37. Which of the following substrates will not form a Grignard reagent when treated with Mg/diethyl ether?
(A)
(B)
(C)
(D)
(E)

69. Which one of the following reactions would give the product as it is planned? (A) (B)  (C) (D) (E)

31. 下列哪種鹵烷類最適合用來合成革陵蘭試劑(Grignard reagent)？ (A) BrCH2CH2CH2CN (B) CH3COCH2CH2Br (C) (CH3)2NCH2CH2Br (D) H2NCH2CH2Br

73. In order to synthesize the final product shown below, predict when should a protecting group be added and when should it be removed? (A) The hydroxyl group should be protected before step I and removed after step I (B) The hydroxyl group should be protected before step I and removed after step II (C) The hydroxyl group should be protected before step I and removed after step III (D) The hydroxyl group should be protected before step II and removed after step III (E) There is no need for a protecting group in this synthesis.

36. 下列何者最難生成格里納試劑(Grignard reagent)？ (A) (B) (C)(D) (E)

38. 若正戊烷中的一個氫被氯取代，所得產物可能的結構異構物有幾種？ (A) 2 (B) 3 (C) 4 (D) 5

40. 下列的兩個 confomational isomers，conformer I 與 conformer II 以 Newman projection 表示如下：試 問其能量差異為何？(已知：H↔ H eclipsed = 4.0 kJ/mol，H↔ CH3 eclipsed = 6.0 kJ/mol，CH3↔ CH3 eclipsed = 11.0 kJ/mol，CH3↔ CH3 gauge = 3.8 kJ/mol；Φ = dihedral angle)   (A) I 比 II 安定 15.2 kJ/mol (B) I 比 II 安定 10.2 kJ/mol (C) I 比 II 安定 11.2 kJ/mol (D) I 比 II 安定 3.8 kJ/mol

 30. 在自由基氯化反應的起始步驟(the initiation step of a free radical chlorination reaction)， 下列那一種描述是正確的？ (A) ΔH° > 0 and ΔS° > 0 (B) ΔH° > 0 and ΔS° < 0 (C) ΔH° < 0 and ΔS° > 0 (D) ΔH° < 0 and ΔS° < 0

17. 在氯氣(Cl2)和乙烷(ethane)的 UV 照光的反應中，下面哪一步反應是傳播步驟(propagation event)？ I) Cl· + CH3-CH3 → CH3-CH3-Cl + H· II) Cl· + CH3-CH3 → CH3-H2C· + HCl III) Cl· + CH3-H2C∙ → CH3-CH2-Cl IV) Cl2 + CH3-H2C∙ → CH3-CH2-Cl + Cl· V) Cl2 + UV light → C l∙ + Cl∙ (A) I 與 IV (B) I 與 V (C) II 與 IV (D) II, III 與 IV

11. The graph below is a plot of the relative energies of the various conformations, please predict the expected item?   (A) 2-Chloropropane (B) 1,3-Dichloropropane (C) 2-Methylpropane (D) Butane (C1-C2 rotation) (E) Butane (C2-C3 rotation)

65. What is the relative reactivity of 2° vs 1° hydrogens in the free radical bromination of n-butane if the ratio of 1-bromobutane to 2-bromobutane formed is 7:93? (A) The 2° hydrogens are 20 times more reactive than the 1° ones. (B) The 2° hydrogens are 40 times more reactive than the 1° ones. (C) The 2° hydrogens are 60 times more reactive than the 1° ones. (D) The 2° hydrogens are 80 times more reactive than the 1° ones. (E) The 2° hydrogens are 100 times more reactive than the 1° ones.

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