44. How to convert bromocyclohexane to trans-cyclohexane-1,2-diol?
(A) 1. H₂SO₄, heat 2. MCPBA, then H₃O 
(B) 1. H₂SO₄, heat 2. KMnO₄, HO 
(C) 1. NaOCH₃ 2. O₃ then Me₂S
(D) 1. t-BuOK 2. MCPBA, then H₃O 
(E) 1. NaOCH₃ 2. H₂, Pd/C

40. The following products were obtained from the oxidative cleavage of a diene. What is the structure of the diene? (A) (B) (C) (D) (E)

41. Which of the following reactions would give a tertiary alcohol as a product? (A) (B) (C) (D) (E)

42. Which is the major product of the following reaction? (A) (B) (C)(D) (E)

43. Which is the major product of the following reaction? (A)  (B) (C)  (D) (E)

45. Which is the major product of the following reaction? (A) I and II (B) I and III (C) II and III (D) I and IV (E) II and IV

46. Which of the following statement(s) is(are) true for the following reaction? I. This reaction shows high (Z)-alkene selectivity. II. When n-BuLi and Et2O were used as the base and solvent, the selectivity decreases. III. This reaction is under kinetic-controlled. (A) I (B) II (C) III (D) I and III (E) All of the above

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

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

49. Which of the following synthetic procedures would be employed most effectively to transform ethanol into ethyl propyl ether? (A) 1. Ethanol, HBr 2. Mg, ether, then H3O 3. NaH, then CH3CH2Br (B) 1. Ethanol, HBr 2. Mg, ether, then HCHO, then H3O 3. NaH, then CH3CH2Br (C) 1. Ethanol 2. CH3CH2CH2OH 3. H2SO4, 140 °C (D) 1. Ethanol, NaH 2. HCHO, then H3O 3. HBr, then Mg, ether, then CH3CH2CH2Br (E) 1. Ethanol 2. H2SO4, 180 °C 3. CH3CH2CH2Br

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