103年 - [無官方正解]103 國立嘉義大學_碩士班(乙組)招生考試試題_應用化學系：基礎有機化學#146109

1. Which of the following species have tetrahedral bond angles?

(A) A, D, and E (B) A, D, E, and F (C) A and E (D) D only (E) A, B, and E

2. Which of the following correctly ranks the cycloalkanes in order of increasing ring strain per methylene?
(A) cyclopropane < cyclobutane < cyclohexane < cycloheptane
(B) cyclohexane < cyclopentane < cyclobutane < cyclopropane
(C) cyclopentane < cyclobutane < cyclohexane < cyclopropane
(D) cyclopentane < cyclopropane < cyclobutane < cyclohexane
(E) cyclopropane < cyclopentane < cyclobutane < cyclohexane

3. Which of the following compounds has an R configuration?
(A) (B) (C) (D)

(E)

4. What is the relationship between the structures shown below?

(A) Enantiomers (B) diastereomers (C) configurational isomers
(D) identical compounds (E) constitutional isomers

5. Which of the following pairs are resonance structures?


(A) I (B) II (C) III (D) IV (E) V

6. Which of the following is the most stable cation?

(A) I (B) II (C) III (D) IV (E) V

7. Which of the following SN2 reactions is the fastest?(A) CH₃CH(Br)CH₃ + HO^- → CH₃CH(OH)CH₃ + Br^- (B) CH₃CH₂CH₂I + HO^- → CH₃CH₂CH₂OH + I^- (C) CH₃CH(I)CH₃ + HO^- → CH₃CH(OH)CH₃ + I^- (D) CH₃CH₂CH₂Br + HO^- → CH₃CH₂CH₂OH + Br^- (E) CH₃CH₂CH₂I + H₂O → CH₃CH₂CH₂OH + HI

8. Which of the following can’t undergo nucleophilic substitution reactions?

(A) I (B) II (C) III (D) IV (E) V

9. Which of the following alcohols dehydrates with the fastest rate?


(A) I (B) II (C) III (D) IV (E) V

10. Which of the following compounds reacts most slowly during nitration?

(A) I (B) II (C) III (D) IV (E) V

11. Which of the structure below would be aromatic?

(A) I and IV (B) I, III, and IV (C) III and IV (D) II (E) I and III

12. What is the name of the following compound?


(A) o-nitro-m-bromotoluene (B) 3-bromo-6-nitrotoluene
(C) m-bromo-o-nitro- toluene (D) 5-bromo-2-nitrotoluene (E) 2-nitro-5-bromo-toluene

13. Which of the following compounds is most reactive toward nucleophilic acyl substitution?
(A) (B) (C) (D) (E)

14. Which of is the labeled hydrogen atoms in the following structure is the most acidic?


(A) 1 (B) 2 (C) 3 (D) 4 (E) 5

15. What type of bonding is most important in CH₃CH₂CH₂CH₂CH₃?
(A) ionic (B) hydrogen (C) covalent (D) polar (E) none

16. What configurations are found in the product(s) of the reaction below?

(A) 1R, 2R only (B) 1S, 2S only (C) 1R, 2S only
(D) an equal mixture of 1R, 2R and 1S, 2S
(E) an equal mixture of 1R, 2R and 1R, 2S

17. Which of the following is the weakest base? (A) phenolate ion (C₆H₅O^-) (B) ethoxide ion (CH₃CH₂O^-) (C) hydroxide ion (HO^-) (D) acetate ion (CH₃CO₂^-) (E) methoxide ion (CH₃O^-)

18. Give the major product for the following reaction.

(A) (B) (C)

(D) (E)
no reaction

19. Given the bond dissociation energies below (in kcal/mol), estimate the ΔH° for the propagation step


(A) -22 kcal/mol (B) +22 kcal/mol (C) -40 kcal/mol
(D) +45 kcal/mol (E) -45 kcal/mol

20. Which of the following compounds exhibits the highest λmax in UV spectra?


(A) I (B) II (C) III (D) IV (E) V

21. What is the product obtained from the following reaction?





(A) I (B) II (C) III (D) IV (E) V

22. Which of the following is the final and major product of this reaction?

(A) (B) (C) (D) (E)

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

24. Which of the following reducing agents can cause the formation of cis-2-butene as a major product of the reaction shown below?


(A) H₂/Lindlar's Catalyst (B) Na/NH₃ (C) Li/NH₃
(D) 1. LiAlH₄ / 2. H₃O⁺ (E) 1. NaBH₄ / 2. H₃O⁺

25. What is the major organic product of the following reaction?


(A) (B) (C) (D) (E)

26. At which carbon are the following sugars epimers of each other?


(A) C-1 (B) C-2 (C) C-3 (D) C-4 (E) C-5

27. Which of the following best represents the structure of an amino acid in basic solution (pH = 11)?
(A) (B) (C) (D) (E)

28. Calculate the isoelectric point for the following compound.


(A) 3.22 (B) 5.34 (C) 5.93 (D) 6.91 (E) 9.67

29. Which of the following compounds will undergo an S_N1 reaction most readily? (A) (CH₃)₃Cl (B) (CH₃)₃CCl (C) (CH₃)₃CHI (D) (CH₃)₂CHCH₂CH₂CH₂Cl (E) (CH₃)₂CHCH₂CH₂CH₂I

30. An unknown alkene was treated with ozone, and then with H2O2 forming the following product:

(A) (B) (C) (D) (E)