60. What is the expected major product of the following reaction sequence? 
(A) I
(B) II
(C) III
(D) IV
(E) V

56. Which will be the major product of the following E2 reaction? (A)(B)(C)(D)(E)

57. Predict the product for the following reaction sequence. (A) 2,4-heptanediol (B) 1,4-heptanediol (C) 2,5-octanediol (D) 1,4-octanediol (E) 1,5-octanediol

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

複選題59. Provide the reactants necessary to prepare the following alkene using the Wittig reaction. (A) ethanal and 2-bromopentane (B) propanal and 2-bromopentane (C) 2-pentanone and 1-bromopropane (D) 2-pentanone and 2-bromopropane (E) butanal and 2-bromopentane

61. Predict the major product of the following reaction sequence. (A) (B) (C) (D) (E) 

62. Choose the major product of the following reaction sequence. (A) (B) (C) (D) (E) 

63. Predict the product of the following reaction. (A) I (B) II (C) III (D) IV (E) V

64. Predict the major product of the following reaction sequence. (A)(B)(C)(D)(E)

65. What is the relative reactivity of 2° vs 1° hydrogens in the free radical bromination of n-butane if the ratio of 1-bromobutane to 2-bromobutane formed is 7:93? (A) The 2° hydrogens are 20 times more reactive than the 1° ones. (B) The 2° hydrogens are 40 times more reactive than the 1° ones. (C) The 2° hydrogens are 60 times more reactive than the 1° ones. (D) The 2° hydrogens are 80 times more reactive than the 1° ones. (E) The 2° hydrogens are 100 times more reactive than the 1° ones.

66. Which sequence of reagents works best to convert 1-methyl-1-vinylcyclohexane to E-1-methyl-1-(prop-1-en-1-yl)cyclohexane? ? (A) 1. NaOCH3, CH3OH 2. NaNH2 3. Br2 4. H2 (excess), Pd/C (B) 1. Br2 2. NaNH2 3. NaNH2, then CH3Br 4. Na, NH3 (C) 1. BH3*THF 2. Br2 3. NaCN 4. Na, NH3 (D) 1. NaCN 2. HO- , H2O2 3. NaNH2, then CH3Br 4. Na, NH3 (E) 1. BH3*THF 2. Br2 3. NaNH2, then CH3Br 4. H2 (excess), Pd/C