34. Which of the following would not readily undergo decarboxylation?
(A)
(B)
(C)
(D)
(E)

35. Which of the following statements is false? (A) 2-Bromoethan-1-ol is more acidic than 2-chloroethan-1-ol due to inductive effect. (B) para-Methoxybenzoic acid is more acidic than para-cyanobenzoic acid due to resonance effect. (C) Aldol condensation reaction can be catalyzed in acidic or in basic condition. (D) Carbon-carbon double bond hydrogenation reaction using the catalyst, Pt on charcoal, gives the cis-addition product. (E) The K⁺ ion can be captured more efficiently than Na⁺ ion by 18-crown-6 ether.

36. Which of the following product(s) can be formed from the reaction below? (A) I, IV (B) I, II, V, VI (C) III, VI (D) II, IV (E) II, III, IV, V

37. The hydrolysis of an aromatic ester can readily occur upon treatment with NaOH in H₂O. The rate of the reaction depends on the electrophilicity of the carbonyl carbon. Which of the following substrates react at the fastest rate? (A) X = NO₂ (B) X = Cl (C) X = H (D) X = CH₃ (E) X = CH₃O

38. Which of the following reagents would be best for the reaction shown above? (A) CH₃MgCl (B) CH₃I (C) CH₃Li (D) CH₃MgBr (E) (CH₃)₂CuLi

39. Which of the following compounds exhibits absorption at the longest wavelength in the UV region? (A) 3-phenylpropene (B) 2-phenylpropene (C) benzene (D) n-propylbenzene (E) isopropylbenzene

 40. Which of the Diels-Alder reactions above can not proceed? (A) I, III (B) I, II (C) III, IV (D) II, IV (E) II, III, IV

41. Which of the Diels-Alder reactions above occurs most rapidly? (A) I (B) II (C) III (D) IV (E) V

42. Which of the following descriptions are not true for amine chemistry. (I) Nitration of pyridine occurs at 4-position. (II) Gabriel synthesis is developed for making secondary amines. (III) Isocyanate is an intermediate of Hofmann rearrangement. (IV) Piperidine is a stronger base than pyridine (V) Reaction of an amide with lithium aluminum hydride affords a primary alcohol (A) I, II, V (B) II, III, IV (C) I, III, V (D) II, IV, V (E) I, III, IV

43. Which of the following descriptions are not true for carbonyl chemistry. (I) The side product of Wittig reaction is phosphine oxide.(II) Amides can be formed by reacting carboxylic acids with diazomethane. (III) Wolff-Kishner reduction is carried out under basic condition.(IV) Acetals are hydrolyzed under basic condition and stable under acidic condition. (V) Friedel-Crafts alkylation is limited by multiple substitutions. (A) II, III (B) II, IV (C) I, III (D) IV, V (E) III, IV

44. Which of the following Diels-Alder reactions give the major product with the correct stereochemistry or regioselectivity?(A) I, II, III (B) I, III, IV (C) III, IV, V (D) I, II, III, V (E) I, V

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