28. Identify the missing intermediates for the following reaction sequence.
(A)
(B)
(C) 
(D)

29. Hydrocortisone, a naturally occurring hormone produced in the adrenal glands, is often used to treat inflammation, severe allergies, and numerous other conditions. Which of the following statements is CORRECT? (A) The two 2° (methyl) groups are in the axial position. (B) The two 1° (methyl) groups are in the equatorial position. (C) The hydroxy with oxygen-18 is at the axial position. (D) The hydroxy with oxygen-18 is at the equatorial position.

30. Which of the following structures represent meso compounds? (A) I only (B) I and IV (C) I and II (D) II and III

31. Rank the following Newman projections of 2,3-dimethylpentane from LOWEST energy to HIGHEST energy. (A) IV ＜ II ＜ III ＜ I (B) I ＜ III ＜ II ＜ IV (C) IV ＜ III ＜ II ＜ I (D) I ＜ II ＜ III ＜ IV

32. Which synthetic route is best for obtaining the desired product, 3-nitrobenzoic acid? (A) (B) (C)(D)

33. Give the primary product of the following reaction.(A)(B)(C)(D)

34. Compound A on ozonolysis yields acetophenone and propanal. What is the structure of compound A?(A) 2-phenyl-2-pentene (B) 1-phenyl-1-hexene (C) 1-phenyl-2-pentene (D) 2-phenyl-2-hexene

35. Below is a proposed synthesis of compound X. Which step would not work?

36. What are the correct reagents to obtain the respective alcohols from methylenecyclopentane? (A)(B) (C) (D)

37. The 1H NMR spectrum of a C6H8 hydrocarbon displays a single sharp signal. The 13C NMR spectrum has two resonance signals. Which of the following compounds would fit this evidence?(A) Dewar benzene (bicyclo[2.2.0]hexa-2,5-diene) (B) Benzvalene (C) Cyclohexadiene (D) Cyclohexane

38. Which of the following best depicts the initial nucleophilic addition step in the acid-catalyzed hydrolysis of the acetonitrile shown below? (A)(B) (C) (D)

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