59. Which of these is the least reactive type of organometallic compound?
(A) RK
(B) R₂Hg
(C) RLi
(D) R₂Zn
(E) R₃Al

55. Which of the following will result in removal of a benzyl ester protecting group? (A) acid hydrolysis only (B) decarbonylation only (C) catalytic hydrogenation only (D) both acid hydrolysis and decarbonylation (E) both catalytic hydrogenation and acid hydrolysis

56. Which of the following ketones will give a positive iodoform test? (A) 3-heptanone (B) 3-hexanone (C) cyclohexanone (D) 2-pentanone (E) 2-methyl-3-hexanone

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

58. Examining the infrared spectrum of a compound allows us to: (A) determine the types of functional groups present in the compound (B) determine the carbon-hydrogen framework of the compound (C) determine the molecular weight of the compound (D) determine the nature of the conjugated pi electron system in the compound (E) None of the above is correct

60. Which one of the following compounds will have the lowest wavenumber for carbonyl absorption? (A) I (B) II (C) III (D) IV (E) V  

【單選題】每題 2 分，共計 40 分，答錯 1 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. A student measured the optical activity of an unknown sugar at two different concentrations. The results of his measurements are shown below. Given that the sample cell had a path length of 10.0 cm, calculate the specific rotation for the unknown sugar.concentration                               observed rotation2.00 g sugar in 10.0 mL water              +159.1°  5.00 g sugar in 10.0 mL water              +127.8° (A) -10.5° (B) +25.6° (C) +79.5° (D) -104.5° (E) +256.2°

62. Which of the following series of synthetic steps could be used to carry out the transformation shown below?  (I) H2, Pt, (II) B2H6, (III) NaNO2, H3O , (IV) NaCN, HCl, (V) H2O2, NaOH (VI) PCC (A) I → II → V (B) IV → I → III (C) III → VI → V (D) II → V → III (E) None of the above

63. What is the major product of the following reaction? H2SO4 ?  (A) I (B) II (C) III (D) IV (E) V

64. Which of the following sequences efficiently converts 2-methylpropene into 3-methylbutanal? (A) 1) HBr; 2) NaCCH; 3) O3; 4) H2O (B) 1) HBr; 2) NaCCH; 3) O3; 4) DMS(C) 1) HBr, ROOR; 2) NaCCH; 3) O3; 4) H2O (D) 1) HBr, ROOR; 2) NaCCH; 3) H2/Ni2B; 4) O3; 5) DMS (E) 1) NaCCH; 2) H2/Ni2B; 3) O3; 4) DMS  

65. How many positive and negative peaks appear in the DEPT-135 and in the DEPT-90 spectrum of 2-methylpentane? (A) DEPT-135: two positive and one negative, DEPT-90: one positive (B) DEPT-135: three positive and two negative, DEPT-90: one positive (C) DEPT-135: three positive and two negative, DEPT-90: no signals (D) DEPT-135: two positive and three negative, DEPT-90: two positive (E) None of the above is correct