Appendix C 8 Chapter 1 • Keys to the Study of Chemistry Equilibrium Constants for Selected Substances* Dissociation (Ionization) Constants (Ka) of Selected Acids Name and Formula Acetic acid CH3COOH Lewis Structure† H H O C C Ka2 Ka3 1.831025 H O H H Acetylsalicylic acid CH3COOC6H4COOH Ka1 H H O C C C C C C O H C O O H C C 3.631024 H H H Adipic acid HOOC(CH2)4COOH H O O H H H H O C C C C C C H H H H O H 3.831025 3.831026 631023 1.131027 1.031025 5310212 O Arsenic acid H3AsO4 H O As O O H H H O C H H O H C C H H H Benzoic acid C6H5COOH 3310212 H C C O O H O C C H O C O Ascorbic acid H2C6H6O6 H C C C C O H 6.331025 C H H O Carbonic acid H2CO3 Chloroacetic acid ClCH2COOH Chlorous acid HClO2 H Cl O C O H O C C O Cl O H H 4.531027 4.7310211 1.431023 H H O 1.131022 *All values at 298 K, except for acetylsalicylic acid, which is at 37ºC (310 K) in 0.15 M NaCl. † Acidic (ionizable) proton(s) shown in red. Structures have lowest formal charges. Benzene rings show one resonance form. (continued) A-8 siL02656_apA-D_A-1_A-14.indd 8 12/9/10 8:28:17 AM Appendix C • Equilibrium Constants for Selected Substances A-9 Dissociation (Ionization) Constants (Ka) of Selected Acids Name and Formula Lewis Structure† Ka1 Ka2 7.431024 1.731025 Ka3 H Citric acid HOOCCH2C(OH)(COOH)CH2COOH H O O H O H O C C C C C C H O O H H O H 4.031027 O Formic acid HCOOH Glyceric acid HOCH2CH(OH)COOH Glycolic acid HOCH2COOH Glyoxylic acid HC(O)COOH Hydrocyanic acid HCN Hydrofluoric acid HF Hydrosulfuric acid H 2S Hypobromous acid HBrO Hypochlorous acid HClO Hypoiodous acid HIO H H H C O O 1.831024 O H H H O C C C H O H H O C C O O H O H H 2.931024 1.531024 H H O O C C H C N H F H S H 931028 H O Br 2.331029 H O Cl 2.931028 H O I 2.3310211 3.5 31024 6.2310210 6.831024 1310217 O Iodic acid HIO3 Lactic acid CH3CH(OH)COOH H H O I O H H O C C C H O H O H 1.431024 H H Maleic acid HOOCCH CHCOOH 1.631021 C C O C C O H O O H 1.231022 4.731027 (continued ) siL02656_apA-D_A-1_A-14.indd 9 12/9/10 8:28:18 AM A-10 Appendix C • Equilibrium Constants for Selected Substances Dissociation (Ionization) Constants (Ka) of Selected Acids (continued ) Name and Formula Malonic acid HOOCCH2COOH Nitrous acid HNO2 Oxalic acid HOOCCOOH Lewis Structure† H O O H O C C C H H O O N O O O C C 1.431023 2.031026 Ka3 H O H 5.631022 O H 1.0310210 H O C C 5.431025 H C C C C H H H C C H 7.131024 C C H Phenylacetic acid C6H5CH2COOH H Ka2 H H Phenol C6H5OH O Ka1 C C C C H O H 4.931025 H H O Phosphoric acid H3PO4 H P O O H P O H O H H H O C C C H H H O O C C O H 7.231023 6.331028 331022 1.731027 4.2310213 O Phosphorous acid HPO(OH)2 Propanoic acid CH3CH2COOH Pyruvic acid CH3C(O)COOH Succinic acid HOOCCH2CH2COOH H H H O H 1.331025 C O H 2.831023 O H H O C C C C H H O O H H O 6.231025 2.331026 H Very large 1.031022 H 1.431022 6.531028 O H O Sulfuric acid H2SO4 H O S O O Sulfurous acid H2SO3 H O S (continued) siL02656_apA-D_A-1_A-14.indd 10 12/9/10 8:28:18 AM Appendix C • Equilibrium Constants for Selected Substances A-11 Dissociation (Ionization) Constants (Kb) of Selected Amine Bases Lewis Structure† Name and Formula Ammonia NH3 N H H H C C H C C C C H Ethanolamine HOCH2CH2NH2 Ethylamine CH3CH2NH2 Ethylenediamine H2NCH2CH2NH2 H H H H 4.0310210 H H H H C C H H H Dimethylamine (CH3)2NH N H H Diethylamine (CH3CH2)2NH Kb2 1.7631025 H H Aniline C6H5NH2 Kb1 H H N C C H H H H 8.631024 H C N C H H H H H O C C N H H H H 5.931024 H H H C C N H H H H H N C C N H H H H C N H H H H 3.231025 4.331024 H 8.531025 7.131028 H Methylamine CH3NH2 tert-Butylamine (CH3)3CNH2 H H 4.431024 H H N H H C C C H H C H H H 4.831024 H H H H Piperidine C5H10NH C H N C H C H n-Propylamine CH3CH2CH2NH2 † H H C 1.331023 H C H H H H H H C C C N H H H H H Blue type indicates the basic nitrogen and its lone pair. siL02656_apA-D_A-1_A-14.indd 11 3.531024 (continued ) 12/9/10 8:28:19 AM A-12 Appendix C • Equilibrium Constants for Selected Substances Dissociation (Ionization) Constants (Kb) of Selected Amine Bases (continued ) Lewis Structure† Name and Formula Isopropylamine (CH3)2CHNH2 1,3-Propylenediamine H2NCH2CH2CH2NH2 H H H H N H H C C C H H H H H N C C C N H H H H H H C C C H 3.031026 1.731029 N C H Triethylamine (CH3CH2)3N 3.131024 H H C Pyridine C5H5N Kb2 4.731024 H H H Kb1 H H H H H C C N C C H H H C HH H H C H 5.231024 H H H Trimethylamine (CH3)3N H H C N C H H C HH 6.331025 H H Dissociation (Ionization) Constants (Ka) of Some Hydrated Metal Ions Formation Constants (Kf) of Some Complex Ions Free Ion Complex Ion Kf Ag(CN)2 Ag(NH3)21 Ag(S2O3)232 AlF632 Al(OH)42 Be(OH)422 CdI422 Co(OH)422 Cr(OH)42 Cu(NH3)421 Fe(CN)642 Fe(CN)632 Hg(CN)422 Ni(NH3)621 Pb(OH)32 Sn(OH)32 Zn(CN)422 Zn(NH3)421 Zn(OH)422 3.031020 1.73107 4.731013 4 31019 3 31033 4 31018 1 3106 5 3109 8.031029 5.631011 3 31035 4.031043 9.331038 2.03108 8 31013 3 31025 4.231019 7.83108 3 31015 31 Fe Sn21 Cr31 Al31 Cu21 Pb21 Zn21 Co21 Ni21 siL02656_apA-D_A-1_A-14.indd 12 Hydrated Ion Fe(H2O)631(aq) Sn(H2O)621(aq) Cr(H2O)631(aq) Al(H2O)631(aq) Cu(H2O)621(aq) Pb(H2O)621(aq) Zn(H2O)621(aq) Co(H2O)621(aq) Ni(H2O)621(aq) Ka 2 6310 431024 131024 131025 331028 331028 131029 2310210 1310210 23 12/9/10 8:28:20 AM Appendix C • Equilibrium Constants for Selected Substances A-13 Solubility-Product Constants (Ksp) of Slightly Soluble Ionic Compounds Name, Formula Carbonates Barium carbonate, BaCO3 Cadmium carbonate, CdCO3 Calcium carbonate, CaCO3 Cobalt(II) carbonate, CoCO3 Copper(II) carbonate, CuCO3 Lead(II) carbonate, PbCO3 Magnesium carbonate, MgCO3 Mercury(I) carbonate, Hg2CO3 Nickel(II) carbonate, NiCO3 Strontium carbonate, SrCO3 Zinc carbonate, ZnCO3 Chromates Barium chromate, BaCrO4 Calcium chromate, CaCrO4 Lead(II) chromate, PbCrO4 Silver chromate, Ag2CrO4 Cyanides Mercury(I) cyanide, Hg2(CN)2 Silver cyanide, AgCN Halides Fluorides Barium fluoride, BaF2 Calcium fluoride, CaF2 Lead(II) fluoride, PbF2 Magnesium fluoride, MgF2 Strontium fluoride, SrF2 Chlorides Copper(I) chloride, CuCl Lead(II) chloride, PbCl2 Silver chloride, AgCl Bromides Copper(I) bromide, CuBr Silver bromide, AgBr Iodides Copper(I) iodide, CuI Lead(II) iodide, PbI2 Mercury(I) iodide, Hg2I2 Silver iodide, AgI Hydroxides Aluminum hydroxide, Al(OH)3 Cadmium hydroxide, Cd(OH)2 Calcium hydroxide, Ca(OH)2 siL02656_apA-D_A-1_A-14.indd 13 Ksp Name, Formula 2.0310 1.8310214 3.331029 1.0310210 3.0310212 7.4310214 3.531028 8.9310217 1.331027 5.4310210 1.0310210 29 2.1310210 1.031028 2.3310213 2.6310212 5.0310240 2.2310216 1.5310 3.2310211 3.631028 7.431029 2.631029 26 1.931027 1.731025 1.8310210 5 31029 5.0310213 1 310212 7.931029 4.7310229 8.3310217 3 310234 7.2310215 6.531026 Cobalt(II) hydroxide, Co(OH)2 Copper(II) hydroxide, Cu(OH)2 Iron(II) hydroxide, Fe(OH)2 Iron(III) hydroxide, Fe(OH)3 Magnesium hydroxide, Mg(OH)2 Manganese(II) hydroxide, Mn(OH)2 Nickel(II) hydroxide, Ni(OH)2 Zinc hydroxide, Zn(OH)2 Iodates Barium iodate, Ba(IO3)2 Calcium iodate, Ca(IO3)2 Lead(II) iodate, Pb(IO3)2 Silver iodate, AgIO3 Strontium iodate, Sr(IO3)2 Zinc iodate, Zn(IO3)2 Oxalates Barium oxalate dihydrate, BaC2O42H2O Calcium oxalate monohydrate, CaC2O4H2O Strontium oxalate monohydrate, SrC2O4H2O Phosphates Calcium phosphate, Ca3(PO4)2 Magnesium phosphate, Mg3(PO4)2 Silver phosphate, Ag3PO4 Sulfates Barium sulfate, BaSO4 Calcium sulfate, CaSO4 Lead(II) sulfate, PbSO4 Radium sulfate, RaSO4 Silver sulfate, Ag2SO4 Strontium sulfate, SrSO4 Sulfides Cadmium sulfide, CdS Copper(II) sulfide, CuS Iron(II) sulfide, FeS Lead(II) sulfide, PbS Manganese(II) sulfide, MnS Mercury(II) sulfide, HgS Nickel(II) sulfide, NiS Silver sulfide, Ag2S Tin(II) sulfide, SnS Zinc sulfide, ZnS Ksp 1.3310215 2.2310220 4.1310215 1.6310239 6.3310210 1.6310213 6.0310216 3.0310216 1.531029 7.131027 2.5310213 3.131028 3.331027 3.931026 1.131027 2.331029 5.631028 1.2310229 5.2310224 2.6310218 1.1310210 2.431025 1.631028 2.0310211 1.531025 3.231027 1.0310224 8.0310234 8.0310216 3.0310225 3.0310211 2.0310250 3.0310216 8.0310248 1.3310223 2.0310222 12/9/10 8:28:20 AM
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