63. What is the major product of the following reaction?

59. An unknown hydrocarbon shows a parent peak on the mass spectra at m/z = 86. There is no evidence of absorption from visible or UV spectra. The IR shows no major absorption outside the C-H stretch and bending vibration. The 1 H NMR reveals a singlet at δ 0.9 (9H), a triplet at 0.98 (3H) and a quartet at 1.6 (2H). Which compound below best fits the description? 

60. Which statement is correct for the reaction shown below? 1-chloro-2,4-dinitrobenzene + NaOH → 2,4-dinitrophenol (A) This reaction is an electrophilic aromatic substitution. (B) This reaction is a SN1 substitution. (C) This reaction is a nucleophilic aromatic substitution. (D) Substituted benzyne is the reaction intermediate. (E) None of the above. II. Choose one correct answer for the following questions 

【單選題】每題 2 分，共計 40 分，答錯一題倒扣 0.5 分，倒扣至本大題零分為止，未作答，不給分亦不扣分。61. What is the product of the following reaction?

62. What is the major product of the following reaction?

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.

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