兲 43.9 345 A 关1987STE/MAL, 1973WIL/ZWO兴 关18720-65-5兴 ⌬ vH 5-methyl-3-heptanol 共330–427兲 46.5 345 A 关1987STE/MAL, 1973WIL/ZWO兴 关18720-66-6兴 ⌬ vH 共dl兲 6-methyl-3-heptanol 共333–432兲 47.6 348 A 关1987STE/MAL兴 关21570-35-4兴 ⌬ vH ⌬ vH 2-methyl-4-heptanol 共348–440兲 54.8 共345–437兲 56.3 363 360 A 关1987STE/MAL兴 关1973WIL/ZWO兴 关1838-73-9兴 ⌬ vH 共dl兲 3-methyl-4-heptanol 共340–438兲 48.0 355 A 关1987STE/MAL, 1973WIL/ZWO兴 关1973WIL/ZWO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-374 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18O C8H18O C8H18O Enthalpy Compound Temp 共K兲 Range C8H18O C8H18O C8H18O Method Reference 4-methyl-4-heptanol 共344–434兲 54.4 共331–434兲 54.8 359 345 关19550-07-3兴 ⌬ vH 2,5-dimethyl-3-hexanol 共337–431兲 55 352 关1973WIL/ZWO兴 关111-87-5兴 ⌬fusH 1-octanol 25.24 258.4 关2003VAN/GAB兴 100.4 298 关1965DAV/KYB兴 共343–468兲 共386–480兲 共352–468兲 共293–353兲 共267–282兲 共365–427兲 69.3 69.6 70.1 71.6 68.7 67.3 52.5 56.6 47.8 71.0⫾ 0.4 67.5 58.3 65.0 70.4 64.0 61.6 298 303 298 298 318 343 445 412 490 298 358 401 367 308 274 380 关123-96-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2-octanol 共284–329兲 共253–353兲 共333–453兲 共367–453兲 共345–453兲 67.9⫾ 0.3 70.7 60.7 56.1 60.0 298 268 348 382 360 GS 关20296-29-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 3-octanol 共288–324兲 共253–348兲 共313–450兲 共366–450兲 共349–449兲 67.9⫾ 0.3 71.6 64.1 54.5 58.8 298 268 328 381 364 GS 关589-62-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 4-octanol 共288–322兲 共343–450兲 共364–449兲 共341–449兲 67.2⫾ 0.5 57.3 54.8 62.1 298 358 379 356 GS A 关2007VER/SCH兴 关1987STE/MAL兴 关1984SAC/MAR兴 关1973WIL/ZWO兴 关123-44-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共dl兲 2,4,4-trimethyl-1-pentanol 60.6⫾ 0.1 58.6⫾ 0.1 56.5⫾ 0.1 共352–446兲 54.2 共333–441兲 54.7 328 343 358 367 348 C C C A 关1996ULB/KLU兴 关1996ULB/KLU兴 关1996ULB/KLU兴 关1987STE/MAL兴 关1973WIL/ZWO兴 关7294-05-5兴 ⌬ vH 2,2,3-trimethyl-3-pentanol 共318–426兲 47.3 333 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18O Tm 共K兲 关598-01-6兴 ⌬ vH ⌬ vH ⌬subH C8H18O ⌬transHm 共kJ mol−1兲 共358–463兲 共282–321兲 共282–321兲 共373–423兲 共273–363兲 共328–400兲 共430–474兲 共397–479兲 共475–555兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A GS GS CGC A A A A C EB DTA A,ME A A 关1987STE/MAL兴 关1973WIL/ZWO兴 关2006NAS/NEU兴 关2001KUL/VER2兴 关2001KUL/VER2兴 关1995CHI/HOS兴 关1992NGU/KAS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1977MAN/SEL兴 关1973WIL/ZWO兴 关1987STE/MAL, 1970AMB/SPR兴 关1969KEM/KRE兴 关1966GEI/FRU兴 关1987STE/MAL, 1965DAV/KYB兴 关1958ROS/PAP兴 关2007VER/SCH兴 关1999NGU/BER兴 关1987STE/MAL兴 关1984SAC/MAR兴 关1973WIL/ZWO兴 关2007VER/SCH兴 关1999NGU/BER兴 关1987STE/MAL兴 关1984SAC/MAR兴 关1973WIL/ZWO兴 关1973WIL/ZWO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-375 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18O C8H18O2 C8H18O2 C8H18O2 C8H18O2 C8H18O2 C8H18O2 C8H18O2 C8H18O2 Enthalpy C8H18O2 C8H18O2S C8H18O2S C8H18O3 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关5162-48-1兴 ⌬ vH 2,2,4-trimethyl-3-pentanol 共328–428兲 57.1 343 关1973WIL/ZWO兴 关110-05-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH di-tert-butyl peroxide 共308–358兲 37.0 共308–358兲 38.9 36.6⫾ 0.6 共246–311兲 32.0 共273–384兲 31.0 40.2 333 298 298 261 288 298 关1995DIO/MIN兴 关1995DIO/MIN兴 关1990VAN/PAV兴 关1987STE/MAL, 1978IND/STO兴 关1987STE/MAL, 1951EGE/EMT兴 关1951VAU, 1948RAL/RUS兴 关18854-56-3兴 ⌬ vH ⌬ vH 1,2-dipropoxyethane 共234–453兲 U28.2 50.6⫾ 0.1 249 298 A C 关1987STE/MAL兴 关1970KUS/WAD兴 关4413-13-2兴 ⌬ vH 1-butoxy-2-ethoxyethane 50.9⫾ 0.1 298 C 关1970KUS/WAD兴 关4468-93-3兴 ⌬ vH ethylene glycol mono共2-ethylbutyl兲 ether 共357–470兲 53.4 372 A 关1987STE/MAL兴 关112-25-4兴 ⌬ vH ethylene glycol monohexyl ether 共363–483兲 54.6 378 A 关1987STE/MAL兴 关na兴 ⌬ vH 3-hydroxymethyl-4-heptanol 共375–518兲 61.6 A 关1987STE/MAL兴 关629-41-4兴 ⌬fusH 1,8-octanediol 36.1 390 C A A 关1991ACR兴 332.8 关1990KNA/SAB兴 ⌬subH 139.3⫾ 0.9 298 ⌬ vH ⌬ vH ⌬ vH 101 107.0⫾ 2.2 105.4⫾ 1.8 356 298 298 关1993PIA/FER, 2006UMN/KWE兴 关1993PIA/FER, 2006UMN/KWE兴 关1990KNA/SAB, 2006UMN/KWE兴 328.3 关2002STE/CHI兴 关144-19-4兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18O2 Compound 2,2,4-trimethyl-1,3-pentanediol 24.2 共396–489兲 共396–489兲 共396–489兲 共413–502兲 66.6⫾ 2.1 60.3⫾ 1.7 55.0⫾ 1.6 58.5 400 440 480 428 C EB EB EB A 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关1987STE/MAL兴 关94-96-2兴 ⌬ vH 2-ethyl-1,3-hexanediol 共331–413兲 79.5 298 关110-03-2兴 ⌬ vH 2,5-dimethyl-2,5-hexanediol 85.2⫾ 3.5 298 关598-04-9兴 ⌬subH di-n-butyl sulfone 100.4⫾ 2.5 关UR/MAC, 1970COX/PIL兴 关1886-75-7兴 ⌬subH di-tert-butyl sulfone 94.1⫾ 2.9 关UR/MAC, 1970COX/PIL兴 关1538-75-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH trimethylacetic acid anhydride 共355–513兲 50.7⫾ 0.2 共355–513兲 47.4⫾ 0.2 共355–513兲 44.0⫾ 0.4 共355–513兲 40.3⫾ 0.7 360 400 440 480 关1974BLA/LEV, 2007VER兴 CGC EB EB EB EB 关2006UMN/KWE兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-376 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18O3 C8H18O3 C8H18O4 C8H18O4 C8H18O4 C8H18O4S2 C8H18O5 C8H18S Enthalpy C8H18S C8H18S C8H18S C8H18S ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference diethylene glycol diethyl ether 56.4⫾ 1.4 共330–461兲 48.3 关112-34-5兴 ⌬ vH diethylene glycol monobutyl ether 共415–505兲 55.7 430 关112-49-2兴 ⌬ vH 1,2-bis共2-methoxyethoxy兲ethane 共triglyme兲 63.7⫾ 3.3 298 关112-49-2兴 ⌬fusH 2,5,8,11-tetraoxadodecane 23.71 229.3 关1996DOM/HEA兴 关na兴 ⌬fusH 1,2,7,8-tetrahydroxyoctane 36.7 352.2 关1991HEN/TSC, 1994HEN/DIE兴 关76-20-0兴 ⌬ vH 2,2-butanediol bis共ethylsulfonate兲 共443–493兲 75.7 458 A 关1987STE/MAL, 1999DYK/SVO兴 关112-60-7兴 ⌬ vH tetraethylene glycol 共426–581兲 92.2 A 关1987STE/MAL, 1947STU兴 关544-40-1兴 ⌬fusH dibutyl sulfide 19.41 共255–422兲 共283–390兲 共390–470兲 44.8 40.3 53 54.2⫾ 0.8 46.5 关626-26-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH di-tert-butyl sulfide 共264–329兲 共329–470兲 共390–470兲 共278–308兲 共324–420兲 关592-65-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH diisobutyl sulfide 共325–346兲 关626-26-6兴 ⌬ vH di-sec-butyl sulfide 共255–422兲 47.0 关111-88-6兴 ⌬fusH 1-octanethiol 共325–350兲 共326–346兲 298 345 441 CGC A 关2000NIC/ORF兴 关1987STE/MAL兴 A 关1987STE/MAL兴 CGC 关2000NIC/ORF兴 198.1 关1996DOM/HEA兴 339 298 298 298 405 关2004SAW/MOK兴 关1999DYK/SVO兴 关1981SHI/SAI兴 关1964MAC/MCC兴 关1987STE/MAL, 1952WHI/BER兴 44.9 41.4 46.4 44.8 42.4 43.8 43.8⫾ 0.1 49.3⫾ 0.8 42.3 279 344 405 293 339 298 298 298 333 46.4 48.7 48.5⫾ 0.8 43.1 335 298 298 336 GC A,EB A GC EB A GC EB 关1999DYK/SVO兴 关1999DYK/SVO兴 关1999DYK/SVO兴 关1998STO/NG兴 关1987STE/MAL兴 关1981SHI/SAI兴 关1972GOO兴 关1964MAC/MCC兴 关1962MAC/MAY2兴 关1987STE/MAL, 1999DYK/SVO兴 关1981SHI/SAI兴 关1964MAC/MCC兴 关1962MAC/MAY2兴 298 关2004SAW/MOK兴 24.27 224 关1996DOM/HEA, 1985DEA兴 共372–473兲 49.6 387 关3001-66-9兴 ⌬ vH 2-octanethiol 共347–489兲 49.0 362 关10435-81-1兴 ⌬ vH 共dl兲 2-octanethiol 共361–460兲 48.0 376 ⌬ vH C8H18S Temp 共K兲 Range 关112-36-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C8H18S Compound J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A 关1987STE/MAL, 1999DYK/SVO, 1932ELL/REI兴 关1999DYK/SVO兴 A 关1987STE/MAL, 1999DYK/SVO, 1932ELL/REI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-377 TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H18S2 C8H18S2 C8H18S2 C8H18S2 C8H18S2 C8H19N C8H19N C8H19N C8H19N C8H19N C8H19N C8H19O2PS3 C8H19O2PS3 C8H19O3P C8H19O3P C8H19O3PS2 C8H19O3PS2 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 64.1 62.3⫾ 0.2 62.3 298 298 298 CGC C Reference 关629-45-8兴 ⌬ vH ⌬ vH ⌬ vH dibutyl disulfide 共383–423兲 关na兴 ⌬ vH diisobutyl disulfide 关1518-72-5兴 ⌬ vH 2,7-dimethyl-4,5-dithiaoctane 57.2⫾ 0.1 关110-06-5兴 ⌬ vH ⌬ vH ⌬ vH 2,2,5,5-tetramethyl-3,4-dithiahexane 共383–423兲 53.8 298 52.5⫾ 0.2 298 52.5 298 关1191-62-4兴 ⌬ vH 1,8-octanedithiol 共405–543兲 60.9 420 A 关1987STE/MAL, 1943HAL/REI, 1999DYK/SVO兴 关20810-06-4兴 ⌬ vH N-butyl isobutylamine 共313–423兲 41.2 328 A 关1987STE/MAL兴 关111-92-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH N,N-dibutylamine 共343–479兲 46.0 46.0⫾ 0.1 44.8⫾ 0.1 48.1 49.4⫾ 0.1 45.7⫾ 0.3 358 343 358 298 298 298 A C C C I 关1987STE/MAL兴 关1979PET/MAJ兴 关1979PET/MAJ兴 关1971LEB/KAT2兴 关1969WAD兴 关1969FRA/WAT兴 关110-93-3兴 ⌬ vH ⌬ vH ⌬ vH N,N-diisobutylamine 共291–305兲 39.3 共273–333兲 43.1⫾ 0.3 共268–413兲 43.8 298 298 283 I A 关1971LEB/KAT2兴 关1969FRA/WAT兴 关1987STE/MAL, 1947STU兴 关626-23-3兴 ⌬ vH N,N-di-sec-butylamine 共273–333兲 41.3⫾ 0.3 298 I 关1969FRA/WAT兴 关104-75-6兴 ⌬ vH 2-ethylhexylamine 共341–447兲 44.8 356 A 关1987STE/MAL兴 关111-86-4兴 ⌬ vH ⌬ vH ⌬ vH octylamine 共343–494兲 共323–373兲 共308–453兲 298 298 323 EB CGC A 关1996STE/CHI3兴 关1995CHI/HOS兴 关1987STE/MAL兴 关298-04-4兴 ⌬ vH O,O-diethyl-S-关2-共ethylthio兲ethyl兴 dithiophosphate 共283–401兲 76.7 298 A 关1987STE/MAL, 1999DYK/SVO兴 关2253-44-3兴 ⌬ vH O,O⬘-dibutyl dithiophosphate 81.8 298 关2008SAG/SAF兴 关1809-19-4兴 ⌬ vH dibutyl phosphite 共298–438兲 313 关na兴 ⌬ vH diisopropyl ethylphosphonate 60.7⫾ 4.2 关1956NEA/WIL, 1982PIL/SKI兴 关298-03-3兴 ⌬ vH O,O-diethyl-O-关2-共ethylthio兲ethyl兴 thiophosphate 共283–411兲 78.7 298 A 关1987STE/MAL, 1999DYK/SVO兴 关126-75-0兴 O,O-diethyl-S-关2-共ethylthio兲ethyl兴 thiophosphate 57.2 共291–305兲 共273–333兲 54.8⫾ 0.5 54.6 50.8 37.8 关1995CHI/HOS兴 关1985KUS兴 关1981SHI/SAI兴 关1981SHI/SAI兴 298 298 C CGC C A 关1985KUS兴 关1995CHI/HOS兴 关1985KUS兴 关1981SHI/SAI兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-378 W. ACREE, JR. AND J. S. CHICKOS TABLE 7. Phase change enthalpies of C7 to C8 organic compounds—Continued CAS Reg No Molecular Formula C8H20ClN C8H20N2 C8H20N2 C8H20N2 C8H20N2O2S C8H20N2O3 C8H20O5P2S2 C8H20O7P2 C8H23N5 C8H24N4O3P2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共283–401兲 76.4 关6287-40-7兴 ⌬ vH dibutylammonium chloride 共553–563兲 116.7 关373-44-4兴 ⌬fusH ⌬fusH octane-1,8-diamine 关4267-00-9兴 ⌬ vH tetraethylhydrazine 共308–368兲 33.4 关97-84-7兴 ⌬ vH ⌬ vH Tm 共K兲 Method Reference 298 A 关1987STE/MAL, 1999DYK/SVO兴 558 A 关1987STE/MAL, 1999DYK/SVO兴 DSC DSC 关2006KHI/DAH2兴 关2002DAL/DEL兴 A 关1987STE/MAL兴 N,N,N⬘,N⬘-tetramethyl-1,3-butanediamine 共273–363兲 49.2 288 共335–439兲 42.7 350 A 关2002DAH/MOK兴 关1987STE/MAL兴 关2832-49-7兴 ⌬ vH N,N,N⬘,N⬘-tetraethylsulfamide 共407–528兲 59.1 A 关1987STE/MAL兴 关na兴 ⌬ vH tris共2-hydroxyethyl兲ethylenediamine 共373–472兲 90.0 GS 关1998ABD/MEI兴 关3689-24-5兴 ⌬ vH dithiopyrophosphoric acid, tetraethyl ester 共293–409兲 80.6 308 A 关1987STE/MAL, 1999DYK/SVO兴 关107-49-3兴 ⌬ vH pyrophosphoric acid, tetraethyl ester 共283–411兲 82.2 298 A 关1987STE/MAL兴 关112-57-2兴 ⌬ vH tetraethylene pentamine 共464–615兲 71.3 A 关1987STE/MAL兴 关152-16-9兴 ⌬ vH pyrophosphoric acid tetrakis共dimethylamide兲 共273–415兲 65.5 288 A 关1987STE/MAL兴 50.51 50.98 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 324.9 324.8 323 422 478 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-379 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds CAS Reg No Molecular Formula C9F16 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关75240-06-1兴 ⌬ vH trans-perfluorohydrindane 45.2⫾ 0.1 298 关75262-87-2兴 ⌬trsH ⌬trsH ⌬fusH cis-perfluorobicyclo关4.3.0兴nonane 共5–350兲 8.76 共5–350兲 1.27 共5–350兲 2.72 关75240-06-1兴 ⌬trsH ⌬fusH Method Reference C 关1996VAR/DRU兴 200.6 245.6 291.3 AC 关1998VAR/DRU兴 trans-perfluorobicyclo关4.3.0兴nonane 共5–350兲 8.91 共5–350兲 2.63 236.6 248.1 AC 关1998VAR/DRU兴 关34834-20-3兴 ⌬ vH perfluoro-1-octanesulfonylisocyanate 共324–470兲 67.7 339 A 关1987STE/MAL, 1999DYK/SVO兴 关374-59-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH perfluoro共propylcyclohexane兲 共321–396兲 40.4 43.1⫾ 0.1 43.1⫾ 0.5 43.1⫾ 0.1 336 298 298 298 C EB C 关1999DYK/SVO兴 关1996VAR/DRU兴 关1981VAR/BUL兴 关1981VAR/BUL兴 关423-02-9兴 ⌬ vH perfluoro共isopropylcyclohexane兲 46.7⫾ 0.1 298 C 关1996VAR/DRU兴 C9F18N2 关34451-14-4兴 ⌬ vH 1,1,1,3,3,3-hexafluoro-N,N⬘-bis关2,2,2-trifluoro-1-共trifluoromethy兲-ethylidene兴-2,2-propanediamine 共314–381兲 35.5 329 A 关1987STE/MAL, 1972SWI/SHR兴 C9F18O3 关40719-69-5兴 ⌬ vH carbonic acid, bis关1,1,1,3,3,3-hexafluoro-2-共trifluoromethyl兲-2-propyl ester 共316–358兲 39.7 331 A C9F19NO 关54120-06-8兴 ⌬ vH 2,2,2-trifluoro-N-关1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl兴ethanimidic acid, 1,2,2,2-tetrafluoro-1-共trifluoromethyl兲ethyl ester 37.6 385 关1975PET/SHR兴 关375-96-2兴 ⌬ vH ⌬ vH perfluorononane 共288–333兲 共387–524兲 关514-03-4兴 ⌬ vH ⌬ vH C9F16 C9F16 C9F17NO3S C9F18 C9F18 C9F20 关1987STE/MAL, 1975WAL/DES2兴 298 402 A 关2005DIA/GON兴 关1987STE/MAL, 1967BER/WES, 1999DYK/SVO兴 perfluoro-N-methyl-N,N-dibutylamine 共339–407兲 48.8⫾ 0.8 48.2⫾ 0.1 298 298 EB C 关1995VAR/DRO兴 关1995VAR/DRO兴 关338-83-3兴 ⌬ vH ⌬ vH ⌬ vH tris共heptafluoropropyl兲amine 46.6⫾ 0.3 共329–403兲 46.9⫾ 0.7 共333–403兲 40.6 298 298 348 C EB A 关1995VAR/DRO兴 关1995VAR/DRO兴 关1987STE/MAL兴 C9H2Cl6O3 关7365-74-4兴 ⌬trsH ⌬fusH 4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione 10.64 385.4 2.67 506 DSC 关1984WEI/LEF兴 C9H4Cl3NO2S 关133-07-3兴 ⌬fusH 2-关共trichloromethyl兲thio兴-1H-isoindole-1,3共2H兲-dione 35.49 454.2 DSC 关1991ACR, 1990DON/DRE兴 关887-54-7兴 ⌬fusH methyl tetrachloroterephthalic acid ester 16.89 DSC 关1990DON/DRE兴 C9H4Cl8O 关76341-69-0兴 ⌬fusH 1,3,4,5,6,7,8,8-octachloro-2,3,3a,4,7,7a-hexahydro-4,7-methanoisobenzofuran 25.94 395.4 DSC 关1969PLA/GLA兴 C 9H 4O 5 关552-30-7兴 ⌬fusH trimellitic acid anhydride 10.46 C9F21N C9F21N C9H4Cl4O4 45.3⫾ 0.2 32.8 444.3 385 关1996DOM/HEA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-380 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共558–596兲 65.6 Tm 共K兲 A 关1987STE/MAL兴 361 298 ME ME 关1992RIB/MON2兴 关1992RIB/MON2兴 372 298 ME ME 关1992RIB/MON2兴 关1992RIB/MON2兴 关1963HOR/WEN兴 368 298 ME ME 关1992RIB/MON2兴 关1992RIB/MON2兴 7-bromo-5-chloro-8-hydroxyquinoline 共353–368兲 110.1⫾ 0.8 共353–368兲 113.2⫾ 0.8 关521-74-4兴 ⌬subH ⌬subH ⌬subH 5,7-dibromo-8-hydroxyquinoline 共365–380兲 113.6⫾ 1.3 共365–380兲 117.3⫾ 1.3 共363–393兲 94.1 关130-26-7兴 ⌬subH ⌬subH 5-chloro-7-iodo-8-hydroxyquinoline 共359–378兲 111.3⫾ 0.4 共359–378兲 114.8⫾ 0.4 C9H5ClINO 关35048-13-6兴 ⌬subH 5-iodo-7-chloro-8-hydroxyquinoline 共383–414兲 131 C9H5ClN2O2 关15166-26-4兴 ⌬ vH ⌬ vH 5-chloro-2,4-diisocyanato-1-methylbenzene 共373–433兲 66.7 388 共373–433兲 60.2⫾ 0.2 403 关86-98-6兴 ⌬subH 4,7-dichloroquinoline 89.5⫾ 2.3 关773-76-2兴 ⌬subH ⌬subH ⌬subH 5,7-dichloro-8-hydroxyquinoline 共351–366兲 106.3⫾ 0.7 共351–366兲 109.3⫾ 0.7 共363–393兲 92.9 关101-05-3兴 ⌬fusH 4,6-dichloro-N-共2-chlorophenyl兲-1,3,5-triazin-2-amine 31.48 431 关83-73-8兴 ⌬subH ⌬subH ⌬subH 5,7-diiodo-8-hydroxyquinoline 共389–404兲 121.9⫾ 0.8 共389–404兲 126.8⫾ 0.8 共403–423兲 110.9 关5332-24-1兴 ⌬ vH 3-bromoquinoline 关612-62-4兴 ⌬subH 2-chloroquinoline 关611-35-8兴 ⌬subH 4-chloroquinoline 关612-57-7兴 ⌬subH 6-chloroquinoline C9H5Br2NO C9H5ClINO Reference 573 关7640-33-7兴 ⌬subH ⌬subH C9H5BrClNO Method 关1963HOR/WEN兴 A 关1987STE/MAL兴 关1972STR/NOV兴 298 C 关2006RIB/MAT兴 358 298 ME ME 关1992RIB/MON2兴 关1992RIB/MON2兴 关1963HOR/WEN兴 DSC 关1990DON/DRE兴 396 298 ME ME 关1992RIB/MON2兴 关1992RIB/MON2兴 关1963HOR/WEN兴 70.7⫾ 2.3 298 C 关2008RIB/AMA兴 84.3⫾ 2.6 298 C 关2006RIB/MAT兴 78.6⫾ 1.7 298 C 关2006RIB/MAT兴 80.8⫾ 1.9 298 C 关2006RIB/MAT兴 关130-16-5兴 ⌬subH ⌬subH 5-chloro-8-hydroxyquinoline 共317–327兲 97.5⫾ 0.9 共317–327兲 98.7⫾ 0.9 322 298 ME ME 关1992RIB/MON2兴 关1992RIB/MON2兴 关17564-64-6兴 ⌬subH ⌬subH N-chloromethylphthalimide 103.5⫾ 1.1 共323–343兲 103.6⫾ 0.9 298 298 C ME 关2007RIB/SAN3兴 关2007RIB/SAN3兴 C9H6Cl2N2O3 关20354-26-1兴 ⌬fusH 2-共3,4-dichlorophenyl兲-4-methyl-1,2,4-oxadiazolidine-3,5-dione 29.5 396.3 DSC 关1990DON/DRE兴 C9H6Cl2O3 关17812-11-2兴 ⌬trsH ⌬fusH 2,3-dichloro- 5-norbornene-2,3-dicarboxylic anhydride 17.94 339.1 5.36 457.6 关1984WEI/LEF兴 C9H5Cl2N C9H5Cl2NO C9H5Cl3N4 C9H5I2NO C9H6BrN C9H6ClN C9H6ClN C9H6ClN C9H6ClNO C9H6ClNO2 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 DSC PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-381 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H6Cl6O3S Enthalpy 关959-98-8兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference endosulfan I 10.0 380 DSC 关1990DON/DRE兴 共343–453兲 80.4 398 GC 关1990HIN/BID2兴 关33213-65-9兴 ⌬ vH endosulfan II 共343–453兲 82.4 398 GC 关1990HIN/BID2兴 C9H6Cl6O3S 关115-29-7兴 ⌬fusH 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide 共endosulfan兲 16.52 368 DSC 关2000ROD/VEC兴 C9H6Cl6O4S 关1031-07-8兴 ⌬ vH endosulfan sulfate 共343–453兲 C9H6Cl6O4S 关1031-07-6兴 ⌬fusH 6,7,8,9,10,10-hexachloro-6,9-methano-2,4,3-benzodioxathiapin-3,3-dioxide 21.66 419.7 DSC 关1990DON/DRE兴 C9H6INO 关13207-63-1兴 ⌬subH 5-iodo-8-hydroxyquinoline 共363–393兲 118.8 ME 关1963HOR/WEN兴 关584-84-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,4-toluene diisocyanate 共373–530兲 59.7 共393–530兲 59.5 共373–530兲 61.3 共373–433兲 57.7⫾ 0.2 388 408 388 403 A A I 关1987STE/MAL兴 关1987STE/MAL兴 关1975FRE/ADA兴 关1972STR/NOV兴 关91-08-7兴 ⌬ vH 2,6-toluene diisocyanate 共373–463兲 60.4 388 A 关1987STE/MAL兴 关607-34-1兴 ⌬subH ⌬subH 5-nitroquinoline 共310–324兲 共310–324兲 93.2⫾ 0.7 94.2⫾ 0.7 317 298 ME ME 关1997RIB/MAT5兴 关1997RIB/MAT5兴 关613-50-3兴 ⌬subH ⌬subH 6-nitroquinoline 共336–350兲 共336–350兲 101.5⫾ 1.0 103.8⫾ 1.0 343 298 ME ME 关1997RIB/MAT5兴 关1997RIB/MAT5兴 关607-35-2兴 ⌬subH ⌬subH 8-nitroquinoline 共338–352兲 共338–352兲 104.3⫾ 0.9 106.7⫾ 0.9 345 298 ME ME 关1997RIB/MAT5兴 关1997RIB/MAT5兴 关4008-48-4兴 ⌬fusH ⌬fusH 5-nitro-8-hydroxyquinoline 19.61 24.7 455.2 453.2 DSC 关2010GAO/LIN兴 关2001ZOR/COS兴 ⌬subH ⌬subH ⌬subH ⌬subH 共413–453兲 81.66 TGA 关2010GAO/LIN兴 共413–453兲 86.14 298 TGA 关2010GAO/LIN兴 Note: The authors of 关2010GAO/LIN兴 did note that their experimental value differed significantly from the earlier published literature values. 共352–362兲 114.1⫾ 2.2 298 ME 关1989RIB/MON兴 111.2⫾ 3.0 298 C 关1989RIB/MON兴 关23190-84-3兴 ⌬subH 3-amino-2-quinoxalinecarbonitrile 1,4-dioxide 139.7⫾ 3.7 298 关91-64-5兴 ⌬fusH ⌬fusH coumarin ⌬ vH C9H6Cl6O3S C 9H 6N 2O 2 C 9H 6N 2O 2 C 9H 6N 2O 2 C 9H 6N 2O 2 C 9H 6N 2O 2 C 9H 6N 2O 3 C 9H 6N 4O 2 C 9H 6O 2 85.6 18.63 19.14 ⌬subH ⌬subH ⌬subH 共293–353兲 95.4⫾ 2.6 83.1 86.2 ⌬ vH 共379–463兲 63.2 398 GC 关1990HIN/BID2兴 ME 关2004RIB/GOM兴 342.3 342.1 DSC 关2009MAT/SOU4兴 关1996DOM/HEA兴 298 298 323 C C ME 394 A 关2009MAT/SOU4兴 关1991ELW/SAB, 1992SAB/WAT兴 关1953SER/VOI, 1960JON, 1987STE/MAL兴 关1987STE/MAL, 1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-382 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C 9H 6O 2 Enthalpy 关491-38-3兴 ⌬fusH ⌬fusH Compound Temp 共K兲 Range 关606-23-5兴 ⌬fusH C 9H 6S 3 C 9H 6S 3 C9H7BrO2 C9H7Cl3O3 C9H7Cl3O3 C 9H 7F 3O 2 C 9H 7N 329.9 330.3 DSC Reference 关2009MAT/SOU4兴 关1991ACR, 1996DOM/HEA兴 C C 关2009MAT/SOU4兴 关1988SAB/ELW兴 DSC 关2007MAT/MIR兴 298 C 关2007MAT/MIR兴 GS 298 298 1,3-indandione 21.8 97.3⫾ 1.8 401.5 1,3,5-benzenetricarboxylic acid 共553–593兲 159.4 573 关3445-76-9兴 ⌬subH ⌬subH 5-phenyl-1,2-dithiole-3-thione 共363–373兲 117.4⫾ 0.4 123.3⫾ 0.4 298 关3445-76-9兴 ⌬fusH 5-phenyldithiolethione 关14473-91-7兴 ⌬fusH 关1987STE/MAL, 1962KRA/BER兴 关1972GEI/RAU兴 关1972GEI/RAU兴 398 DSC 关1999DOL/LEC兴 3-bromo-trans-cinnamic acid 31.06 443.2 DSC 关2001AHN/HAR兴 关93-72-1兴 ⌬fusH 2-共2,4,5-trichlorophenoxy兲propanoic acid 39.58 450.6 DSC 关1990DON/DRE兴 关1928-37-6兴 ⌬fusH 2,4,5-trichlorophenoxyacetic acid, methyl ester 30.46 361.9 DSC 关1990DON/DRE兴 26.27 共444–573兲 76.9 459 A 关1987STE/MAL, 1999DYK/SVO兴 关1736-09-0兴 ⌬ vH trifluoroacetic acid, 3-tolyl ester 共363–439兲 47.4 378 A,EB 关1987STE/MAL, 1969SHE/LAN, 1999DYK/SVO兴 关1813-29-2兴 ⌬ vH trifluoroacetic acid, 4-tolyl ester 共365–442兲 47.8 380 A,EB 关1987STE/MAL, 1969SHE/LAN, 1999DYK/SVO兴 关119-65-3兴 ⌬fusH isoquinoline ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C 9H 7N 15.44 17.31 关554-95-0兴 ⌬subH ⌬ vH C 9H 7F 3O 2 Method 86.5⫾ 1.1 81.3⫾ 0.2 ⌬subH C 9H 6O 6 Tm 共K兲 chromone ⌬subH ⌬subH C 9H 6O 2 ⌬transHm 共kJ mol−1兲 关91-22-5兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 13.54 共313–566兲 共313–566兲 共313–566兲 共313–566兲 共313–566兲 共313–566兲 共439–517兲 53.3 58.9⫾ 0.1 56.4⫾ 0.1 54.1⫾ 0.1 51.7⫾ 0.1 49.4⫾ 0.2 47.0⫾ 0.3 51.0 关1996DOM/HEA兴 299.6 320 360 400 440 480 520 454 GC IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB A,EB 关1996GOV/RUT兴 关1988STE/ARC兴 关1988STE/ARC兴 关1988STE/ARC兴 关1988STE/ARC兴 关1988STE/ARC兴 关1988STE/ARC兴 关1987STE/MAL, 1961MAL兴 quinoline 0.07 10.66 共573–668兲 共504–616兲 共298–559兲 共298–559兲 共298–559兲 共298–559兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 53.3 46.9 46.5 57.9⫾ 0.1 55.5⫾ 0.1 53.1⫾ 0.1 50.7⫾ 0.1 220 258.4 588 519 320 360 400 440 关1996DOM/HEA兴 GC DSC IP,EB IP,EB IP,EB IP,EB 关1996GOV/RUT兴 关1996BAC/GRZ兴 关1992LEE/CHE兴 关1988STE/ARC兴 关1988STE/ARC兴 关1988STE/ARC兴 关1988STE/ARC兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-383 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H7NO C9H7NO C9H7NO Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共298–559兲 共298–559兲 共473–548兲 共463–794兲 共286–309兲 共433–511兲 48.4⫾ 0.2 46.0⫾ 0.3 U65.4 46.1 58.1 49.2 480 520 488 478 298 448 IP,EB IP,EB A GS EB 关1988STE/ARC兴 关1988STE/ARC兴 关1987KLA/MOH兴 关1987STE/MAL兴 关1980VAN/PRA兴 关1987STE/MAL, 1961MAL兴 关59-31-4兴 ⌬subH ⌬subH 2-hydroxyquinoline 共375–390兲 115.2⫾ 0.6 共375–390兲 119.4⫾ 0.6 383 298 ME ME 关1990RIB/MAT兴 关1990RIB/MAT兴 关611-36-9兴 ⌬subH ⌬subH 4-hydroxyquinoline 共415–433兲 128.8⫾ 1.1 共415–433兲 135.1⫾ 1.1 424 298 ME ME 关1990RIB/RIB兴 关1990RIB/RIB兴 关148-24-3兴 ⌬fusH ⌬fusH 8-hydroxyquinoline 345.7 346.8 AC 关2008WAN/TAN兴 关2001ZOR/COS兴 298 298 ME C ME 关1989RIB/MON兴 关1989RIB/MON兴 关1963HOR/WEN, 1970COX/PIL, 1987STE/MAL兴 ⌬subH ⌬subH ⌬subH C9H7NO C9H7NO C9H7NO C9H7NO2 C9H7NO2 C9H7NO2 Compound 40.3 22.1 共293–303兲 共308–328兲 C 9H 7N 3S C 9H 8 1-hydroxyisoquinoline 113.6⫾ 2.2 298 C 关2005RIB/MAT兴 关2439-04-5兴 ⌬subH 5-hydroxyisoquinoline 109.6⫾ 2.1 298 C 关2005RIB/MAT兴 关614-16-4兴 ⌬subH ⌬subH ⍀-cyanoacetophenone 共318–333兲 99.8 92.5⫾ 4.2 关5154-02-9兴 ⌬subH 1,5-dihydroxyisoquinoline 123.6⫾ 2.2 关550-44-7兴 ⌬subH ⌬subH N-methylphthalimide 共298–316兲 91.1⫾ 0.5 共298–316兲 91.1⫾ 0.5 关2058-74-4兴 ⌬fusH C9H8Cl2O3 325.5 ME 关1987STE/MAL兴 关1969LEB/DNE, 1977PED/RYL兴 C 关2005RIB/FON兴 ME ME 关1997ROU/JIM兴 关1997ROU/JIM兴 1-methyl-1H-indole-2,3-dione 共N-methylisatin兲 19.5 403.3 DSC 关2003MAT/MIR2兴 105.6⫾ 3.3 298 C 关2003MAT/MIR2兴 关35975-00-9兴 ⌬subH ⌬subH 5-amino-6-nitroquinoline 共400–424兲 130.7⫾ 0.8 共400–424兲 136.4⫾ 0.8 412 298 ME ME 关1998RIB/CAR兴 关1998RIB/CAR兴 关41814-78-2兴 ⌬fusH 5-methyl-1,2,4-triazolo关3,4-b兴benzothiazole 24.07 460.2 DSC 关1990DON/DRE兴 关95-13-6兴 ⌬fusH indene ⌬ vH ⌬ vH ⌬ vH C9H8Cl2O3 Reference 关491-30-5兴 ⌬subH ⌬subH C 9H 7N 3O 2 89.5⫾ 0.9 89.0⫾ 1.4 108.8⫾ 1.7 Method 共369–457兲 共289–455兲 共329–454兲 307 298 10.2 271.7 45.3 43.6 43.9 384 304 392 关6597-78-0兴 ⌬fusH methyl 3,6-dichloro-2-methoxybenzoate 18.49 关120-36-5兴 2-共2,4-dichlorophenoxy兲propanoic acid 304.6 关1996DOM/HEA兴 A A 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 关1942BUR兴 关1991ACR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-384 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH C9H8Cl2O3 关1928-38-7兴 ⌬fusH ⌬fusH ⌬ vH C9H8Cl2O4 C9H8Cl3NO3 C 9H 8N 2 C 9H 8N 2 C 9H 8N 2 C 9H 8N 2 C 9H 8N 2 C 9H 8N 2 C 9H 8N 2 C 9H 8N 2O C 9H 8N 2O 2 C 9H 8O Tm 共K兲 Method 32.0 30.43 391.3 389.2 DSC 关2005VEC/BRU兴 关1991ACR兴 298 359 298 DSC TE TE 关2005VEC/BRU兴 关2005VEC/BRU兴 关2005VEC/BRU兴 DSC DSC 关2005VEC/BRU兴 关1969PLA/GLA兴 116⫾ 6 128⫾ 2 130⫾ 3 2,4-dichlorophenoxyacetic acid, methyl ester 20.0 313.4 25.1 315.4 共403–548兲 Reference 关1987STE/MAL, 1999DYK/SVO兴 68.0 418 A 关76330-06-8兴 ⌬ vH 2,6-dichlorosyringaldehyde 共293–323兲 82.2 308 CGC 关1999LEI/WAN2兴 关75907-45-8兴 ⌬ vH 2,2,4-trichloro-5-共4-morpholinyl兲-4-cyclopentene-1,3-dione 共453–483兲 79.6 468 GC 关1980SHA/SAD兴 关1126-00-7兴 ⌬ vH 1-phenylpyrazole 关7164-98-9兴 ⌬ vH 1-phenylimidazole 关670-96-2兴 ⌬fusH 2-phenylimidazole 关580-17-6兴 ⌬subH ⌬subH ⌬subH 70.2⫾ 3.4 298 C 关2000RIB/RIB2兴 84.6⫾ 3.7 298 C 关2000RIB/RIB2兴 17.81 420 DSC 关2007SIF/AIT兴 3-aminoquinoline 共329–345兲 101.1⫾ 0.9 共329–345兲 103.1⫾ 0.9 104.8⫾ 4.8 337 298 298 ME ME C 关1993RIB/MAT兴 关1993RIB/MAT兴 关1993RIB/MAT兴 关611-34-7兴 ⌬subH ⌬subH ⌬subH 5-aminoquinoline 共329–349兲 102.9⫾ 0.7 共329–349兲 105.0⫾ 0.7 103.3⫾ 3.4 339 298 298 ME ME C 关1993RIB/MAT兴 关1993RIB/MAT兴 关1993RIB/MAT兴 关580-15-4兴 ⌬subH ⌬subH 6-aminoquinoline 共333–349兲 103.6⫾ 1.0 共333–349兲 105.7⫾ 1.0 341 298 ME ME 关1993RIB/MAT兴 关1993RIB/MAT兴 关578-66-5兴 ⌬subH ⌬subH 8-aminoquinoline 共296–314兲 93.0⫾ 0.5 共296–314兲 93.33⫾ 0.5 305 298 ME ME 关1993RIB/MAT兴 关1993RIB/MAT兴 关14003-34-0兴 ⌬fusH 2-methyl-3-hydroxyquinoxaline 33.4 522.9 DSC 关2000MON/HIL2兴 383 298 298 ME ME C 关2000MON/HIL2兴 关2000MON/HIL2兴 关2000RIB/MAT兴 关1997ACR/POW兴 ⌬subH ⌬subH ⌬subH C 9H 8N 2O 2 共343–375兲 共343–375兲 ⌬transHm 共kJ mol−1兲 共375–391兲 共375–391兲 117.2⫾ 0.4 119.7⫾ 2.8 123.0⫾ 4.4 关6639-86-7兴 ⌬subH 2-methylquinoxaline-1,4-dioxide 107.0⫾ 6.2 298 C 关5972-09-8兴 ⌬subH 3-methylaminophthalimide 共402–450兲 104.9 417 RG 关1987STE/MAL, 1956KLO兴 关83-33-0兴 ⌬fusH ⌬fusH 1-indanone 314.1 312.9 DSC DSC 关2007MAT/MIR兴 关1998VER4兴 C 关2007MAT/MIR兴 ⌬subH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 17.6 17.78 78.7⫾ 2.8 298 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-385 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH ⌬ vH C 9H 8O 关615-13-4兴 ⌬fusH 共318–348兲 C 9H 8O 2 C 9H 8O 2 C 9H 8O 2 C 9H 8O 2 C 9H 8O 2 83.5⫾ 0.7 298 Method Reference GS 关1998VER4兴 GS 关1998GUD/TOR兴 2-indanone 16.89 330 DSC 关2007MAT/MIR兴 78.3⫾ 1.1 298 C 关2007MAT/MIR兴 298 444 364 363 GC TGA A A 关2002VAN/PAR兴 关2002HAZ/DOL兴 关1987STE/MAL, 1947STU兴 关1987STE/MAL兴 406.1 404.8 406.2 DSC 关2008MOT/QUE兴 关2004SHA/JAM兴 关1991ACR兴 关104-55-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-phenyl-2-propenal 共cinnamaldehyde兲 62.4 共408–482兲 51.7 共349–519兲 58.2 共353–373兲 72.7 关140-10-3兴 ⌬fusH ⌬fusH ⌬fusH trans cinnamic acid 22.21 22.6 22.63 ⌬subH 共333–347兲 107.1⫾ 0.8 298 ME 关1999MON/HIL兴 ⌬ vH 共430–573兲 73.9 445 A 关1987STE/MAL兴 关102-94-3兴 ⌬fusH allocinnamic acid 共cis cinnamic acid兲 16.95 341.2 关39869-70-0兴 ⌬ vH 7,7-dimethoxynorborane 共321–357兲 49.0 339 EB 关1994WIB/MOR兴 关119-84-6兴 ⌬ vH 3,4-dihydrocoumarin 69.9⫾ 0.5 298 C 关2009MAT/SOU2兴 关491-37-2兴 ⌬fusH chromanone DSC 关2009MAT/SOU兴 C 关2009MAT/SOU兴 DSC 关2009MAT/SOU兴 C 关2009MAT/SOU兴 16.7 ⌬subH C 9H 8O 2 Tm 共K兲 60.3⫾ 0.4 ⌬subH C 9H 8O ⌬transHm 共kJ mol−1兲 关4385-35-7兴 ⌬fusH ⌬subH 84.6⫾ 1.3 312.3 298 关1991ACR兴 3-isochromanone 18.3 97.3⫾ 1.4 355.9 298 C 9H 8O 2S 关2525-42-0兴 ⌬subH phenyl propadienyl sulfone 105.4⫾ 2.5 C 9H 8O 2S 关2525-41-9兴 ⌬subH phenyl prop-1-ynyl sulfone 95.4⫾ 2.5 B 关1969MAC/STE, 1970COX/PIL兴 关2525-40-8兴 ⌬subH phenyl prop-2-ynyl sulfone 105.⫾ 2.5 B 关1969MAC/STE, 1970COX/PIL兴 关129-64-6兴 ⌬trsH ⌬fusH endo-5-norbornene-2,3-dicarboxylic anhydride 15.73 367.2 3.71 437.2 C 9H 8O 2S C 9H 8O 3 ⌬subH C 9H 8O 3 C 9H 8O 3 97⫾ 4.2 关1969MAC/STE, 1970COX/PIL兴 298 关1967PIN/WIL兴 MG 关1973ROG/QUA, 1977PED/RYL兴 关2746-19-2兴 ⌬fusH exo-5-norbornene-2,3-dicarboxylic anhydride 21.77 416.2 DSC 关1967PIN/WIL兴 关3162-29-6兴 ⌬fusH 5-oxoethyl-1,3-benzodioxole 26.23 DSC 关2007MAT/SOU兴 C 关2007MAT/SOU兴 ⌬subH 104.4⫾ 2.2 358.9 298 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-386 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C 9H 8O 3 Enthalpy 关29668-44-8兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 DSC 关2008MAT/SOU2兴 98.2⫾ 1.4 C 关2008MAT/SOU2兴 298 C 9H 8O 4 关331-39-5兴 ⌬subH 3,4-dihydroxycinnamic acid 共caffeic acid兲 共409–424兲 170.2⫾ 4.6 411 C 9H 8O 4 关1679-64-7兴 ⌬fusH monomethyl terephthalate 37.68 DSC 关2005MON/SOU兴 372.3 298 448 473 ME ME GS C 关2005MON/SOU兴 关2005MON/SOU兴 关1987STE/MAL兴 关1962KRA/BER兴 关1998MAK/KAB兴 21.63 357.5 DSC 关2005MON/SOU兴 115.9⫾ 0.6 117.9⫾ 0.8 345.3 298 ME ME 关2005MON/SOU兴 关2005MON/SOU兴 466.7 DSC 关2005MON/SOU兴 122.6⫾ 0.7 125.6⫾ 1.0 369.2 298 ME ME 关2005MON/SOU兴 关2005MON/SOU兴 关50-78-2兴 ⌬fusH ⌬fusH ⌬fusH 2-acetoxybenzoic acid 共aspirin兲 29.17 31.01 29.8 409.2 412.7 414 DSC DSC 关2004XU/SUN2兴 关2001PER/BAU, 2003PER/BAU兴 关2000KIR兴 关2345-34-8兴 ⌬fusH 4-acetoxybenzoic acid 关2861-28-1兴 ⌬fusH 1,3-benzodioxole-5-acetic acid 共homopiperonylic acid兲 24.94 401.7 关4376-18-5兴 ⌬fusH ⌬subH ⌬subH 关1877-71-0兴 ⌬fusH ⌬subH ⌬subH C 9H 8O 4 C 9H 8O 4 C 9H 8O 4 关2006CHE/OJA兴 92.5 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C 9H 8O 4 Reference 2,3-dihydro-1,4-benzodioxin-6-carboxaldehyde 19.44 324.4 ⌬subH C 9H 8O 4 Method ⌬subH ⌬subH 共363–381兲 共363–381兲 共433–493兲 共433–493兲 121.0⫾ 0.5 124.1⫾ 1.0 72.1 82.8 130.4 monomethyl phthalate 共335–355兲 共335–355兲 monomethyl isophthalate 36.5 共359–379兲 共359–379兲 26.35 共346–364兲 共346–364兲 120.1⫾ 0.8 122.9⫾ 1.4 关1997YUA/ZHA兴 467.2 关2004MAT/MON兴 355 298 ME ME 关2004MAT/MON兴 关2004MAT/MON兴 C 关2008MAT/MIR2兴 关3663-80-7兴 ⌬subH 共dl兲 1,4-benzodioxan-2-carboxylic acid 117.8⫾ 2.1 298 关na兴 ⌬fusH 共dl兲 2-共p-bromophenoxy兲propanoic acid 31.8 385 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 2-共p-bromophenoxy兲propanoic acid 27.61 380 关1991CHI/BRA兴 C9H9BrO3 关40620-67-5兴 ⌬fusH 共dl兲 3-共m-bromophenyl兲-3-hydroxypropanoic acid 26.78 349 关1991CHI/BRA兴 C9H9BrO3 关40620-57-3兴 ⌬fusH 共d兲 3-共m-bromophenyl兲-3-hydroxypropanoic acid 23.85 350 关1991CHI/BRA兴 C9H9BrO3 关40620-68-6兴 ⌬fusH 共dl兲 3-共p-bromophenyl兲-3-hydroxypropanoic acid 28.87 371 关1991CHI/BRA兴 C9H9BrO3 关40620-58-4兴 ⌬fusH 共d兲 3-共p-bromophenyl兲-3-hydroxypropanoic acid 35.56 398 关1991CHI/BRA兴 C9H9ClO3 关na兴 共dl兲 2-共o-chlorophenoxy兲propanoic acid C 9H 8O 4 C9H9BrO3 C9H9BrO3 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-387 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬transHm 共kJ mol−1兲 32.22 Tm 共K兲 Method Reference 388 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 2-共o-chlorophenoxy兲propanoic acid 26.78 369 关1991CHI/BRA兴 关101-10-0兴 ⌬fusH 共dl兲 2-共m-chlorophenoxy兲propanoic acid 33.05 386 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 2-共m-chlorophenoxy兲propanoic acid 29.71 367.5 关1991CHI/BRA兴 C9H9ClO3 关na兴 ⌬fusH 共dl兲 3-共p-chlorophenyl兲-3-hydroxypropanoic acid 29.71 357 关1991CHI/BRA兴 C9H9ClO3 关40620-55-1兴 ⌬fusH 共d兲 3-共p-chlorophenyl兲-3-hydroxypropanoic acid 28.03 385 关1991CHI/BRA兴 C9H9ClO3 关40620-64-2兴 ⌬fusH 共dl兲 3-共m-chlorophenyl兲-3-hydroxypropanoic acid 23.85 340 关1991CHI/BRA兴 C9H9ClO3 关40620-54-0兴 ⌬fusH 共d兲 3-共m-chlorophenyl兲-3-hydroxypropanoic acid 28.03 368 关1991CHI/BRA兴 C9H9ClO3 关94-74-6兴 ⌬fusH 共4-chloro-o-tolyloxy兲acetic acid 29.98 392.9 DSC 关1991ACR, 1990DON/DRE兴 关76341-69-0兴 ⌬ vH 2-chlorosyringaldehyde 共293–323兲 77.7 308 CGC 关1999LEI/WAN2兴 关709-98-8兴 ⌬fusH 3⬘,4⬘-dichloropropionanilide 18.26 363.7 DSC 关1991ACR, 1990DON/DRE兴 C9H9FO3 关40620-61-9兴 ⌬fusH 共dl兲 3-共m-fluorophenyl兲-3-hydroxypropanoic acid 20.5 290 关1991CHI/BRA兴 C9H9FO3 关40620-51-7兴 ⌬fusH 共d兲 3-共m-fluorophenyl兲-3-hydroxypropanoic acid 24.27 311 关1991CHI/BRA兴 C9H9FO3 关na兴 ⌬fusH 共dl兲 3-共o-fluorophenyl兲-3-hydroxypropanoic acid 27.2 342 关1991CHI/BRA兴 C9H9FO3 关40620-50-6兴 ⌬fusH 共d兲 3-共o-fluorophenyl兲-3-hydroxypropanoic acid 22.59 348 关1991CHI/BRA兴 C9H9FO3 关40620-62-0兴 ⌬fusH 共dl兲 3-共p-fluorophenyl兲-3-hydroxypropanoic acid 27.61 362 关1991CHI/BRA兴 C9H9FO3 关na兴 ⌬fusH 共d兲 3-共p-fluorophenyl兲-3-hydroxypropanoic acid 30.96 381 关1991CHI/BRA兴 C9H9F6NO5 关1548-45-4兴 ⌬ vH 共l兲 N,O-bis共trifluoroacetal兲-threonine methyl ester 共323–413兲 72.5 338 关603-76-9兴 ⌬ vH 1-methylindole 关95-20-5兴 ⌬fusH 2-methylindole C9H9ClO3 C9H9ClO3 C9H9ClO3 C9H9ClO4 C9H9Cl2NO C 9H 9N C 9H 9N ⌬subH C 9H 9N 关83-34-1兴 ⌬subH ⌬subH 62.2⫾ 1.6 15.72 298 A 关1987STE/MAL, 1999DYK/SVO兴 C 关2009RIB/CAB2兴 关1997PEY/LET兴 329.4 88.7⫾ 2.4 298 C 关2009RIB/CAB2兴 3-methylindole 共skatole兲 90.4⫾ 1.9 共288–333兲 83.3 298 303 C A 关2009RIB/CAB2兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-388 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C 9H 9N C 9H 9N C9H9NO2 C9H9NO4 C9H9NO4 C9H9NO4 C9H9NO5 C9H9NO5 C 9H 9N 3O 2S 2 C 9H 9N 3O 6 C9H10 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共368–540兲 64.5 C9H10 C9H10 C9H10 Method Reference 383 A 关1987STE/MAL, 1947STU兴 关2000VER兴 关2000VER兴 ␣-methylbenzylcyanide 共284–318兲 60.8⫾ 0.7 共284–318兲 60.9⫾ 0.7 301 298 GS GS 关21789-36-6兴 ⌬subH 2,6-dimethylbenzonitrile 83.9⫾ 2.8 298 C 关1991ACR/TUC兴 关122-85-0兴 ⌬subH 4-acetomidobenzaldehyde 共328–346兲 99.0 337 A 关1987STE/MAL, 1960AIH2兴 关618-98-4兴 ⌬ vH 3-nitrobenzoic acid, ethyl ester 共381–571兲 65.1 396 A 关1987STE/MAL, 1947STU兴 关5251-93-4兴 ⌬fusH 关共benzoylamino兲oxy兴 acetic acid 31.46 416.9 DSC 关1991ACR, 1990DON/DRE兴 关5453-67-8兴 ⌬subH dimethyl pyridine-2,6-dicarboxylate 113.5⫾ 3.8 298 关na兴 ⌬fusH 共dl兲 2-共p-nitrophenoxy兲propanoic acid 32.22 411.4 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 2-共p-nitrophenoxy兲propanoic acid 20.92 362 关1991CHI/BRA兴 关72-14-0兴 ⌬fusH 4-amino-N-2-thiazolylbenzenesulfonamide 共sulfathiazole兲 30.3 473 DSC 关2003MAR/AVI, 2002MAR/GOM兴 关602-96-0兴 ⌬subH 2,4,6-trinitromesitylene 共319–397兲 103.6⫾ 1.2 ME 关1987STE/MAL, 1978CUN/PAL兴 关496-11-7兴 ⌬fusH indane 共374–466兲 共355–482兲 C 关2005MAT/MOR兴 关1996DOM/HEA兴 8.6 221.8 44.0 49.0 45.0 389 298 370 A C 关1987STE/MAL兴 关1981HOS/SCO3兴 关1976AMB/SPR兴 关611-15-4兴 ⌬ vH 2-methylstyrene 共305–385兲 47.9 320 A 关1987STE/MAL, 1953CLE/WIS兴 关100-80-1兴 ⌬ vH 3-methylstyrene 共314–385兲 47.5 329 A 关1987STE/MAL, 1953CLE/WIS兴 关622-97-9兴 ⌬ vH 4-methylstyrene 共304–390兲 47.6 319 A 关1987STE/MAL, 1953CLE/WIS兴 关98-83-9兴 ⌬fusH ␣-methylstyrene 11.92 250.8 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H10 Tm 共K兲 关1823-91-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H10 Compound 关766-90-5兴 ⌬ vH 共274–314兲 共274–314兲 共331–467兲 共331–467兲 共331–467兲 共331–467兲 共331–467兲 共343–493兲 共353–413兲 cis -methylstyrene 共348–498兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1996DOM/HEA兴 49.2⫾ 0.3 48.9⫾ 0.3 48.6⫾ 0.4 45.9⫾ 0.3 43.3⫾ 0.3 40.6⫾ 0.3 37.7⫾ 0.5 44.3 44.8 294 298 298 340 380 420 460 358 368 GS GS EB EB EB EB EB A A 关1999VER6兴 关1999VER6兴 关1997STE/CHI2兴 关1997STE/CHI2兴 关1997STE/CHI2兴 关1997STE/CHI2兴 关1997STE/CHI2兴 关1987STE/MAL兴 关1987STE/MAL兴 44.8 363 A 关1987STE/MAL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-389 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H10 C9H10 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关873-66-5兴 ⌬ vH trans -methylstyrene 共291–452兲 46.4 306 A 关1987STE/MAL, 1947STU兴 关300-57-2兴 ⌬ vH ⌬ vH allylbenzene 共274–313兲 共274–313兲 294 298 GS GS 关1999VER6兴 关1999VER6兴 C9H10BrClN2O2 关13360-45-7兴 ⌬fusH 46.5⫾ 0.2 46.3⫾ 0.2 3-共4-bromo-3-chlorophenyl兲-1-methoxy-1-methylurea 26.54 369.8 DSC 关1990DON/DRE兴 C9H10ClNO3 关194085-75-1兴 共1S兲-1-共2-chlorophenyl兲-1,2-ethanediol, 2-carbamate, 共carisbamate兲 ⌬fusH 33.0 409.6 DSC 关2009WU/MEH兴 C9H10Cl2N2O 关330-54-1兴 ⌬fusH ⌬fusH ⌬fusH 3-共3,4-dichlorophenyl兲-1,1-dimethylurea 共diuron兲 25.28 435.1 30.47 430.5 33.89 429.7 DSC DSC DSC 关2000ROD/VEC兴 关1990DON/DRE兴 关1969PLA/GLA兴 119⫾ 0.6 133.9⫾ 0.7 C C 关1997PFE/SAB兴 关1997PFE/SAB兴 ⌬subH ⌬subH C9H10Cl2N2O2 C9H10F2 C9H10N2 C9H10N2 C9H10N2O C9H10N2O3 C9H10N2O3 C9H10N2O3 C9H10O C9H10O 关330-55-2兴 ⌬fusH C9H10O C9H10O N⬘-共3,4-dichlorophenyl兲-N-methoxy-N-methylurea 共linuron兲 26.56 365.8 DSC 关1991ACR, 1990DON/DRE兴 关146377-62-0兴 1,1-difluoro-3-phenylpropane 共278–318兲 53.3⫾ 0.4 ⌬ vH 298 GS 关1997SCH/VER兴 关1075-76-9兴 ⌬trsH ⌬fusH N-共2-cyanoethyl兲aniline 共83–353兲 0.98 共83–353兲 19.4 310.6 323.3 AC 关2005TIA/TAN兴 关53406-41-0兴 ⌬fusH N-amino-2-methylindole 25.55 384.6 关92-43-3兴 ⌬subH 1-phenyl-3-pyrazolidinone 共327–348兲 84.3 337.5 A 366.2 356.7 364.2 DSC 关2001HE/STO兴 关6335-41-7兴 ⌬fusH 2-共hydroxyimino兲-N-共4-methoxyphenyl兲acetamide 8.3 457.6 DTA 关1982CUE/SOL兴 关6335-42-8兴 ⌬fusH 2-共hydroxyimino兲-N-共2-methoxyphenyl兲acetamide 27.8 424.6 DTA 关1982CUE/SOL兴 关1746-13-0兴 ⌬ vH allyl phenyl ether 共349–456兲 A 关1987STE/MAL兴 关104-54-1兴 ⌬fusH cinnamyl alcohol 关612-45-3兴 N-共4-methyl-2-nitrophenyl兲acetamide ⌬fusH 共white cryst兲 24.25 20.97 ⌬fusH 共amber cryst兲 22.37 ⌬fusH 共yellow cryst兲 ⌬ vH ⌬ vH ⌬ vH C9H10O 393 298 共295–325兲 共310–328兲 共373–523兲 49.4 364 15.73 308.2 68.1⫾ 0.1 79.8 56.2 关1997PEY/LET兴 关1987STE/MAL, 1960AIH2兴 关1991CHI/BRA兴 310 319 388 TG,DTA A A 关2002SOR/DOL兴 关1987STE/MAL兴 关1987STE/MAL兴 关15764-16-6兴 ⌬ vH 2,4-dimethylbenzaldehyde 共358–489兲 57.4 373 A 关1987STE/MAL兴 关1470-94-6兴 ⌬ vH 5-hydroxyindane 共393–524兲 408 A 关1987STE/MAL兴 关122-00-9兴 4⬘-methylacetophenone 55.4 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-390 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H10O C9H10O C9H10O C9H10O C9H10O C9H10O C9H10O C9H10O C9H10O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共288–333兲 59.6 Reference 303 A 关1987STE/MAL兴 360 400 440 480 EB EB EB EB 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关2002STE/CHI5兴 关104-53-0兴 ⌬ vH 3-phenylpropionaldehyde 共330–363兲 67.5 345 A 关1987STE/MAL兴 关103-79-7兴 ⌬ vH ⌬ vH ⌬ vH benzyl methyl ketone 共343–383兲 56.1 共343–383兲 55.0 共273–328兲 53.5⫾ 0.3 298 298 298 CGC CGC 关1995CHI/HOS兴 关1995CHI/HOS兴 关1954NIC/SZA兴 关93-55-0兴 ⌬ vH ⌬ vH ethyl phenyl ketone 共propiophenone兲 共388–623兲 52.1 共391–454兲 44.4 403 406 A EB,GS 关1987STE/MAL兴 关1965COL/COU兴 关612-15-7兴 ⌬ vH 2-vinylanisole 共314–467兲 56.7 329 A 关1987STE/MAL, 1947STU兴 关626-20-0兴 ⌬ vH 3-vinylanisole 共316–471兲 55.9 331 A 关1987STE/MAL, 1947STU兴 关637-69-4兴 ⌬ vH 4-vinylanisole 共318–478兲 54.9 333 A 关1987STE/MAL, 1947STU兴 关4407-36-7兴 ⌬subH ⌬subH 共E兲-3-phenyl-2-propen-1-ol 共288–307兲 109.6 69.5 关493-08-3兴 ⌬fusH chroman 关493-05-0兴 ⌬fusH 关89-71-4兴 ⌬fusH ⌬fusH 16.26 共293–535兲 共293–535兲 共293–535兲 共293–535兲 共293–535兲 共293–535兲 共293–535兲 关99-36-5兴 ⌬fusH ⌬fusH 56.7⫾ 0.1 55.2⫾ 0.1 52.7⫾ 0.1 50.2⫾ 0.1 48.9⫾ 0.1 45.1⫾ 0.3 42.5⫾ 0.5 297.5 A ME 关1996DOM/HEA兴 269.8 298 320 360 400 440 480 520 关1987STE/MAL兴 关1954SER/VOI兴 IPM,EB IPM,EB IPM,EB IPM,EB IPM,EB IPM,EB IPM,EB 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 isochroman 16.75 共295–536兲 共295–536兲 共295–536兲 共295–536兲 共295–536兲 共295–536兲 共295–536兲 methyl o-toluate 共5–320兲 ⌬ vH C9H10O2 Method 2-phenylpropionaldehyde 共364–517兲 52.3⫾ 0.2 共364–517兲 49.4⫾ 0.2 共364–517兲 46.6⫾ 0.3 共364–517兲 43.4⫾ 0.5 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C9H10O2 Tm 共K兲 关93-53-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C9H10O Compound 57.1⫾ 0.1 55.6⫾ 0.1 52.9⫾ 0.1 50.3⫾ 0.1 48.7⫾ 0.1 45.3⫾ 0.3 42.6⫾ 0.5 12.47 12.5 57.3⫾ 0.2 methyl m-toluate 共5–320兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 17.14 21.15 关1996DOM/HEA兴 277.5 298 320 360 400 440 480 520 228.8 228.8 293 270.6 269.9 IPM,EB IPM,EB IPM,EB IPM,EB IPM,EB IPM,EB IPM,EB 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 关1990CHI/ARC兴 AC AC 关2002BLO/PAU兴 关1998MAK/KAB兴 C 关1998MAK/KAB兴 AC AC 关2002BLO/PAU兴 关1998MAK/KAB兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-391 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH ⌬ vH C9H10O2 关99-75-2兴 ⌬fusH ⌬fusH ⌬subH ⌬subH C9H10O2 C9H10O2 C9H10O2 C9H10O2 methyl p-toluate 共5–320兲 共403–493兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 60.3⫾ 0.2 53.5 296 388 20.78 20.77 83.3⫾ 0.3 51.6 Method Reference C 关1998MAK/KAB兴 关1974MUR/TUD兴 AC AC 关2002BLO/PAU兴 关1998MAK/KAB兴 298 418 C 关1998MAK/KAB兴 关1998SEM/WIL兴 306.5 306.5 关122-46-3兴 ⌬ vH acetic acid, 3-tolyl ester 共385–480兲 55.7 400 A,EB 关1987STE/MAL, 1969SHE/LAN兴 关140-39-6兴 ⌬ vH acetic acid, 4-tolyl ester 共385–480兲 55.9 400 A,EB 关1987STE/MAL, 1969SHE/LAN兴 关579-74-8兴 ⌬ vH 2-acetylanisole 关100-06-1兴 ⌬subH ⌬subH 4-acetylanisole 共276–300兲 共283–333兲 ⌬ vH 关1986BAL/GNA兴 56.5 共311–334兲 关1959AIH兴 关1954SER/VOI, 1960JON, 1987STE/MAL兴 77.7 93.7 308 V A 66.5 322 A,ME 关1987STE/MAL, 1954SER/VOI兴 C9H10O2 关7216-18-4兴 ⌬ vH 3,4-dihydro-2H-1,5-benzodioxepin 55.6 C9H10O2 关140-11-4兴 ⌬ vH ⌬ vH benzyl acetate 共283–490兲 共283–328兲 55.5 60.4 298 305 A ME 关1987STE/MAL兴 关1954SER/VOI兴 关93-89-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ethylbenzoate 共283–332兲 共369–531兲 共369–531兲 共369–531兲 共369–531兲 共344–440兲 共344–440兲 共288–333兲 共358–487兲 共317–486兲 61.1⫾ 0.3 52.5⫾ 0.2 49.6⫾ 0.2 46.7⫾ 0.3 43.6⫾ 0.5 57.0 50.5 55.9 50.4 51.9 298 380 420 460 500 356 419 303 373 332 GS EB EB EB EB BG BG A A 关2006VAS/VER兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关1988KAT2兴 关1988KAT2兴 关1987STE/MAL兴 关1987STE/MAL兴 关1947STU兴 关501-52-0兴 ⌬fusH ⌬fusH 3-phenylpropionic acid 共hydrocinnamic acid兲 15.61 321.2 17.68 321.2 DSC 关2001MON/HIL4兴 关1991ACR兴 关2001MON/HIL4兴 关2001MON/HIL4兴 C9H10O2 C9H10O2 C9H10O2 C9H10O2 关1958CAS/FLE2兴 ⌬subH ⌬subH 共305–315兲 共305–315兲 102.0⫾ 0.7 102.4⫾ 0.8 310 298 ME ME ⌬ vH 共375–553兲 67.0 390 A 关1987STE/MAL, 1947STU兴 关99-36-5兴 ⌬ vH 3-methylbenzoic acid, methyl ester 共359–500兲 54.8 374 A 关1987STE/MAL兴 关122-60-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共phenoxymethyl兲oxirane 共400–532兲 69.9⫾ 0.7 共400–532兲 60.3⫾ 0.5 共400–532兲 56.7⫾ 0.4 共400–532兲 53.1⫾ 0.4 共400–532兲 51.3⫾ 0.5 共400–532兲 49.4⫾ 0.6 298 400 440 480 500 520 EB EB EB EB EB EB 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-392 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H10O2 C9H10O2 C9H10O2 C9H10O2 C9H10O2 C9H10O2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共343–373兲 65.6⫾ 0.1 C9H10O2 C9H10O2 C9H10O2 C9H10O2 C9H10O2 Reference 关1976KUZ/MIR兴 298 GC 关2005HOS/GRY兴 关122-46-3兴 ⌬subH 3-methylphenyl acetate 共274–317兲 60.7 295 TE 关1947BAL, 1960JON兴 关936-51-6兴 ⌬ vH ⌬ vH 2-phenyl-1,3-dioxolane 共285–333兲 62.6⫾ 0.7 共298–333兲 62.1⫾ 0.3 298 316 GS GS 关2002VER兴 关1995VER/DOG兴 关612-19-1兴 ⌬subH ⌬subH ⌬subH 2-ethylbenzoic acid 共298–313兲 100.5 101.1⫾ 0.4 100.7⫾ 2.5 305.5 298 298 ME ME ME 关1987STE/MAL, 1976COL/JIM兴 关1984COL/JIM兴 关1976COL/JIM兴 关619-20-5兴 ⌬subH ⌬subH ⌬subH 3-ethylbenzoic acid 共300–318兲 99.1 99.7⫾ 0.4 99.11⫾ 2.5 309 298 298 ME ME ME 关1987STE/MAL, 1976COL/JIM兴 关1984COL/JIM兴 关1976COL/JIM兴 关619-64-7兴 ⌬fusH 4-ethylbenzoic acid 关603-79-2兴 ⌬fusH 共298–313兲 共300–318兲 共321–335兲 共310–329兲 共311–330兲 共320–329兲 14.06 386.2 101.2⫾ 0.8 98.2 98.9⫾ 0.2 97.6⫾ 0.2 97.5⫾ 2.5 298 319.5 298 321 298 2,3-dimethylbenzoic acid 18.3 共316–337兲 共316–337兲 关1991CHI/BRA兴 ME ME ME ME ME 关2004MON/ALM兴 关1987STE/MAL, 1976COL/JIM兴 关1984COL/JIM兴 关1984COL/JIM兴 关1976COL/JIM兴 关1996BEL/UFN兴 417.6 102.3⫾ 0.4 104.6⫾ 0.4 326 298 ME ME 关1984COL/JIM2兴 关1984COL/JIM2兴 关611-01-8兴 ⌬subH ⌬subH 2,4-dimethylbenzoic acid 共312–331兲 102.7⫾ 0.3 共312–331兲 103.5⫾ 0.3 321 298 ME ME 关1984COL/JIM2兴 关1984COL/JIM2兴 关610-72-0兴 ⌬subH ⌬subH 2,5-dimethylbenzoic acid 共315–334兲 103.6⫾ 0.6 共315–334兲 105.0⫾ 0.6 324 298 ME ME 关1984COL/JIM2兴 关1984COL/JIM2兴 关632-46-2兴 ⌬subH ⌬subH 2,6-dimethylbenzoic acid 共309–324兲 98.2⫾ 0.2 共309–324兲 99.1⫾ 0.2 317 298 ME ME 关1984COL/JIM2兴 关1984COL/JIM2兴 关632-46-2兴 ⌬subH ⌬subH 3,4-dimethylbenzoic acid 共325–347兲 104.5⫾ 0.3 共325–347兲 106.4⫾ 0.3 336 298 ME ME 关1984COL/JIM2兴 关1984COL/JIM2兴 关499-06-9兴 ⌬fusH 3,5-dimethylbenzoic acid 22.6 442.9 ⌬subH ⌬subH C9H10O2 Method methyl phenylacetate 共333–433兲 57.4 ⌬subH ⌬subH C9H10O2 Tm 共K兲 关101-41-7兴 ⌬ vH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH C9H10O2 Compound 共322–341兲 共322–341兲 100.8⫾ 0.3 102.3⫾ 0.3 关122-60-1兴 ⌬fusH phenyl glycidyl ether 关935-92-2兴 ⌬ vH 2,3,5-trimethyl-1,4-benzoquinone 共393–450兲 49.9 17.32 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 332 298 关1996BEL/UFN兴 ME ME 关1988LEB/BYK兴 279.8 408 关1984COL/JIM2兴 关1984COL/JIM2兴 EB 关2004TAN/LI兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-393 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H10O2S Enthalpy 关5535-52-4兴 ⌬fusH Compound Temp 共K兲 Range C9H10O3 C9H10O3 C9H10O3 Tm 共K兲 Method Reference p-tolyl vinyl sulfone 10.88 ⌬subH C9H10O3 ⌬transHm 共kJ mol−1兲 82.4⫾ 2.5 关118-61-6兴 ⌬ vH ⌬ vH ⌬ vH ethyl salicylate 共431–461兲 共288–333兲 共334–505兲 关623-20-1兴 ⌬ vH 关1969MAC/MCN兴 340.4 关1969MAC/MCN, 1969MAC/MCN2, 1977PED/RYL兴 B 303 349 A A 关1982WAY兴 关1987STE/MAL兴 关1987STE/MAL兴 2-furanacrylic acid, ethyl ester 共428–500兲 56.8 443 A 关1987STE/MAL兴 关121-98-2兴 ⌬ vH methyl 4-methoxybenozate 共382–472兲 61.1 397 EB 关1985SCH/BRU兴 关120-47-8兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ethyl 4-hydroxybenzoate 27.9 32.49 26.4 共313–326兲 100.9⫾ 0.7 389.2 388.9 389 298 DSC DSC GS 关2008WAS/HOL兴 关2008NIC/BEL兴 关1999GIO/BET兴 关2005PER/ROD兴 TGA TGA 关2002CHA/DOL兴 关2001CHA/DOL兴 53.4 59.2 55.2 ⌬ vH ⌬ vH 75.0 72.6 C9H10O3 关35438-32-5兴 ⌬ vH cis,cis 3-methyl-4-cyclohexene-1,2-dicarboxylic acid anhydride 共325–525兲 49.5⫾ 1.0 C9H10O3 关3425-89-6兴 ⌬fusH 4-methyl-4-cyclohexene-1,2-dicarboxylic anhydride 共80–361兲 17.67 335.5 AC 关2005LU/TAN兴 关121-32-4兴 ⌬fusH 3-ethoxy-4-hydroxybenzadehyde 共ethyl vanillin兲 23.1 349.8 DSC 关2008TEM/ROU兴 C9H10O3 ⌬subH C9H10O3 C9H10O3 C9H10O3 C9H10O3 C9H10O3 C9H10O3 C9H10O3 C9H10O3 关1987STE/MAL, 1957LIT, 1960JON兴 101.5 311 关120-14-9兴 ⌬fusH 3,4-dimethoxybenzaldehyde 20.3 317 关na兴 ⌬fusH 共dl兲 3-phenyl-3-hydroxypropanoic acid 29.71 366 关1991CHI/BRA兴 关2768-42-5兴 ⌬fusH 共d兲 3-phenyl-3-hydroxypropanoic acid 32.64 391 关1991CHI/BRA兴 关940-31-8兴 ⌬fusH 共dl兲 2-phenoxypropionic acid 33.05 388 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 2-phenoxypropionic acid 22.59 359 关1991CHI/BRA兴 关104-01-8兴 ⌬fusH 4-methoxyphenylacetic acid 21.8 358.1 关1991ACR兴 关na兴 ⌬fusH 4-hydroxyphenylpropionic acid 28.9 402.5 关1991ACR兴 关619-86-3兴 ⌬fusH 4-ethoxybenzoic acid 472.8 关1991ACR兴 298 关2010RIB/FER3兴 ⌬subH C9H10O3 共296–338兲 关1984NUR/MEK兴 关3663-82-9兴 ⌬fusH 29.4 123.3⫾ 0.9 1,4-benzodioxan-2-hydroxymethyl 28.78 362.4 DSC DSC 关2008TEM/ROU兴 关2008MAT/SOU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-394 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 106.9⫾ 0.8 298 关53282-12-5兴 ⌬ vH ethyl trans -共2-furyl兲acrylate 共428–500兲 56.8 464 关1521-38-6兴 ⌬subH ⌬subH 2,3-dimethoxybenzoic acid 共336–356兲 115.1⫾ 0.3 共336–356兲 116.6⫾ 0.3 346 298 ME ME 关1985COL/JIM兴 关1985COL/JIM兴 关91-52-1兴 ⌬subH ⌬subH 2,4-dimethoxybenzoic acid 共346–367兲 120.5⫾ 0.4 共346–367兲 123.4⫾ 0.4 357 298 ME ME 关1985COL/JIM兴 关1985COL/JIM兴 关1466-76-8兴 ⌬subH ⌬subH 2,6-dimethoxybenzoic acid 共335–378兲 118.4⫾ 0.4 共335–378兲 121.7⫾ 0.4 367 298 ME ME 关1985COL/JIM兴 关1985COL/JIM兴 关93-07-2兴 ⌬subH ⌬subH 3,4-dimethoxybenzoic acid 共359–378兲 126.1⫾ 0.6 共359–378兲 129.8⫾ 0.6 369 298 ME ME 关1985COL/JIM兴 关1985COL/JIM兴 关2785-98-0兴 ⌬subH ⌬subH 2,5-dimethoxybenzoic acid 共324–342兲 113.3⫾ 0.7 共324–342兲 116.1⫾ 0.7 333 298 ME ME 关1996JIM/ROU兴 关1996JIM/ROU兴 关1132-21-4兴 ⌬subH ⌬subH 3,5-dimethoxybenzoic acid 共356–376兲 124.5⫾ 0.6 共356–376兲 127.1⫾ 0.6 369 298 ME ME 关1985COL/JIM兴 关1985COL/JIM兴 C9H10O4 关na兴 ⌬fusH 共⫾兲 bicyclo关2.2.1兴hept-5-ene-trans-2,3-dicarboxylic acid 29.8 458.2 关1971PIN/TON兴 C9H10O4 关32216-02-7兴 ⌬fusH 共⫹兲 bicyclo关2.2.1兴hept-5-ene-trans-2,3-dicarboxylic acid 22.5 449.2 关1971PIN/TON兴 C9H10O4 关na兴 ⌬fusH 共dl兲 erythro phenylglyceric acid 31.38 395 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 erythro phenylglyceric acid 23.43 371.5 关1991CHI/BRA兴 C9H10O5 关613-75-2兴 ⌬subH 2-共diacetoxymethyl兲furan 109.6⫾ 2.5 C9H10O5 关530-57-4兴 ⌬fusH 3,5-dimethoxy-4-hydroxybenzoic acid 共syringic acid兲 33.7 480.3 关7073-94-1兴 ⌬ vH ⌬ vH 1-bromo-2-isopropylbenzene 共404–484兲 48.4 共378–528兲 49.8 419 393 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关586-61-8兴 ⌬ vH ⌬ vH 1-bromo-4-isopropylbenzene 共362–493兲 51.1 共388–528兲 50.4 377 403 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关3575-19-7兴 ⌬ vH cumyl bromide 298 CGC 关2002KRA/VAS兴 关3060-89-7兴 ⌬fusH N⬘-共4-bromophenyl兲-N-methoxy-N-methylurea 24.44 368.3 DSC 关1991ACR, 1990DON/DRE兴 Molecular Formula Enthalpy Temp 共K兲 Range ⌬subH C9H10O3 C9H10O4 C9H10O4 C9H10O4 C9H10O4 C9H10O4 C9H10O4 C9H10O4 C9H11Br C9H11Br C9H11Br C9H11BrN2O C9H11BrO2 C9H11BrO3 58.0 关109417-60-9兴 1-bromo-2-共2-methoxyethoxy兲benzene 共302–368兲 64.5⫾ 0.3 ⌬ vH 关63834-58-2兴 C Reference 关2008MAT/MIR2兴 关1956FRO/LOE兴 关1980BAL/LEB, 1986PED/NAY兴 298 共racemic兲 3-共2-bromophenoxy兲propane-1,2-diol J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 Method DSC GS 关2009QUE/MOT兴 关2006DAB/SPO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-395 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 33.4 353.5 关2006ZAK/LAZ兴 C9H11BrO3 关386702-67-6兴 共R兲 3-共2-bromoophenoxy兲propane-1,2-diol 38.4 374.3 ⌬fusH 关2006ZAK/LAZ兴 C9H11Cl 关2077-13-6兴 ⌬ vH ⌬ vH 1-chloro-2-isopropylbenzene 共341–465兲 48.1 共363–508兲 47.7 356 378 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关2621-46-7兴 ⌬ vH ⌬ vH 1-chloro-4-isopropylbenzene 共307–472兲 51.4 共368–513兲 48.5 322 383 A 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关934-53-2兴 ⌬ vH cumyl chloride 298 CGC 关150-68-5兴 ⌬fusH ⌬fusH 3-共4-chlorophenyl兲-1,1-dimethylurea 共monuron兲 29.3 447.6 29.46 447.6 Molecular Formula Enthalpy Temp 共K兲 Range ⌬fusH C9H11Cl C9H11Cl C9H11ClN2O ⌬subH 54.7 共303–379兲 114.6⫾ 4.9 341 关1746-81-2兴 ⌬fusH N⬘-共4-chlorophenyl兲-N-methoxy-N-methylurea 22.54 353.4 关67146-43-4兴 ⌬ vH propylene glycol mono共4-chlorophenyl兲 ether 共417–542兲 64.9 432 关93-65-2兴 ⌬fusH 2-共4-chloro-2-methylphenoxy兲propanoic acid 26.43 366.2 C9H11ClO3 关5112-21-0兴 ⌬fusH 共racemic兲 3-共2-chlorophenoxy兲propane-1,2-diol 29.0 344.9 C9H11ClO3 关153547-60-5兴 共R兲 3-共2-chlorophenoxy兲propane-1,2-diol ⌬fusH 38.2 363.3 关4322-51-8兴 ⌬ vH 308 C9H11ClN2O2 C9H11ClO2 C9H11ClO3 C9H11ClS benzyl 共2-chloroethyl兲 sulfide 共293–333兲 52.3 Method Reference 关2002KRA/VAS兴 关2004KON/TAN2兴 关1991ACR兴 ME,C 关1987STE/MAL, 1972WIE兴 DSC 关1991ACR, 1990DON/DRE兴 关1987STE/MAL, 1999DYK/SVO兴 A DSC 关1990DON/DRE兴 关2006ZAK/LAZ兴 关2006ZAK/LAZ兴 A,GS 关1987STE/MAL, 1948RED/CHA, 1999DYK/SVO兴 O,O-diethyl-O-共3,5,6-trichloro-2-pyridyl兲phosphorothioate 24.53 315 DSC 关1991ACR, 1990DON/DRE兴 关5598-15-2兴 ⌬subH 3,5,6-trichloro-2-pyridyl diethylphosphate 共chlorpyrifos oxon兲 共373–403兲 79 GC 关2007GOE/MCC兴 C9H11FO3 关399-28-0兴 ⌬fusH 共racemic兲 3-共2-fluorophenoxy兲propane-1,2-diol 20.5 318.2 C9H11FO3 关912556-93-5兴 共R兲 3-共2-fluorophenoxy兲propane-1,2-diol 26.0 ⌬fusH C9H11Cl3NO3PS 关330-55-2兴 ⌬fusH C9H11Cl3NO4P pentafluoropropionic acid, cyclohexyl ester 共335–428兲 46.4 350 关54290-22-1兴 ⌬ vH cumyl iodide C9H11IO3 关55169-06-7兴 ⌬fusH 共racemic兲 3-共2-iodophenoxy兲propane-1,2-diol 34.2 362.5 C9H11IO3 关912556-94-6兴 共R兲 3-共2-iodophenoxy兲propane-1,2-diol 37.4 ⌬fusH C9H11I 63.3 关2006ZAK/LAZ兴 333.7 关24262-73-5兴 ⌬ vH C9H11F5O2 关2006ZAK/LAZ兴 298 383.5 A,EB 关1987STE/MAL, 1969SHE/LAN兴 CGC 关2002KRA/VAS兴 关2006ZAK/LAZ兴 关2006ZAK/LAZ兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-396 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H11N Enthalpy 关635-46-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H11N 关10500-57-9兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H11NO C9H11NO C9H11NO C9H11NO C9H11NO C9H11NO C9H11NO C9H11NO2 C9H11NO2 C9H11NO2 C9H11NO2 C9H11NO2 C9H11NO2 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 1,2,3,4-tetrahydroquinoline 11.81 共323–572兲 共323–572兲 共323–572兲 共323–572兲 共323–572兲 共323–572兲 共323–572兲 65.3⫾ 0.2 62.1⫾ 0.1 59.2⫾ 0.1 56.3⫾ 0.1 53.5⫾ 0.2 50.8⫾ 0.3 47.9⫾ 0.4 5,6,7,8-tetrahydroquinoline 9.08 共303–544兲 共303–544兲 共303–544兲 共303–544兲 共303–544兲 共303–544兲 共303–544兲 Tm 共K兲 Method 关1991ACR兴 290 298 340 380 420 460 500 540 Reference IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1991ACR兴 222.7 57.6⫾ 0.2 56.1⫾ 0.1 53.6⫾ 0.1 51.1⫾ 0.1 48.7⫾ 0.3 46.2⫾ 0.4 43.5⫾ 0.5 298 320 360 400 440 480 520 IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 关1989STE/CHI3兴 60.1 56.7 398 392 A 关1987STE/MAL兴 关1947STU兴 关579-10-2兴 ⌬ vH ⌬ vH N-methylacetanilide 共383–519兲 共377–526兲 关120-66-1兴 ⌬subH N-共2-methylphenyl兲acetamide 共315–340兲 96.8 327.5 关1987STE/MAL, 1960AIH2兴 关103-89-9兴 ⌬subH N-共4-methylphenyl兲acetamide 共331–350兲 99.0 341 关1960AIH2兴 关611-74-5兴 ⌬subH ⌬subH N,N-dimethylbenzamide 共289–305兲 89.7⫾ 0.3 94.8⫾ 2.0 298 298 关120-66-1兴 ⌬fusH 2-共acetylamino兲toluene 关103-89-9兴 ⌬fusH C 关1995ABB/JIM兴 关1989RIB/SOU兴 382.7 DSC 关2003HUA, 2005HUA/TAN兴 4-共acetylamino兲toluene 28.93 424 DSC 关2003HUA, 2005HUA/TAN兴 关100-10-7兴 ⌬fusH 4-共N,N-dimethylamino兲benzaldehyde 19.07 346.2 关6526-72-3兴 ⌬ vH ⌬ vH 1-nitro-2-isopropylbenzene 共278–323兲 65.5⫾ 0.7 65.6⫾ 0.7 301 298 关87-25-2兴 ⌬ vH ethyl 2-aminobenzoate 共ethyl anthranilate兲 共433–593兲 59.6 448 关94-09-7兴 ⌬fusH ⌬fusH ⌬fusH ethyl 4-aminobenzoate 共benzocaine兲 24.6 21.16 23.56 362.6 NA 362.8 关101-99-5兴 ⌬ vH ethyl carbanilate 共380–510兲 395 A 关1987STE/MAL, 1947STU兴 关603-71-4兴 ⌬subH 2,4,6-trimethylnitrobenzene 78.6⫾ 1.0 298 C 关1993ACR/TUC2, 1993ACR/TUC2兴 关63-91-2兴 L-共l兲-phenylalanine 21.7 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 84.2 关1999MEN/LIA兴 GS 关2000VER/HEI兴 关2000VER/HEI兴 A 关1987STE/MAL兴 DSC DSC 关2008WAS/HOL兴 关1995YAM/KIT兴 关1991ACR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-397 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬subH ⌬subH C9H11NO2 C9H11NO2 C9H11NO2S2 C9H11NO3 C9H12 C9H12 C9H12 C9H12 C9H12 C9H12 C9H12 C9H12 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共342–442兲 U 90⫾ 6.3 154⫾ 8 392 455 关101-88-5兴 ⌬fusH ethyl phenyl carbamate 16.27 关51-66-1兴 ⌬fusH p-methoxyacetanilide 27.82 Method LE ME Reference 关1977GAF/PIE兴 关1965SVE/CLY, 1970COX/PIL, 1987STE/MAL, 1964CLY/SVE兴 326 关1971PRI兴 400.3 关1990MAN/AHU兴 关949171-64-6兴 N-theonylthiocarbamic-O-propyl ester 26.1 ⌬fusH 370.1 ⌬subH 136.5⫾ 1.8 101⫾ 8 DSC 关2007RIB/MON兴 298 C 关2007RIB/MON兴 462 LE 关1977GAF/PIE兴 关60-18-4兴 ⌬subH 共l兲-tyrosine 共412–512兲 关38451-18-2兴 ⌬ vH cis bicyclo关4.3.0兴nona-3,7-diene 共356–429兲 41.8 371 A 关1987STE/MAL兴 关28304-66-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共Z兲 5-ethylidene-2-norbornene 共315–462兲 44.3⫾ 0.3 共315–462兲 43.0⫾ 0.3 共315–462兲 40.5⫾ 0.3 共315–462兲 38.0⫾ 0.3 共315–462兲 35.2⫾ 0.5 298 320 360 400 440 EB EB EB EB EB 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关1997STE/CHI兴 关3048-64-4兴 ⌬ vH 5-ethylidene-2-norbornene 共314–420兲 42.3⫾ 0.3 298 EB 关1996STE/CHI2兴 关28304-67-8兴 ⌬ vH trans 5-ethylidene-2-norbornene 共346–416兲 41.2 361 A 关1987STE/MAL兴 关611-14-3兴 ⌬ vH ⌬ vH ⌬ vH 2-ethyltoluene A 关1994RUZ/ZAB兴 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 关620-14-4兴 ⌬ vH ⌬ vH ⌬ vH 3-ethyltoluene A 关1994RUZ/ZAB兴 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 关622-96-8兴 ⌬ vH ⌬ vH ⌬ vH 4-ethyltoluene A 关1994RUZ/ZAB兴 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 关98-82-8兴 ⌬fusH isopropylbenzene ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H12 Compound 关103-65-1兴 ⌬fusH 共353–443兲 共348–438兲 共349–442兲 共349–426兲 共339–433兲 共343–426兲 46.9 47.7 43.6 298 298 368 46.6 46.9 43.4 298 298 363 46.5 46.6 43.2 298 298 364 7.32 177.1 关1973KIS/SUG兴 298 364 354 298 298 298 298 358 关1994RUZ/ZAB兴 关1989CEP/GON兴 关1987STE/MAL兴 关1982FUC/HAL兴 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1949FOR/NOR, 1945WIL/TAY兴 45.1 41.2 42.1 45.1⫾ 0.1 44.0 45.1 45.1 41.9 A C C MM propylbenzene 9.27 173.6 关1991ACR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-398 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H12 C9H12 C9H12 关108-67-8兴 ⌬trsH ⌬trsH ⌬fusH ⌬fusH 共363–456兲 共259–270兲 C A,MM 353 A 关1994RUZ/ZAB兴 关1986PAU/KRU兴 关1975KUS/SAI兴 关1971WIL/ZWO兴 关1947OSB/GIN兴 关1987STE/MAL, 1949FOR/NOR, 1945WIL/TAY兴 关1987STE/MAL兴 关1996DOM/HEA兴 218.7 230.3 247.8 关1996DOM/HEA兴 49.0 48.8 44.8 49.1 42.5 49.1 298 298 378 298 265 298 关1994RUZ/ZAB兴 关1974KUS/SAI兴 关1987STE/MAL, 1949FOR/NOR兴 关1971WIL/ZWO兴 关1948HOP/SEA兴 关1947OSB/GIN兴 A RG C 228.6 229.3 关1996DOM/HEA兴 48.0 47.2 47.9 44.1 46.5 47.9 298 298 298 372 262 298 关1994RUZ/ZAB兴 关1974KUS/SAI兴 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 关1948HOP/SEA兴 关1947OSB/GIN兴 0.33 0.07 9.51 9.51 91.3 188.5 228.4 228.4 A RG C 1,3,5-trimethylbenzene 共296–342兲 共296–342兲 共348–424兲 共249–356兲 共273–299兲 共354–445兲 共255–268兲 47.6 46.2⫾ 1.3 47.5⫾ 2.1 43.5 49.7 47.5⫾ 0.1 47.7 43.9 47.5 51.1 47.5 298 319 298 363 264 298 286 369 298 262 298 5-vinyl-2-norbornene 共301–410兲 42.0 共354–409兲 48.9 316 369 关31561-59-8兴 ⌬fusH trispiro关2.0.2.0.2.0兴nonane 共关3兴 rotane兲 14.14 312.1 关50874-24-3兴 ⌬ vH Reference 0.66 1.33 8.18 1,2,4-trimethylbenzene 12.65 13.19 共357–450兲 共257–267兲 Method 298 355 298 298 298 363 关3048-64-4兴 ⌬ vH ⌬ vH ⌬ vH C9H12 共348–433兲 1,2,3-trimethylbenzene 关95-63-6兴 ⌬fusH ⌬fusH Tm 共K兲 46.2 43.8 45.0 46.2 46.2 42.7 共340–391兲 关526-73-8兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H12 ⌬transHm 共kJ mol−1兲 3a,4,7,7a-tetrahydro-1H-indene 共338–440兲 42.3 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H12 Temp 共K兲 Range 关3048-65-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H12 Compound 共273–308兲 59.2⫾ 0.5 trispiro关2.0.0.2.1.1兴nonane 共关3兴 triangulane兲 共275–314兲 46.3⫾ 0.5 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2000YAM/TAN兴 关1991RAD/RAD兴 关1996DOM/HEA, 1991RAD/RAD兴 MM MM A C MM A RG C 关1994RUZ/ZAB兴 关1991WIB/WAL兴 关1991WIB/WAL兴 关1989PAR/GME兴 关1987STE/MAL兴 关1987AN/HU兴 关1981CHI/HYM兴 关1987STE/MAL, 1949FOR/NOR兴 关1971WIL/ZWO兴 关1948HOP/SEA兴 关1947OSB/GIN兴 A A 关1987STE/MAL兴 关1987STE/MAL兴 DSC 关1995BEC/RUC兴 GS 关1995BEC/RUC兴 GS 关1995BEC/RUC兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-399 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C9H12ClN5 关22936-86-3兴 ⌬fusH 6-chloro-N-cyclopropyl-N⬘-共1-methylethyl兲-1,3,5-triazine-2,4-diamine 28.76 441.6 DSC 关1990DON/DRE兴 C9H12F3N3O5 关651-18-3兴 ⌬subH N-关N-共N-关trifluoroacetyl兴glycyl兲glycyl兴glycine methyl ester 共343–433兲 133.4 358 关1987STE/MAL, 1960WEY/KLI兴 C9H12NO5PS 关122-14-5兴 ⌬ vH O,O-dimethyl-O-共3-methyl-4-nitrophenyl兲thiophosphate 共293–382兲 78.0 308 A 关1987STE/MAL兴 关103-02-6兴 ⌬ vH phenylhydrazone acetone 共413–436兲 74.6 A 关1987STE/MAL兴 C9H12N2 关1502-10-9兴 ⌬subH N-methyl-7-共methylimino兲-1,3,5-cycloheptatrienylamine 49.4⫾ 4 关1971JAC/HUN, 1977PED/RYL兴 C9H12N2 关31529-46-1兴 ⌬fusH N-amino-2-methylindoline 24.45 318.2 关1997PEY/LET兴 关101-42-8兴 ⌬fusH 1,1-dimethyl-3-phenylurea 22.81 404.8 关13142-86-4兴 ⌬subH 3-ethoxyphenylurea 75.3⫾ 8.3 关1954TSU/KAT, 1970COX/PIL兴 C9H12N2O2 关150-69-6兴 ⌬subH 4-ethoxyphenylurea 共dulcin兲 83.7⫾ 8.3 关1954TSU/KAT, 1970COX/PIL兴 C9H12N2O2S2 关2651-16-3兴 ⌬fusH S-methyl-N⬘-tosylisothiourea 31.2 401.2 关14222-60-7兴 ⌬fusH 2-propyl-4-pyridinecarbothioamide 23.21 414.1 关5770-28-5兴 ⌬fusH 8-ethyltheophylline 关4013-34-7兴 ⌬ vH ⌬ vH 共1-methoxyethyl兲benzene 共298–313兲 49.2⫾ 0.4 共298–313兲 49.1⫾ 0.4 296 298 GS GS 关2001VER/HEI兴 关2001VER/HEI兴 关539-30-0兴 ⌬ vH ⌬ vH benzyl ethyl ether 共278–314兲 53.5⫾ 0.4 共299–460兲 48.0 298 314 GS A 关2002KRA/VAS兴 关1987STE/MAL, 1947STU兴 关14804-32-1兴 ⌬ vH 2-ethylanisole 共302–460兲 49.8 317 A 关1987STE/MAL, 1947STU兴 关10568-38-4兴 ⌬ vH 3-ethylanisole 共306–470兲 49.3 321 A 关1987STE/MAL, 1947STU兴 关1515-95-3兴 ⌬ vH 4-ethylanisole 共306–470兲 51.9 321 A 关1987STE/MAL, 1947STU兴 关698-71-5兴 ⌬ vH ⌬ vH 5-ethyl-3-methyphenol 共468–521兲 55.0 共385–506兲 58.5 483 58.5 关88-69-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-isopropylphenol 共375–493兲 共370–489兲 共375–493兲 共335–501兲 63.5 55.1 56.1 57.3 390 385 390 350 EB A 关1990NES/NAZ兴 关1987STE/MAL兴 关1986TSV/NAZ兴 关1947STU兴 关618-45-1兴 ⌬ vH 3-isopropylphenol 共377–497兲 64.3 392 A 关1987STE/MAL兴 C9H12N2 C9H12N2O C9H12N2O2 C9H12N2S C9H12N4O2 C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O 37.2 424 545.3 DSC DSC 关1991ACR, 1990DON/DRE兴 关1992REI/HAN兴 关2007ZHA/TAN兴 DSC A,GS,EB 关1989GON/KRA兴 关1987STE/MAL, 1964HAN/HAR兴 关1955VON/GEB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-400 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O C9H12O Enthalpy Compound Temp 共K兲 Range C9H12O C9H12O C9H12O Method Reference 4-isopropylphenol 共391–507兲 共380–496兲 63.7 63.1 406 395 EB A 关1990NES/NAZ兴 关1987STE/MAL兴 关2741-16-4兴 ⌬ vH isopropyl phenyl ether 共345–448兲 49.5 360 A 关1987STE/MAL, 1965HEI/SUR, 1984BOU/FRI兴 关122-97-4兴 ⌬ vH ⌬ vH 3-phenyl-1-propanol 共284–328兲 共347–508兲 62.8 62.6 299 362 A 关1987STE/MAL兴 关1947STU兴 关617-94-7兴 ⌬ vH 2-phenyl-2-propanol 共391–423兲 52.9 406 A 关1987STE/MAL兴 关622-85-5兴 ⌬ vH phenyl propyl ether 共374–463兲 46.5 389 A 关1987STE/MAL兴 关644-35-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-propylphenol 共377–495兲 共381–504兲 共381–504兲 共381–504兲 56.9 59.9 57.2 53.0 392 398 423 473 A 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关621-27-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-propylphenol 共408–538兲 共386–512兲 共386–512兲 共386–512兲 60.2 59.9 57.2 53.0 423 398 423 473 A 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关645-56-7兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-propylphenol 共383–508兲 共347–517兲 共347–517兲 共347–517兲 共347–517兲 共347–517兲 56.7 61.3 59.5 58.4 56.2 51.5 398 348 373 398 423 473 A 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关697-82-5兴 ⌬ vH ⌬ vH 2,3,5-trimethylphenol 共459–521兲 53.9 共379–506兲 55.1 474 394 A,GS,EB 关2416-94-6兴 ⌬fusH 2,3,6-trimethylphenol 22.05 86.7⫾ 0.6 关1987STE/MAL, 1964HAN/HAR兴 关1955VON/GEB兴 关1999VER兴 331.2 298 GS 关1999VER兴 关496-78-6兴 ⌬ vH 2,4,5-trimethylphenol 共379–505兲 56.5 394 A 关1987STE/MAL, 1955VON/GEB兴 关527-60-6兴 ⌬subH ⌬subH 2,4,6-trimethylphenol 82.8⫾ 0.3 95.0 298 298 GS C 关1999VER兴 关1971BER/GIR, 1999VER兴 382 A 关1987STE/MAL, 1955VON/GEB兴 ⌬ vH C9H12O Tm 共K兲 关99-89-8兴 ⌬ vH ⌬ vH ⌬subH C9H12O ⌬transHm 共kJ mol−1兲 共367–494兲 53.2 关2416-94-6兴 ⌬ vH 2,5,6-trimethylphenol 共359–503兲 51.1⫾ 0.2 431 关527-54-8兴 ⌬ vH 3,4,5-trimethylphenol 共396–521兲 61.1 411 A 关1987STE/MAL兴 关617-94-7兴 ⌬subH ␣,␣-dimethylbenzyl alcohol 共276–302兲 82.8⫾ 0.7 289 GS 关1999VER4兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1988BAG/GUR兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-401 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 82.3⫾ 0.7 298 63.4⫾ 0.5 65.0⫾ 0.5 325 298 关700-13-0兴 ⌬ vH trimethylhydroquinone 共450–501兲 45.5⫾ 0.3 475 关80-15-9兴 ⌬ vH ⌬ vH cumene hydroperoxide 共283–333兲 69.9 共347–390兲 74.0 298 362 A A 关na兴 ⌬ vH 1,3-dihydroxy-5-methyl-2-ethylbenzene 共388–453兲 77.1 403 A,GC 关4179-19-5兴 ⌬ vH 3,5-dimethoxytoluene 共374–520兲 59.5 389 A 关1987STE/MAL兴 关622-08-2兴 ⌬ vH ethylene glycol monobenzyl ether 共453–530兲 58.6 468 A 关1987STE/MAL兴 关770-35-4兴 ⌬ vH propylene glycol 1-phenyl ether 共389–509兲 59.5 404 A 关1987STE/MAL兴 关na兴 ⌬ vH isopropyl catechol 共isomer not specified兲 共393–453兲 65.3 423 关1125-88-8兴 ⌬ vH ⌬ vH benzaldehyde dimethyl acetal 共278–318兲 60.9⫾ 0.5 共283–318兲 56.5⫾ 0.7 298 300 GS GS 关2002VER兴 关1995VER/DOG兴 关2138-48-9兴 ⌬subH 3-isopropyl-1,2-dihydroxybenzene 97.8⫾ 1.7 298 C 关1984RIB/RIB2兴 关634-36-6兴 ⌬subH ⌬subH 1,2,3-trimethoxybenzene 113.4⫾ 0.3 98.0⫾ 0.3 375 298 C C 关2000MAT/MIR兴 关2000MAT/MIR兴 关621-23-8兴 ⌬subH ⌬subH 1,3,5-trimethoxybenzene 116.0⫾ 1.9 100.6⫾ 1.9 375 298 C C 关2000MAT/MIR兴 关2000MAT/MIR兴 68.2⫾ 2.0 298 CGC 关2000NIC/ORF兴 Enthalpy Temp 共K兲 Range ⌬subH ⌬ vH ⌬ vH C9H12O2 C9H12O2 C9H12O2 C9H12O2 C9H12O2 C9H12O2 C9H12O2 C9H12O2 C9H12O2 C9H12O3 C9H12O3 共311–338兲 共311–338兲 ⌬ vH C9H12O3 C9H12O3 C9H12O3 C9H12S C9H12S Reference 关1999VER4兴 GS GS 关1999VER4兴 关1999VER4兴 关1988BAG/GUR兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1975KUN/LIL兴 关1965GAK/BAB兴 关538-43-2兴 ⌬fusH 共racemic兲 3-phenoxypropane-1,2-diol 28.0 331.7 DSC 关2008BRE/BRE, 2006ZAK/LAZ兴 关82430-38-4兴 ⌬fusH 共R兲-3-phenoxypropane-1,2-diol 31.8 341.5 DSC 关2008BRE/BRE, 2006ZAK/LAZ兴 关5662-95-3兴 ⌬fusH 3,3-tetramethyleneglutaric acid anhydride 15.3 338.4 DSC 关2008MAT/MIR兴 96.4⫾ 1.1 C 关2008MAT/MIR兴 ⌬subH C9H12O4 Method 关642-71-7兴 ⌬fusH 3,4,5-trimethoxyphenol 31.94 关6263-62-3兴 ⌬ vH ⌬ vH ⌬ vH benzyl ethyl sulfide 共346–370兲 共345–500兲 关20760-06-9兴 ⌬ vH 2-ethylthioanisole 共481–511兲 298 关2008MAT/MIR2兴 420.2 56.0 54.8 56.9⫾ 2.1 358 360 298 44.3 496 A 关1999DYK/SVO兴 关1987STE/MAL兴 关1962MAC/MAY兴 关1999DYK/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-402 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关34786-24-8兴 ⌬ vH ethyl m-tolyl sulfide 共472–502兲 43.5 487 关1999DYK/SVO兴 关622.63-9兴 ⌬ vH ethyl p-tolyl sulfide 共473–503兲 43.6 488 关1999DYK/SVO兴 关3019-20-3兴 ⌬ vH 共isopropylthio兲benzene 共461–491兲 U23.6 476 关1999DYK/SVO兴 关874-79-3兴 ⌬ vH 共propylthio兲benzene 共473–503兲 488 关1999DYK/SVO兴 C9H13BrN2O2 关314-40-9兴 ⌬fusH 5-bromo-6-methyl-3-共1-methylpropyl兲-2,4共1H,3H兲-pyrimidinedione 22.02 428.3 DSC C9H13ClN6 关21725-46-2兴 ⌬fusH 2-关关4-chloro-6-共ethylamino兲-1,3,5-triazin-2-yl兴amino兴-2-methylpropanenitrile 41.96 437.9 DSC 关1991ACR, 1990DON/DRE兴 C9H13ClN6 关21725-46-2兴 ⌬subH 2-关共4-chloro-6-ethylamino-s-triazin-2-yl兲amino兴-2-methylpropionitrile 共cyanazine兲 共339–365兲 90.7 352 GS 关1982GRA/FOS兴 C9H13Cl3NO4P 关5598-15-2兴 ⌬fusH O,O-diethyl-O-共3,5,6-trichloro-2-pyridyl兲 phosphate 15.61 312.5 DSC 关1990DON/DRE兴 关76619-95-9兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-hexyl ester 共433–483兲 69.5 GC 关1980PIT/KIS兴 关na兴 ⌬ vH ⌬ vH ␣,␣-dimethylbenzylamine 共283–323兲 56.4⫾ 0.7 共283–323兲 56.7⫾ 0.7 303 298 GS GS 关1999VER4兴 关1999VER4兴 关103-83-3兴 ⌬ vH ⌬ vH ⌬ vH N,N-dimethylbenzylamine 共288–328兲 48.9⫾ 0.4 共288–328兲 49.5⫾ 0.4 50.1⫾ 0.9 308 298 298 GS GS C 关1999VER4兴 关1999VER4兴 关1996MIR/ORL兴 关609-72-3兴 ⌬ vH N,N-dimethyl-2-toluidine 共301–458兲 52.4 316 A 关1987STE/MAL, 1947STU兴 关121-72-2兴 ⌬ vH N,N-dimethyl-3-toluidine 58.2⫾ 6.9 298 CGC 关99-97-8兴 ⌬ vH N,N-dimethyl-4-toluidine 共323–483兲 60.7 338 A 关102-27-2兴 ⌬ vH N-ethyl-3-toluidine 60.0⫾ 3.0 298 CGC 关643-28-7兴 ⌬ vH ⌬ vH 2-isopropylaniline 共286–326兲 61.3⫾ 0.9 共286–326兲 61.8⫾ 0.9 306 298 GS GS 关2000VER3兴 关2000VER3兴 关99-88-7兴 ⌬ vH 4-isopropylaniline 共333–500兲 57.5 348 A 关1987STE/MAL, 1947STU兴 关300-62-9兴 ⌬ vH 1-phenyl-2-propylamine 共333–353兲 53.4 343 A 关1987STE/MAL兴 关88-05-1兴 ⌬ vH 2,4,6-trimethylaniline 共341–510兲 64.1 356 A 关1987STE/MAL, 1947STU兴 关3978-81-2兴 ⌬ vH 4-tert-butylpyridine 298 C 关2008FRI/ACR兴 关492-41-1兴 共⫺兲 2-amino-1-phenyl-1-propanol 共norephedrine兲 C9H12S C9H12S C9H12S C9H12S C9H13Cl3OS C9H13N C9H13N C9H13N C9H13N C9H13N C9H13N C9H13N C9H13N C9H13N C9H13N C9H13N C9H13NO 44.3 54.4⫾ 1.3 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1991ACR, 1990DON/DRE兴 关1996RIB/RIB兴 关1987STE/MAL, 1947STU兴 关1996RIB/RIB兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-403 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 15.87 324.4 DSC 关1999LI/ZEL兴 关14838-15-4兴 ⌬fusH 共⫾兲 2-amino-1-phenyl-1-propanol 共norephedrine兲 26.11 374.3 DSC 关1999LI/ZEL兴 关104-63-2兴 ⌬ vH ⌬ vH N-benzylethanolamine 共293–363兲 71.7 共293–363兲 74.5 328 298 关1075-89-4兴 ⌬fusH 3,3-tetramethyleneglutarimide 24.2 426.6 Enthalpy Temp 共K兲 Range ⌬fusH C9H13NO C9H13NO C9H13NO2 ⌬subH C9H13N5 关139909-52-7兴 6,9-dimethyl-8-ethyladenine 29.8 ⌬fusH 共345–351兲 298 关2009RAZ/HAJ兴 关2009RAZ/HAJ兴 DSC 关2008MAT/MIR兴 C 关2008MAT/MIR兴 关1994ZIE/ZIE兴 436.8 94.1⫾ 0.1 348 ME 关1994ZIE/ZIE兴 关117954-97-9兴 8-propyl-9-methyladenine ⌬subH 共364–370兲 124.2⫾ 0.8 367 ME 关1987KAM/ZIE兴 ⌬subH C9H13N5 106.8⫾ 2.0 Reference C9H13N5O4 关82410-32-0兴 ⌬fusH 9-关共1,3-dihydroxy-2-propoxy兲methyl兴guanine 37.88 509.2 C9H14 关na兴 ⌬ vH 1-ethyltricyclo关2,2,1,0 兴heptane 42.0⫾ 0.1 C9H14 关2972-20-5兴 ⌬ vH 2-methylenebicyclo关2.2.2兴octane 45.2 C9H14 关4893-13-4兴 ⌬ vH ⌬ vH 2-methylbicyclo关2.2.2兴oct-2-ene 共363–402兲 40.2 43.5⫾ 0.4 378 298 A EB 关1987STE/MAL兴 关1974VAR/DRU, 1974KOZ/BYC兴 关2146-39-6兴 ⌬ vH 2-vinylbicyclo关2.2.1兴heptane 共350–385兲 38.6 365 A 关1987STE/MAL兴 关7124-86-9兴 ⌬subH bicyclo关3.2.2兴non-6-ene 48⫾ 1.0 298 C 关1982JOC/DEK2兴 关6671-66-5兴 ⌬subH bicyclo关3.3.1兴non-2-ene 48.2⫾ 0.4 298 C 关1982JOC/DEK2兴 关1456-33-0兴 ⌬subH bicyclo关4.2.1兴non-3-ene 49.7⫾ 0.8 298 C 关1982JOC/DEK2兴 关139-40-2兴 ⌬fusH 2-chloro-4,6-bis共isopropylamino兲-1,3,5-triazine 41.87 490.3 关1115-39-5兴 ⌬ vH N-trifluoroacetyl-l-leucine, methyl ester 共273–463兲 55.9 288 A 关1987STE/MAL, 1999DYK/SVO兴 关1675-69-0兴 ⌬ vH azelaic acid dinitrile 共308–341兲 80.4 323 A 关1987STE/MAL兴 关1675-69-0兴 ⌬fusH azelanitrile 18.68 251.1 DSC 关2007BAD/BLA兴 关82413-39-6兴 ⌬fusH 1,3-dimethyl-5-propyluracil 26.3 C9H14 C9H14 C9H14 C9H14 C9H14ClN5 C9H14F3NO3 C9H14N2 C9H14N2 C9H14N2O2 ⌬subH C9H14N2O2 关1999ZIE/GOL兴 2,6 共317–327兲 111.0⫾ 1.6 298 关1996VAR/PAS兴 C 关1974KOZ/BYC兴 DSC 关1996KAM/ZIE兴 355 322 关1991ACR, 1990DON/DRE兴 ME 关1996KAM/ZIE兴 关175412-48-3兴 1,3-dimethyl-5-isopropyluracil J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-404 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬subH C9H14N2O2 C9H14O C9H14O C9H14O C9H14O C9H14O C9H14O C9H14O C9H14O2 C9H14O2 C9H14O4 C9H14O4 C9H14O4 C9H14O4 C9H14O4 共316–328兲 C9H14O5 C9H14O5 C9H14O5 Tm 共K兲 22.4 354.7 Method Reference 关1996KAM/ZIE兴 102.9⫾ 1.6 322 ME 关1996KAM/ZIE兴 89.8⫾ 0.4 95.0⫾ 2.1 298 317 C QR 关1980SAB/KOM兴 关1980TEP/YAN兴 8.12 567 DSC 关1978AND/CAR兴 DSC AC 关1998PAR/GIL2兴 关1991WHI/PER兴 关21472-93-5兴 ⌬subH ⌬subH 1,3-diethylthymine 关281-24-3兴 ⌬fusH 2-oxaadamantane 关17931-55-4兴 ⌬trsH ⌬trsH bicyclo关3.3.1兴nonan-9-one 13.99 14.11 299 300.5 关5689-04-3兴 ⌬ vH cis 2-hexahydroindanone 57.5 298 关1971SEL3兴 关16484-17-6兴 ⌬ vH trans 2-hexahydroindanone 56.1 298 关1971SEL3兴 关20030-30-2兴 ⌬ vH 2,5,6-trimethyl-2-cyclohexen-1-one 共371–478兲 45.5⫾ 0.3 425 关1988BAG/GUR兴 关78-59-1兴 ⌬ vH 3,3,5-trimethyl-2-cyclohex-1-one 共isophorone兲 共311–489兲 48.6 326 A 关1987STE/MAL, 1947STU兴 关504-20-1兴 ⌬ vH 2,6-dimethyl-2,5-heptadien-4-one 共phorone兲 共315–471兲 54.1 330 A 关1987STE/MAL, 1947STU兴 关na兴 ⌬ vH bicyclo关2.2.1兴heptan-7-one ethylene ketal 共283–318兲 53.8⫾ 0.2 GS 关1998VER/PEN, 2002VER兴 关111-12-6兴 ⌬ vH methyl 2-octynoate 共283–312兲 64.5 297 A,ME 关691-83-8兴 ⌬ vH diethyl citraconate 共332–504兲 54.9 347 A 关1987STE/MAL, 1947STU兴 关2409-52-1兴 ⌬ vH diethyl itaconate 共324–501兲 51.0 339 A 关1987STE/MAL, 1947STU兴 关2418-31-7兴 ⌬ vH diethyl mesaconate 共335–502兲 55.9 350 A 关1987STE/MAL, 1947STU兴 关1559-02-0兴 ⌬ vH 1,1-cyclopropanedicarboxylic acid diethyl ester 共288–318兲 63.9⫾ 0.5 GS 关1998VER/KUM兴 关16713-66-9兴 ⌬fusH 3,3-tetramethyleneglutaric acid 32.1 DSC 关2008MAT/MIR兴 298 C 关2008MAT/MIR兴 共307–325兲 ⌬subH C9H14O5 ⌬transHm 共kJ mol−1兲 126.9⫾ 2.4 452.9 关1987STE/MAL, 1955SER/VOI兴 关570-08-1兴 ⌬ vH diethyl acetylmalonate 共363–510兲 54.0 378 A 关1987STE/MAL兴 关na兴 ⌬ vH ethyl关共1-allyloxycarbonyl兲ethyl兴 carbonate 共342–496兲 61.3 357 A 关1987STE/MAL兴 关na兴 ⌬ vH 2-lactyloxypropionic acid, allyl ester 共331–401兲 75.1 A 关1987STE/MAL兴 关57822-06-7兴 ⌬subH 3-oxononanedioic acid 共312–330兲 118 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 346 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-405 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H14O6 Enthalpy 关102-76-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H14O7 C9H14S C9H14S C9H15Cl3O2 C9H15NOS C9H15NOS C9H15NO3S C9H15N3O3 C9H15N3O3 C9H15N3O8 C9H16 C9H16 C9H16 C9H16 C9H16 C9H16 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 25.8 275.3 Method Reference glycerol triacetate 共320–361兲 共440–590兲 共284–319兲 关1996DOM/HEA兴 关2009VER/EME2兴 关1990DAU/HUT, 2009VER/EME2兴 关1987STE/MAL, 1963WOO/ADI兴 关1986NIL/WAD兴 关1980FUC/PEA兴 81.9⫾ 0.3 83.8⫾ 0.9 82.0 85.7⫾ 0.3 83.4⫾ 1.0 298 298 299 298 298 GS EB A C GCC 617.4 394 A 1.95 8.1 211 597 DSC 关1978AND/CAR兴 52.0⫾ 1.2 关1587-20-8兴 ⌬ vH trimethyl citrate 共379–560兲 关281-25-4兴 ⌬trsH ⌬fusH 2-thiaadamantane 关4861-58-9兴 ⌬ vH 2-pentylthiophene 298 C 关2007RIB/SAN兴 关na兴 ⌬ vH 3-chloro-2,2-bis共chloromethyl兲propyl butyrate 共426–482兲 73.6 441 A 关1987STE/MAL, 1999DYK/SVO兴 关59300-33-3兴 ⌬ vH carbamothioic acid, 共1-methylethyl兲-2-propynyl-S-ethyl ester 共298–313兲 72.8 305 A 关1987STE/MAL, 1999DYK/SVO兴 关59300-32-2兴 ⌬ vH carbamothioic acid, propyl-2-propynyl-S-ethyl ester 共298–313兲 64.6 305 A 关1987STE/MAL兴 关62571-86-2兴 ⌬fusH 1-关共2S兲-3-mercapto-2-methyl-1-oxopropyl兴-共l兲-proline 20.38 379.5 DSC 关2008STU/ROR兴 关82859-98-1兴 ⌬trsH ⌬fusH N-acetylglycyl-共l兲-prolinamide 5.6 27.0 450.6 457.8 关52186-41-1兴 ⌬fusH N-acetyl-共l兲-prolyl-glycinamide 32.2 434.1 DSC 关1992BAR/GIA兴 关34001-52-0兴 ⌬fusH neopentyl-4,4,4-trinitrobutyrate 22.59 333.5 DSC 关1971ROS/HOL兴 关3452-09-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-nonyne 共320–464兲 共320–464兲 共320–464兲 共320–464兲 320 360 400 440 EB EB EB EB 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关39124-79-3兴 ⌬ vH trans bicyclo关6.1.0兴nonane 42.7⫾ 0.6 EB 关1978COR/PER兴 关13757-43-2兴 ⌬ vH ⌬ vH cis bicyclo关6.1.0兴nonane 49.8⫾ 0.8 共297–360兲 50.4⫾ 0.8 312 EB A 关1978COR/PER兴 关1987STE/MAL, 1970CHA/MCN兴 关20454-81-3兴 ⌬ vH 1,4-dimethylbicyclo关2.2.1兴heptane 共328–393兲 36.8 343 A 关1987STE/MAL, 1970VAR/BEL, 1984BOU/FRI兴 关20558-16-1兴 ⌬ vH trans 2,3-dimethylbicyclo关2.2.1兴heptane 共345–411兲 39.3 360 A 关1987STE/MAL, 1970VAR/BEL, 1984BOU/FRI兴 关2146-41-0兴 ⌬ vH 2-ethylbicyclo关2.2.1兴heptane 共349–396兲 44.4 364 A 关1987STE/MAL兴 45.6⫾ 0.2 42.7⫾ 0.2 39.7⫾ 0.3 36.4⫾ 0.5 关1987STE/MAL, 1947STU兴 关1996PUL/BAR兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-406 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H16 Enthalpy 关4551-51-3兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H16 关3296-50-2兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 8.26 0.39 1.4 182.3 184.5 236.5 47.1 45.9 41.9 42.6 278 305 378 365 10.9 213.9 45.1 41.1 45.9 41.0 41.6 296 371 272 373 360 A A A A GS 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1955CAM/ROS兴 Method Reference cis hexahydroindan 共263–293兲 共290–366兲 共363–463兲 共350–442兲 关1972FIN/MCC兴 A A A GS 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1955CAM/ROS兴 trans hexahydroindan 共281–362兲 共356–457兲 共262–283兲 共358–479兲 共345–435兲 关1972FIN/MCC兴 关2114-42-3兴 ⌬ vH allylcyclohexane 44.0⫾ 0.2 298 GCC 关1979FUC/PEA兴 关1003-64-1兴 ⌬ vH ethylidenecyclohexane 42.0⫾ 0.2 298 GCC 关1979FUC/PEA兴 关175-93-9兴 ⌬ vH spiro关4.4兴nonane 共278–313兲 298 GS 关260-65-9兴 ⌬subH bicyclo关3.3.1兴nonane 298 TSGC 关1977PAR/STE兴 关139-40-2兴 ⌬subH 2-chloro-4,6-bis共isopropylamino兲-1,3,5-triazine 共323–403兲 125.1 338 GS-GC 关1987STE/MAL, 1964FRI/SAM兴 C9H16ClN5 关5915-41-3兴 ⌬fusH 6-chloro-N-共1,1-dimethylethyl兲-N⬘-ethyl-1,3,5-triazine-2,4-diamine 33.57 448.6 DSC 关1990DON/DRE兴 C9H16Cl4 关1561-48-4兴 ⌬ vH ⌬ vH 1,1,1,9-tetrachlorononane 共303–434兲 78.0 共298–338兲 89.0 关1999DYK/SVO兴 关1987STE/MAL兴 关2896-70-0兴 ⌬subH 2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl 83.3⫾ 1.7 关2273-41-8兴 ⌬fusH 2-methyl-2-piperidinopropionitrile 21.59 C9H16 C9H16 C9H16 C9H16 C9H16ClN5 C9H16NO2 C9H16N2 44.5⫾ 0.6 50.6⫾ 2 ⌬subH 80.3⫾ 0.5 ⌬ vH 57.6⫾ 0.4 318 313 A ME 关1997WEL/VER兴 298 关1997WEL/VER兴 GS 关34014-18-1兴 ⌬fusH N-关5-共1,1-dimethylethyl兲-1,3,4-thiadiazol-2-yl兴-N,N⬘-dimethylurea 29.48 435.3 DSC C9H16O 关3350-30-9兴 ⌬trsH ⌬fusH cyclononanone C9H16O 关2890-62-2兴 ⌬ vH 共333–413兲 关1997WEL/VER兴 关1991ACR, 1990DON/DRE兴 14.7 1.6 247 298 51.4 53.1⫾ 0.6 348 298 A 关1987STE/MAL兴 关1972WOL兴 373 A 关1987STE/MAL兴 1-共1-methyl-3-cyclohexen-3-yl兲ethanol 共358–410兲 54.6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1965KAL/ROZ, 1970COX/PIL, 1987STE/MAL兴 316.2 C9H16N4OS ⌬ vH ⌬ vH 关2002VER兴 关1998GON/SZW兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-407 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H16O C9H16O C9H16O C9H16O C9H16OS C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 C9H16O2 Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关2890-62-2兴 ⌬ vH methyl 共1-methylcyclohexyl兲 ketone 共374–414兲 46.1 389 A 关1987STE/MAL兴 关18829-56-6兴 ⌬ vH trans 2-nonenal 共363–398兲 378 A 关1987STE/MAL兴 关873-94-9兴 ⌬ vH 共dl兲 3,5,5-trimethylcyclohexanone 共423–463兲 39.3 438 A 关1987STE/MAL兴 关1000-30-2兴 ⌬ vH 2,5,5-trimethyl-4-hexene-1-al 共293–353兲 57.0 308 A 关1987STE/MAL兴 关22842-41-7兴 ⌬ vH tetrahydro-2,2,6,6-tetramethyl-4H-thiopyran-4-one 共300–360兲 34.7 315 A 关1987STE/MAL, 1972GEI/SAW, 1999DYK/SVO兴 关6222-35-1兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH cyclohexyl propanoate 55.9⫾ 0.1 共253–293兲 59.4⫾ 0.8 共253–293兲 56.4⫾ 0.5 共274–313兲 54.3⫾ 0.4 共333–378兲 56.8 298 298 298 298 298 C ME ME GS CGC 关2004PAU/ZAI, 2003ZAI/VER兴 关2003ZAI/VER兴 关2003ZAI/VER兴 关2003ZAI/VER兴 关1999VER/HEI兴 关16737-30-7兴 ⌬ vH 1-methylcyclohexyl acetate 共333–378兲 52.4 298 CGC 关1999VER/HEI兴 关66922-08-5兴 ⌬ vH 3-methylcyclohexyl acetate 共333–378兲 53.6 298 CGC 关1999VER/HEI兴 关22597-23-5兴 ⌬ vH 4-methylcyclohexyl acetate 共333–378兲 54.1 298 CGC 关1999VER/HEI兴 关39869-70-0兴 ⌬ vH bicyclo关2.2.1兴heptan-7-one dimethyl ketal 共283–318兲 50.2⫾ 0.2 GS 关1998VER/PEN, 2002VER兴 关5726-19-2兴 ⌬ vH acetic acid, 2-methylcyclohexyl ester, mixed isomers 共337–457兲 49.0 353 A 关1987STE/MAL兴 关61732-95-4兴 ⌬ vH 2-butyl-4,7-dihydro-1,3-dioxepine 共318–453兲 50.9 333 A 关1987STE/MAL兴 关2499-95-8兴 ⌬ vH hexyl acrylate 共342–461兲 357 A 关1987STE/MAL兴 关na兴 ⌬ vH methacrylic acid, neopentyl ester 共313–338兲 40.5 325 A 关1987STE/MAL兴 关6008-27-1兴 ⌬ vH ⌬ vH ⌬ vH oxo-2-cyclodecanone 共nonanolactone兲 共352–381兲 54.5⫾ 0.2 共352–381兲 59.0⫾ 1.3 共333–383兲 60.9 366 298 348 MM MM A 关1991WIB/WAL兴 关1991WIB/WAL兴 关1987STE/MAL兴 关104-61-0兴 ⌬ vH ␥-nonalactone 共296–363兲 70.3⫾ 0.2 298 GS 关2008EME/KOZ, 2009EME/VER兴 关3301-94-8兴 ⌬ vH ␦-nonanolactone 70.7⫾ 0.4 298 GS 关2007EME/KOZ兴 关18362-64-6兴 ⌬ vH 2,6-dimethyl-3,5-heptanedione 56.1 298 关2849-98-1兴 ⌬ vH pentyl methacrylate 共339–456兲 354 关54056-51-8兴 butyl 3-methylbut-2-enoate 共293–348兲 56.1 48.2 47.6 关1978RIB/IRV兴 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-408 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH 共279–323兲 56.6⫾ 0.3 298 GS 关2008EME/TOK兴 关30434-54-9兴 ⌬ vH isobutyl 3-methylbut-2-enoate 共280–323兲 54.7⫾ 0.2 298 GS 关2008EME/TOK兴 关2052-15-5兴 ⌬ vH ⌬ vH butyl levulinate 共338–511兲 55.5 56.0 373 452 A 关1987STE/MAL兴 关1931SCH/COW兴 关2052-15-5兴 ⌬ vH sec-butyl levulinate 共393–499兲 51.0 408 A 关1987STE/MAL兴 关3757-32-2兴 ⌬ vH ⌬ vH isobutyl levulinate 共338–503兲 61.5 54.7 353 444 A 关1987STE/MAL, 1947STU兴 关1931SCH/COW兴 C9H16O3 关na兴 ⌬fusH 4-methyl-1-propyl-2,6,7-trioxabicyclo关2.2.2兴octane 16.1 311.2 C9H16O4 关na兴 ⌬ vH 2-acetoxypropionic acid, butyl ester 共325–485兲 63.2 340 A 关1987STE/MAL兴 关40326-38-3兴 ⌬ vH 3-acetoxypropionic acid, butyl ester 共373–391兲 75.4 382 A 关1987STE/MAL兴 关818-38-2兴 ⌬ vH diethyl glutarate 共338–510兲 353 A 关1987STE/MAL, 1947STU兴 关133-13-1兴 ⌬ vH ethylmalonic acid, diethyl ester 共323–485兲 55.3 338 A 关1987STE/MAL, 1947STU兴 关123-99-9兴 ⌬fusH nonanedioic acid 共azelaic acid兲 35.3 375.6 DSC 关2009CHE/XIA兴 Note: Authors explicitly state in the manuscript that no solid-solid phase transition was observed 0.01 330.6 0.7 339.8 29.7 372.4 DSC 关2005ROU/TEM兴 32.67 380 关1991ACR兴 Molecular Formula C9H16O2 C9H16O3 C9H16O3 C9H16O3 C9H16O4 C9H16O4 C9H16O4 C9H16O4 ⌬trsH ⌬trsH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH C9H16O4 C9H16O5 C9H16O5 C9H16O5 C9H16O5 C9H17N 55.7 Method Reference 关1995RAK/VER2兴 共348–373兲 178⫾ 5 TPD 关2007CAP/LOV兴 共294–311兲 138 TPTD 关2005CHA/ZIE兴 Note: Values based on TPTD method are not consistent with values determined by other experimental methods 共367–377兲 156.2⫾ 0.5 372 ME 关1999RIB/MON兴 共367–377兲 159.9⫾ 1.0 298 ME 关1999RIB/MON兴 共434–503兲 共451–630兲 关2005ROU/TEM兴 关1987STE/MAL, 1947STU兴 119.7⫾ 0.8 89.3 298 466 CGC A 关1732-08-7兴 ⌬ vH dimethyl pimelate 共291–353兲 73.5⫾ 0.3 298 GS 关2006VER/KOZ兴 关na兴 ⌬ vH butyl关1-共methoxycarbonyl兲ethyl兴 carbonate 共349–510兲 61.7 364 A 关1987STE/MAL兴 关na兴 ⌬ vH isobutyl关1-共methoxycarbonyl兲ethyl兴 carbonate 共340–501兲 59.1 355 A 关1987STE/MAL兴 关na兴 ⌬ vH 2-lactoylpropionic acid, propyl ester 共327–397兲 73.5 342 A 关1987STE/MAL兴 关na兴 ⌬ vH methyl关1-共butoxycarbonyl兲ethyl兴 carbonate 共311–503兲 60.2 326 A 关1987STE/MAL兴 关767-92-0兴 trans 共R,S兲-decahydroquinoline J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-409 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Compound ⌬transHm 共kJ mol−1兲 Tm 共K兲 25.72 321.4 共325–525兲 共325–525兲 共325–525兲 共325–525兲 共325–525兲 50.4 47.6 45.0 42.3 39.5 340 380 420 460 500 EB,IP EB,IP EB,IP EB,IP EB,IP 关2243-27-8兴 ⌬ vH ⌬ vH ⌬ vH octyl cyanide 共285–323兲 共328–503兲 共314–480兲 62.0⫾ 0.3 56.8 58.0 298 343 298 GS A EB 关2005EME/VER兴 关1987STE/MAL兴 关1941RAL/SEL, 2005EME/VER兴 关2896-70-0兴 ⌬subH 2,2,6,6-tetramethyl-4-oxopiperidine 60.8⫾ 2.7 ME 关1966LEB/ROS, 1970COX/PIL兴 关14952-05-7兴 ⌬subH trans 2-nonenoic acid amide 共383–393兲 111.9 关3637-11-4兴 ⌬subH ⌬subH 2,2,6,6-tetramethyl-1-hydroxy-4-oxopiperidine 共288–328兲 80.0 303 80.1⫾ 4.6 关56430-36-5兴 ⌬ vH 共dl兲 N-acetylvaline ethyl ester 共382–466兲 67.7 397 A 关1987STE/MAL兴 关33280-93-2兴 ⌬ vH 共dl兲 N-acetylmethionine ethyl ester 共432–519兲 81.6 447 A 关1987STE/MAL, 1999DYK/SVO兴 关1610-17-9兴 ⌬subH 2-methoxy-4-ethylamino-6-isopropylamino-1,3,5-triazine 共323–403兲 94.4 338 GS-GC 关1987STE/MAL, 1964FRI/SAM兴 关834-12-8兴 ⌬fusH 2-methylthio-4-ethylamino-6-isopropylamino-1,3,5-triazine 共ametryn兲 26.0 359.1 DSC Enthalpy Temp 共K兲 Range ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H17N C9H17NO C9H17NO C9H17NO2 C9H17NO3 C9H17NO3S C9H17N5O C9H17N5S ⌬subH 共323–403兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H18 关2040-95-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H18 C9H18 C9H18 388 Method Reference 关1994STE/CHI兴 关1994STE/CHI兴 关1994STE/CHI兴 关1994STE/CHI兴 关1994STE/CHI兴 关1994STE/CHI兴 关1987STE/MAL兴 A A ME 100.9 338 GS-GC 91⫾ 4 125⫾ 6 84.9⫾ 1.3 118⫾ 4 466 298 453 298 DSC DSC TGA TGA 关1987STE/MAL兴 关1965KAL/ROZ, 1970COX/PIL兴 关2007VEC/BRU兴 关1987STE/MAL, 1964FRI/SAM兴 关2007VEC/BRU兴 关2007VEC/BRU兴 关2007VEC/BRU兴 关2007VEC/BRU兴 butylcyclopentane 11.31 共413–432兲 39.4 43.8⫾ 0.1 42.7⫾ 0.1 41.6⫾ 0.1 40.9⫾ 0.1 46.0 关1996DOM/HEA兴 165.2 422 328 343 358 368 A C C C C 298 关1987STE/MAL兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1981SVO/CHA兴 关1971WIL/ZWO兴 关19489-10-2兴 ⌬ vH cis 1-ethyl-3-methylcyclohexane 共373–465兲 39.0 388 A 关1987STE/MAL兴 关696-29-7兴 ⌬ vH ⌬ vH isopropylcyclohexane 共295–431兲 44.1 共344–429兲 41.1 310 359 A 关1987STE/MAL兴 关1949FOR/NOR兴 关1678-92-8兴 ⌬fusH ⌬fusH propylcyclohexane ⌬ vH 10.6 10.37 42.8⫾ 0.5 关2006MAN/CUT兴 关1991ACR兴 178 178.3 298 GC 关1987AZA兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-410 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H18 C9H18 C9H18 C9H18 C9H18 C9H18 C9H18 C9H18 C9H18 C9H18 C9H18Br2 C9H18Cl2 C9H18Cl2 C9H18F2 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共346–431兲 44.7⫾ 0.4 45.2 45.1 45.2 41.7 298 298 298 298 361 Method GCC C A,MM Reference 关1978FUC/PEA兴 关1971WIL/ZWO兴 关1965FIN/MES兴 关1947OSB/GIN兴 关1987STE/MAL, 1947STU, 1949FOR/NOR兴 关3073-66-3兴 ⌬ vH ⌬ vH ⌬ vH 1,1,3-trimethylcyclohexane 共348–411兲 37.7 共327–410兲 38.6 共328–411兲 38.4 363 342 343 关7094-27-1兴 ⌬ vH 1,1,4-trimethylcyclohexane 45.6⫾ 0.2 298 关1795-27-3兴 ⌬ vH cis 1,3,5-trimethylcyclohexane 共318–410兲 38.3 333 A 关1987STE/MAL兴 关3074-78-0兴 ⌬ vH ⌬ vH 2,6-dimethyl-1-heptene 共273–306兲 46.3⫾ 0.5 共273–306兲 45.9⫾ 0.5 290 298 GS GS 关2000VER/WAN兴 关2000VER/WAN兴 关124-11-8兴 ⌬fusH 1-nonene ⌬ vH ⌬ vH ⌬ vH C9H18 Compound 19.97 共278–318兲 A 关1987STE/MAL兴 关1962PAS/THO, 1984BOU/FRI兴 关1949FOR/NOR兴 关1995LUK/KOZ2, 1995LUK/KOZ兴 关1990MES/TOD兴 191.6 共339–423兲 298 298 354 A,MM 关6434-77-1兴 ⌬ vH cis 2-nonene 共379–424兲 40.7 394 A 关1987STE/MAL兴 关6434-78-2兴 ⌬ vH trans 2-nonene 共379–422兲 40.8 394 A 关1987STE/MAL兴 关20237-46-1兴 ⌬ vH cis 3-nonene 共376–422兲 40.3 391 A 关1987STE/MAL兴 关20063-92-7兴 ⌬ vH trans 3-nonene 共377–421兲 40.6 392 A 关1987STE/MAL兴 关10405-84-2兴 ⌬ vH cis 4-nonene 共376–421兲 40.1 391 A 关1987STE/MAL兴 关10405-85-3兴 ⌬ vH trans 4-nonene 共376–420兲 40.4 391 A 关1987STE/MAL兴 关62168-27-8兴 ⌬ vH 1,1-dibromononane 共427–591兲 59.5 442 A,EST 关1987STE/MAL, 1956MAN, 1970DYK/VAN, 1999DYK/SVO兴 关821-88-5兴 ⌬ vH ⌬ vH 1,1-dichlorononane 共420–490兲 共398–556兲 62.3 54.0 298 413 A,EST 关1987VAR/LOS2, 1991BAS/SVO兴 关1987STE/MAL, 1956MAN, 1970DYK/VAN, 1999DYK/SVO兴 关56375-96-3兴 ⌬ vH ⌬ vH 1,2-dichlorononane 共430–510兲 共430–510兲 52.1 62.1 443 298 关62127-42-8兴 ⌬ vH 1,1-difluorononane 共347–482兲 47.2 362 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 GS 关2000VER/WAN兴 关1971WIL/ZWO兴 关1987STE/MAL, 1950FOR/CAM兴 44.7⫾ 0.2 45.5 42.0 关1999DYK/SVO兴 关1986VAR, 1991BAS/SVO兴 A,EST 关1987STE/MAL, 1956MAN, 1970DYK/VAN, 1999DYK/SVO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-411 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H18F2 C9H18NO2 C9H18NO2 C9H18NO2 C9H18N2 C9H18N2OS C9H18N2O2 C9H18N2O2S Enthalpy C9H18N6 C9H18O C9H18O C9H18O C9H18O C9H18O Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关145853-37-8兴 2,2-difluorononane 共279–313兲 46.7⫾ 0.2 ⌬ vH Tm 共K兲 298 Method Reference GS 关1997SCH/VER兴 关na兴 ⌬ vH propyl 2-共N,N-dimethylamino兲-2-methylpropanoate 共282–318兲 54.0⫾ 0.5 298 GS 关1996VER/ZUF兴 关na兴 ⌬ vH ethyl 2-共N,N-diethylamino兲2-propanoate 共283–313兲 54.9⫾ 0.6 298 GS 关1996VER/ZUF兴 关2226-96-2兴 ⌬subH 2,2,6,6-tetramethyl-4-hydroxypiperidine-1-oxyl 共293–318兲 101.5⫾ 5.2 306 ME 关1966LEB/ROS, 1970COX/PIL兴 关19340-91-9兴 ⌬ vH ⌬ vH 2-共diethylamino兲pentanenitrile 共283–318兲 57.4⫾ 0.4 共283–326兲 58.8 298 GS A 关1997WEL/VER兴 关1987STE/MAL兴 关na兴 ⌬subH N,N-diethyl-N⬘-isobutanoylthiourea 363 120.8⫾ 2.5 298 C 关1842-72-4兴 ⌬fusH azelamide 关39196-18-4兴 ⌬fusH 3,3-dimethyl-1-共methylthio兲-2-butanone O-关共methylamino兲carbonyl兴oxime 19.83 330.2 DSC ⌬subH C9H18N6 Compound 55.0 共298–328兲 93.5⫾ 6 450.4 关2001RIB/RIB兴 DSC 关2006BAD/DEL兴 关1991ACR, 1990DON/DRE兴 308 ME 关1987STE/MAL, 1976DEP兴 关645-05-6兴 ⌬fusH 1,3,5-tris共dimethylamino兲-s-triazine 23.01 444.4 DSC 关1991ACR兴 关16268-64-7兴 ⌬fusH 1-共ethylamino兲-3,5-bis共dimethylamino兲-s-triazine 16.74 333 DSC 关1991ACR兴 关1462-97-1兴 ⌬ vH 1-butylcyclopentanol 共359–466兲 63.5 374 A 关1987STE/MAL兴 关815-24-7兴 ⌬ vH ⌬ vH ⌬ vH 2,2,4,4-tetramethyl-3-pentanone 45.5⫾ 0.4 45.4⫾ 0.1 45.4⫾ 0.1 298 298 298 C C C 关1977PEA/FUC兴 关1970SEL2兴 关1966WAD兴 关108-83-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,6-dimethyl-4-heptanone 49.8⫾ 0.1 49.3⫾ 0.1 48.4⫾ 0.1 47.9⫾ 0.1 47.1⫾ 0.1 46.6⫾ 0.1 46.1⫾ 0.1 45.2⫾ 0.1 共322–471兲 51.0 50.9⫾ 0.1 共336–451兲 46.8 308 313 323 328 338 343 348 358 298 298 351 C C C C C C C C C A,MM 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1992SVO/KUB兴 关1975AMB/ELL兴 关1970SEL2兴 关1987STE/MAL, 1947STR/GAB兴 关na兴 ⌬ vH 1-共1-methylcyclohexyl兲ethanol 共358–408兲 55.5 373 A 关124-19-6兴 ⌬fusH nonanal ⌬ vH ⌬ vH ⌬ vH ⌬ vH 29.6 共276–309兲 共323–343兲 共313–353兲 共306–458兲 55.3⫾ 0.3 55.2 58.9 51.1 关1987STE/MAL兴 关1980DYA/VAS兴 253.9 298 298 298 321 GS CGC CGC A 关2003VER/KRA2兴 关1996KOU/HOS, 2000OVA/KOU兴 关1995CHI/HOS兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-412 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C9H18O C9H18O 关925-78-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-nonanone 共285–454兲 共335–468兲 关502-56-7兴 ⌬trsH ⌬fusH 5-nonanone ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H18O C9H18O C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 共342–545兲 共335–437兲 ⌬transHm 共kJ mol−1兲 Tm 共K兲 56.3⫾ 0.2 298 55.6 52.6 56.6⫾ 0.6 56.4⫾ 0.1 56.4 52.7 300 350 298 298 298 348 24.94 11.27 共443–486兲 共357–468兲 共283–323兲 44.7 54.9⫾ 0.4 49.7 55.0 53.3⫾ 0.1 40.2 Method Reference 关1981DYA/KOR兴 A GCC C 269.3 451.8 关1999DIA/GUE兴 关1987STE/MAL兴 关1979SAL/PEA兴 关1977SEL兴 关1975AMB/ELL兴 关1966MEY/WAG兴 关1991ACR兴 458 298 372 298 298 298 A GCC A C A 关1987STE/MAL兴 关1979SAL/PEA兴 关1987STE/MAL, 1975AMB/ELL兴 关1975AMB/ELL兴 关1970HAR/HEA兴 关1987STE/MAL, 1937RIN/SAY兴 关116-02-9兴 ⌬ vH 3,3,5-trimethylcyclohexanol 共343–473兲 61.8 358 A 关1987STE/MAL兴 关53965-16-5兴 ⌬ vH 2,2,5-trimethyl-4-hexene-1-ol 共323–373兲 61.5 338 A 关1987STE/MAL兴 关858858-08-9兴 2-butoxy-3-pentanone 共333–398兲 39.8 ⌬ vH 348 A 关1987STE/MAL, 1933HEN/MUR兴 关22432-66-2兴 ⌬ vH 2-butyl-1,3-dioxepane 共325–358兲 57.4 340 A 关1987STE/MAL兴 关3274-29-1兴 ⌬ vH 2-ethylheptanoic acid 共386–475兲 63.4 401 A,EB 关4352-95-8兴 ⌬ vH 2-methyl-2-pentyl-1,3-dioxolane 共278–318兲 54.0⫾ 0.3 298 GS 关1998VER/PEN, 2002VER兴 关4421-10-7兴 ⌬ vH 2,2-diisopropyl-1,3-dioxolane 共278–318兲 49.9⫾ 0.3 293 GS 关1998VER/PEN, 2002VER兴 关1708-34-5兴 ⌬ vH 2-hexyl-1,3-dioxolane 共325–353兲 55.0 339 A 关1987STE/MAL兴 关64198-22-7兴 ⌬ vH methyl 2,4,4-trimethylpentanoate 共278–318兲 48.4⫾ 0.2 298 GS 关1996VER/BEC兴 关5129-37-3兴 ⌬ vH ⌬ vH butyl pivalate 共274–313兲 共274–313兲 49.5⫾ 0.2 50.4⫾ 0.3 298 298 GS GS 关2008VER/EME兴 关1996VER/BEC兴 关589-59-3兴 ⌬ vH isobutyl isovalerate 共289–442兲 47.3 304 A 关1987STE/MAL, 1947STU兴 关106-27-4兴 ⌬ vH isopentyl butyrate 共294–452兲 47.4 309 A 关1987STE/MAL, 1947STU兴 关2050-01-3兴 ⌬ vH isopentyl isobutyrate 共287–442兲 47.4 302 A 关1987STE/MAL, 1947STU兴 关2311-46-8兴 ⌬ vH isopropyl caproate 共307–383兲 322 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 51.6 关1987STE/MAL, 1960TRE/MIL兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-413 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H18O2 C9H18O2 Enthalpy C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O2 C9H18O3 C9H18O3 C9H18O3 C9H18O3 C9H18O3 C9H18O3 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关111-11-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH methyl octanoate 共methyl caprylate兲 53.3 52.6⫾ 0.1 56.9⫾ 0.1 54.7⫾ 0.6 57.3⫾ 0.4 57.9⫾ 0.4 56.4⫾ 0.5 共347–470兲 52.4 共373–419兲 50.8 共307–350兲 55.2 关112-05-0兴 ⌬trsH ⌬fusH nonanoic acid ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H18O2 Compound 5.61 20.31 共381–528兲 共292–313兲 共293–303兲 共387–483兲 Tm 共K兲 350 363 298 298 298 298 298 362 388 322 Method GC GCC C C A,EST MG,OM 268 285.5 Reference 关2002VAN/VAN兴 关2002VAN/VAN兴 关2002VAN/VAN兴 关1987AZA兴 关1980FUC/PEA兴 关1977PEA/FUC兴 关1977MAN/SEL兴 关1987STE/MAL, 1963ROS/SCH兴 关1961ROS/SUP, 1984BOU/FRI兴 关1952SCO/MAC兴 关1991ACR兴 76.9 85.3⫾ 2.0 82.4⫾ 0.4 64.2 396 304 298 A ME,TE 52.8 52.1 330 330 A EB 关1987STE/MAL兴 关1982DEK/SCH兴 关1968BAC/NOV兴 关1960TRE/MIL兴 关626-77-7兴 ⌬ vH ⌬ vH propyl caproate 共315–394兲 共315–394兲 关112-06-1兴 ⌬ vH ⌬ vH ⌬ vH heptyl acetate 共274–306兲 57.1⫾ 0.2 56.9 49.2 298 298 402 GS GC DTA 关2006KRA/VER兴 关1997KOU/HOS兴 关1980MEY/AWE兴 关2050-00-2兴 ⌬ vH ⌬ vH ⌬ vH tert-amyl butyrate 共274.5-309兲 50.3⫾ 0.2 共333–378兲 48.9 共278–308兲 50.8⫾ 0.6 298 298 298 GS CGC GS 关2008VER/EME兴 关1999VER/HEI兴 关1996VER/BEC兴 关194784-95-5兴 tert-amyl isobutyrate 共333–378兲 47.8 ⌬ vH 298 CGC 关1999VER/HEI兴 关245658-26-8兴 2-methyl-2-pentanol propanoate 共333–378兲 49.8 ⌬ vH 298 CGC 关1999VER/HEI兴 关245658-31-5兴 2,3-dimethyl-2-butanol 2-propanoate 共333–378兲 49.9 ⌬ vH 298 CGC 关1999VER/HEI兴 关15706-73-7兴 ⌬ vH ⌬ vH 298 298 GS GS 关2008VER/EME兴 关1996VER/BEC兴 关109857-47-8兴 2-butoxypropionic acid, ethyl ester 共348–438兲 80.3 ⌬ vH 363 A 关1987STE/MAL, 1933HEN/MUR兴 关14144-35-5兴 ⌬ vH 3-ethoxypropionic acid, butyl ester 共346–479兲 51.8 361 A 关1987STE/MAL兴 关na兴 ⌬ vH 3-hydroxypropionic acid, hexyl ester 共408–432兲 69.6 420 A 关1987STE/MAL兴 关20279-51-0兴 ⌬ vH lactic acid, hexyl ester 共307–494兲 67.4 322 A 关1987STE/MAL兴 关10500-16-0兴 ⌬ vH 3-methoxypropionic acid, pentyl ester 共322–485兲 53.3 337 A 关1987STE/MAL兴 关14144-41-3兴 3-propoxypropionic acid, propyl ester 共387–478兲 butyl 2-methylbutanoate 共274–319兲 54.4⫾ 0.3 共278–313兲 50.6⫾ 0.5 关1987STE/MAL兴 关1961ROS/SUP, 1984BOU/FRI兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-414 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H18O3 C9H18O3 C9H18S4 C9H19Br Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共317–484兲 50.9 332 A 关1987STE/MAL兴 关2008KOZ/EME兴 C9H19F C9H19I C9H19N C9H19N C9H19N C9H19NO C9H19NO C9H19NO2 C9H19NO2 C9H20 Tm 共K兲 Method 关542-52-9兴 ⌬ vH dibutyl carbonate 共287–329兲 62.9⫾ 0.4 298 GS 关34619-03-9兴 ⌬subH di-tert-butylcarbonate 65.4⫾ 0.2 298 C 关25423-58-9兴 ⌬trsH ⌬fusH 1,5,9-trithiacyclododecane 12 19.4 349.2 373.2 关693-58-3兴 ⌬fusH 1-bromononane ⌬ vH ⌬ vH C9H19Cl Compound 共376–525兲 共391–549兲 30.12 243.2 53.1 52.2 391 406 DSC Reference 关1985KUS兴 关2002ROC/GRI兴 关1950CRO/SMY兴 A,EST 关1999DYK/SVO兴 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN兴 关2473-01-0兴 ⌬ vH ⌬ vH ⌬ vH 1-chlorononane 共363–509兲 共340–480兲 共342–478兲 51.5 55.9 53.4 378 298 357 A,DTA 关463-18-3兴 ⌬ vH ⌬ vH 1-fluorononane 共278–313兲 共333–473兲 50.8⫾ 0.9 46.8 298 348 GS A,EST 关4282-42-2兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-iodononane 64.5 54.6 53.5 64.3 298 406 423 358 关768-66-1兴 ⌬ vH 2,2,6,6-tetramethylpiperidine 共288–313兲 44.5⫾ 0.5 300 关4945-48-6兴 ⌬ vH ⌬ vH N-butylpiperidine 共275–313兲 共275–313兲 294 298 GS GS 关1998VER6兴 关1998VER6兴 关13173-21-2兴 ⌬ vH N,N-diethyl-4-pentenylamine 共338–430兲 41.5 353 A 关1987STE/MAL兴 关103-00-4兴 ⌬ vH 1-共cyclohexylamino兲-2-propanol 共423–512兲 56.6 438 A 关1987STE/MAL, 1984BOU/FRI, 1959MCD/SHR兴 关1120-07-6兴 ⌬subH nonanamide 共353–370兲 关35601-84-4兴 ⌬ vH heptylcarbamic acid, methyl ester 共368–408兲 109.8 关3637-10-3兴 ⌬subH 2,2,6,6-tetramethyl-1,4-dihydroxypiperidine 共318–348兲 100.4⫾ 0.6 328 关111-84-2兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH nonane 共391–551兲 共408–577兲 共343–493兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 49.2⫾ 0.2 48.9⫾ 0.2 114.6⫾ 3.3 6.2 15.0 6.28 15.48 A 218.2 219.5 217.2 219.7 关1994STE/CHI兴 关1987STE/MAL, 1961LI/ROS, 1970DYK/VAN, 1999DYK/SVO兴 关2006BOL/NER, 1961LI/ROS兴 关1999DYK/SVO兴 关1987STE/MAL, 1970DYK/VAN兴 关1947STU兴 关1997VER兴 ME 383 关1999DYK/SVO兴 关1984BOU/FRI, 1991BAS/SVO兴 关1987STE/MAL, 1969KEM/KRE兴 A 关1959DAV/JON2, 1987STE/MAL兴 关1987STE/MAL兴 ME 关1966LEB/ROS, 1970COX/PIL兴 DSC 关2004MON/RAJ兴 关1991ACR, 1996DOM/HEA兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-415 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H20 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 Method Reference 74.6 219 B 关1963BON兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 46.5⫾ 0.2 46.7 46 46.6⫾ 0.2 46.6 43.9 44.3 43.2 42.1 46.4 48.3 46.4 42.7 298 299 314 298 298 337 328 343 358 298 234 298 359 C C C C 关2007PAS/KUZ兴 关1996VIT/CHA兴 关1996VIT/CHA兴 关1996VAR/PAS兴 关1994RUZ/MAJ兴 关1986PAU/KRU兴 关1984MAJ/SVO3兴 关1984MAJ/SVO3兴 关1984MAJ/SVO3兴 关1971WIL/ZWO兴 关1987STE/MAL, 1973CAR/KOB兴 关1947OSB/GIN兴 关1987STE/MAL, 1945WIL/TAY, 1949FOR/NOR兴 关3221-61-2兴 ⌬fusH 关2216-33-3兴 ⌬fusH 共322–413兲 共219–308兲 共344–426兲 C C C A C A,MM 2-methyloctane 共305–417兲 关1998HEL/OWE兴 17.99 192.8 43.2 44.9 320 298 16.99 165.6 关1998HEL/OWE兴 44.9 298 关1971WIL/ZWO, 1961LAB/GRE兴 44.5 298 关1971WIL/ZWO, 1961LAB/GRE兴 44.5 298 关1971WIL/ZWO, 1961LAB/GRE兴 44.1 298 关1961LAB/GRE兴 42.3 298 关1971WIL/ZWO, 1961LAB/GRE兴 43.6 298 关1971WIL/ZWO, 1961LAB/GRE兴 42.9 298 关1971WIL/ZWO, 1961LAB/GRE兴 43.3 298 关1971WIL/ZWO, 1961LAB/GRE兴 43.3 298 关1971WIL/ZWO, 1961LAB/GRE兴 42.6 298 关1971WIL/ZWO, 1961LAB/GRE兴 43.6 298 关1971WIL/ZWO, 1961LAB/GRE兴 43.3 298 关1971WIL/ZWO兴 42.2 298 关1971WIL/ZWO, 1961LAB/GRE兴 A 关1987STE/MAL兴 关1971WIL/ZWO, 1961LAB/GRE兴 3-methyloctane ⌬ vH C9H20 Tm 共K兲 ⌬subH ⌬ vH ⌬ vH C9H20 Compound 关2216-34-4兴 ⌬ vH 4-methyloctane 关15869-80-4兴 ⌬ vH 3-ethylheptane 关2216-32-2兴 ⌬ vH 4-ethylheptane 关1071-26-7兴 ⌬ vH 2,2-dimethylheptane 关3074-71-3兴 ⌬ vH 2,3-dimethylheptane 关2213-23-2兴 ⌬ vH 2,4-dimethylheptane 关2216-30-0兴 ⌬ vH 2,5-dimethylheptane 关1072-05-5兴 ⌬ vH 2,6-dimethylheptane 关4032-86-4兴 ⌬ vH 3,3-dimethylheptane 关922-28-1兴 ⌬ vH 3,4-dimethylheptane 关926-82-9兴 ⌬ vH 3,5-dimethylheptane 关1068-19-5兴 ⌬ vH 4,4-dimethylheptane J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-416 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H20 Enthalpy 关1067-20-5兴 ⌬trsH ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 C9H20 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 0.48 0.81 10.09 208.3 210.4 240.1 Method Reference 3,3-diethylpentane 共335–426兲 42.6⫾ 0.3 43.6 39.8 298 298 350 关1996DOM/HEA兴 GCC A 关1979FUC/PEA兴 关1971WIL/ZWO, 1961LAB/GRE兴 关1987STE/MAL, 1949FOR/NOR兴 关16789-46-1兴 ⌬ vH 2-methyl-3-ethylhexane 43.2 298 关1961LAB/GRE兴 关3074-75-7兴 ⌬ vH 2-methyl-4-ethylhexane 42.9 298 关1961LAB/GRE兴 关3074-76-8兴 ⌬ vH 3-methyl-3-ethylhexane 42.9 298 关1961LAB/GRE兴 关na兴 ⌬ vH 3-methyl-4-ethylhexane 43.6 298 关1961LAB/GRE兴 关16747-25-4兴 ⌬ vH ⌬ vH 2,2,3-trimethylhexane 共238–303兲 42.2 41.7 288 298 IP 关1974OSB/DOU兴 关1971WIL/ZWO, 1961LAB/GRE兴 关16747-26-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2,4-trimethylhexane 共288–410兲 39.5 共238–393兲 41.0 共238–303兲 40.5 40.7 303 278 288 298 A A IP 关1987STE/MAL兴 关1987STE/MAL兴 关1974OSB/DOU兴 关1971WIL/ZWO兴 关3522-94-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2,2,5-trimethylhexane 共288–399兲 40.1 共238–303兲 41.1 40.2 共319–398兲 38.5 40.2 303 288 298 334 298 A A,IP 关16747-28-7兴 ⌬ vH ⌬ vH ⌬ vH 2,3,3-trimethylhexane 共238–303兲 44.2 共288–422兲 39.4 42.1 253 303 298 A A 关921-47-1兴 ⌬ vH 2,3,4-trimethylhexane 关1069-53-0兴 ⌬ vH ⌬ vH 2,3,5-trimethylhexane 关16747-30-0兴 ⌬ vH ⌬ vH 2,4,4-trimethylhexane 关16747-31-2兴 ⌬ vH 3,3,4-trimethylhexane C 关1987STE/MAL兴 关1987STE/MAL, 1974OSB/DOU兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 关1947OSB/GIN兴 关1987STE/MAL兴 关1987STE/MAL兴 关1971WIL/ZWO, 1961LAB/GRE兴 关1971WIL/ZWO, 1961LAB/GRE兴 42.7 298 41.4 41.4 298 298 C 关1971WIL/ZWO兴 关1947OSB/GIN兴 41.1 38.5 298 338 A 关1971WIL/ZWO, 1961LAB/GRE兴 关1987STE/MAL, 1949FOR/NOR兴 42.2 298 关1971WIL/ZWO, 1961LAB/GRE兴 关16747-32-3兴 ⌬ vH 2,2-dimethyl-3-ethylpentane 41.7 298 关1971WIL/ZWO, 1961LAB/GRE兴 关16747-33-4兴 ⌬ vH 2,3-dimethyl-3-ethylpentane 42.7 298 关1971WIL/ZWO, 1961LAB/GRE兴 关1068-87-7兴 2,4-dimethyl-3-ethylpentane 共323–406兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-417 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH C9H20 关7154-79-2兴 ⌬trsH ⌬fusH C9H20 C9H20ClF3N2S C9H20N2O C9H20N2O C9H20N2S 关1971WIL/ZWO, 1961LAB/GRE兴 174.5 263.4 关1996DOM/HEA兴 关1971WIL/ZWO, 1961LAB/GRE兴 关1987STE/MAL, 1949FOR/NOR兴 关1186-53-4兴 ⌬ vH ⌬ vH 2,2,3,4-tetramethylpentane 40.8 共325–413兲 38.4 298 340 A 关1971WIL/ZWO, 1961LAB/GRE兴 关1987STE/MAL, 1949FOR/NOR兴 关1070-87-7兴 ⌬fusH 2,2,4,4-tetramethylpentane 9.75 206.7 共328–415兲 共313–397兲 共331–375兲 共375–422兲 38.5⫾ 0.1 38.5⫾ 0.3 38.2 37.2 36.5 34.8 关16747-38-9兴 ⌬ vH ⌬ vH 2,3,3,4-tetramethylpentane 41.8 共331–416兲 39.3 关63265-72-5兴 ⌬ vH 关1792-17-2兴 ⌬trsH ⌬fusH 298 298 298 328 346 390 A EB 关1982FUC/PEA兴 关1979FUC/PEA兴 关1971WIL/ZWO, 1961LAB/GRE兴 关1987STE/MAL, 1949FOR/NOR兴 关1941SMI, 1984BOU/FRI兴 关1941SMI兴 chlorobis共N-ethylethanaminato兲共trifluoromethyl兲 sulfur 39.8 479 I 关1977KIT/SHR2兴 chlorobis共N-ethylethanaminato兲oxo共trifluoromethyl兲 sulfur 44.4 486 I 关1977KIT/SHR2兴 1,3-dibutylurea 11.1 14.87 311.5 349.6 共323–372兲 共323–372兲 91.9⫾ 0.9 91.9⫾ 0.9 90.0⫾ 1.0 348 350 350 ⌬ vH 共379–413兲 101.1⫾ 1.6 396 关2158-10-3兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH 1-octyl urea 关1187-03-7兴 ⌬fusH 1,1,3,3-tetraethylurea 关109-46-6兴 ⌬fusH 1,3-butylthiourea 关1518-58-7兴 ⌬subH ⌬subH C GCC 关1971WIL/ZWO, 1961LAB/GRE兴 关1987STE/MAL, 1949FOR/NOR兴 298 346 ⌬subH ⌬subH ⌬subH ⌬ vH 关1996DOM/HEA兴 A ⌬subH ⌬subH C9H20N2S2 298 A C9H20ClF3N2OS 关63265-74-7兴 ⌬ vH C9H20N2O Reference 298 343 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C9H20 2,2,3,3-tetramethylpentane 7.33 2.33 Method 41.2 39.2 ⌬ vH ⌬ vH C9H20 42.3 Tm 共K兲 共368–403兲 关1996DOM/HEA兴 ME ME C 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关2003ZAI/KAB兴 关1990PIA/FER兴 11.8 24.4 11.5 24.6 353.2 374.6 350.2 372.2 20.55 253 28.34 338 DSC 关2000DEL/JOZ兴 141.0⫾ 2 137⫾ 3.0 298 298 B C 关2000DEL/JOZ兴 关1994TER/PIA兴 105⫾ 2.0 386 ME,TE 关1994TER/PIA兴 C 关1988RIB/REI兴 关1979CAV/HIL兴 diethylammonium diethyldithiocarbamate 209.9⫾ 3.0 111.8⫾ 3.0 DSC 关2005HAS/TAJ兴 关1999WEL/DRU兴 关1990KOZ/SIM2, 1996DOM/HEA, 1995KAB/KOZ2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-418 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference Note: Authors of 关1988RIB/REI兴 state compound decomposes on sublimation C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O C9H20O 关143-08-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 1-nonanol 共284–353兲 关2005ROG/PIS兴 关2000OVA/KOU兴 关1995CHI/HOS兴 关1992NGU/KAS兴 关1987STE/MAL兴 关1987STE/MAL兴 关1977MAN/SEL兴 关1976HON/SIN兴 关1973WIL/ZWO兴 关1969KEM/KRE兴 298 298 298 298 383 396 298 440 383 380 GS CGC CGC 共425–494兲 共368–487兲 共365–487兲 74.7⫾ 0.3 72.2 76.7 77.4 65.0 62.9 76.9⫾ 0.8 59.7 64.5 65.5 关628-99-9兴 ⌬ vH ⌬ vH ⌬ vH 2-nonanol 共286–324兲 共253–353兲 共364–471兲 72.9⫾ 0.6 79.6 55.5 298 268 379 GS 关2007VER/SCH兴 关1999NGU/BER兴 关1973WIL/ZWO兴 关624-51-1兴 ⌬ vH ⌬ vH ⌬ vH 3-nonanol 共263–363兲 共263–363兲 共366–468兲 70.9⫾ 0.3 75.5 57.1 298 278 381 GS 关2007VER/SCH兴 关1999NGU/BER兴 关1973WIL/ZWO兴 关5932-79-6兴 ⌬ vH 4-nonanol 共285–324兲 71.5⫾ 0.3 298 GS 关2007VER/SCH兴 关623-93-8兴 ⌬ vH 5-nonanol 共289–334兲 71.4⫾ 0.4 298 GS 关2007VER/SCH兴 关628-44-4兴 ⌬ vH 2-methyl-2-octanol 共338–451兲 64.6 353 关1973WIL/ZWO兴 关26533-34-6兴 ⌬ vH 2-methyl-3-octanol 共388–453兲 49.5 403 关1973WIL/ZWO兴 关5340-36-3兴 ⌬ vH 3-methyl-3-octanol 共353–388兲 53.2 368 关1973WIL/ZWO兴 关na兴 ⌬ vH 2,2-dimethyl-4-heptanol 共320–445兲 50.2 335 关1973WIL/ZWO兴 关108-82-7兴 ⌬ vH ⌬ vH ⌬ vH 2,6-dimethyl-4-heptanol 共278–321兲 65.2⫾ 0.3 共363–453兲 54.5 共374–452兲 52.8 298 378 389 关5340-41-0兴 ⌬ vH 2,2,3-trimethyl-3-hexanol 共343–441兲 55.1 358 关3452-97-9兴 ⌬ vH 3,5,5-trimethyl-1-hexanol 共288–324兲 67.9⫾ 0.4 298 关3970-59-0兴 ⌬ vH 2,4-dimethyl-3-ethyl-3-pentanol 共369–451兲 50.0 384 关1973WIL/ZWO兴 关29772-39-2兴 ⌬ vH 2,2,3,4-tetramethyl-3-pentanol 共329–448兲 60.8 344 关1973WIL/ZWO兴 关14609-79-1兴 ⌬ vH di-tert-butylmethanol 62.7⫾ 0.9 298 关1998VER3兴 关14609-79-1兴 ⌬trsH 2,2,4,4-tetramethylpentan-3-ol 1.9 263 共373–423兲 共273–323兲 共368–500兲 共381–495兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 A A C EB DTA GS A,MM 关2005ROG/PIS兴 关1973WIL/ZWO兴 关1987STE/MAL, 1947STR/GAB兴 关1973WIL/ZWO兴 GS 关2005ROG/PIS兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-419 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬fusH C9H20O C9H20O C9H20O 7.3 C9H20O C9H20O C9H20O C9H20O2 C9H20O2 C9H20O2 C9H20O2 C9H20O2 C9H20O2 C9H20O2S C9H20O2S2 Reference 关1996DOM/HEA兴 322 butyl 1,1-dimethylpropyl ether 共278–308兲 46.1⫾ 0.3 298 关62108-41-2兴 ⌬ vH 2-methoxy-2,4,4-trimethylpentane 共381–418兲 38.5 396 关2001UUS/POK兴 关62108-41-2兴 ⌬ vH methyl tert-octyl ether 45.3 298 关2002VER, 2003VER/KRA兴 45.33 298 EB 关2001UUS/POK, 2003VER/KRA兴 48.3 43.7 46.9⫾ 1.0 298 334 298 EB EB 关2002VER, 2003VER/KRA兴 关1990ROZ/BAR兴 关1990ROZ/BAR兴 GS 关1996VER/BEC兴 关10100-95-5兴 ⌬ vH ⌬ vH ⌬ vH pentyl tert-butyl ether 关10100-95-5兴 ⌬ vH isobutyl tert-amyl ether 46.3 298 关2002VER, 2003VER/KRA兴 关na兴 ⌬ vH sec-butyl tert-amyl ether 46.8 298 关2002VER, 2003VER/KRA兴 关3249-47-6兴 ⌬ vH butyl tert-amyl ether 298 关2002VER, 2003VER/KRA兴 关22419-28-9兴 ⌬ vH 2,6,6-trimethyl-5-oxa-2-heptanol 共329–454兲 53.3 344 关1968KAC/NEM, 1984BOU/FRI兴 关2568-90-3兴 ⌬ vH ⌬ vH dibutyoxymethane 共366–452兲 共363–452兲 381 298 EB EB 关2000PAL/SZA兴 关2000PAL/SZA兴 关18854-58-5兴 ⌬ vH 1-butyoxy-2-propoxyethane 54.7⫾ 0.1 298 C 关1970KUS/WAD兴 关115-84-4兴 ⌬fusH 2-butyl-2-ethyl-1,3-propanediol 20.8 317.3 ⌬ vH ⌬ vH ⌬ vH C9H20O2 Method 关3249-47-6兴 ⌬ vH ⌬ vH C9H20O Tm 共K兲 共319–365兲 共319–365兲 48.3 共424–523兲 共424–523兲 共424–523兲 47.9 48.1 74.3⫾ 0.3 67.2⫾ 0.3 61.4⫾ 0.6 关22419-28-9兴 ⌬ vH 4-tert-butoxy-2-methyl-2-butanol 共367–483兲 61.5 关3937-56-2兴 ⌬fusH 1,9-nonanediol 36.4 关2002STE/CHI兴 420 460 500 EB EB EB 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 382 A 关1987STE/MAL兴 关1991ACR兴 319.6 关1990KNA/SAB兴 ⌬subH 148.7 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 104.4 111.4⫾ 7.0 110 112.8⫾ 2.1 360 298 323 298 关3089-24-5兴 ⌬ vH 2,2,4-trimethyl-1,6-hexanediol 共419–541兲 68.0 434 关54581-77-0兴 ⌬fusH 3-共hexylthio兲-1,2-propanediol 48.5 290.8 关na兴 ⌬fusH meso 1,3-bis共propylsufinyl兲propane 40.58 411.3 关1994PIA/FER, 2006UMN/KWE兴 关1994PIA/FER, 2006UMN/KWE兴 关1990KNA/SAB, 2006UMN/KWE兴 关1990KNA/SAB, 2006UMN/KWE兴 关1987STE/MAL兴 A DSC 关1993ACR, 1990VAN/KEL兴 关2001CAL/MEL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-420 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C9H20O2S2 C9H20O3 C9H20O3 C9H20O4 C9H20O4 C9H20O4 C9H20S Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 关na兴 ⌬fusH racemic 1,3-bis共propylsufinyl兲propane 35.15 387.8 关na兴 ⌬ vH dipropylene glycol isopropyl ether 共319–479兲 55.0 334 关10305-38-1兴 ⌬fusH 3-共hexyloxy兲-1,2-propanediol 10.2 272.9 关na兴 ⌬ vH tripropylene glycol 共369–541兲 384 关4161-32-4兴 ⌬fusH 3,3⬘-关1,3-propanediylbis共oxy兲兴bis-1-propanol 21.15 263.1 关78-09-1兴 ⌬ vH tetraethoxymethane 关1455-21-6兴 ⌬fusH 1-nonanethiol 63.3 52.9⫾ 0.2 298 Method Reference 关2001CAL/MEL兴 A 关1987STE/MAL, 1947STU兴 DSC 关1990VAN/KEL兴 A 关1987STE/MAL兴 DSC 关1991BED/BOO兴 C 关1985MAR/MAN兴 关1985DEA兴 33.5 267.7 共390–494兲 52.6 405 关13281-11-3兴 ⌬ vH 2-nonanethiol 共379–482兲 50.3 394 关3489-28-9兴 ⌬ vH 1,9-nonanedithiol 共418–557兲 63.6 433 A 关1987STE/MAL, 1999DYK/SVO, 1943HAL/REI兴 关2439-54-5兴 ⌬ vH N-methyl octylamine 共365–508兲 49.2 380 A 关1987STE/MAL兴 关112-20-9兴 ⌬ vH nonylamine 共377–478兲 50.7 392 A 关1987STE/MAL兴 关102-69-2兴 ⌬ vH ⌬ vH tripropylamine 共341–475兲 45.6 46.2⫾ 0.1 356 298 A C 关1987STE/MAL兴 关1969WAD兴 关122-20-3兴 ⌬ vH triisopropanolamine 共428–573兲 73.7 443 A 关1987STE/MAL兴 关513-08-6兴 ⌬ vH tripropylphosphate 共394–525兲 56.7 409 A 关1987STE/MAL兴 关2234-97-1兴 ⌬ vH tripropylphosphine 共324–368兲 39.4⫾ 0.2 C9H22ClN2PS 关58023-20-4兴 ⌬ vH P-共chloromethyl兲-N,N⬘-bis共1-methylpropyl兲phosphorothioic diamide 共333–368兲 66.8 348 A C9H22N2 关646-24-2兴 ⌬trsH ⌬fusH nonane-1,9-diamine 关2234-13-1兴 ⌬ vH ⌬ vH C9H20S C9H20S2 C9H21N C9H21N C9H21N C9H21NO3 C9H21O4P C9H21P C10Cl8 C10Cl12 C10F8 7.77 36.24 A 关1987STE/MAL, 1999DYK/SVO, 1932ELL/REI兴 关1999DYK/SVO, 1932ELL/REI兴 关2001BAE兴 346 关1987STE/MAL, 1999DYK/SVO兴 301.7 308.1 DSC 关2002DAL/DEL兴 octachloronaphthalene 共323–423兲 96.1 373 GC 关1999LEI/WAN兴 关2385-85-5兴 ⌬ vH mirex 共343–453兲 90.3 398 GC 关1990HIN/BID2兴 关313-72-4兴 ⌬trsH octafluoronaphthalene 2.12 283.6 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-421 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬fusH ⌬subH C10F16 关54939-04-7兴 ⌬trsH ⌬trsH ⌬fusH 共293–323兲 关60433-11-6兴 ⌬trsH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10F18 关60433-12-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10F18 C10F20 C10F20 C10F20 C10F20N2S C10F22 C10F22O C10F22O8 C10HCl5F14O2 Tm 共K兲 17.55 358.8 79.4⫾ 2.5 perfluorobicyclo关4.4.0兴dec-1共6兲-ene 0.75 1.12 10.47 ⌬ vH C10F18 ⌬transHm 共kJ mol−1兲 45.3⫾ 0.1 perfluoro共cis-decahydronaphthalene兲 4.24 10.3 共313–415兲 43.9 46.2⫾ 0.1 46.7⫾ 0.6 46.2⫾ 0.1 perfluoro共trans-decahydronaphthalene兲 17.96 共315–417兲 308 Method 关1999MIC/NEG兴 关1987STE/MAL, 1974RAD/KAT兴 A 200 234 263 298 关1996DOM/HEA兴 关1996VAR/DRU兴 C 232.5 266.7 328 298 298 298 Reference 关1996DOM/HEA兴 C EB C 关1999DYK/SVO兴 关1996VAR/DRU兴 关1981VAR/BUL兴 关1981VAR/BUL兴 关1996DOM/HEA兴 294.6 关1999DYK/SVO兴 关1996VAR/DRU兴 关1981VAR/BUL兴 关1981VAR/BUL兴 43.3 45.4⫾ 0.1 45.9⫾ 0.6 45.4⫾ 0.1 330 298 298 298 41.5⫾ 0.5 298 42.3 45.2⫾ 0.6 330 298 EB 关1999DYK/SVO兴 关1981VAR/BUL兴 关116667-53-9兴 perfluoro共1-methyl-4-isopropyl兲cyclohexane 共339–418兲 42.7 354 ⌬ vH 46.7⫾ 0.5 298 ⌬ vH EB 关1999DYK/SVO兴 关1981VAR/BUL兴 关na兴 ⌬ vH ⌬ vH ⌬ vH perfluoro共isobutylcyclohexane兲 共327–415兲 43.4 46.3⫾ 0.6 46.7⫾ 0.1 EB C 关1999DYK/SVO兴 关1981VAR/BUL兴 关1981VAR/BUL兴 关77984-27-1兴 ⌬ vH 2,2,3,3,4,4,5,5-octafluoro-1,1,2,3,4,5-hexahydro-1-关关2,2,2-trifluoro-1-共trifluoromethyl兲-1-关关2,2,2-trifluoro-1共trifluoromethyl兲ethylidene兴amino兴ethyl兴imino兴thiophene 29.3 389 关1981ABE/SHR兴 关307-45-9兴 ⌬ vH perfluorodecane 共404–543兲 关464-36-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH bis共undecafluoropentyl兲ether 共337–411兲 49.9⫾ 1.5 49.5⫾ 0.1 共288–313兲 51.5 47.3⫾ 0.8 关306-94-5兴 ⌬ vH perfluorodecalin 共288–333兲 关35328-43-9兴 ⌬ vH ⌬ vH perfluoro-1-decene 共315–399兲 34 342 298 298 关2005DIA/GON兴 420 A 关1987STE/MAL, 1967ERM/SKR, 1999DYK/SVO兴 298 298 300 298 EB C A EB 关1989VAR/PAS兴 关1989VAR/PAS兴 关1987STE/MAL, 1999DYK/SVO兴 关1976KOL/SLA兴 EB 关2006DRU/KRO兴 关927699-29-4兴 perfluoro-2,4,6,8,11,13,15.17-octaoxy-n-octadecane 共363–437兲 61.9⫾ 1.2 298 ⌬ vH 关335-74-0兴 ⌬ vH C EB C 2,2,3,4,4,5,6,6,7,8,8,9,10,10-tetradecafluoro-3,5,7,9,10-pentachlorodecanoic acid 共373–578兲 80.6 388 A 关1987STE/MAL, 1957BAR/SEF, 1999DYK/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-422 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10HCl7 C10H2Cl6 C10H2Cl6 C10H2O6 454.5 456 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 449.4 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 关103426-94-4兴 1,2,3,5,7,8-hexachloronaphthalene 共323–423兲 85.0 ⌬ vH 373 GC 关1999LEI/WAN兴 关103426-97-7兴 1,2,3,5,6,7-hexachloronaphthalene 共323–423兲 84.5 ⌬ vH 373 GC 关1999LEI/WAN兴 关103426-96-6兴 1,2,3,4,6,7-hexachloronaphthalene 共323–423兲 84.5 ⌬ vH 373 GC 关1999LEI/WAN兴 关58863-14-2兴 ⌬trsH ⌬fusH 关90948-28-0兴 ⌬fusH 关89-32-7兴 ⌬fusH ⌬trsH ⌬fusH 1,2,3,4,5,6,7-heptachloronaphthalene 8.54 8.75 共323–423兲 共323–423兲 1,2,4,5-benzenetetracarboxylic dianhydride 共pyromellitic acid dianhydride兲 15.82 557.2 3.38 505.9 32.39 558.9 DSC 关2007MAT/MIR2兴 关1975BAG/AND兴 关1967MUL/MUK兴 79.6 576 A 关1987STE/MAL兴 387.8 443.4 453.3 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 444.9 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 404.2 412.7 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 关150224-16-1兴 1,2,3,6,7-pentachloronaphthalene 22.94 ⌬fusH 416.6 DSC 关2006LAH/PAA兴 关150205-21-3兴 1,2,3,7,8-pentachloronaphthalene ⌬fusH 17.55 381.6 DSC 关2006LAH/PAA兴 C10H3Cl5 关150224-17-2兴 1,2,4,6,7-pentachloronaphthalene 22.58 ⌬fusH 404.3 DSC 关2006LAH/PAA兴 C10H3Cl5 关150224-22-9兴 1,2,4,6,8-pentachloronaphthalene 19.75 ⌬fusH 429 DSC 关2006LAH/PAA兴 C10H4Cl2O2 关117-80-6兴 ⌬fusH 2,3-dichloro-1,4-naphthalenedione 28.53 469 DSC 关1991ACR, 1990DON/DRE兴 C10H4Cl4 关67922-21-8兴 1,2,4,7-tetrachloronaphthalene 共641–665兲 关150224-24-1兴 1,2,3,5,8-pentachloronaphthalene ⌬trsH 14.39 0.92 ⌬trsH 8.44 ⌬fusH 关53555-65-0兴 ⌬fusH 关67922-26-3兴 ⌬trsH ⌬fusH ⌬ vH C10H3Cl5 关1984WEI/LEF兴 C ⌬ vH C10H3Cl5 关1996DOM/HEA兴 298 559 ⌬ vH C10H3Cl5 85.3 Reference 122.3⫾ 2.4 100.4 88.4 ⌬ vH C10H3Cl5 90.6 1,2,4,5,6,8-hexachloronaphthalene 28.89 ⌬subH ⌬subH ⌬subH C10H3Cl5 ⌬transHm 共kJ mol−1兲 Method ⌬ vH C10H2Cl6 Temp 共K兲 Range Tm 共K兲 Enthalpy ⌬ vH C10H2Cl6 Compound 共323–423兲 80.5 1,2,3,5,7-pentachloronaphthalene 27.14 共323–423兲 78.2 1,2,3,4,6-pentachloronaphthalene 15.64 8.41 共323–423兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 78.9 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-423 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H4Cl4 C10H4Cl4 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共323–423兲 72.1 Tm 共K兲 Method Reference 373 GC 关1999LEI/WAN兴 关53555-63-8兴 ⌬fusH ⌬ vH 1,2,3,5-tetrachloronaphthalene 27.14 共323–423兲 73.4 453 373 DSC GC 关2006LAH/PAA兴 关1999LEI/WAN兴 关20020-02-4兴 ⌬trsH ⌬trsH ⌬fusH 1,2,3,4-tetrachloronaphthalene 10.53 1.33 11.54 440.5 454.3 470.8 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 401.3 DSC 关2006LAH/PAA兴 ⌬ vH C10H4Cl4 Compound 共323–423兲 73.2 关149864-82-4兴 1,2,7,8-tetrachloronaphthalene ⌬fusH 14.62 C10H4Cl8O 关27304-13-8兴 ⌬ vH 2,3,4,5,6,6a,7,7-octachloro-1a,1b,5,5a,6,6a-hexahydro-2,5-methano-2H-indeno-关1,2-b兴oxirene 共oxychlordane兲 共373–403兲 75 GC 关2007GOE/MCC兴 C10H5Cl3 关50402-52-3兴 ⌬fusH 1,2,3-trichloronaphthalene 18.44 ⌬ vH C10H5Cl7 关76-44-8兴 ⌬fusH ⌬trsH ⌬fusH ⌬ vH C10H5Cl7O 关1024-57-3兴 ⌬trsH ⌬fusH 共323–423兲 68 354.7 DSC 关2006LAH/PAA兴 373 GC 关1999LEI/WAN兴 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro-4,7-endomethanoindene 共heptachlor兲 20.72 362.2 TGA,DSC 关2000ROD/VEC兴 23.4 358.2 2.09 371 DSC 关1995KSI/NAG兴 共343–453兲 76.5 398 75 关5103-73-1兴 ⌬ vH cis nonachlor 共343–453兲 83.8 关39765-80-5兴 ⌬ vH trans nonachlor 共343–453兲 85.5 关13380-67-1兴 ⌬subH 1-共4-bromophenyl兲-1H-pyrrole-2,5-dione 共350–370兲 105.9⫾ 0.7 关83-53-4兴 ⌬subH 1,4-dibromonaphthalene 共297–322兲 90.8⫾ 1.7 关2050-69-3兴 ⌬ vH 1,2-dichloronaphthalene 共323–423兲 60.7 关1825-31-6兴 ⌬ vH 1,4-dichloronaphthalene 共323–423兲 58.7 关1861-32-1兴 ⌬subH dimethyltetrachloroterephthalane 共chlorthal兲 共348–433兲 104.9⫾ 1.4 390 C10H6Cl4O4 关1861-32-1兴 ⌬fusH dimethyl-2,3,5,6-tetrachloro-1,4-benzenedicarboxylate 30.23 431.7 C10H6Cl8 关5103-71-9兴 ⌬ vH ⌬ vH cis chlordane 共323–409兲 共343–453兲 C10H5Cl9 C10H5Cl9 C10H6BrNO2 C10H6Br2 C10H6Cl2 C10H6Cl2 C10H6Cl4O4 关1990HIN/BID2兴 1,4,5,6,7,8,8-heptachloro-2,3-epoxy-3a,4,7,7a-tetrahydro-4,7-endo-methanoindan 18.9 385.2 2.85 434.9 DSC 关1995KSI/NAG兴 共373–423兲 ⌬ vH GC 83 82 GC 关2007GOE/MCC兴 398 GC 关1990HIN/BID2兴 398 GC 关1990HIN/BID2兴 C 关1998KIS/KAS兴 ME 关2008GOL/SUU2兴 373 GC 关1999LEI/WAN兴 373 GC 关1999LEI/WAN兴 338 398 ME,GS 关1981DEP兴 关1991ACR兴 GC 关1999DYK/SVO兴 关1990HIN/BID2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-424 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关5103-74-2兴 ⌬ vH ⌬ vH trans chlordane 共373–409兲 共343–453兲 C10H6Cl8 关5103-71-9兴 ⌬fusH 1,2,4,5,6,7,8,8-octachloro-2,3,3a,4,7,7a-hexahydro-4,7-ethano-1H-indene 23.15 379.9 DSC 关1990DON/DRE兴 C10H6F3NO2 关53518-15-3兴 ⌬fusH 4-trifluoromethyl-7-aminocoumarin 31.7 关1436-43-7兴 ⌬subH ⌬subH ⌬subH 2-cyanoquinoline 关34846-64-5兴 ⌬subH ⌬subH ⌬subH 3-cyanoquinoline 关7300-93-8兴 ⌬subH 1-共3-nitrophenyl兲-1H-pyrrole-2,5-dione 共350–370兲 115.7⫾ 0.9 C 关1998KIS/KAS兴 关4338-06-1兴 ⌬subH 1-共4-nitrophenyl兲-1H-pyrrole-2,5-dione 共350–370兲 117.3⫾ 1.2 C 关1998KIS/KAS兴 关605-71-0兴 ⌬ vH 1,5-dinitronaphthalene 共506–642兲 74.7 521 A 关1987STE/MAL兴 关602-38-0兴 ⌬ vH 1,8-dinitronaphthalene 共553–715兲 78.5 568 A 关1987STE/MAL兴 关49833-12-7兴 ⌬trsH ⌬fusH naphthalene 1,8-disulfide S-oxide 3.2 23.3 363 421.2 关130-15-4兴 ⌬subH ⌬subH ⌬subH 1,4-naphthoquinone 共C10H6O2兲– 共C10H8O2兲 关21414-85-7兴 ⌬subH 2共C10H6O2兲– 共C10H8O2兲 C10H6S2 C10H6Cl8 C10H6N2 C10H6N2 C10H6N2O4 C10H6N2O4 C10H6N2O6 C10H6N2O6 C10H6OS2 C10H6O2 C10H7Br 共312–326兲 388 398 GC 关1999DYK/SVO兴 关1990HIN/BID2兴 494.8 DSC 关1991ZHA/HUA兴 89.3⫾ 3.3 93.4⫾ 0.7 94.4⫾ 0.7 298 319 298 C ME 关1995RIB/MAT2兴 关1995RIB/MAT2兴 关1995RIB/MAT2兴 91.3⫾ 1.8 93.4⫾ 0.7 93.2⫾ 0.8 298 319 298 C ME 关1995RIB/MAT2兴 关1995RIB/MAT2兴 关1995RIB/MAT2兴 DSC 关1975CUC兴 C TE,ME 关1989RIB/RIB兴 关1981DEK/SMI兴 关1956MAG, 1970COX/PIL兴 共1,4-naphthoquinone兲-共1,4-naphthohydroquinone兲 102.3⫾ 2 342.4 ME,TE 关1981DEK/SMI兴 关66653-77-8兴 ⌬subH 2共1,4-naphthoquinine兲-共1,4-naphthohydroquinone兲 88.7⫾ 3 328.5 ME,TE 关1981DEK/SMI兴 关209-22-3兴 ⌬fusH naphthalene 1,8-disulfide 13.0 关90-11-9兴 ⌬fusH 1-bromonaphthalene ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H7Br 共312–326兲 81.7 80.7 关580-13-2兴 ⌬trsH ⌬fusH 91.0⫾ 0.8 90.7⫾ 2 72.4⫾ 3.8 15.16 共303–336兲 共357–555兲 共295–359兲 共469–559兲 63.9⫾ 0.4 58.5 56⫾ 6 45.8 298 313 394.8 DSC 关1991ACR兴 271.4 298 372 329 484 关1975CUC2兴 GS ME A,EB 关2003VER兴 关1987STE/MAL兴 关1980URB/GIG兴 关1987STE/MAL, 1976HON/SIN, 1999DYK/SVO兴 2-bromonaphthalene ⌬subH J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 5.76 14.4 319 329 81.2⫾ 1.0 298 关1996DOM/HEA兴 C 关1993RIB/FER兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-425 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H7Cl Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬subH 共275–378兲 ⌬ vH ⌬ vH ⌬ vH 共330–360兲 共330–378兲 共322–359兲 关90-13-1兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H7Cl 关91-58-7兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C10H7Cl5O C10H7Cl7 C10H7F5O2 C10H7F5O2 C10H7I Reference 64⫾ 5 298 TE,ME 关1981FER/PIA兴 66.1⫾ 0.4 42.5 40.4 298 354 340 GS ME,TE 关2003VER兴 关1999DYK/SVO兴 关1981FER/PIA兴 1-chloronaphthalene 12.9 共289–332兲 共323–423兲 共353–553兲 共400–435兲 关1991ACR兴 270.7 64.7 62.0⫾ 0.4 64.0⫾ 0.3 58.6 59.6 57.8 298 298 298 373 368 415 14.7 332 62.3⫾ 1.1 57.9 58.5 298 417 373 GS GS GC A A 关2006BOL/NER2兴 关2003VER兴 关2001PUR/CHI兴 关1999LEI/WAN兴 关1987STE/MAL, 1947STU兴 关1987STE/MAL兴 2-chloronaphthalene 共332–362兲 共400–435兲 共323–423兲 关1991ACR兴 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro-4,7-methanoindan 共333–353兲 83.8 343 共333–353兲 83.8 GC 关2003VER兴 关1999DYK/SVO兴 关1999LEI/WAN兴 DSC 关1990DON/DRE兴 GS 关2589-15-3兴 ⌬subH 关1987STE/MAL, 1974BES/CHE兴 关1999DYK/SVO兴 343 关326-06-7兴 ⌬subH benzoyltrifluoroacetone 87.1⫾ 0.9 298 ME 关24277-51-0兴 ⌬ vH pentafluoropropionic acid, 3-tolyl ester 共371–446兲 48.5 386 A,EB 关1987STE/MAL, 1969SHE/LAN, 1999DYK/SVO兴 关24271-52-1兴 ⌬ vH pentafluoropropionic acid, 4-tolyl ester 共371–448兲 48.3 386 A,EB 关1987STE/MAL, 1969SHE/LAN, 1999DYK/SVO兴 关90-14-2兴 ⌬fusH 1-iodonaphthalene 关612-55-5兴 ⌬fusH 共303–347兲 共321–428兲 关86-57-7兴 ⌬fusH ⌬fusH 15.91 280 69.9⫾ 0.3 78.9 298 336 关1992RIB/MON兴 关1991ACR兴 GS 关2003VER兴 关1999DYK/SVO兴 2-iodonaphthalene 16.04 ⌬subH C10H7NO2 Method 2-共3,5-dichlorophenyl兲-2-共2,2,2-trichloroethyl兲oxirane 18.54 313.2 ⌬ vH ⌬ vH C10H7I Tm 共K兲 关58138-08-2兴 ⌬fusH ⌬ vH C10H7F3O2 Compound 关1991ACR兴 327.6 关1956SMI兴 90.8 1-nitronaphthalene 17.3 18.43 328.9 329.9 DSC 关2010KES/AUC兴 关1991ACR兴 313 298 318 328.5 ME ME 关2006RIB/AMA3兴 关2006RIB/AMA3兴 关1987STE/MAL, 1974RAD/KAT兴 关1987STE/MAL兴 关1950NIT/SEK, 1970COX/PIL兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共305–321兲 共305–321兲 共309–326兲 共325–332兲 94.4⫾ 0.4 95.1⫾ 0.4 U68.5⫾ 1.9 106.9 107.1⫾ 2.1 ⌬ vH 共332–580兲 66.4 347 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-426 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H7NO2 C10H7NO2 C10H7NO2 C10H7NO2 C10H7NO2 C10H7N3S C10H8 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关581-89-5兴 ⌬fusH 2-nitronaphthalene 关131-91-9兴 ⌬subH 1-nitroso-2-naphthol 86.6⫾ 4.2 ME 关1968HAM/FAG, 1977PED/RYL兴 关132-53-6兴 ⌬subH 2-nitroso-1-naphthol 56.5⫾ 4.2 ME 关1968HAM/FAG, 1977PED/RYL兴 关605-60-7兴 ⌬subH 4-nitroso-1-naphthol 87.4⫾ 4.2 ME 关1968HAM/FAG, 1977PED/RYL兴 关941-69-5兴 ⌬subH 1-phenyl-1H-pyrrole-2,5-dione 共350–370兲 98.1⫾ 1 C 关1998KIS/KAS兴 关148-79-8兴 ⌬fusH 2-共4-thiazolyl兲-1H-benzimidazole 共thiabendazole兲 35.2 573.2 DSC 关2010MUE/ESC兴 关275-51-4兴 ⌬fusH azulene DSC 关1998CHI/HES兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H8 Compound 关91-20-3兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 14.5 17.53 共283–326兲 共290–372兲 共253–293兲 共293–323兲 共369–515兲 共442–534兲 共373–423兲 关2010KES/AUC兴 348.2 373.5 303 298 305 298 273 298 52.8 53.0 51.2 55.5 298 384 457 373 CGC A EB 关1998CHI/HES兴 关1987STE/MAL兴 关1977MEY/GEN兴 关1962BAU/GUN兴 19.1 16.44 19.55 19.55 19.1 19.0 19.1 353.5 353.8 354.7 354.7 Not given 353.4 353.4 DSC DSC DSC DSC DSC AC 关2008SHA/GUP兴 关2007HAF/MAH兴 关2006KHI/DAH2兴 关2006KHI/DAH兴 关2003SHA/KAN兴 关2002CHI/KNI兴 关1991ACR兴 298 HSA CGC-DSC S H 关1998CHI/HES兴 关1998CHI/HES兴 关1987STE/MAL兴 关1987STE/MAL, 1993CHI/HOS兴 关1958HOY/PEP兴 关1987STE/MAL, 1993CHI/HOS兴 关1972MOR兴 关1962BAU/GUN, 1970COX/PIL兴 关1947HEI/WIE兴 78.4⫾ 1.3 72.7 82.8 82.9 75.8 75.3 76.8⫾ 0.2 95.4⫾ 0.4 67.6 H C ME naphthalene 共5–440兲 共267–303兲 共313–353兲 共243–273兲 共337–352兲 共299–331兲 共333–393兲 共293–331兲 共283–323兲 共302–352兲 共271–285兲 共274–353兲 共328–398兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 88.0⫾ 2.5 70.4 71.7 73.7⫾ 1.0 78.2⫾ 1 70.9⫾ 04 72.3⫾ 0.4 73.4 69.9 72.3⫾ 0.8 75.8⫾ 1.1 72.6⫾ 0.4 72.6⫾ 0.1 72.8 72.8⫾ 0.3 72.4⫾ 0.7 72.5⫾ 0.1 76.0⫾ 2.0 298 333 258 323 298 315 303 298 327 298 ME CGC-DSC GS GS GC DSC DSC GS GS QR GS DSC TE,ME,DM GS ME C DM DSC 关1998BOL/WIE兴 关1998CHI/HES兴 关1995NAS/LEN兴 关1994WAN/SHU兴 关1988KHU兴 关1988TOR/BAR兴 关1988TOR/BAR兴 关1986SAT/INO兴 关1985MAT/KUW2兴 关1985GLU/ARK兴 关1983SON/ZOL兴 关1983HOL兴 关1983VAN/JAC, 1981DEK/KUI兴 关1982GRA/FOS兴 关1982COL/JIM兴 关1982MUR/SAK兴 关1981DEK/KUI兴 关1980MUR/CAV兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-427 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10D8 关1146-65-2兴 ⌬subH ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共253–273兲 共280–305兲 共253–273兲 共253–273兲 共303–329兲 72.6⫾ 0.6 71.3 74.77⫾ 0.4 73.9⫾ 0.2 74.35⫾ 1.7 72.3⫾ 0.4 72.5⫾ 0.3 67.8⫾ 3.5 72.5 72.7⫾ 1.7 64⫾ .5 72.1⫾ 0.25 73.0⫾ 0.3 72.7 66.5 72.7⫾ 0.3 66.3 65.8 69.2 72.1 72.4 共263–343兲 共281–290兲 共283–323兲 共230–260兲 共276–283兲 共283–303兲 共253–283兲 共273–311兲 共279–294兲 共288–306兲 共237–276兲 共283–303兲 共333–403兲 共323–473兲 共491–747兲 共460–647兲 共403–453兲 共513–613兲 共418–613兲 共352–500兲 共491–565兲 共563–663兲 共661–750兲 共441–727兲 共353–388兲 共354–453兲 共399–491兲 共373–473兲 共360–494兲 naphthalene-d8 共282–323兲 Tm 共K兲 293 280 298 298 298 293 268 292 Method Reference TE GS TE ME TSGC C DM HSA GS 关1980DEK兴 关1979MAC/PRA兴 关1977DEK/VAN兴 关1977DEK/VAN兴 关1975MCE/SAN兴 关1976FER/PIA兴 关1975AMB/LAW兴 关1975CHI兴 关1974SIN兴 关1974RAD/KAT兴 关1973MCE/SAN兴 关1972MOR兴 关1972IRV兴 关1971RAD兴 关1968KAR/RAB兴 关1963MIL, 1970COX/PIL兴 关1959AIH兴 关1958SKL/MAR兴 关1958HOY/PEP兴 关1957SHE/BRY兴 关1953BRA/CLE2, 1960JON, 1954SEA/HOP兴 关1951INO兴 关1940ZIB兴 关1938WOL/WEG兴 关1926AND兴 关1925SWA/MAC兴 LE C C ME KG V Effusion 64.0 65.7 66.5⫾ 1.7 76.6 82.0 298 297 298 ME Effusion QF 293 ME 54.6 60.3⫾ 1.1 56.1 47.6⫾ 1.8 53.4 45.4 56.6 48.7⫾ 0.3 46.4 44.0 41.5 44.4 47.9 50.6 44.8 43.2 43.3 51.5 44.7 50.3⫾ 0.2 50.7 49.0 51.5 46.4 48.3 47.2 47.7 298 298 398 CGC GC GC DSC CGC DSC CGC EB EB EB EB 441 379 423 427 C I I I 70.6⫾ 0.5 303 GS 关1983SON/ZOL兴 54.7 298 CGC 关2008ZHA/UNH兴 298 475 298 400 440 480 520 528 423 367 506 578 676 EB A A A A GS 466 370 369 414 关2008ZHA/UNH兴 关2006HAF/PAR兴 关2002LEI/CHA兴 关1998BOL/WIE兴 关1998CHI/HES兴 关1996BAC/GRZ兴 关1995CHI/HOS兴 关1993CHI/KNI兴 关1993CHI/KNI兴 关1993CHI/KNI兴 关1993CHI/KNI兴 关1993LEE/HOL兴 关1990AMB/EWI兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 关1985MAT/KUW2兴 关1981WIL/JOH兴 关1981DEK/KUI兴 关1968FOW/TRU兴 关1955CAM/ROS兴 关1952GOT兴 关1951BAR/MCC兴 关1943CRA兴 关1923MOR/MUR兴 关1922NEL/SEN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-428 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H8BrNO2 C10H8Br2N2 Enthalpy C10H8ClN3O C10H8ClN3O2 C10H8Cl2O6 C10H8NO2 C10H8N2 C10H8N2 C10H8N2 C10H8N2 Temp 共K兲 Range C10H8N2O2 C10H8N2O2 C10H8N2O2 Tm 共K兲 N-共2-bromoethyl兲phthalimide 108.7⫾ 1.0 298 关3138-86-1兴 ⌬fusH 2,3-bis共bromomethyl兲quinoxaline 32.43 Method Reference C 关2007RIB/SAN3兴 423.6 DSC 关2000MON/HIL2兴 111.7⫾ 0.5 114.0⫾ 2.0 358 298 ME ME 关2000MON/HIL2兴 关2000MON/HIL2兴 关6270-06-0兴 ⌬subH N-共2-chloroethyl兲phthalimide 98.4⫾ 1.9 298 C 关2007RIB/SAN3兴 关1698-60-8兴 ⌬fusH 5-amino-4-chloro-2-phenyl-3共2H兲-pyridazinone 26.75 479.2 DSC 关1991ACR, 1990DON/DRE兴 关5707-69-7兴 ⌬fusH 4-共2-chlorophenylhydrazone兲-3-methyl-5-isoxazolone 28.04 440.4 DSC 关1990DON/DRE兴 共351–365兲 共351–365兲 关24648-18-8兴 3,6-dichloro-2,5-dihydroxyterephthalate 1.7 ⌬trsH ⌬fusH (white) 41.0 44.6 ⌬fusH (white) 2.6 ⌬trsH 共yellow--white兲 380 455 461 403 DSC DSC 关1990RIC/YAN兴 关1972BYR/CUR兴 关1972BYR/CUR兴 关87-51-4兴 ⌬subH indole-3-acetic acid 共313–423兲 64.0⫾ 1.5 368 ME 关1988TOR/BAR兴 关366-18-7兴 ⌬fusH 2,2⬘-bipyridine 20.4 345 DSC 关2009LIP/HAN兴 ⌬subH ⌬subH ⌬subH 81.8⫾ 2.3 75.0⫾ 5.0 81.9⫾ 0.3 298 298 C B ⌬ vH 67.0⫾ 2.3 298 CGC 关2009LIP/CHI, 2009LIP/HAN兴 332.8 DSC 关2009LIP/HAN兴 关1995RIB/MOR兴 关581-47-5兴 ⌬fusH 2,4⬘-bipyridine 17.4 关1995RIB/MOR兴 关1996CHA/EMM兴 关1985SKI/PIL兴 ⌬subH 87.9⫾ 1.7 298 C ⌬ vH 70.9⫾ 1.6 298 CGC 关2009LIP/CHI, 2009LIP/HAN兴 377.5 DSC 关2009LIP/HAN兴 关1995RIB/MOR兴 关553-26-4兴 ⌬fusH 4,4⬘-bipyridine 16.1 ⌬subH 106.3⫾ 2.8 298 C ⌬ vH 71.1⫾ 2.6 298 CGC 关2009LIP/CHI, 2009LIP/HAN兴 334.1 DSC 关2009LIP/HAN兴 298 CGC 关2009LIP/HAN兴 关3438-48-0兴 ⌬fusH 4-phenylpyrimidine 18.8 ⌬ vH C10H8N2O2 ⌬transHm 共kJ mol−1兲 关574-98-1兴 ⌬subH ⌬subH ⌬subH C10H8ClNO2 Compound 68.8⫾ 2.5 关3634-83-1兴 ⌬ vH 1,3-bis共isocyanatomethyl兲benzene 共403–473兲 46.7 418 A 关1987STE/MAL兴 关1014-98-8兴 ⌬ vH 1,4-bis共isocyanatomethyl兲benzene 共403–473兲 56.9 418 A 关1987STE/MAL兴 关64711-83-7兴 ⌬ vH benzene, ethyldiisocyanato 共mixed isomers兲 共363–473兲 60.7 378 A 关1987STE/MAL, 1977ZHU/MEL兴 关881-07-2兴 8-nitroquinaldine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-429 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H8N2O3 C10H8O Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH ⌬subH 共346–360兲 共346–360兲 108.3⫾ 0.8 111.0⫾ 0.8 353 298 ME ME 443 A 关90-15-3兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH 1-naphthol ⌬subH ⌬subH ⌬subH ⌬subH 共296–313兲 91.2⫾ 0.4 ME 关1974COL/ROU2兴 共279–328兲 89.1⫾ 1.7 304 ME 关1974ARS兴 共298–312兲 93.3 305 A 关1987STE/MAL, 1960AIH兴 共314–324兲 84.3 319 A 关1987STE/MAL, 1960AIH兴 Note: In Ref. 关1960AIH兴 the author mentions that there may be a small phase transition at 39.4 ° C as evidenced in the log P versus 1/T graph 23.3 24.4 23.01 23.47 C10H8O2 C10H8O2 C 91.5⫾ 3.8 298 B 58.5 60.8 414 473 A 20.9 18.79 392.5 393.6 关2002RAI/PAN兴 关1998RAI/RAI兴 关1991ACR兴 关1926AND/LYN兴 关1926AND/LYN, 1970COX/PIL, 1927MAY/BER兴 关1987STE/MAL兴 关1927MAY/BER兴 ⌬subH ⌬subH ⌬subH ⌬subH 关2003ROJ/ORO兴 关1974COL/ROU2兴 300 关1974ARS兴 298 关1968KAR/RAB, 1977PED/RYL, 1987STE/MAL兴 共298–312兲 97.8 305 A 关1987STE/MAL, 1960AIH兴 共314–332兲 87.8 323 A 关1987STE/MAL, 1960AIH兴 Note: In reference 关1960AIH兴 the author mentions that there may be a small Phase transition at 39.1 ° C as evidenced in the log P versus 1/T graph 83.0⫾ 3.8 298 B 关1926AND/LYN, 1927MAY/BER, 1970COX/PIL兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H8O2 DSC DSC 2-naphthol 共363–413兲 ⌬subH C10H8O2 共399–556兲 共423–563兲 368.7 369.7 369 368.2 关1987STE/MAL, 1956KLO兴 关135-19-3兴 ⌬fusH ⌬fusH ⌬subH ⌬subH C10H8OS3 关1997RIB/MAT5兴 关1997RIB/MAT5兴 3-acetamidophthalimide 共428–468兲 108.5 ⌬ vH ⌬ vH C10H8O Reference 关6118-65-6兴 ⌬subH ⌬subH C10H8O Method DSC C 85.5⫾ 1.2 94.2⫾ 0.5 87.4⫾ 2.5 78.7⫾ 0.8 298 共305–323兲 共277–324兲 共283–323兲 DSC ME ME A 共393–433兲 共401–561兲 共417–561兲 共423–563兲 76.2 59.7 59.7 61.8 298 416 432 473 CGC A 关4759-11-9兴 ⌬subH 1,6-oxido关10兴annulene 80.4⫾ 8.4 关532-11-6兴 ⌬fusH 5-共4-methoxyphenyl兲-3H-1,2-dithiole-3-thione 24.39 382.2 关571-60-8兴 ⌬subH 1,4-naphthohydroquinone 119⫾ 1 关574-00-5兴 ⌬subH 关2003ROJ/ORO兴 关1991ACR, 1926AND/LYN兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1955VON/GEB兴 关1927MAY/BER兴 关1969BRE/HAG, 1977PED/RYL兴 B DSC 关1999DOL/LEC兴 381 ME,TE 关1981DEK/SMI兴 1,2-dihydroxynaphthalene 109.3⫾ 0.9 298 C 关1988RIB/RIB兴 关132-86-5兴 ⌬subH 1,3-dihydroxynaphthalene 116.0⫾ 1.1 298 C 关1988RIB/RIB兴 关92-44-4兴 ⌬subH ⌬subH 2,3-dihydroxynaphthalene 109.6⫾ 1.0 共341–359兲 109.4⫾ 0.5 298 350 C ME 关1988RIB/RIB兴 关1979COL/JIM2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-430 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H8O3 Enthalpy 关90-33-5兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 4-methyl-7-hydroxycoumarin 29.14 Tm 共K兲 Method Reference 关1996DOM/HEA兴 460.7 关2007844-51-7兴 bromobullvalene ⌬fusH 14.2 317.2 DSC 关1998LUS/OLI兴 关27576-94-9兴 ⌬fusH chlorobullvalene 13.5 287.2 DSC 关1998LUS/OLI兴 关2164-09-2兴 ⌬fusH N-共3,4-dichlorophenyl兲-2-methyl-2-propenamide 32.04 395.5 DSC 关1991ACR, 1990DON/DRE兴 关1928-39-8兴 ⌬ vH 共2,4,5-trichlorophenoxy兲acetic acid, ethyl ester 共444–573兲 76.4 459 C10H9Cl3O3 关1928-37-6兴 ⌬fusH methyl 2-共2,4,5-trichlorophenoxy兲propionate 31.95 360.6 C10H9Cl3O3 关93-80-1兴 ⌬fusH 4-共2,4,5-trichlorophenoxy兲butanoic acid 30.28 C10H9Cl4NO2S 关2425-06-1兴 ⌬fusH ⌬fusH N-关共1,1,2,2-tetrachloroethyl兲thio兴-4-cyclohexene-1,2-dicarboximide 40.22 432.7 DSC 43.1 432 DSC C10H9I 关207844-52-8兴 iodobullvalene ⌬fusH C10H9Br C10H9Cl C10H9Cl2NO C10H9Cl3O3 C10H9IO2 C10H9N C10H9N C10H9N C10H9N C10H9N 376.2 关122200-58-2兴 methyl-4-iodocubanecarboxylate ⌬fusH 22.3 395 关91-63-4兴 ⌬fusH 270.5 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H9N 15.5 386.7 2-methylquinoline 共quinaldine兲 12.52 共319–553兲 共319–553兲 共319–553兲 共319–553兲 共319–553兲 共319–553兲 共319–553兲 共281–313兲 共443–521兲 A 298 478 C A,EB 67.7⫾ 1.8 56.1 298 468 C A 56.7 508 A,EB 10.73 246.9 6-methylquinoline 关612-60-2兴 ⌬ vH 7-methylquinoline 共493–532兲 关611-32-5兴 ⌬fusH 8-methylquinoline J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 AC,DSC 458 关91-62-3兴 ⌬ vH ⌬ vH 62.1⫾ 0.1 59.2⫾ 0.1 298 340 关1991ACR, 1990DON/DRE兴 关1990DON/DRE兴 关1969PLA/GLA兴 关1998LUS/OLI兴 关2010GRI/TSA兴 55.8 4-methylquinoline 共lepidine兲 67.6⫾ 1.8 共463–539兲 58.2 共324–553兲 共324–553兲 DSC IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB IP,EB C GS A,EB 关491-35-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH DSC 298 320 360 400 440 480 520 298 297 548 3-methylquinoline 共443–528兲 关1987STE/MAL, 1999DYK/SVO兴 关1991ACR兴 62.6⫾ 0.1 61.0⫾ 0.1 58.2⫾ 0.1 55.6⫾ 0.1 53.0⫾ 0.1 50.4⫾ 0.1 47.7⫾ 0.2 66.1⫾ 1.9 61.2 54.7 关612-58-8兴 ⌬ vH 共453–540兲 A 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关1995RIB/MAT兴 关1980VAN/PRA兴 关1987STE/MAL, 1961MAL2, 1961MAL兴 关1987STE/MAL, 1961MAL2兴 关1995RIB/MAT兴 关1987STE/MAL, 1961MAL2, 1961MAL兴 关1995RIB/MAT兴 关1987STE/MAL兴 关1987STE/MAL, 1961MAL兴 AC,DSC 关2005CHI/STE兴 IP,EB IP,EB 关2005CHI/STE兴 关2005CHI/STE兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-431 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H9N C10H9N C10H9NO C10H9NO C10H9NO C10H9NO C10H9NO C10H9NO2 C10H9NO2 C10H9NO2 C10H9NO2 C10H10 关134-32-7兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 共324–553兲 共324–553兲 共324–553兲 共324–553兲 共324–553兲 56.6⫾ 0.1 54.0⫾ 0.1 51.3⫾ 0.1 49.0⫾ 0.2 46.2⫾ 0.3 65.7⫾ 1.9 52.2 380 420 460 500 540 298 508 共493–523兲 Method IP,EB IP,EB IP,EB IP,EB IP,EB C A,EB Reference 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关2005CHI/STE兴 关1995RIB/MAT兴 关1987STE/MAL, 1961MAL兴 1-naphthylamine 15.53 关1991ACR兴 323.2 ⌬subH ⌬subH 共290–320兲 88.1⫾ 0.4 90.0⫾ 4.2 298 GS TE 关2007VER/GEO兴 关1947BAL, 1970COX/PIL兴 ⌬ vH ⌬ vH 共323–353兲 共377–574兲 73.3⫾ 0.4 63.6 298 392 GS A 关2007VER/GEO兴 关1987STE/MAL, 1947STU兴 关91-59-8兴 ⌬fusH 2-naphthylamine 23.33 关1991ACR兴 386.2 ⌬subH ⌬subH ⌬subH 共283–323兲 73.9 74.1⫾ 1.7 88.3⫾ 4.2 298 A 关1987STE/MAL兴 关1968KAR/RAB, 1977PED/RYL兴 关1947STU, 1970COX/PIL兴 ⌬ vH 共388–579兲 63.5 403 A 关1987STE/MAL, 1947STU兴 78.1⫾ 2.3 298 C 关2003RIB/SAN兴 关5263-87-6兴 ⌬ vH 6-methoxyquinoline 关5343-98-6兴 ⌬subH ⌬subH -cyanopropiophenone 101.7⫾ 4.2 共318–333兲 108.5 关826-81-3兴 ⌬subH ⌬subH ⌬subH 2-methyl-8-hydroxyquinoline 共296–307兲 90.4⫾ 0.7 87.2⫾ 1.9 共308–333兲 87.9 关18615-86-6兴 ⌬subH ⌬subH 2-methyl-4-hydroxyquinoline 共424–442兲 132.2⫾ 1.0 139.0⫾ 1.0 关607-66-9兴 ⌬subH ⌬subH ME A 关1969LEB/DNE, 1977PED/RYL兴 关1987STE/MAL兴 ME C ME 关1989RIB/MON兴 关1989RIB/MON兴 关1987STE/MAL, 1963HOR/WEN兴 433 298 ME 关1990RIB/MAT兴 关1990RIB/MAT兴 4-methyl-2-hydroxyquinoline 共391–405兲 123.1⫾ 1.6 128.1⫾ 1.6 398 298 ME 关1990RIB/MAT兴 关1990RIB/MAT兴 关87-51-4兴 ⌬subH indole-3-acetic acid 共313–423兲 64.0⫾ 1.4U 368 ME 关1988GAL/GON兴 关26093-31-2兴 ⌬fusH 4-methyl-7-aminocoumarin 32.09 499.9 关5022-29-7兴 ⌬subH N-ethylphthalimide 90.9⫾ 1.2 298 C 关2006RIB/SAN兴 关6563-13-9兴 ⌬subH 6-methoxyquinoline N-oxide 117.9⫾ 1.0 298 C 关2003RIB/SAN兴 关5603-34-9兴 ⌬fusH pentacyclo关4.4.0.02,503,804,7兴dec-9-ene 共basketene兲 2.72 331.8 ⌬subH ⌬subH 共274–313兲 共274–313兲 55.4⫾ 0.5 55.3⫾ 0.5 325.5 294 298 关1996DOM/HEA兴 DSC 关2002VER/KUM兴 GS GS 关2002VER/KUM兴 关2002VER/KUM兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-432 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H10 Enthalpy 关21604-76-2兴 ⌬fusH ⌬ vH ⌬ vH C10H10 关26934-61-2兴 ⌬fusH ⌬subH ⌬subH C10H10 C10H10 C10H10 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 tricyclo关4.2.2.0 兴dec-3,7,9-triene 1.46 共296–326兲 共296–326兲 47.2⫾ 0.4 47.9⫾ 0.4 共274–313兲 共274–313兲 关2002VER/KUM兴 GS GS 关2002VER/KUM兴 关2002VER/KUM兴 311 298 294 298 GS GS 关2002VER/KUM兴 关2002VER/KUM兴 A 关1987STE/MAL, 1947STU兴 48.3 320 关77-73-6兴 ⌬ vH dicyclopentadiene 共307–440兲 42.4 322 关447-53-0兴 ⌬fusH 1,2-dihydronaphthalene 共5–444兲 10.53 264.4 AC 关2008CHI/STE兴 Note: Authors report two solid/solid phase transitions having negligible enthalpy of transition 关612-17-9兴 ⌬fusH 共274–319兲 共274–319兲 54.8⫾ 0.1 53.4⫾ 0.1 50.8⫾ 0.1 48.4⫾ 0.1 45.9⫾ 0.1 51.9⫾ 0.4 51.9⫾ 0.4 1,4-dihydronaphthalene 9.35 共300–333兲 共300–333兲 IP,EB IP,EB IP,EB IP,EB IP,EB GS GS 关2008CHI/STE兴 关2008CHI/STE兴 关2008CHI/STE兴 关2008CHI/STE兴 关2008CHI/STE兴 关1999VER6兴 关1999VER6兴 298.1 DSC 关1999VER6兴 298 53.2⫾ 0.4 54.2⫾ 0.4 296 298 diisopropenyldiacetylene 50.2 C10H10 关1005-51-2兴 ⌬fusH bullvalene 关1947STU兴 298 320 360 400 440 296 298 63.6⫾ 1.6 关5187-81-5兴 ⌬ vH 关1999VER6兴 GS GS 关1999VER6兴 关1999VER6兴 关1977LEB/RYA兴 关1996DOM/HEA兴 15.25 366.5 71.8 298 C 关1981MAN/SUN兴 关533-23-3兴 ⌬ vH 共2,4-dichlorophenoxy兲acetic acid, ethyl ester 共444–573兲 72.6 459 A 关1987STE/MAL, 1999DYK/SVO兴 关94-82-6兴 ⌬fusH ⌬fusH 4-共2,4-dichlorophenoxy兲butyric acid 35.0 38.42 ⌬subH ⌬subH ⌬subH ⌬subH C10H10N2 DSC 58.9⫾ 0.4 58.7⫾ 0.4 C10H10 C10H10N2 293.7 Reference 1,3-divinylbenzene 共305–453兲 ⌬ vH ⌬ vH C10H10Cl2O3 Method 2,2a,2b,3,5a,5b-hexahydro-1,2,3-metheno-1H-cycloprop关cd兴indene 共snoutene兲 7.87 334 DSC 关2002VER/KUM兴 ⌬subH C10H10Cl2O3 Tm 共K兲 2,5 关108-57-6兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H10 Compound 共356–391兲 共356–391兲 124⫾ 6 146⫾ 1 149⫾ 2 395.5 391.4 DSC 关2005VEC/BRU兴 关1991ACR兴 298 374 298 DSC TE TE 关2005VEC/BRU兴 关2005VEC/BRU兴 关2005VEC/BRU兴 关2243-62-1兴 ⌬subH ⌬subH ⌬subH 1,5-diaminonaphthalene 共367–389兲 118.5⫾ 0.9 共367–389兲 122.5⫾ 0.9 共345–371兲 120.2⫾ 0.7 378 298 298 ME ME GS 关2010RIB/FER兴 关2010RIB/FER兴 关2007VER/GEO兴 关479-27-6兴 ⌬fusH 1,8-diaminonaphthalene 16.15 339.8 DSC 关2007VER/GEO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-433 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H10N2 C10H10N2 Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH ⌬subH ⌬subH 共314–338兲 共314–338兲 共304–335兲 97.6⫾ 0.7 99.0⫾ 0.7 94.1⫾ 0.4 326 298 298 ME ME GS 关2010RIB/FER兴 关2010RIB/FER兴 关2007VER/GEO兴 ⌬ vH 共339–379兲 79.6⫾ 0.3 298 GS 关2007VER/GEO兴 73.8⫾ 2.0 298 C 关1999MO/YAN兴 关10199-67-4兴 ⌬ vH 1-benzylpyrazole 关2379-55-7兴 ⌬fusH 2,3-dimethylquinoxaline 22.35 C10H10N2 C10H10N2O2 C10H10N2O2 C10H10N2O5 C10H10N4O2S C10H10O C10H10O C10H10O C10H10O2 Reference DSC 关2000MON/HIL2兴 87.7⫾ 0.4 87.8⫾ 0.4 85.8⫾ 1.8 301 298 298 ME ME C 关2000MON/HIL2兴 关2000MON/HIL2兴 关1996RIB/MOR兴 关6628-04-2兴 ⌬subH ⌬subH 4-aminoquinaldine 共352–373兲 112.1⫾ 0.8 115.3⫾ 0.8 363 298 ME 关1998RIB/CAR兴 关1998RIB/CAR兴 关4238-71-5兴 ⌬subH 1-benzylimidazole 298 ME 关1999MO/YAN兴 关6118-66-7兴 ⌬subH 3-dimethylaminophthalimide 共392–431兲 90.9 407 RG 关1987STE/MAL, 1956KLO兴 关5432-74-6兴 ⌬subH 2,3-dimethylquinoxaline 1,4-dioxide 124.4⫾ 2.7 298 C 关2004RIB/GOM2兴 DSC 关1996FON/ROS兴 DSC 关2003MAR/AVI, 2002MAR/GOM兴 关1985MAR/WU兴 关1971SUN/EIS兴 共294–308兲 102.1⫾ 0.4 关143248-63-9兴 2,3-dihydro-3-关2-共nitrooxy兲ethyl兴-4H-1,3-benzoxazin-4-one 23.0 326.3 ⌬fusH 关68-35-9兴 ⌬fusH ⌬fusH ⌬fusH 4-amino-N-共2-pyrmidinyl兲benzene sulfonamide 共sulfadiazine兲 44.3 532.7 44.3 520.4 31.2 538.7 关101-39-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-methyl-3-phenyl-2-propenal 共401–556兲 59.3⫾ 0.2 共401–556兲 56.3⫾ 0.2 共401–556兲 53.4⫾ 0.2 共401–556兲 50.5⫾ 0.4 共401–556兲 47.7⫾ 0.6 共343–393兲 71.5 400 440 480 520 560 358 EB EB EB EB EB A 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关1987STE/MAL兴 关122-57-6兴 ⌬ vH 4-phenyl-3-buten-2-one 共354–534兲 58.5 369 A 关1987STE/MAL, 1947STU兴 关529-34-0兴 ⌬ vH ⌬ vH 1-tetralone 共284–324兲 共388–535兲 298 403 GS A 关1998VER4兴 关1987STE/MAL兴 关103-26-4兴 ⌬fusH trans cinnamic acid, methyl ester 33.1 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H10O2 Method 379.5 ⌬subH ⌬subH ⌬subH C10H10N2 Compound 关6781-42-6兴 ⌬ vH 共409–557兲 共409–557兲 共409–557兲 共409–557兲 共288–333兲 共350–536兲 1,3-diacetylbenzene 共323–418兲 65.0⫾ 0.3 61.5 DTA 关2002STE/CHI4兴 309 59.9⫾ 0.2 56.9⫾ 0.2 53.8⫾ 0.3 50.5⫾ 0.5 62.4 58.3 420 460 500 540 303 365 EB EB EB EB A A 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关2002STE/CHI4兴 关1987STE/MAL兴 关1987STE/MAL, 1947STU兴 43.2 338 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-434 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H10O2 C10H10O2 C10H10O2 C10H10O2 C10H10O2 C10H10O2 C10H10O2 C10H10O2 Enthalpy Compound Temp 共K兲 Range C10H10O2S C10H10O2S C10H10O3 C10H10O3 C10H10O3 C10H10O3 C10H10O3 C10H10O3 C10H10O3 C10H10O3 Method Reference 1,4-diacetylbenzene 共388–431兲 82.2 403 A 关1987STE/MAL兴 关120-58-1兴 ⌬ vH isosafrole 共393–531兲 59.4 408 A 关1987STE/MAL兴 关1199-77-5兴 ⌬ vH ␣-methylcinnamic acid 共398–561兲 78.5 413 A 关1987STE/MAL, 1947STU兴 关1963-36-6兴 ⌬fusH 4-methoxycinnamaldehyde 19.0 332.7 关94-59-7兴 ⌬ vH safrole 共336–506兲 关15844-05-0兴 ⌬ vH 4-carboxypentacyclo关4.3.0.0. 0 兴nonane 82.0 关93-91-4兴 ⌬subH ⌬subH 1-phenyl-1,3-butanedione 91.0⫾ 0.6 共278–300兲 83.7 关28315-93-7兴 ⌬fusH 5-hydroxy-␣-tetralone 关3470-50-6兴 ⌬trsH ⌬fusH 54.6 351 关2008TEM/ROU兴 A 关1987STE/MAL, 1947STU兴 C 关1984BEC/RUC兴 2,5 4,7 33.67 118.5⫾ 1.5 298 289 ME V 关1992RIB/MON兴 关1987STE/MAL, 1959AIH兴 480.1 DSC 关2009MAT/SOU3兴 C 关2009MAT/SOU3兴 DSC 关2009MAT/SOU3兴 C 关2009MAT/SOU3兴 298 6-hydroxy-␣-tetralone 13.02 18.98 ⌬subH C10H10O2S Tm 共K兲 关1009-61-6兴 ⌬ vH ⌬subH C10H10O2 ⌬transHm 共kJ mol−1兲 117.5⫾ 1.4 387.5 425.9 298 关16192-08-8兴 ⌬subH p-tolyl propadienyl sulfone 113⫾ 2.5 B 关1969MAC/STE, 1970COX/PIL兴 关14027-53-3兴 ⌬subH p-tolyl prop-1-ynyl sulfone 103.3⫾ 2.5 B 关1969MAC/STE, 1970COX/PIL兴 关16192-07-7兴 ⌬subH p-tolyl prop-2-ynyl sulfone 107.5⫾ 2.5 B 关1969MAC/STE, 1970COX/PIL兴 关14737-91-8兴 ⌬subH cis-2-methoxycinnamic acid 共339–352兲 121.7⫾ 0.6 298 ME 关1999MON/HIL兴 关3943-97-3兴 ⌬fusH methyl 4-hydroxycinnamate 30.22 410.7 DSC 关2010PAN/SAR兴 关1011-54-7兴 ⌬subH trans-2-methoxycinnamic acid 共368–382兲 128.8⫾ 0.6 298 ME 关1999MON/HIL兴 关6099-03-2兴 ⌬fusH 2-methoxycinnamic acid 32.54 458.7 DSC 关1994HUA/CHE兴 关17570-26-2兴 ⌬subH trans-3-methoxycinnamic acid 共353–367兲 124.0⫾ 0.9 298 ME 关1999MON/HIL兴 关6099-04-3兴 ⌬fusH 3-methoxycinnamic acid 22.58 390.5 DSC 关1994HUA/CHE兴 关943-89-5兴 ⌬subH trans-4-methoxycinnamic acid 共369–383兲 134.0⫾ 1.0 298 ME 关1999MON/HIL兴 关830-09-1兴 ⌬trsH 4-methoxycinnamic acid 24.75 446.4 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-435 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method 2.49 461.9 DSC 关1994HUA/CHE兴 23.49 356 DSC 关2008MAT/SOU2兴 102.5⫾ 1.1 298 C 关2008MAT/SOU2兴 ⌬fusH C10H10O3 关2879-20-1兴 ⌬fusH 6-acetylbenzodioxan ⌬subH C10H10O3 C10H10O4 C10H10O4 C10H10O4 关24327-08-0兴 ⌬trsH ⌬fusH endo-bicyclo关2.2.2兴oct-5-ene-2,3-dicarboxylic anhydride 18.19 382.9 4.54 419.2 关635-67-6兴 ⌬ vH 1,2-diacetoxybenzene 共371–551兲 62.9 关1459-93-4兴 ⌬fusH dimethyl isophthalate 共295–309兲 ⌬ vH ⌬ vH 共350–607兲 共393–550兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H10O4 关120-61-6兴 ⌬fusH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH C10H10O4 25.3 ⌬subH ⌬subH ⌬subH 关131-11-3兴 ⌬fusH ⌬fusH 关1135-24-6兴 ⌬fusH ⌬subH Reference 386 DSC 关1984WEI/LEF兴 A 关1987STE/MAL兴 关1993ACR兴 341.2 100.7⫾ 0.2 100.9⫾ 0.2 100.7 302 298 298 ME 77.2⫾ 0.8 60.5 298 408 EB,IP A,GS C 关1998ROU/JIM兴 关1998ROU/JIM兴 关1998MAK/KAB兴 关1997STE/CHI2兴 关1987STE/MAL, 1963VOI兴 dimethyl phthalate 16.95 16.95 共466–518兲 共304–371兲 共371–547兲 共377–440兲 61.5 69.4⫾ 0.1 72.5⫾ 0.6 74.5⫾ 0.3 78.7 63.7 68.6 关1998MAK/KAB兴 关1993ACR兴 274.2 274.2 481 365 344 326 319 386 409 EB C C C A A 关1999ROH/MUS兴 关1998MAK/KAB兴 关1998MAK/KAB兴 关1998MAK/KAB兴 关1987STE/MAL兴 关1987STE/MAL兴 关1969DAV/MAK兴 dimethyl terephthalate 32.09 共311–330兲 共373–413兲 共373–413兲 共413–523兲 103.8⫾ 0.3 104.6⫾ 0.3 94.4 88.3 105.3 321 298 388 393 ME GS C 关1998ROU/JIM兴 关1998ROU/JIM兴 关1987STE/MAL兴 关1962KRA/BER兴 关1998MAK/KAB兴 62 428 A 关1987STE/MAL兴 DSC 关1994HUA/CHE兴 4-hydroxy-3-methoxycinnamic acid 共ferulic acid兲 17.89 435.3 共369–390兲 关1993ACR兴 413.8 132.4⫾ 1.3 关2006CHE/OJA兴 379 关635-51-8兴 ⌬fusH 共RS兲-phenylsuccinic acid 37.37 440.1 DSC 关2006PRO/RAS兴 关4036-30-0兴 ⌬fusH 共S兲-phenylsuccinic acid 41.84 446.9 DSC 关2006PRO/RAS兴 C10H10O4 关1135-24-6兴 ⌬fusH 3-共4-hydroxy-3-methoxyphenyl兲-2-propenoic acid 共ferulic acid兲 33.34 444.6 C10H11ClN2O4 关310412-18-1兴 ethyl 共2-chloromethyl-2,3-dihydro-5H-oxazolo关3,2-a兴-pyrimidin-5-one兲-6-carboxylate 5.38 379.7 ⌬trsH 10.77 413.4 DSC 关2000CHA/SOS兴 ⌬fusH C10H10O4 C10H10O4 关2008MOT/QUE兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-436 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference C10H11ClO3 关na兴 ⌬fusH 共dl兲 2-共2-chloro-3-methylphenoxy兲propionic acid 30.54 391.5 关1976LEC/COL兴 C10H11ClO3 关na兴 ⌬fusH 共d兲 2-共2-chloro-3-methylphenoxy兲propionic acid 22.18 359.5 关1976LEC/COL兴 C10H11F3N2O 关2164-17-2兴 ⌬fusH N,N-dimethyl-N⬘-关3-共trifluoromethyl兲-phenyl兴urea 29.82 434.1 C10H11F3N2O3S 关47000-92-0兴 ⌬fusH N-关4-methyl-3-关关共trifluoromethyl兲sulfonyl兴amino兴phenyl兴acetamide 40.47 455.7 DSC 关1990DON/DRE兴 C10H11N 关1195-98-8兴 ⌬ vH ⌬ vH ␣,␣-dimethylbenzylcyanide 共284–323兲 60.3⫾ 0.6 共284–323兲 60.6⫾ 0.6 303 298 GS GS 关2000VER兴 关2000VER兴 关769-68-6兴 ⌬ vH ␣-ethylbenzylcyanide 共283–313兲 64.3⫾ 0.6 298 GS 关2000VER兴 关2571-52-0兴 ⌬subH 2,4,6-trimethylbenzonitrile 82.9⫾ 1.6 298 C 关1991ACR/TUC兴 关2904-59-8兴 ⌬subH ⌬subH ⌬subH ⌬subH 2,4,6-trimethylbenzonitrile N-oxide 87.5⫾ 0.5 87.9⫾ 1.9 84.7⫾ 1.8 77.5⫾ 3.7 314 298 319 298 C ME C 关1993ACR/SEV兴 关1993ACR/SEV兴 关1992ACR/SIM兴 关1991ACR/TUC兴 关1128-85-4兴 ⌬subH 3-amino-1-phenyl-but-2-enone 109.4⫾ 2.1 298 C 关1993RIB/RIB兴 关1563-87-7兴 ⌬subH N-phenyldiacetamide 90.0⫾ 0.8 298 C 关1965WAD, 1970COX/PIL兴 关6958-78-7兴 ⌬subH N-benzoylthiocarbamic O-ethyl ester 112.2⫾ 1.3 298 C 关2004RIB/SAN2兴 关2571-54-2兴 ⌬subH 2,4,6-trimethoxybenzonitrile 112.6⫾ 2.0 298 C 关1991ACR/TUC兴 关34295-85-7兴 ⌬fusH N-salicylidene--alanine 28.5 408 关1996DOM/HEA兴 关2623-33-8兴 ⌬fusH N-关4-共acetyloxy兲phenyl兴 acetamide 30.97 427.5 关1990BHA/LAL兴 关2904-59-8兴 ⌬subH 2,4,6-trimethoxybenzonitrile N-oxide 91.9⫾ 1.9 298 C 关1991ACR/TUC兴 关5809-38-1兴 ⌬subH 3,5-dimethyl-1-phenyl-4-nitrosopyrazole 89.7⫾ 2.0 298 C 关2001RIB/FER兴 关10495-38-2兴 ⌬subH 3-dimethylamino-6-aminophthalimide 共434–459兲 108.8 446.5 C10H11N3O3S 关723-46-6兴 ⌬fusH ⌬fusH 4-amino-N-共5-methyl-3-isoxazolyl兲benzene sulfonamide 共sulfamethoxazole兲 33.8 440.7 DSC 关2003MAR/AVI, 2002MAR/GOM兴 35.26 440 关1998ISS/ELA兴 C10H11N5O3 关134287-59-5兴 3,9-dihydro-3-关共2-hydroxyethoxy兲methyl兴-9-oxo-5H-imidazol关1,2-a兴pyrine 43.33 520.6 DSC ⌬fusH 关1999ZIE/GOL兴 C10H12 关1755-01-7兴 ⌬trsH ⌬fusH 关1996DOM/HEA兴 C10H11N C10H11N C10H11NO C10H11NO C10H11NO2 C10H11NO2S C10H11NO3 C10H11NO3 C10H11NO3 C10H11NO4 C10H11N3O C10H11N3O2 endo dicyclopentadiene 9.66 2.22 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 216 304.8 DSC 关1991ACR, 1990DON/DRE兴 关1987STE/MAL, 1956KLO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-437 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 8.04 1.79 216.1 304.7 43.6 365 7.11 189.8 ⌬trsH ⌬fusH ⌬ vH C10H12 C10H12 C10H12 C10H12 C10H12 C10H12 C10H12 C10H12 共350–446兲 Method Reference 关1997SMI/LEB兴 关1987STE/MAL兴 A 关933-60-8兴 ⌬fusH exo-dicyclopentadiene 关2234-20-0兴 ⌬ vH 2,4-dimethylstyrene 共307–453兲 50.0 322 A 关1987STE/MAL, 1947STU兴 关2039-89-6兴 ⌬ vH 2,5-dimethylstyrene 共302–453兲 48.1 317 A 关1987STE/MAL, 1947STU兴 关2039-93-2兴 ⌬ vH ⌬ vH ␣-ethylstyrene 共274–313兲 共274–313兲 52.0⫾ 0.3 51.8⫾ 0.3 294 298 GS GS 关1999VER/EBE兴 关1999VER/EBE兴 关7564-63-8兴 ⌬ vH 1-ethyl-2-vinylbenzene 共363–413兲 46.3 378 A 关1987STE/MAL兴 关7525-62-4兴 ⌬ vH 1-ethyl-3-vinylbenzene 共343–453兲 49.6 358 A 关1987STE/MAL兴 关3454-07-7兴 ⌬ vH 1-ethyl-4-vinylbenzene 共341–448兲 48.4 356 A 关1987STE/MAL兴 关119-64-2兴 ⌬fusH 1,2,3,4-tetrahydronaphthalene 共tetralin兲 12.45 237.4 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共465–580兲 共311–481兲 关1997SMI/LEB兴 关1996DOM/HEA兴 关1992LEE/DEM兴 关1987STE/MAL兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1985NAT/VIS兴 关1984KAT/HAR兴 关1947STU兴 44.1 51.1 41.3⫾ 0.1 37.6⫾ 0.1 35.7⫾ 0.1 33.9⫾ 0.1 32.0⫾ 0.1 52.1 48.6 480 326 498 552 567 585 604 346 382 关3451-55-6兴 ⌬subH cyclodeca-1,2,6,7-tetraene 73.0⫾ 0.4 298 关2950-21-0兴 ⌬fusH isopropyl-3-chlorophenylcarbamate 17.75 313.9 关15271-41-7兴 ⌬fusH 5-chloro-6-关关关共methylamino兲carbonyl兴oxy兴imino兴bicyclo关2.2.1兴-heptane-2-carbonitrile 26.07 431.6 DSC 关1990DON/DRE兴 C10H12Cl4NOPS 关21844-03-1兴 ⌬ vH P-chloromethyl-N-共1-methylethyl兲amidothiophosphonic acid, O-共2,4,6-trichlorophenyl兲 ester 共323–363兲 78.3 338 A 关1987STE/MAL兴 C10H12 C10H12ClNO2 C10H12ClN3O2 C10H12N2 C10H12N2 关827-36-1兴 ⌬ vH 2-dimethylamino-2-phenyloacetonitrile 共298–338兲 62.8⫾ 0.4 关5465-29-2兴 ⌬trsH ⌬fusH 2-propylbenzimidazole ⌬subH C10H12N2 共331–437兲 共367–479兲 关5851-43-4兴 ⌬trsH ⌬fusH 1.5 NA 共344–364兲 109.4⫾ 1.2 2-isopropylbenzimidazole 1.0 NA A C C C C C 关1991LUK/TIM兴 C 关1991ACR兴 GS 关1997WEL/VER兴 385.8 431.6 DSC 关2004RIB/RIB兴 298 ME 关2004RIB/RIB兴 410.4 507.9 DSC 关2004RIB/RIB兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-438 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH ⌬transHm 共kJ mol−1兲 Tm 共K兲 109.9⫾ 2.7 298 C 关2004RIB/RIB兴 363.5 A 关1987STE/MAL, 1955AIH兴 Method Reference 关30764-27-3兴 ⌬subH acetylglycine anilide 共362–365兲 122.1 关52-43-7兴 ⌬fusH allobarbital 关38423-62-0兴 ⌬fusH ⌬fusH 2-ethoxyisonitrosoacetanilide 23.0 27.8 405 434.6 DTA 关1996DOM/HEA兴 关1982CUE/SOL兴 关17122-74-6兴 ⌬fusH ⌬fusH 4-ethoxyisonitrosoacetanilide 7.6 7.6 490 491.2 DTA 关1996DOM/HEA兴 关1982CUE/SOL兴 C10H12N2O3S 关25057-89-0兴 ⌬fusH 3-共1-methylethyl兲-共1H兲-2,1,3-benzothiadiazin-4共3H兲-one 2,2-dioxide 21.77 412.5 DSC 关1990DON/DRE兴 C10H12N2O4 关84592-41-6兴 ⌬fusH 共2-hydroxyethyl兲关3-关共hydroxyimino兲methyl兴phenyl carbamic acid 28.9 508.3 DTA 关1982CUE/SOL兴 C10H12N2O4 关3056-17-5兴 ⌬fusH 2,3⬘-didehydro-3⬘-deoxythymidine 共stavudine兲 26.91 443.2 关2000GAN/BOG兴 C10H12N2O4S 关138517-12-1兴 共4-nitrophenyl兲-2-共methylthio兲ethyl carbamate ⌬fusH 31.27 349.4 DSC 关1993TIE/FRA兴 关88-85-7兴 ⌬fusH 2-sec-butyl-4,6-dinitrophenol 21.81 313.7 DSC 关1990DON/DRE兴 关na兴 ⌬fusH N-allyl-N-phenylthiourea 27.61 375 C10H12N3O3PS2 关86-50-0兴 ⌬fusH S-共3,4-dihydro-4-oxobenzo关d兴 关1,2,3兴-triazin-3-ylmethyl兲 O,O-dimethylphoshorodithioate 27.76 345.3 DSC 关1991ACR, 1990DON/DRE兴 C10H12O 关104-46-1兴 ⌬ vH anethole 关25679-28-1兴 ⌬ vH C10H12N2O2 C10H12N2O3 C10H12N2O3 C10H12N2O3 C10H12N2O5 C10H12N2S C10H12O C10H12O C10H12O C10H12O C10H12O C10H12O C10H12O C10H12O 32.31 关1986CHU/DEM兴 442.6 关1996DOM/HEA兴 61.9 298 GC 关2002VAN/PAR兴 cis anethole 共333–363兲 68.7 348 A 关1987STE/MAL兴 关4180-23-8兴 ⌬ vH trans anethole 共333–363兲 78.3 348 A 关1987STE/MAL兴 关140-67-0兴 ⌬ vH estragole 共325–488兲 56.3 340 A 关1987STE/MAL兴 关2142-64-5兴 ⌬ vH ⌬ vH 2⬘-ethylacetophenone 共363–397兲 52.8 共293–423兲 U23.7 378 368 A 关1987STE/MAL兴 关1968KHO/BYK兴 关937-30-4兴 ⌬ vH ⌬ vH 4⬘-ethylacetophenone 共294–368兲 42.2 共293–423兲 39.8 309 368 A 关1987STE/MAL兴 关1968KHO/BYK兴 关122-03-2兴 ⌬ vH 4-isopropylbenzaldehyde 共cuminal兲 共331–505兲 55.3 346 A 关1987STE/MAL, 1947STU兴 关5445-77-2兴 ⌬ vH 2-methyl-3-phenylpropanal 共333–373兲 59.1 348 A 关1987STE/MAL兴 关5337-93-9兴 ⌬ vH 4⬘-methylpropiophenone 共332–512兲 52.6 347 A 关1987STE/MAL, 1947STU兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-439 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H12O C10H12O Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 关5459-40-5兴 ⌬ vH 4-vinylphenetole 共337–498兲 关1712-69-2兴 ⌬fusH 4-methoxy-␣-methylstyrene 19.07 ⌬subH ⌬ vH ⌬ vH 共308–343兲 共308–343兲 59.2 Tm 共K兲 352 Method Reference 关1987STE/MAL, 1947STU兴 A 309.2 关1999VER6兴 81.2⫾ 0.4 298 关1999VER6兴 60.6⫾ 0.3 62.1⫾ 0.3 326 298 GS GS 关1999VER6兴 关1999VER6兴 关3674-77-9兴 ⌬subH 2-phenyl-2-methyl-1,3-dioxolane 共293–324兲 81.9⫾ 0.5 308 T 关1995VER/DOG兴 关103-45-7兴 ⌬ vH ⌬ vH acetic acid, phenethyl ester 共283–318兲 67.4 共422–506兲 52.2 298 437 A A 关1987STE/MAL兴 关1987STE/MAL兴 关31508-44-8兴 ⌬ vH ⌬ vH methyl 2-phenylpropionate 共284–318兲 61.8⫾ 0.7 共284–318兲 62.0⫾ 0.7 301 298 GS GS 关1999VER8兴 关1999VER8兴 关97-53-0兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-allyl-2-methoxyphenol 共eugenol兲 66.3 共395–527兲 57.7 共285–333兲 66.1 共351–526兲 60.3 298 410 300 366 GC A ME 关2002VAN/PAR兴 关1987STE/MAL兴 关1987STE/MAL, 1959SCO/DOU兴 关1947STU兴 关122-63-4兴 ⌬ vH benzyl propionate 共298–378兲 59.0 313 A 关1987STE/MAL兴 关501-19-9兴 ⌬ vH 5-allyl-2-methoxyphenol 共345–527兲 61.4 371 A 关1987STE/MAL兴 C10H12O2 关97-54-1兴 ⌬ vH 2-methoxy-4-共1-propenyl兲phenol 共isoeugenol兲 共359–540兲 60.7 374 C10H12O2 关5912-86-7兴 ⌬ vH cis isoeugenol 共373–403兲 69.7 388 A 关1987STE/MAL兴 关5932-68-3兴 ⌬ vH trans isoeugenol 共363–420兲 69.1 378 A 关1987STE/MAL兴 关na兴 ⌬fusH acetophenone ethylene glycol ketal 25.2 C10H12O2 关16108-50-2兴 ⌬fusH 2-acetyl-3,5-dimethylphenol 1.36 333.2 DTA 关1989SAL/ABA兴 Note: Reported enthalpy of fusion is too small, and the published enthalpy and entropy of fusion data are internally inconsistent C10H12O2 关101-97-3兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH phenylacetic acid, ethyl ester 共333–433兲 60.7 共288–328兲 63.9⫾ 0.4 共288–328兲 64.5⫾ 0.4 共393–500兲 54 298 308 298 408 GC GS GS A 关2005HOS/GRY兴 关1999VER8兴 关1999VER8兴 关1987STE/MAL兴 关2315-68-6兴 ⌬ vH ⌬ vH ⌬ vH propylbenzoate 共359–458兲 共359–458兲 共327–504兲 379 440 342 BG BG A 关1988KAT2兴 关1988KAT2兴 关1987STE/MAL, 1947STU兴 关2930-05-4兴 ⌬ vH 关共phenylmethoxy兲methyl兴oxirane 71.0⫾ 0.4 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 60.2 52.7 53.8 关1957DYK/SEP兴 关1995VER/DOG兴 333.6 关1987VAN/KAC兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-440 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 C10H12O2 Enthalpy C10H12O2 C10H12O2 C10H12O2 ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 2,3,6-trimethylbenzoic acid 共314–336兲 104.4⫾ 0.2 共314–336兲 103.6⫾ 0.2 298 325 ME ME 关1987COL/JIM2兴 关1987COL/JIM2兴 关480-63-7兴 ⌬subH ⌬subH 2,4,6-trimethylbenzoic acid 共316–340兲 103.6⫾ 0.3 共316–340兲 102.5⫾ 0.3 298 328 ME ME 关1987COL/JIM2兴 关1987COL/JIM2兴 关1076-47-7兴 ⌬subH ⌬subH 2,3,4-trimethylbenzoic acid 共329–351兲 109.3⫾ 0.3 共329–351兲 108.2⫾ 0.3 298 340 ME ME 关1987COL/JIM2兴 关1987COL/JIM2兴 关2437-66-3兴 ⌬subH ⌬subH 2,3,5-trimethylbenzoic acid 共320–338兲 106.7⫾ 0.3 共320–338兲 105.7⫾ 0.3 298 329 ME ME 关1987COL/JIM2兴 关1987COL/JIM2兴 关528-90-5兴 ⌬subH ⌬subH 2,4,5-trimethylbenzoic acid 共324–346兲 109.6⫾ 0.5 共324–346兲 108.3⫾ 0.5 298 335 ME ME 关1987COL/JIM2兴 关1987COL/JIM2兴 关1076-88-6兴 ⌬subH ⌬subH 3,4,5-trimethylbenzoic acid 共340–359兲 111.0⫾ 0.5 共340–359兲 109.3⫾ 0.5 298 350 ME ME 关1987COL/JIM2兴 关1987COL/JIM2兴 关2438-05-3兴 ⌬trsH ⌬fusH 4-propylbenzoic acid 3.4 23.3 301 422 109.1⫾ 0.8 298 ME 关2004MON/ALM兴 关2438-04-2兴 ⌬subH ⌬subH 2-isopropylbenzoic acid 共300–320兲 100.2⫾ 0.4 101.0⫾ 0.4 310 298 ME 关1987COL/JIM兴 关1987COL/JIM兴 关5651-47-8兴 ⌬subH ⌬subH 3-isopropylbenzoic acid 共300–316兲 103.3⫾ 0.3 104.1⫾ 0.3 308 298 ME 关1987COL/JIM兴 关1987COL/JIM兴 关536-66-3兴 ⌬subH ⌬subH 4-isopropylbenzoic acid 共316–334兲 99.0⫾ 0.3 99.0⫾ 0.3 310 298 ME 关1987COL/JIM兴 关1987COL/JIM兴 关1821-12-1兴 ⌬fusH 4-phenylbutyric acid 324.2 DSC 关2001MON/HIL兴 316 298 ME ME 关2001MON/HIL兴 关2001MON/HIL兴 384.1 384.8 DSC HFC 关2004ROJ/FOR兴 关2004ROJ/FOR兴 298 DSC 关2004ROJ/FOR兴 ⌬subH ⌬subH C10H12O2 Temp 共K兲 Range 关2529-36-4兴 ⌬subH ⌬subH ⌬subH C10H12O2 Compound 关527-17-3兴 ⌬fusH ⌬fusH 共331–347兲 19.5 共309–323兲 112.4⫾ 0.8 113.0⫾ 1.0 2,3,5,6-tetramethyl-1,4-benzoquinone 18.39⫾ 0.1 18.54⫾ 0.1 ⌬subH 93.2⫾ 1.2 关1985PRI/PUC兴 C10H12O2 关490-91-5兴 ⌬fusH 2-isopropyl-5-methyl-1,4-benzoquinone 共thymoquinone兲 18.16 323.2 C10H12O2S 关32228-15-2兴 ⌬subH p-tolyl trans-prop-1-enyl sulfone 83.7⫾ 2.1 B 关1969MAC/STE, 1970COX/PIL兴 关3112-87-6兴 ⌬subH p-tolyl prop-2-enyl sulfone 95.8⫾ 2.9 B 关1969MAC/STE, 1970COX/PIL兴 关67605-02-1兴 p-tolyl isopropenyl sulfone C10H12O2S C10H12O2S J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2003PAG/BEN兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-441 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH C10H12O3 C10H12O3 88.7⫾ 2.5 acetic acid, 共2-phenoxyethyl兲 ester 共355–533兲 56.8 370 关94-13-3兴 ⌬fusH ⌬fusH propyl 4-hydroxybenzoate 27.2 27.99 369.3 369.2 共319–333兲 ⌬ vH ⌬ vH C10H12O3 C10H12O3 C10H12O3 C10H12O4 C10H12O4 C10H12O5 C10H12O5 C10H13Br 79.1 76.5 B 关1969MAC/MCN, 1969MAC/MCN2, 1977PED/RYL兴 A 关1987STE/MAL, 1947STU兴 关1999GIO/BET兴 关1990MAN/AHU兴 GS 关2005PER/ROD兴 TGA TGA 关2002CHA/DOL兴 关2001CHA/DOL兴 330 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 3-hydroxy-3-phenylbutyric acid 22.59 357 关1991CHI/BRA兴 关4919-33-9兴 ⌬fusH 4-ethoxyphenylacetic acid 23.0 360.2 关1991ACR兴 关6342-77-4兴 ⌬fusH 3-共2-methoxyphenyl兲propionic acid 25.33 360.5 DSC 关2001MON/HIL4兴 339 298 ME ME 关2001MON/HIL4兴 关2001MON/HIL4兴 376.1 376.9 DSC 关2001MON/HIL4兴 关1991ACR兴 349 298 ME ME 关2001MON/HIL4兴 关2001MON/HIL4兴 关129-29-9兴 ⌬fusH ⌬fusH 共331–347兲 共331–347兲 116.0⫾ 0.4 117.8⫾ 1.4 3-共4-methoxyphenyl兲propionic acid 29.57 28.5 共341–357兲 共341–357兲 122.3⫾ 0.3 124.5⫾ 1.7 关5438-19-7兴 4-propoxybenzoic acid 7.95 ⌬trsH 共liq cryst兲 16.74 ⌬trsH 共liq cryst兲 2.51 ⌬trsH 共liq cryst-liq兲 394.2 419.9 426.7 关999-21-3兴 ⌬ vH maleic acid, diallyl ester 共392–426兲 77.7 407 关20765-04-2兴 ⌬fusH 2,5-diethoxy-1,4-benzoquinone 28.7 关490-64-2兴 ⌬fusH 关118-41-2兴 ⌬fusH ⌬subH ⌬subH C10H13Br 298 Reference 共dl兲 3-hydroxy-3-phenylbutyric acid 19.66 ⌬subH ⌬subH C10H12O3 123.7⫾ 0.6 Method 关3759-31-7兴 ⌬fusH ⌬subH ⌬subH C10H12O3 Tm 共K兲 关6192-44-5兴 ⌬ vH ⌬subH C10H12O3 ⌬transHm 共kJ mol−1兲 关1967HER兴 A 关1987STE/MAL兴 459.3 DSC 关1996KEE/VAN兴 2,4,5-trimethoxybenzoic acid 31.15 417.9 DSC 关2003HUA, 2005HUA/TAN兴 3,4,5-trimethoxybenzoic acid 29.9 444.5 DSC 关2003HUA, 2005HUA/TAN兴 363 298 ME ME 关2001ROU/JIM2兴 关2001ROU/JIM2兴 共354–372兲 127.9⫾ 0.8 131.2⫾ 0.8 关2437-76-5兴 ⌬ vH 2-bromo-4-isopropyltoluene 共400–510兲 50.2 415 A 关1987STE/MAL, 1970DYK/VAN, 1999DYK/SVO兴 关4478-10-8兴 ⌬ vH 3-bromo-4-isopropyltoluene 共400–510兲 48.3 415 A 关1987STE/MAL, 1970DYK/VAN, 1999DYK/SVO兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-442 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H13BrO Enthalpy 关54514-31-7兴 ⌬ vH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 2-bromophenyl isobutyl ether 共293–323兲 64.0⫾ 0.2 298 GS 关2005STR/SPO兴 关223564-75-8兴 3-bromophenyl isobutyl ether 共290–323兲 65.3⫾ 0.2 ⌬ vH 298 GS 关2005STR/SPO兴 关30752-23-9兴 ⌬ vH 4-bromophenyl isobutyl ether 共293–333兲 66.8⫾ 0.6 298 GS 关2005STR/SPO兴 关4395-79-3兴 ⌬ vH 2-chloro-4-isopropyltoluene 共400–490兲 49.3 415 A 关1987STE/MAL, 1970DYK/VAN, 1999DYK/SVO兴 关15146-00-6兴 ⌬ vH 3-chloro-4-isopropyltoluene 共400–490兲 47.1 415 A 关1987STE/MAL, 1970DYK/VAN兴 关19937-59-8兴 ⌬fusH N⬘-共3-chloro-4-methoxyphenyl兲-N,N-dimethylurea 27.48 399.2 DSC 关1990DON/DRE兴 关94-20-2兴 ⌬fusH 1-共4-chlorobenzenesulfonyl兲-3-propylurea 25.7 401 DSC 关2006WAS/HOL, 2008WAS/HOL兴 C10H13ClN6 关32889-48-8兴 ⌬fusH 2-共共4-chloro-6-共cyclopropylamino兲-1,3,5-triazin-2-yl兲amino-2-methylpropanenitrile 22.51 438.5 DSC 关1990DON/DRE兴 C10H13ClO 关4446-91-7兴 ⌬ vH 2-chloroethyl ␣-methylbenzyl ether 共335–508兲 54.8 350 A 关1987STE/MAL, 1947STU, 1999DYK/ SVO兴 关58498-77-4兴 ⌬ vH diethylene glycol 4-chlorophenyl ether 共450–523兲 75.9 465 A 关1987STE/MAL, 1999DYK/SVO兴 关94-81-5兴 ⌬fusH 4-共4-chloro-2-methylphenoxy兲butanoic acid 32.02 373.4 关18351-36-5兴 ⌬ vH 4-tert-butyl phenyl dichlorophosphate 共369–572兲 59.6 C10H13BrO C10H13BrO C10H13Cl C10H13Cl C10H13ClN2O2 C10H13ClN2O3S C10H13ClO3 C10H13ClO3 C10H13Cl2O2P C10H13Cl3NOPS 关18361-88-1兴 ⌬ vH C10H13NO C10H13NO2 C10H13NO2 C10H13NO2 C10H13NO2 P-chloromethyl-N-共1-methylethyl兲amidothiophosphonic acid, O-共2,4-dichlorophenyl兲 ester 共323–368兲 93.1 345 A 关1987STE/MAL, 1999DYK/SVO兴 N,N-dimethyl-m-toluamide 共374–405兲 29.9 390 关62-44-2兴 ⌬fusH ⌬fusH ⌬fusH ⌬fusH ⌬fusH 4⬘-ethoxyacetanilide 共phenacetin兲 30 28.75 34.1 21.4 31.25 409.6 408.3 407.4 410.2 407.2 ⌬ vH ⌬ vH ⌬ vH 关1990DON/DRE兴 关1947STU兴 384 关6935-65-5兴 ⌬ vH ⌬subH ⌬subH DSC 关1969DAV/MAK2兴 DSC DSC DSC DSC 关2009VEC/TOM兴 关2009PEN/ESC兴 关2006WAS/HOL, 2008WAS/HOL兴 关2004VEC/CAT兴 关1990MAN/AHU兴 关2009VEC/TOM兴 关1972WIE, 1987STE/MAL兴 120⫾ 3 115.5⫾ 2.4 298 共312–387兲 Vap⫹Fus C,ME 共463–533兲 79⫾ 1 82⫾ 1 82.6 459 476 478 TGA TGA A 关2009VEC/TOM兴 关2009VEC/TOM兴 关1987STE/MAL兴 关943-15-7兴 ⌬ vH 2-nitro-4-isopropyltoluene 共370–415兲 67.7 385 A 关1987STE/MAL兴 关35480-94-5兴 ⌬ vH 3-nitro-4-isopropyltoluene 共330–430兲 54 345 A 关1987STE/MAL兴 关1886-57-3兴 2-nitro-1-tert-butylbenzene J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-443 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H13NO2 C10H13NO2 C10H13NO2 C10H13NO2 C10H13NO2 C10H13NO2S2 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH 共278–323兲 共278–323兲 64.8⫾ 0.6 65.0⫾ 0.6 301 298 Method GS GS Reference 关2000VER/HEI兴 关2000VER/HEI兴 关94-12-2兴 ⌬fusH propyl 4-aminobenzoate 20.54 347.1 关1991ACR兴 关1202-25-1兴 ⌬fusH methyl p-N,N-dimethylaminobenzoate 26.07 371.8 关1991ACR兴 关5532-90-1兴 ⌬fusH propyl N-phenylcarbamate 21.08 331 关1971PRI兴 关122-42-9兴 ⌬fusH isopropyl phenylcarbamate 19.37 359.5 关1991ACR兴 关2425-10-7兴 ⌬fusH 3,4-dimethylphenyl methylcarbamate 24.97 350.8 关1991ACR兴 关949171-65-7兴 N-theonylthiocarbamic-O-butyl ester 23.89 ⌬fusH 364.3 ⌬subH 298 147.5⫾ 1.9 DSC 关2007RIB/MON兴 C 关2007RIB/MON兴 DSC 关1990DON/DRE兴 关6988-21-2兴 ⌬fusH 2-共1,3-dioxolan-2-yl兲phenyl methylcarbamate 23.82 387.2 C10H13N5O3 关na兴 ⌬fusH 2-acetylamino-9-关共2-hydroxyethoxy兲methyl兴-9H-purine 54.92 454.2 关1995KRI/VES兴 C10H13N5O3 关na兴 ⌬fusH 9-关共2-acetoxyethoxy兲methyl兴-2-amino-9H-purine 42.69 408.2 关1995KRI/VES兴 C10H13N5O4 关110104-37-5兴 2-acetylamino-9-关共2-hydroxyethoxy兲methyl兴-1,9-dihydro-6H-purin-6-one 53.83 490.2 DSC ⌬fusH 关1995KRI/VES兴 C10H13N5O4 关102728-64-3兴 2-amino-9-关共2-acetoxyethoxy兲methyl兴-1,9-dihydro-6H-purin-6-one 49.9 515.2 DSC ⌬fusH 关1995KRI/VES兴 C10H13N5O4 关30516-87-1兴 ⌬fusH 3⬘-azido-2,3⬘-dideoxythymidine 共zidovudine兲 33.03 359.8 关2003ARA/STO兴 关104-51-8兴 ⌬fusH butylbenzene C10H13NO4 C10H14 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H14 关135-98-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 11.22 共343–501兲 共343–501兲 共343–501兲 共343–501兲 DSC 关1996DOM/HEA兴 185.3 47.4⫾ 0.2 43.5⫾ 0.2 40.6⫾ 0.4 37.5⫾ 0.7 50.8 53.5 48.0⫾ 0.1 46.8⫾ 0.1 46.0⫾ 0.1 50.1 45.2 45.7 350 410 450 490 298 258 343 358 368 298 389 384 EB EB EB EB 共dl兲 sec-butylbenzene 共335–491兲 45.7⫾ 0.2 共335–491兲 43.2⫾ 0.2 共335–491兲 40.6⫾ 0.3 共335–491兲 37.8⫾ 0.5 48.1 共243–373兲 50.6 340 380 420 460 298 258 EB EB EB EB 共243–403兲 共374–454兲 共369–463兲 C C C A 关2002STE/CHI, 2006VER兴 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关1994RUZ/ZAB兴 关1993KAS/MOK兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1982SVO/CHA兴 关1971WIL/ZWO兴 关1965LIN/FRI, 1984BOU/FRI兴 关1987STE/MAL, 1949FOR/NOR兴 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关1994RUZ/ZAB兴 关1993KAS/MOK兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-444 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy ⌬ vH ⌬ vH ⌬ vH C10H14 关98-06-6兴 ⌬fusH ⌬fusH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H14 C10H14 C10H14 C10H14 C10H14 C10H14 C10H14 C10H14 C10H14 C10H14 Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 共384–448兲 42.8 49.5 44.0 399 298 375 8.4 8.41 215.3 215 共368–448兲 Tm 共K兲 Method Reference A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 DSC,AC 关2009CHI/STE兴 关1996DOM/HEA兴 EB EB EB EB GS 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关2002STE/CHI兴 关1998VER兴 关1998VER兴 关1994RUZ/ZAB兴 关1987STE/MAL兴 关1974KUS/SAI兴 关1971WIL/ZWO兴 关1949FOR/NOR兴 tert-butylbenzene 共332–486兲 共332–486兲 共332–486兲 共332–486兲 共278–308兲 共368–444兲 共357–443兲 45.3⫾ 0.2 42.6⫾ 0.2 39.9⫾ 0.3 37.0⫾ 0.5 47.8⫾ 0.4 47.5⫾ 0.4 47.6 43.1 47.7 49.1 43.7 340 380 420 460 293 298 298 383 298 298 372 52.8 46.0 298 384 A 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 52.5 45.8 298 383 A 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 52.5 45.8 298 384 A 关1971WIL/ZWO兴 关1987STE/MAL, 1949FOR/NOR兴 A 关135-01-3兴 ⌬ vH ⌬ vH 1,2-diethylbenzene 关141-93-5兴 ⌬ vH ⌬ vH 1,3-diethylbenzene 关105-05-5兴 ⌬ vH ⌬ vH 1,4-diethylbenzene 关933-98-2兴 ⌬ vH ⌬ vH 1,2-dimethyl-3-ethylbenzene 共344–497兲 49.7 54.9 359 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关934-80-5兴 ⌬ vH ⌬ vH 1,2-dimethyl-4-ethylbenzene 共340–493兲 48.9 53.9 355 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关2870-04-0兴 ⌬ vH ⌬ vH ⌬ vH 1,3-dimethyl-2-ethylbenzene 共341–493兲 48.8 53.9 共299–461兲 48.6 356 298 314 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947STU兴 关874-41-9兴 ⌬ vH ⌬ vH 1,3-dimethyl-4-ethylbenzene 共339–492兲 48.5 53.3 354 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关934-74-7兴 ⌬ vH ⌬ vH ⌬ vH 1,3-dimethyl-5-ethylbenzene 共336–487兲 48.0 52.4 共295–456兲 47.5 351 298 310 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947STU兴 关1758-88-9兴 ⌬ vH ⌬ vH ⌬ vH 1,4-dimethyl-2-ethylbenzene 共338–490兲 48.0 52.6 共299–440兲 48.7 353 298 313 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947STU兴 关538-93-2兴 ⌬ vH ⌬ vH ⌬ vH isobutylbenzene 共369–464兲 共368–457兲 共369–464兲 共373–447兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 48.0 43.2 49.5 298 388 298 A 关1994RUZ/ZAB兴 关1987STE/MAL兴 关1971WIL/ZWO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-445 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H14 Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共360–447兲 43.8 375 44.4 369 50.6 298 44.7 366 50.0 关527-84-4兴 ⌬ vH 2-isopropyltoluene 共354–453兲 ⌬ vH C10H14 关535-77-3兴 ⌬ vH 3-isopropyltoluene 共351–450兲 ⌬ vH C10H14 关99-87-6兴 ⌬fusH ⌬ vH ⌬ vH ⌬ vH C10H14 C10H14 C10H14 C10H14 C10H14 C10H14 A 298 关1987STE/MAL, 1959MCD/SHR, 1984BOU/FRI兴 关1971WIL/ZWO兴 9.67 204.2 关1996DOM/HEA兴 共333–443兲 49.2 48.9 44.0 298 298 395 共380–452兲 50.3 298 48.0 52.7 352 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 47.8 52.1 349 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 47.6 51.9 350 298 A 关1987STE/MAL兴 关1971WIL/ZWO兴 关1074-43-7兴 ⌬ vH ⌬ vH 3-propyltoluene 共334–485兲 关1074-55-1兴 ⌬ vH ⌬ vH 4-propyltoluene 共335–487兲 关488-23-3兴 ⌬fusH 1,2,3,4-tetramethylbenzene 11.23 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 关95-93-2兴 ⌬fusH 关1949FOR/NOR兴 关1987STE/MAL, 1959MCD/SHR, 1984BOU/FRI兴 关1971WIL/ZWO兴 2-propyltoluene 共337–488兲 关527-53-7兴 ⌬fusH Reference A 关1074-17-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH Method 4-isopropyltoluene ⌬ vH C10H14 Tm 共K兲 共352–509兲 共316–477兲 54.0 52.6⫾ 0.2 50.7 57.2 55.7 1,2,3,5-tetramethylbenzene 12.93 共348–502兲 共314–471兲 53.2 52.0⫾ 0.2 50.0 55.8 58.9 1,2,4,5-tetramethylbenzene 20.88 GC A 关1996DOM/HEA兴 265.4 298 298 367 298 331 关1994RUZ/ZAB兴 关1994SAB/TAB, 1990YAW/YAN兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947STU兴 C A 关1996DOM/HEA兴 248.6 298 298 363 298 329 关2005HOS/GRY兴 关1994RUZ/ZAB兴 关1987STE/MAL, 1959MCD/SHR, 1984BOU/FRI兴 关1971WIL/ZWO兴 关1994RUZ/ZAB兴 关1994SAB/TAB兴 关1987STE/MAL兴 关1971WIL/ZWO兴 关1947STU兴 C A 关1996DOM/HEA兴 352.4 ⌬subH ⌬subH ⌬subH ⌬subH 共263–277兲 共318–348兲 71.7⫾ 0.3 74.6⫾ 0.3 71.3 72.4 298 298 333 298 C ME A H 关1994SAB/TAB兴 关1989COL/JIM兴 关1947BAL/DEN兴 关1947BAL/DEN, 1993CHI/HOS兴 ⌬ vH ⌬ vH 共363–381兲 共353–500兲 47.7⫾ 0.3 49.4 375 368 DM A 关2001BLO/VAN兴 关1987STE/MAL兴 关na兴 ⌬ vH spirocyclopropane-1,6-tricyclo关3.2.1.02,4兴octane 47.8⫾ 0.1 298 C 关1998KOL/PIM, 1996VAR/PAS兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-446 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy C10H14Cl2NO2PS 关299-85-4兴 ⌬fusH C10H14NO5PS C10H14NO5PS C10H14NO5PS C10H14NO6P C10H14N2 C10H14N2 C10H14N2 C10H14N2O C10H14N2O2S C10H14N2O4 关56-38-2兴 ⌬fusH Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference O-共2,4-dichlorophenyl兲 O-methyl-共1-methylethyl兲 phosphoramidothioate 29.25 321.5 DSC 关1990DON/DRE兴 O,O-diethyl O-4-nitrophenyl phosphorothioate 共parathion兲 15.72 278.1 关1991ACR, 1990DON/DRE兴 ⌬subH 共298–318兲 100.6 308 ⌬ vH 共293–433兲 93.4 共sub兲 308 DSC 关1979SPE/SHO, 1983SPE/CLI兴 A 关1987STE/MAL, 1999DYK/SVO兴 关3270-86-8兴 ⌬ vH phosphorothioic acid, O,O⬘-diethyl-S-共4-nitrophenyl兲 共313–366兲 75.9 328 A 关1987STE/MAL, 1999DYK/SVO兴 关597-88-6兴 ⌬ vH phosphorothioic acid, O,S-diethyl-O⬘-共4-nitrophenyl兲 共332–364兲 75.1 347 A 关1987STE/MAL, 1999DYK/SVO兴 关311-45-5兴 ⌬ vH O,O-diethyl-O-共4-nitrophenyl兲 phosphate 共273–422兲 87.9 288 A 关1987STE/MAL兴 关22083-74-5兴 ⌬ vH 共dl兲 nicotine 共406–520兲 53.3 421 A 关1987STE/MAL兴 关54-11-5兴 ⌬ vH ⌬ vH 共l兲 nicotine 63.9⫾ 2.1 46.1 298 448 CGC 关2009LIP/HAN兴 关1934GOR兴 关494-52-0兴 ⌬ vH 3-共2S兲-2-piperidinylpyridine 共373–523兲 49.5 448 关120-22-9兴 ⌬subH 4-diethylaminonitrosobenzene 107.9⫾ 3.7 298 C 关1998RIB/MAT2兴 关na兴 ⌬subH N,N-diethyl-N⬘-furoylthiourea 132.0⫾ 3.5 298 C 关2002RIB/RIB兴 关88381-75-3兴 ⌬trsH ⌬fusH 2,2-dinitroadamantane ⌬subH 共373–523兲 16.76 5.06 共278–317兲 96.4⫾ 1.4 关1934GOR兴 362.2 491.2 298 关1990FRI/DOG兴 T 关1990FRI/DOG兴 关2850-41-1兴 ⌬fusH 8-propyltheophylline 33.3 534.3 DSC 关1991ACR, 1989GON/KRA兴 关2850-40-0兴 ⌬fusH 8-isopropyltheophylline 34.4 569.3 DSC 关1991ACR, 1989GON/KRA兴 C10H14N4O3 关603-00-9兴 ⌬fusH (I) ⌬fusH (II) 共R,S兲-3,7-dihydro-7-共2-hydroxypropyl兲-1,3-dimethyl-1H-pyrine-2,6-dione 共proxyphylline兲 24.7 408.2 20.8 389.2 关2000GRI/AUE兴 C10H14N4O4 关479-18-5兴 ⌬fusH 7-共2,3-dihydroxypropyl兲-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione 共dyphylline兲 39.3 435.7 关1999GRI/AUE兴 C10H14O 关3180-09-4兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 2-butylphenol 共403–533兲 共382–520兲 共382–520兲 共382–520兲 55.1 52.9 51.0 47.0 418 398 423 473 A 关1987STE/MAL, 1975ARR/MEL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关89-72-5兴 ⌬ vH 2-sec-butylphenol 共451–513兲 52.1 466 A,GS,EB 关1987STE/MAL, 1964HAN/HAR兴 关88-18-6兴 ⌬ vH 2-tert-butylphenol 共289–329兲 62.6⫾ 0.2 309 GS C10H14N4O2 C10H14N4O2 C10H14O C10H14O J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关1999VER2兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-447 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H14O C10H14O Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共409–467兲 共409–465兲 共353–498兲 共330–507兲 共330–507兲 共330–507兲 共330–507兲 63.2⫾ 0.2 74.1 52.9 54.9 55.6 53.9 51.0 47.0 298 424 424 368 348 373 423 473 关4074-43-5兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH 3-butylphenol 共396–533兲 共396–533兲 共396–533兲 共396–533兲 62.5 56.6 54.4 49.9 411 398 423 473 A 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关585-34-2兴 ⌬subH ⌬subH ⌬subH 3-tert-butylphenol 共278–319兲 共266–299兲 88.9⫾ 0.5 86.0⫾ 0.5 70.7 298 298 281 C GS A 关1999RIB/MAT2兴 关1999VER2兴 关1987STE/MAL兴 共320–348兲 共320–348兲 共391–524兲 共391–524兲 共391–524兲 共391–524兲 69.1⫾ 0.8 71.3⫾ 0.8 62.4 56.6 54.4 49.9 334 298 406 398 423 473 GS GS A 关1999VER2兴 关1999VER2兴 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1638-22-8兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 4-butylphenol 共395–653兲 共357–529兲 共357–529兲 共357–529兲 共357–529兲 61.7 57.6 56.6 54.4 49.9 410 373 398 423 473 A 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关99-71-8兴 ⌬ vH 4-sec-butylphenol 共344–516兲 59.0 359 A 关1987STE/MAL, 1947STU兴 关98-54-4兴 ⌬fusH 4-tert-butylphenol 14.52 373.2 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O Compound Method EB A Reference 关1999VER2兴 关1990NES/NAZ兴 关1986TSV/NAZ兴 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1972INO/LIA兴 ⌬subH ⌬subH ⌬subH ⌬subH 共293–334兲 共293–334兲 共280–304兲 89.4⫾ 2.5 85.0⫾ 0.5 85.9⫾ 0.5 84.3 298 313 298 292 C GS GS A 关1999RIB/MAT2兴 关1999VER2兴 关1999VER2兴 关1987STE/MAL, 1960AIH兴 ⌬ vH ⌬ vH 共471–525兲 67.9⫾ 1.0 54.3 298 486 C A,GS,EB ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共346–523兲 共346–523兲 共346–523兲 共346–523兲 共346–523兲 59.6 57.6 56.6 54.4 49.9 348 373 398 423 473 关1999RIB/MAT2兴 关1987STE/MAL, 1947STU, 1964HAN/HAR兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1126-79-0兴 ⌬ vH butyl phenyl ether 共391–483兲 48.9 406 A 关1987STE/MAL, 1949DRE/SHR, 1984BOU/FRI兴 关4371-48-6兴 ⌬ vH 3-isopropyl-2-methylphenol 共365–516兲 60.2 380 EB 关1969LAM/PER兴 关1740-97-2兴 ⌬ vH 4-isopropyl-2-methylphenol 共382–503兲 59.8 397 EB 关1969LAM/PER兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-448 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O C10H14O Enthalpy Compound Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关499-75-2兴 ⌬ vH ⌬ vH ⌬ vH 5-isopropyl-2-methylphenol 共carvacrol兲 68.2 共387–512兲 59.4 共343–510兲 56.5 298 402 358 GC EB A 关2002VAN/PAR兴 关1969LAM/PER兴 关1987STE/MAL, 1947STU兴 关3228-04-4兴 ⌬ vH 6-isopropyl-2-methylphenol 共371–499兲 54.5 386 EB 关1969LAM/PER兴 关1197-34-8兴 ⌬ vH 3,5-diethylphenol 共387–521兲 54.3 402 A 关1987STE/MAL, 1955VON/GEB兴 关4167-74-2兴 ⌬ vH 4-isobutylphenol 共345–510兲 58.1 360 A 关1987STE/MAL, 1947STU兴 关527-35-5兴 ⌬ vH 2,3,5,6-tetramethylphenol 共381–522兲 51.2 396 A 关1987STE/MAL, 1955VON/GEB兴 关89-83-8兴 ⌬fusH 2-isopropyl-5-methylphenol 共thymol兲 22.01 324.2 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共273–295兲 共293–323兲 共229–312兲 共273–313兲 共283–323兲 75.1 89.1⫾ 4.5 U 69.0 91.2⫾ 4.1 91.5 284 303 270 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共333–433兲 共393–433兲 共381–514兲 共339–514兲 共339–514兲 共339–514兲 共339–514兲 共339–514兲 共337–505兲 70.9 68.7 70.5 58.4 63.2 58.4 55.2 52.8 51.5 54.9 关22327-39-5兴 ⌬ vH 共dl兲 carvone 共330–501兲 55 关na兴 ⌬fusH 共l兲-carvone 关2244-16-8兴 ⌬ vH 关1991CHI/BRA兴 A HSA TGA TE 关1987STE/MAL, 1960AIH兴 关1975CHI兴 关1971ASH兴 关1970COX/PIL, 1960JON, 1947BAL兴 关1957SHE/BRY, 1987STE/MAL兴 298 298 298 396 373 398 423 448 473 352 GC GC CGC A 关2005HOS/GRY兴 关2002VAN/PAR兴 关1995CHI/HOS兴 关1987STE/MAL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1953STA/MUL兴 关1947STU兴 345 A 298 关1987STE/MAL, 1947STU兴 关1996GAL/BOU兴 11.55 247.7 共⫹兲-carvone 共323–433兲 58.2 298 GC 关2005HOS/GRY兴 关18486-69-6兴 ⌬ vH 共⫺兲-myrtenal 共323–423兲 55.1 298 GC 关2005HOS/GRY兴 关1585-06-4兴 ⌬ vH 4-ethylphenetole 共321–481兲 54.3 336 A 关1987STE/MAL, 1947STU兴 关22545-12-6兴 ⌬ vH 2-共2-ethylphenyl兲ethanol 共420–653兲 59.5 435 A 关1987STE/MAL兴 关22545-13-7兴 ⌬ vH 2-共4-ethylphenyl兲ethanol 共420–653兲 59.1 435 A 关1987STE/MAL兴 关536-60-7兴 ⌬ vH 4-isopropylbenzyl alcohol 共347–520兲 59.7 362 A 关1987STE/MAL, 1947STU兴 关7384-80-7兴 ⌬ vH 2-methyl-3-phenyl-1-propanol 共343–393兲 71.9 358 A 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-449 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H14O C10H14O Enthalpy Compound Temp 共K兲 Range 关3299-05-6兴 ⌬ vH ⌬ vH 共1-ethoxyethyl兲benzene 共286–318兲 52.4⫾ 0.2 共286–318兲 52.6⫾ 0.2 关700-58-3兴 ⌬trsH ⌬fusH 2-adamantanone 共5–310兲 ⌬subH ⌬subH ⌬subH ⌬subH 共280–333兲 ⌬ vH C10H14O C10H14O2 C10H14O2 Tm 共K兲 Method Reference GS GS 关2001VER/HEI兴 关2001VER/HEI兴 216.4 557.5 AC DSC 关2006BAR/BLO兴 关2006BAR/BLO兴 66.4⫾ 0.3 66.3⫾ 0.8 76.1⫾ 1.5 80.3⫾ 2.5 298 298 298 298 C ME BG 关2006BAR/BLO兴 关2006BAR/BLO兴 关2002MIR/LEB, 2006BAR/BLO兴 关1978ARO/STE兴 60.7⫾ 0.2 298 GC 关2002VAN/PAR兴 7.63 11.77 302 298 关935-67-1兴 ⌬ vH ⌬ vH 共1-methoxy-1-methylethyl兲-benzene 共278–313兲 53.0⫾ 0.5 共278–313兲 52.9⫾ 0.5 296 298 GS GS 关2001HEI/VER兴 关2001HEI/VER兴 关4026-05-5兴 ⌬ vH ⌬ vH 1,2-dihydroxy-3-tert-butylbenzene 共334–384兲 70.1⫾ 0.8 共334–384兲 73.5⫾ 0.8 359 298 GS GS 关2000VER/SCH兴 关2000VER/SCH兴 关98-29-3兴 ⌬fusH 1,2-dihydroxy-4-tert-butylbenzene 15.1 330.4 ⌬subH ⌬subH ⌬subH ⌬ vH C10H14O2 ⌬transHm 共kJ mol−1兲 关1948-33-0兴 ⌬fusH ⌬subH ⌬subH 共439–516兲 98.7⫾ 0.9 99.2⫾ 0.9 99.3⫾ 1.4 313 298 298 GS GS C 关2000VER/SCH兴 关2000VER/SCH兴 关1984CAR兴 96.5⫾ 2.8 298 EB 关1997STE/CHI2兴 2-tert-butyl-1,4-dihydroxybenzene 27.74 共333–368兲 关2000VER/SCH兴 101.2⫾ 1.3 104.4⫾ 1.3 关1999VER7兴 350.9 351 298 GS GS 关1999VER7兴 关1999VER7兴 关13331-20-9兴 ⌬ vH 1,3-dihydroxy-2-butylbenzene 共413–469兲 75.3 428 A,GC 关2785-87-7兴 ⌬ vH 2-methoxy-4-propylphenol 共373–413兲 78.0 388 A 关na兴 ⌬ vH tert-butylcatechol 共isomer not specified兲 共421–466兲 58.2 443 关490-06-2兴 ⌬subH 6-methyl-3-isopropyl-1,2-dihydroxybenzene 96.6⫾ 0.9 298 关18523-34-7兴 ⌬ vH 1,1-dimethoxy-2-phenylcyclopropane 共278–313兲 63.7⫾ 0.6 关4316-35-2兴 ⌬ vH ⌬ vH acetophenone dimethyl ketal 共268–303兲 54.0⫾ 0.8 共268–303兲 55.0⫾ 1.3 C10H14O2 关na兴 ⌬fusH 共1S兲-共⫹兲-camphorquinone 6.07 473.2 关1992ELS/PRA兴 Note: Fusion enthalpy seems low, compound may have an unmeasured phase transition at a lower temperature兴 C10H14O3 关707-07-3兴 ⌬ vH ⌬ vH trimethyl orthobenzoate 共294–333兲 59.9⫾ 0.4 共294–333兲 58.6⫾ 0.4 C10H14O2 C10H14O2 C10H14O2 C10H14O2 C10H14O2 C10H14O2 关1987STE/MAL, 1975KUN/LIL兴 关1987STE/MAL兴 关1965GAK/BAB兴 C 关1984CAR兴 298 GS 关2002VER兴 298 286 GS GS 关2002VER兴 关1995VER/DOG兴 298 GS GS 关2002VER兴 关1995RAK/VER2兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-450 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H14O3 C10H14O3 C10H14O3 C10H14O3 C10H14O5 C10H14O8 C10H14O8 C10H15Br Enthalpy Compound Temp 共K兲 Range C10H15Cl 共d兲-camphoric anhydride 19.5 5.65 29 8.7 404.4 493.6 406 495 关76-32-4兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH 共dl兲-camphoric anhydride 17.31 5.72 24.0 8.7 374.5 493.9 375 495 关na兴 ⌬fusH C10H15F C10H15I C10H15N Method Reference DSC 关1984WEI/LEF兴 DSC 关1979MJO兴 DSC 关1984WEI/LEF兴 DSC 关1979MJO兴 共racemic兲 3-共2-methylphenoxy兲propane-1,2-diol 32.2 343.8 DSC 关2008BRE/BRE兴 关52153-44-3兴 ⌬fusH 共S兲- 3-共2-methylphenoxy兲propane-1,2-diol 34.4 364.2 DSC 关2008BRE/BRE兴 关na兴 ⌬ vH allyl关共1-allyloxycarbonyl兲ethyl兴 carbonate 共353–503兲 61.9 368 A 关1987STE/MAL兴 关na兴 ⌬fusH 共dl兲 dimethyl diacetyltartrate 25.94 355.2 关1991CHI/BRA兴 关na兴 ⌬fusH 共d兲 dimethyl diacetyltartrate 29.29 377.2 关1991CHI/BRA兴 关768-90-1兴 ⌬trsH ⌬trsH ⌬trsH ⌬fusH ⌬trsH ⌬trsH ⌬fusH 1-bromoadamantane 共6–320兲 0.001 共6–320兲 1.39 共290–430兲 7.42 共290–430兲 3.97 0.88 6.93 3.83 31 282.3 309.9 391.8 279 310.5 396.5 AC AC DSC DSC 299 303 317 ME C ME 关935-56-8兴 ⌬trsH ⌬fusH ⌬fusH 1-chloroadamantane 关7346-41-0兴 ⌬trsH ⌬trsH 2-chloroadamantane ⌬subH C10H15Cl3OS Tm 共K兲 关595-31-3兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬subH (form II) 共288–310兲 ⌬subH (form II) ⌬subH (form I) 共310–323兲 C10H15Cl ⌬transHm 共kJ mol−1兲 71.6⫾ 1.1 71.8⫾ 0.3 63.2⫾ 2.1 关1977CLA/KNO兴 关2005BAZ/KAB兴 关2005BAZ/KAB兴 关2005BAZ/KAB兴 6.01 4.87 5.53 244.2 442.5 439.7 0.47 8.3 227 242 DSC 关1988PAR/KAW兴 61.5⫾ 0.8 298 ME 关2002ABB/CAS兴 GC 关1980PIT/KIS兴 关76633-71-1兴 ⌬ vH 2,3,3-trichloro-2-propenethioic acid, O-heptyl ester 共433–483兲 72.7 关768-92-3兴 ⌬fusH 1-fluoroadamantane 关768-93-4兴 ⌬trsH ⌬fusH 1-iodoadamantane 关6310-21-0兴 ⌬ vH 2-tert-butylaniline 共279–318兲 62.7⫾ 0.4 1.5 2.14 10.22 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 关2005BAZ/BLO兴 关1977CLA/KNO兴 关1998KOB/KYO兴 221.6 关1991KAW/GIL兴 211 347 关1977CLA/KNO兴 298 GS 关2000VER3兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-451 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H15N C10H15N C10H15N C10H15N C10H15N C10H15NO C10H15NO C10H15NO Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 69.5⫾ 0.6 65.9⫾ 0.6 306 298 Method Reference 关579-66-8兴 ⌬ vH ⌬ vH 2,6-diethylaniline 共284–328兲 关2051-53-8兴 ⌬ vH 5-isopropyl-2-methylaniline 共360–386兲 72.0 373 A 关1987STE/MAL兴 关537-46-2兴 ⌬ vH N-␣-dimethylphenethylamine 共270–304兲 52.8 285 A 关1987STE/MAL兴 关1126-78-9兴 ⌬ vH N-butylaniline 共413–643兲 55.6 428 A 关1987STE/MAL兴 关91-66-7兴 ⌬ vH N,N-diethylaniline 共343–493兲 54.5 358 A 关1987STE/MAL兴 关na兴 ⌬ vH 2-共dimethylamino兲-1-phenylethanone 共293–333兲 69.7⫾ 0.5 298 GS 关1994WEL/VER兴 关103-62-8兴 ⌬ vH 4-共butylamino兲phenol 共464–511兲 71.2 478 A 关1987STE/MAL兴 关55658-55-4兴 ⌬fusH 共dl兲-carvoxime 365.1 DTA 关1981CHI/GAR兴 334 HAS 关1981CHI/GAR兴 346.5 DTA 关1981CHI/GAR兴 334 HAS 关1981CHI/GAR兴 ⌬subH C10H15NO Compound 关80124-30-7兴 ⌬fusH ⌬subH 17.03 共324–343兲 101.6⫾ 5 关2000VER3兴 关2000VER3兴 共d兲-carvoxime 22.72 共324–343兲 90.8⫾ 4.5 C10H15NO 关90-82-4兴 ⌬fusH 共⫹兲 threo-2-共methylamino兲-1-phenyl-1-propanol 共pseudoephedrine兲 31.95 392.4 DSC 关1999LI/ZEL兴 C10H15NO 关4125-58-0兴 ⌬fusH 共⫹兲 threo-2-共methylamino兲-1-phenyl-1-propanol 共pseudoephedrine兲 34.1 391.1 DSC 关1999LI/ZEL兴 C10H15NO 关299-42-3兴 ⌬fusH 共⫺兲 2-共methylamino兲-1-phenyl-1-propanol 共ephedrine兲 17.33 312.9 DSC 关1999LI/ZEL兴 关90-81-3兴 ⌬fusH 共⫹兲 2-共methylamino兲-1-phenyl-1-propanol 共ephedrine兲 29.09 350.7 DSC 关1999LI/ZEL兴 关120-07-0兴 ⌬ vH N,N-bis共2-hydroxyethyl兲aniline 共418–611兲 77.6 关7575-82-8兴 ⌬fusH 1-nitroadamantane C10H15NO C10H15NO2 C10H15NO2 ⌬subH C10H15NO2 关54654-31-7兴 ⌬fusH ⌬subH C10H15N5 C10H15N5 关1987STE/MAL, 1947STU兴 A 4.18 435.2 关1990FRI/DOG兴 Note: Entropy seems low, compound may have lower temperature phase transitions. 共321–357兲 63.6⫾ 1.0 339 关1990FRI/DOG兴 T 2-nitroadamantane 4.23 452.2 关1990FRI/DOG兴 Note: Entropy seems low, compound may have lower temperature phase transitions. 共331–368兲 58.0⫾ 2.3 关153495-35-3兴 6,9-dimethyl-8-propyladenine 30.2 ⌬fusH ⌬subH 433 共345–349兲 129.0⫾ 0.1 350 关1990FRI/DOG兴 T 关1994ZIE/ZIE兴 411.9 347 ME 关1994ZIE/ZIE兴 关117954-98-0兴 8-butyl-9-methyladenine J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-452 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 ⌬subH 共363–368兲 135.1⫾ 1.2 366 Method ME Reference 关1987KAM/ZIE7兴 C10H15N5O3 关39809-25-1兴 ⌬fusH 9-共4-hydroxy-3-hydroxymethylbut-1-yl兲guanine 35.74 551.2 关2004AHM/BAR兴 C10H15O3PS2 关55-38-9兴 ⌬ vH O,O-dimethyl-O-关3-methyl-4-共methylthio兲phenyl兴thiophosphate 共293–373兲 75.6 308 A 关1987STE/MAL, 1999DYK/SVO兴 C10H16 关53130-19-1兴 ⌬subH ⌬subH tricyclo关4.3.1.03,8兴decane 共310–335兲 64.9⫾ 1.8 65.6 323 298 关1975CLA/KNO兴 关1975CLA/KNO, 1993CHI/HOS兴 关6004-38-2兴 ⌬trsH ⌬fusH ⌬fusH tricyclo关5.2.1.02,6兴decane 2.57 3.07 2.95 204.3 345.3 352 AC 关2003KON/TAN兴 关1996DOM/HEA兴 C10H16 C10H16 C10H16 C10H16 ⌬subH 共359–443兲 52.9⫾ 1.3 298 BG 关1971BOY/SAN, 1977PED/RYL兴 ⌬ vH 共394–457兲 46.0 409 EB 关2009XIN/FAN兴 TSGC 关1979CLA/KNO兴 关17760-91-7兴 ⌬subH tricyclo关5.2.1.04,10兴decane 共hexahydrotriquinacene兲 56.6⫾ 1.3 307 关283-50-1兴 ⌬subH bicyclo关3.3.2兴decane 关281-23-2兴 ⌬trsH ⌬fusH ⌬trsH ⌬fusH ⌬trsH ⌬fusH adamantane ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬ vH ⌬ vH C10H16 TSGC H 关79-92-5兴 ⌬subH ⌬ vH 58.2⫾ 2 共5–350兲 共278–368兲 共328–373兲 共343–483兲 共278–443兲 共310–336兲 共310–336兲 共312–366兲 共313–353兲 共403–453兲 3.21 10.9 3.38 10.9 3.38 13.8 关1977PAR/STE兴 298 208 541 208.6 541.2 208.6 543.2 59.1 58.3 52.6 59.7 55.3 54.3 58.45 59.5 59.7⫾ 0.8 58.6 59.3⫾ 0.2 60.5⫾ 1.3 53.6 54.8 59.3⫾ 0.16 59.5 58.6⫾ 0.6 59.6 62.3 298 308 298 293 343 358 298 300 326 298 326 298 332 298 298 298 333 298 298 48.2 51.7 298 298 AC DSC AC AC CGC-DSC A A A C TSGC H BG H I H C DBM H GC CGC 共dl兲 2,2-dimethyl-3-methylenebicyclo关2.2.1兴heptane 共camphene兲 46.8 C 共320–434兲 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 44.0 335 A 关2006VAN/VAN兴 关1998CHI/HES兴 关1960CHA/WES兴 关1996DOM/HEA, 1966PIR, 1993HAK兴 关1960CHA/WES兴 关2000KAB/BLO兴 关2000MOK/RUZ兴 关2000KAB/BLO兴 关1998CHI/HES兴 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL, 1968FLO兴 关1982JOC/DEK兴 关1975LEE/SLU兴 关1975CLA/KNO兴 关1975CLA/KNO, 1993CHI/HOS兴 关1971BOY/SAN兴 关1971BOY/SAN, 1993CHI/HOS兴 关1971WU/HSU兴 关1971WU/HSU, 1993CHI/HOS兴 关1970MAN/RAP兴 关1970VON/WIL, 1971BUT/CAR兴 关1967BRA/SZI兴 关1967BRA/SZI, 1993CHI/HOS兴 关1967BRA/SZI兴 关2002VAN/PAR兴 关1995CHI/HOS兴 关1977KOZ/BYC兴 关1987STE/MAL, 1947STU兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-453 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H16 C10H16 C10H16 C10H16 C10H16 Enthalpy C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 Tm 共K兲 Method Reference 关4497-92-1兴 ⌬ vH 共d兲 3,7,7-trimethylbicyclo关4.1.0兴hept-2-ene 共2-carene兲 共293–450兲 45.5 308 A 关1987STE/MAL, 1954BUK/MAJ兴 关498-15-7兴 ⌬ vH 共d兲 3,7,7-trimethylbicyclo关4.1.0兴hept-3-ene 共3-carene兲 共359–443兲 42.8 374 A 关1987STE/MAL兴 关na兴 ⌬ vH 共⫹兲 limonene 共373–423兲 49.6 298 CGC 关1995CHI/HOS兴 关na兴 ⌬ vH 共S兲-共⫺兲 limonene 共320–451兲 47.4 335 关1996ROD/BER兴 关5989-27-5兴 ⌬fusH 共d兲 limonene 11.38 199.2 关1996GAL/VAN, 1996GAL/VAN兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH C10H16 Compound 共326–445兲 共313–413兲 共339–495兲 共339–495兲 共339–495兲 共339–495兲 共250–434兲 共287–448兲 共288–323兲 C A A 关2009CLA/GOM兴 关2005HOS/GRY兴 关2002VAN/PAR兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关2002STE/CHI2兴 关1999DIA/GUE兴 关1987ATI/SAI兴 关1987STE/MAL兴 关1987STE/MAL兴 340 298 318 C A 关1993NAD/BER兴 关1987ATI/SAI兴 关1987STE/MAL, 1954BUK/MAJ兴 49.5 49.6 49.9 46.1⫾ 0.2 43.5⫾ 0.2 40.9⫾ 0.3 37.9⫾ 0.6 49.2 48.9⫾ 0.1 44.5 47.7 298 298 298 350 390 430 470 300 298 302 303 GC GC EB EB EB EB 关5989-54-8兴 ⌬ vH ⌬ vH ⌬ vH 共l兲 limonene 共325–450兲 共303–363兲 47.0 49.0⫾ 0.1 45.5 关138-86-3兴 ⌬ vH 共dl兲 limonene 共287–448兲 45.9 302 A 关1987STE/MAL兴 关na兴 ⌬ vH limonene 共353–405兲 39.4 379 TGA 关2002HAZ/DOL兴 关na兴 ⌬ vH -myrcene 共303–363兲 47.0 318 关123-35-3兴 ⌬ vH ⌬ vH 7-methyl-3-methylene-1,6-octadiene 共myrcene兲 50.6 298 共287–445兲 45.7 302 关99-83-2兴 ⌬ vH 5-isopropyl-2-methyl-1,3-cyclohexadiene 共293–448兲 47.7 308 A 关1987STE/MAL兴 关555-10-2兴 ⌬ vH 3-isopropyl-6-methylenecyclohexene 共303–363兲 47.7 318 A 关1987STE/MAL, 1954BUK/MAJ兴 关na兴 ⌬ vH ⌬ vH ⌬ vH ␣-pinene 共320–429兲 共365–430兲 C 关1996ROD/BER兴 关1993REI/SAN兴 关1987AN/HU兴 关80-56-8兴 ⌬ vH ⌬ vH ⌬ vH 关127-91-3兴 ⌬ vH ⌬ vH 42.5 40.2 44.6⫾ 0.1 335 380 298 共d兲 ␣-pinene 共308–427兲 共292–433兲 共293–363兲 45.4 45.0 43.4 298 307 308 -pinene 共290–439兲 共364–439兲 46.0 41.6 305 379 关1954BUK/MAJ兴 GC A A 关2002VAN/PAR兴 关1987STE/MAL, 1947STU兴 关2009CLA/GOM兴 关1987STE/MAL兴 关1954BUK/MAJ兴 关1996ROD/BER兴 关1993REI/SAN兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-454 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬ vH C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16 C10H16ClO6 C10H16Cl3NOS ⌬transHm 共kJ mol−1兲 Tm 共K兲 45.8⫾ 0.1 298 C 关1987AN/HU兴 A 关1987STE/MAL兴 关1954BUK/MAJ兴 Method Reference 关na兴 ⌬ vH ⌬ vH 共l兲 -pinene 共291–441兲 共293–363兲 46.1 44.9 306 308 关586-62-9兴 ⌬ vH ⌬ vH terpinolene 共313–363兲 共305–458兲 50.8 50.5 328 320 A 关79-92-5兴 ⌬ vH camphene 共313–413兲 44.7 298 GC 关2005HOS/GRY兴 关99-85-4兴 ⌬ vH ␥-terpinene 共313–413兲 51.4 298 GC 关2005HOS/GRY兴 关4221-98-1兴 ⌬ vH sabinene 共313–413兲 46.9 298 GC 关2005HOS/GRY兴 关4221-98-1兴 ⌬ vH 共⫺兲-␣-phellandrene 共313–423兲 48.3 298 GC 关2005HOS/GRY兴 关4497-92-1兴 ⌬ vH 共⫹兲 2-carene 共313–413兲 48.5 298 GC 关2005HOS/GRY兴 关498-15-7兴 ⌬ vH 共⫹兲 3-carene 共313–413兲 48.5 298 GC 关2005HOS/GRY兴 关2867-05-2兴 ⌬ vH ␣-thujene 共313–413兲 44.8 298 GC 关2005HOS/GRY兴 关6004-38-2兴 ⌬ vH tetrahydrodicyclopentadiene 共358–465兲 43.5 373 A 关1987STE/MAL兴 关2825-82-3兴 ⌬trsH ⌬fusH exo tetrahydrodicyclopentadiene 3.18 1.2 162.1 183.2 DSC 关2002CHI/HIL兴 关2825-83-4兴 ⌬trsH ⌬fusH endo tetrahydrodicyclopentadiene 10.7 3.48 213.8 356.8 DSC 关2002CHI/HIL兴 关na兴 ⌬ vH lactic acid, O-ethoxycarbonyl, 2-共2-chloroethoxy兲ethyl ester 共406–523兲 83.8 共sub兲 421 关2303-17-5兴 ⌬fusH carbamothioic acid, bis共isopropyl兲, S-共2,3,3-trichloroallyl兲 ester 27.11 306.4 DSC ⌬ vH 共293–318兲 84.3 305 A A 关1954BUK/MAJ兴 关1987STE/MAL, 1947STU兴 关1987STE/MAL兴 关1991ACR, 1990DON/DRE兴 关1987STE/MAL兴 C10H16NOS 关2303-17-5兴 ⌬subH S-2,3,3-trichloroallyl N,N-diisopropylthiocarbonate 共triallate兲 共293–318兲 84.0 关1983SPE/CLI, 1978GRO/SPE兴 C10H16NO4PS 关52-85-7兴 ⌬fusH O-关4-共dimethylamino兲sulfonyl兴phenyl兴 O,O-dimethylphosphorothionate 26.5 326.8 DSC 关1990DON/DRE兴 C10H16N2 关1871-96-1兴 ⌬fusH sebaconitrile ⌬ vH 共303–343兲 28.2 281.2 83.7 318 C10H16N2 关33089-74-6兴 ⌬ vH N⬘-共2,4-dimethylphenyl兲-N-methylformamidine 89.2 303 C10H16N2 关85688-96-6兴 methyl共1,1,1-trimethylpropyl兲propanedinitrile J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 DSC 关2007BAD/BLA兴 A 关1987STE/MAL兴 关1998ZHA/MO兴 PHASE TRANSITION ENTHALPY MEASUREMENTS 043101-455 TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula Enthalpy Compound Temp 共K兲 Range ⌬subH C10H16N2 关85688-95-5兴 ⌬fusH ⌬transHm 共kJ mol−1兲 Tm 共K兲 62.0⫾ 0.7 298 关1990BEC/DOG兴 307.5 关1990BEC/DOG兴 298 关1990BEC/DOG兴 共1,1-dimethylpropyl兲ethylpropanedinitrile 19.25 Method Reference ⌬subH 76.2⫾ 0.8 C10H16N2 关na兴 ⌬fusH meso 2,3-diethyl-2,3-dimethylsuccinonitrile 26.78 370.2 关1983BAR/BEC兴 C10H16N2O2 关82413-40-9兴 ⌬fusH 1,3-dimethyl-5-butyluracil 22 关1996KAM/ZIE兴 ⌬subH 共306–311兲 106.3⫾ 1.3 312.1 309 ME 关1996KAM/ZIE兴 DSC 关1989CHA/DEM兴 关77-28-1兴 ⌬fusH (I) ⌬fusH (II) ⌬fusH (III) 5-butyl-5-ethylbarbituric acid 共butobarbital兲 13.6 394.2 14.7 392.7 17.3 396.2 C10H16N4O2S 关55511-98-3兴 ⌬fusH 3-共5-共1,1-dimethylethyl兲-1,3,4-thiadiazol-2-yl兲-4-hydroxy-1-methyl-2-imidazolidinone 25.46 408.9 DSC 关1990DON/DRE兴 C10H16N6S 关51481-61-9兴 ⌬fusH (I) ⌬fusH (II) ⌬fusH共A兲 ⌬fusH共B兲 N-cyano-N⬘-methyl-N⬙-关2-关共5-methyl-1H-imidazol-4-yl兲-thio兴ethyl兴guanidine 共cimetidine兲 41.0 413.8 39.7 413.5 DSC 关1999BAU/MAR兴 38.2 412.2 DSC 34.8 413.7 DSC 关1996BAU兴 Note: Cimetidine is reported to have four different crystalline forms C10H16O 关29171-20-8兴 ⌬ vH ⌬ vH ⌬ vH 3,7-dimethyl-6-octen-1-yn-3-ol 共dehydrolinalool兲 共406–471兲 52.1 421 共359–381兲 U 共369–445兲 50.4⫾ 0.1 407 关na兴 ⌬ vH ⌬ vH ⌬ vH camphor 共343–383兲 共343–383兲 共343–383兲 关464-49-3兴 ⌬trsH ⌬trsH ⌬fusH 共d兲-camphor 关76-22-2兴 ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH ⌬subH 共dl兲-camphor 关464-49-3兴 ⌬ vH 共⫹兲 camphor 关1686-14-2兴 ⌬ vH ␣-pinene oxide 关13854-85-8兴 ⌬subH ⌬subH ⌬subH 共d兲 3-bornanone 共273–408兲 共323–339兲 共408–451兲 C10H16N2O2 C10H16O C10H16O C10H16O C10H16O C10H16O C10H16O 共273–293兲 共273–298兲 共273–453兲 共285–318兲 EB 关2001ZHU/LI兴 关1999ZAR/CHA兴 关1988BAG/GUR兴 54.4 54.5 55.2 298 298 298 CGC CGC CGC 关1995CHI/HOS兴 关1995CHI/HOS兴 关1995CHI/HOS兴 16.0 0.23 5.3 242 374 452 DSC 关1979MJO兴 283 HSA 51.8⫾ 0.8 51.5⫾ 2.6 U 65.8 50.7 53.6 54.7 363 301 关1977STE兴 关1975CHI兴 关1960JON, 1940ZIB兴 关1960JON, 1937DEW兴 关1960JON兴 关1957SHE/BRY兴 55.3 298 GC 关2002VAN/PAR兴 53.6 298 GC 关2002VAN/PAR兴 54.2 55.0 49.8 288 331 423 A A A 关1987STE/MAL兴 关1987STE/MAL兴 关1987STE/MAL兴 J. Phys. Chem. Ref. Data, Vol. 39, No. 4, 2010 043101-456 W. ACREE, JR. AND J. S. CHICKOS TABLE 8. Phase change enthalpies of C9 to C10 organic compounds—Continued CAS Reg No Molecular Formula C10H16O C10H16O C10H16O Compound Enthalpy Temp 共K兲 Range ⌬transHm 共kJ mol−1兲 ⌬ vH 共452–488兲 44.6 Tm 共K兲 467 Method Reference A 关1987STE/MAL兴 关4695-62-9兴 ⌬ vH ⌬ vH ⌬ vH ⌬ vH ⌬ vH 共d兲 1,3,3-trimethylbicyclo关2.2.1兴heptan-2one 共fenchone兲 共365–384兲 47.0 374 51.7⫾ 0.1 298 51.4⫾ 0.1 298 51.1⫾ 0.1 298 共301–464兲 48.9 316 C C C A 关2002BAT兴 关1987ATI/SAI兴 关1987ATI/SAI兴 关1985KUS兴 关1987STE/MAL, 1947STU兴 关na兴 ⌬ vH ⌬ vH ⌬ vH 共l兲 1,3,3-trimethylbicyclo关2.2.1兴heptan-2one 共fenchone兲 51.1⫾ 0.1 298 51.3⫾ 0.1 298 51.4⫾ 0.1 298 C C C 关1987ATI/SAI兴 关1987ATI/SAI兴 关198
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