Additional Multiple Choice Questions Volume 1 1. Which compound would yield 5-keto-2-methylhexanal upon treatment with O3?

2. Which of the following reactions will produce the 2-pentyne in good yield?

3. Which of the following represents serine at pH = 2?

4. Which of the following reactions will yield 1-butanol CH3CH2CH2CH2OH?

5. Which of the following reactions cannot produce acetamide?

6. Which of the following compounds will produce butanone when treated with H2SO4, HgSO4 and water?

7. Which sites on the following molecule are susceptible to nucleophilic attack?

(a) a and b

(b) a and c

(c) b and c

(d) a, b and c

8. Which of the following compounds is aromatic?

9. Which of the following reactions will not yield benzoic acid as the major product?

10. Pentamethylglucose loses which methyl group upon mild acid hydrolysis?

(a) a d

(b) b (e) e

(c) c

(d)

11.The configuration of the following compound from left to right will be...

(a) R...R

(b) R...S

(c) S...R

(d) S...S

12. The following stereoisomers are related as...

(a) enantiomers are identical stereoisomers.

(b) diastereomers

(c) epimers

(d) They

13. What is the major product obtained from the following reaction?

14. What is the polymer produced by the following reaction?

15. What is the number of unique cis-trans isomers possible for the following compound?

(a) 2

(b) 4

(c) 6

(d) 8

16. What is the major product obtained from the following reaction?

17. Which of the following reagents could be used to differentiate the following compounds by a visible change?

18. What is the major product obtained from the following reaction?

19. What is the major product obtained from the following reaction?

20. Which of the following reactions will produce isopropyl acetate in the best yield?

21. The following compound is an example of a/an...

22. Which of the following compounds is a D-aldopentose?

23. How are the following stereoisomers related?

24. Which of the following compounds will have the highest boiling point?

25. Which of the following compounds would yield this energy-rotation diagram.

26. Which of the following mechanism best describes the reaction between propene and BrCl?

27. Which of the following mechanism best describes the reaction between propene and H3O+?

28. What is the major product obtained from the following reaction?

29. What is the major product obtained from the following reaction?

30. Which of the hydrogen atoms in the following compound is the most acidic?

31. Which of the following Newman projections shows the most stabile conformation of the following compound?

32. Which of the following best depicts secondary protein structure?

33. Which of the following mechanisms best depicts tautomerism?

34. Which of the following is the best resonance form for vinyl fluoride?

35. The reason that vinyl chloride does not react with sodium hydroxide in a S N2 reaction is that...

(a) hydroxide is too weak a nucleophile. (b) the sp2 carbon-chlorine bond is stronger than a sp3 carbon-chlorine bond. (c) the hydrogen atom trans to the chlorine atom sterically inhibits the substitution reaction.

(d) Both answers "b" and "c" are correct.

36. What is the major product obtained from the following reaction?

37. Which of the following represents the best electron-dot formula for carbon monoxide? Note that formal charges are not shown for these structures.

38. The mechanism for the E2 reaction of ethyl bromide with hydroxide anion and heat will be...

39. What is the major product obtained from the following reaction?

40. Which of the following compounds is optically active?

41. Which of the following is the strongest base?

42. What is the best name for the following compound?

(a) 1,2,6-trimethylheptane (b) 2-ethyl-6-methylheptane (c) 2,6-dimethyloctane

(d) 3-methyl-6-(1-methyethyl)hexane

43. Which of the following compounds is 2-methyl-3-(1-methylethyl)hexane?

44. What is the best name for the following compound?

(a) 4-methylnaphthalene (b) 2-methylnaphthalene (c) 1-methylnaphthalene (d) 2,3-benzenetoluene

45. What is the best name for the following compound?

(a) 1,1-dimethylcyclopent-2-ene (b) 2,2-dimethylcyclopentene

(c) 5,5-dimethylcyclopentene (d) 3,3-dimethylcyclopentene

46. What is the best name for the following compound?

(a) 2-propyl-1,3-butadiene (b) 3-methylene-1-hexene (c) 2-vinyl-1-pentene (d) 2-ethenyl-1-pentene

47. What is the best name for the following compound?

(a) E-3-isopropy-2-hexene (b) Z-3-(1-methylethyl)-2-hexene (c) cis-3-isopropy-2-hexene (d) trans-3-(1-methylethyl)-2-hexene

48. The infrared spectrum shown best represents which of the following compounds?

49. What is the best reagent to use for the following reaction?

50. What is the major product obtained from the following reaction?

51. What is the major product obtained from the following reaction?

52. The mechanism for the reaction of formaldehyde and methylmagnesiumbromide will proceed by...