68. Which of the compounds below undergoes solvolysis in aqueous ethanol most rapidly?
(A) Cyclohexyl bromide
(B) Isopropyl chloride
(C) Methyl iodide
(D) 3-Chloropentane
(E) 3-Iodo-3-methyl pentane

64. Which of the following compounds is the major organic product generated in the reaction below? Pay particular attention to region- and stereochemical detail. (A)(B)(C)(D)(E) None of the above.

65. Which of the following series of synthetic steps could be used to carry out the transformation shown below? (I) NaOH, (II) HCl, (III) PCC, (IV) O3, (V) S(CH3)2, (VI) H2O2, NaOH (A) II → IV → V (B) III → V → I (C) IV → VI → III (D) IV → V → I (E) None of the above.

66. What is the major organic product obtained from the following reaction? (A) 1 (B) 2 (C) 3 (D) 4 (E) 5

67. Which of the following statements correctly describes the molecule shown below?  (A) Its C-4 NH2 is strongly basic while the C-1 NH2 is weekly acidic. (B) Its C-4 NH2 is weekly basic while the C-1 NH2 is strongly acidic. (C) Its C-4 NH2 is weekly basic while the C-1 NH2 is weekly acidic. (D) Its C-4 NH2 is strongly basic while the C-1 NH2 is strongly acidic. (E) Both C-1 NH2 and the C-4 NH2 are weekly basic.

69. Which of the following E, Z designation are incorrect? (A) AB (B) BC (C) CD (D) AD (E) AC

70. Provide structure for compound A in the following reaction scheme:   (A) A (B) B (C) C (D) D(E) None of the above

71. What is the major organic product of the following sequence of reactions?  

72. What product would you obtain from Claisen condensation of ethyl propanoate? (A) Ethyl 2-ethyl-3-oxopentanoate (B) Propyl 2-methyl-3-oxopentanoate (C) Ethyl 2-methyl-3-oxohexanoate (D) Propyl 2-methyl-3-oxohexanoate (E) Ethyl 2-methyl-3-oxopentanoate

73.What is the major organic product of the reaction shown below? (A) Ethyl benzoate (B) Phenyl propionate (C) Diphenyl ketone (D) Phenyl vinyl ketone (E) An phenylseleno ketone

74. Which of the following reactions has a mechanism that involves the formation of a cyclic intermediate from acyclic starting materials? (A) Dehydration of an alcohol (B) Addition of HBr to an alkene (C) Chlorination of an alkane (D) Addition of bromine to an alkene (E) Addition of Grignard to ketone