CHEM 110 --------------------------------------------------------------------------------------------------------------------1. Which of the following molecules are structural isomers? 3 4 1 2 --------------------------------------------------------------------------------------------------------------------2. Which one of the following molecules is the geometrical isomer of cis-3,4-dimethyl-3-hexene shown at the right? cis-3,4-dimethyl-3-hexene B A C Follow-up: Which of the answer choices CANNOT have a geometric isomer? (If a molecule can have a geometric isomer, D can you draw it?) E --------------------------------------------------------------------------------------------------------------------3. What functional groups are present in the following molecules? OH O O N N N N O O A. carvone (spearmint oil) B. caffeine C. Testosterone (steroid) CH3 CH3 O O H2N HO O C O O OH O C H C CH2 OH HO C C CH N C H2 H F. aspartame artificial sweetener D. estradiol (Estrogen) (steroid) E. oxybenzone sunscreen --------------------------------------------------------------------------------------------------------------------- Recitation 8 CHEM 110 -----------------------------------------------------------------------------------------------------------------4. List the intermolecular forces that are important for each of these molecules. I. CaCl2 IV. CH3COOH II. HBr V. NH3 III. CH3CH3 -----------------------------------------------------------------------------------------------------------------5. What properties of H2O can be attributed to hydrogen bonding? I. Liquid water is colorless. II. The density of ice is lower than that of liquid water. III. Water has a higher boiling point than H2S. -----------------------------------------------------------------------------------------------------------------6. Which pairs of molecules have the correct boiling point (bp) trend? i. bp of CS2 > bp of CO2 ii bp of O2 > bp of H2 iii bp of SiH4 > bp of SnH4 -----------------------------------------------------------------------------------------------------------------7. Rank the following in order of increasing boiling point. (Be sure that you can explain WHY this trend exists.) OH O OH O 3. C4H10O 2. C5H12 1. C3H6O2 4. C4H10O ----------------------------------------------------------------------------------------------------------------------------8. Arrange the following in order of decreasing melting point. CaO Ar H 2O -----------------------------------------------------------------------------------------------------------------9. Which of these molecules is/are polar? Cl Cl Cl Cl Cl Cl Cl Cl Cl I II III IV -----------------------------------------------------------------------------------------------------------------10. Draw a structural formula for CH2Cl2, not worrying about molecular shape. If this molecule were planar, with bond angles of 90°, how many isomers would there be? If it is tetrahedral, with bond angles of 109.5°, how many isomers are there? ----------------------------------------------------------------------------------------------------------------------------11. Write all the isomers you can that have the formula C6H12. (Don’t forget cycles.) ----------------------------------------------------------------------------------------------------------------------------- Recitation 8
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