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

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.

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

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

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

75. Which of the following substituents would have the lowest Cahn-Ingold-Prelog priority? (A) -CH2OH (B) -CH2COOH (C) -CH2CH2Cl (D) -CH2NH2 (E) -CH2CH2Br

76. Which sets of reagents would give the correct product for this reaction? (A) Hg(OCOCF3)2 in MeOH (B) 1. Hg(OAc)2 in THF/H2O2, 2. NaBH4 (C) 1. BH3, 2. NaOH, H2O2 (D) 1. BH3, 2. H2O2, OH- , 3. NaH, 4. CH3I (E) H+ , CH3OH

77. The Frost circle can be used to reproduce the molecular orbital energies of a cyclic polyene. What species would be described by the Frost circle to the right? (A) Cyclopentadienyl cation (B) Cyclopentadienyl radical (C) Cylopentadienyl anion (D) Cyclopentadiene (E) Cyclopentene anion