109年 - 109 國立台灣大學_碩士班招生考試：有機化學(A)#90650

1. Which of the following carbons has the weakest C-H bond?
(A) (B) (C) (D) (E)

2. Which of the following carbons has the largest ¹³C NMR chemical shift?
(A) (B) (C) (D) (E)

4. Which of the following compounds would release the largest amount of heat per mole from hydrogenation reaction? (A) (B) (C) (D) (E)

5. Which of the following compounds has the highest reactivity in the Diels-Alder reaction with benzoquinone? (A) (B) (C) (D) (E)

6. What type of reaction mechanism would dominate the following reaction?
(A)S_N1 (B)S_N2 (C)E1 (D)E2 (E)E1cb

8. Which of the following is the best set of reagents to carry out the transformation shown below?
(A) 1) NaOH; 2) EtBr; 3) H₂, Pt (B) 1) NaNH₂; 2) EtBr; 3) H₂, Lindlar's catalyst (C) 1) EtMgBr; 2) Na, NH₃(liq) (D) 1) O₃; 2) Et₂S; 3) H₂, Lindlar's catalyst (E) 1) NaNH₂; 2) EtBr; 3) Na, NH₃(liq)

10. What is the major final organic product of the following sequential reactions? (xs = excess)
(A) (B) (C) (D) (E)

11. What is the major final organic product of the following reactions?
(A) (B) (C) (D) (E)

12. What is the major final organic product of the following reactions?
(A) (B) (C) (D) (E)

13. What is the major final organic product of the following reactions?
(A) (B) (C) (D) (E)

14. What is the major final organic product of the following reaction?
(A) (B) (C) (D) (E)No reaction

15. What is the major final organic product of the following reaction?
(A) (B) (C) (D) (E)No reaction 

16. What is the major final organic product of the following reaction?
(A) (B) (C) (D)Both A and C  (E)No reaction 

17. What is the major final organic product of the following reaction?
(A) (B) (C) (D) (E)

18. Which of the following reagents could not oxidize ethanol? (A) 1)DMSO, (COCI)₂; 2) Et₃N (B) (C) PCC (D) Na₂Cr₂O₇,H₂SO₄ (E) SOCI₂

19. Which of the following compounds has a chirality center with the R configuration? (A) (B) (C) (D) (E)

20. Which of the following is a meso compound? (A) (B) (C) (D) (E)

24. How many of the following reactions give enantiomeric pairs as major products?
(A)1 (B)2 (C)3 (D)4 (E)5

26. What type of compound would best fit the following IR spectrum?
(A) Alkene (B) Alkyne (C) Phenol (D) Aldehyde (E) Amide

27. How many triplet signals are expected for the following compound in ¹H NMR?
(A)0 (B)1 (C)2 (D)3 (E)4

28. Which of the following conditions does not generate carbocation intermediates? (A) (B) (C) (D) (E)

29. Which of the following is the LUMO of 1,3,5-hexatriene? (A) (B) (C) (D) (E)

30. Which of the following compounds is not considered as an antioxidant? (A) (B) (C) (D) (E)