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

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

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

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) 

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

67. How many of these reagents cause only syn additions to alkenes? HBr H2, Pd BH3 H2O2 CH3CO3H Br2 Hg(OAc) 2 (A) 1 (B) 2 (C) 3 (D) 4 (E) 5

68. The HOMO of (2E,4Z,6E)-octatriene undergo thermal cyclization using which process and which product? (HOMO orbital of pi-electrons of octatriene is given below, not showing the stereochemistry) (A) disrotatory and cis-product (B) conrotatory and cis-product (C) disrotatory and trans-product (D) conrotatory and trans-product (E) both disrotatory and conrotatory to give trans and cis product respectively

複選題69. Assuming kinetic conditions, provide a structure for the major product of the reaction below. Include correct stereochemistry. ?  (A) I (B) II (C) III (D) IV (E) V