9. Peptide bonds are .
(A) ester linkages
(B) imido linkages
(C) amide linkages
(D) ether linkages
(E) disulfide linkages

5. When (R)-butan-2-ol is treated with TsCl in pyridine, the product formed is . (A) a single enantiomer (B) a racemic mixture (C) a mixture of diastereomers (D) an achiral compound (E) none of the above

6. What kind of polymer is produced in the following reaction? (A) a polycarbonate (B) poly(acrylonitrile) (C) a polyester (D) polyurethane (E) a synthetic rubber

7. Which of the following reagents should be used to convert hex-3-yne to {E}-hex-3-ene? (A) H2, Pt (B) Na, NH3 (C) H2, Lindlar's catalyst (D) H2SO4, H2O (E) HgSO4, H2O

8. SN1 reaction usually proceed with . (A) slightly more inversion than retention at the center undergoing substitution (B) slightly more retention then inversion at the center undergoing substitution (C) equal amounts of inversion and retention at the center undergoing substitution (D) complete inversion at the center undergoing substitution (E) complete retention at the center undergoing substitution

10. What is the major product of the following reaction?

11. What compound is produced when (CH3)2CHCH2Br is subjected to the following sequence of steps: 1. Mg, Et2O, 2. CO2, 3. H3O+ ? (A) 2-methylpropanoic acid (B) 3-methylpropanoic acid (C) 2-methylbutanoic acid (D) 3-methylbutanoic acid (E) 2-methylhexanoic acid

12. Which of the following alcohols will react most rapidly with the Lucas reagent (HCl, ZnCl2)? 

13. The structures below are .  (A) not isomers (B) conformational isomers (C) structural isomers (D) cis-trans isomers (E) both B and D

14. The Hell-Volhard-Zelinsky reaction involves . (A) the α-bromination of carboxylic acids (B) the α-bromination of ketones (C) the bromination of alcohols (D) the oxidation of aldehydes to acids (E) none of the above

15. When indole is treated with bromine in dioxane at 0o C, the major organic product is . (A) 2-bromoindole (B) 3-bromoindole (C) 4-bromoindole (D) 5-bromoindole (E) 6-bromoindole