52. The reaction shown below would be expected to produce as major products which of the following compounds?

(A)+ enantiomer
(B)  + enantiomer

 
(C)  + enantiomer
(D)  + enantiomer
(E)  + enantiomer

48. For the reaction shown, which of the compounds listed below would be the expected major, and final, organic product?  (A) I (B) II (C) III (D) IV (E) V

49. Predict the major product for the following Claisen rearrangement. (A) I (B) II (C) III (D) IV (E) None of the above

50. Predict the major product for the following reaction.  (A) I (B) II (C) III (D) IV (E) V

51. Which of the following reagents can be used to cleave a tert-butoxycarbonyl (Boc) protecting group from a peptide? (A) H2/Pd (B) CF3CO2H (C) Na2CO3, H2O (D) LiAlH4 (E) None of the above

53. What is the best method for the preparation of m-dibromobenzene from benzene? (A) 1). HNO3/H2SO4; 2). Sn/HCl; 3). NaNO2/HCl, 0°C; 4). Br2/FeBr3, twice. (B) 1). HNO3/H2SO4; 2). Sn/HCl; 3). NaNO2/HCl, 0°C; 4). Br2/FeBr3; 5). H3PO2. (C) 1). HNO3/H2SO4; 2). Sn/HCl; 3). NaNO2/HCl, 0°C; 4). H3PO2; 5). Br2/FeBr3, twice. (D) 1). HNO3/H2SO4; 2). Br2/FeBr3; 3). Sn/HCl; 4). NaNO2/HCl, 0°C; 5). CuBr. (E) Br2/FeBr3, twice.

54. Which is the best method for the synthesis of tert-butyl methyl ether? (A) CH3ONa + (CH3)3CBr → (B) (CH3)3CONa + CH3I → (C) CH3OH + (CH3)3COH + H2SO4 at 140°C → (D) (CH3)3CONa + CH3OCH3 →(E) CH3ONa + (CH3)3COH → 

55. Which of the following will result in removal of a benzyl ester protecting group? (A) acid hydrolysis only (B) decarbonylation only (C) catalytic hydrogenation only (D) both acid hydrolysis and decarbonylation (E) both catalytic hydrogenation and acid hydrolysis

56. Which of the following ketones will give a positive iodoform test? (A) 3-heptanone (B) 3-hexanone (C) cyclohexanone (D) 2-pentanone (E) 2-methyl-3-hexanone

57. Which of the following compounds will display a singlet, a triplet and a quartet in the 1 H NMR spectrum? (A) 1-chloro-2,2-dimethylbutane (B) 3-chloro-3-methylpentane (C) 3-chloropentane (D) 2-chloro-4-methylpentane (E) 3-chloro-2-methylpentane

58. Examining the infrared spectrum of a compound allows us to: (A) determine the types of functional groups present in the compound (B) determine the carbon-hydrogen framework of the compound (C) determine the molecular weight of the compound (D) determine the nature of the conjugated pi electron system in the compound (E) None of the above is correct