1. Which of the following methods is NOT suitable for the synthesis of Compound X?
(A) 3-methylbut-1-yne
(B) 3-methylbutan-2-ol +
(C) methyl 2-methylpropanoate
(D) acetonitrile

(E) acetyl chloride 

2. How many peaks do you expect to see in the 1H NMR of Compound X (assuming the peaks do not overlap with each other)?(A) 2(B) 3(C) 4(D) 5(E) 6

3. Which of the following would be suitable reagents in Step 1?(A) i) KMnO4, ii) isopropanol, concentrated HCl(B) i) NaBH4, ii) CH3COCl(C) isopropanol, NaH(D) m-chloroperbenzoic acid(E) isopropanol, HCl

4. Which of the following would be the correct 1H NMR of Compound Y?(A) (B)(C) (D)(E) None of the above is correct

5. What is the most likely structure of product Z?(A) (B)(C)(D)(E)

6. Which of the following descriptions about the TLC analysis of Compound G and H is incorrect? (A) If "TLC 1" is a normal phase silica TLC plate, Compound H is more polar than Compound G.(B) If Compound G and H are analyzed again with a reverse phase silica TLC plate in EtOAc:n-hexane (3:2) then "TLC 2" could be the result.(C) "TLC 2" could be the result of running a normal phase silica TLC plate with EtOAc:n-hexane (2:3).(D) The Rf values of both compounds would change if the TLC is run with different ratios of EtOAc and n-hexane.(E) All of the above are incorrect

7. The highest occupied molecular orbital (HOMO) of 1,3,5-hexatriene is:(A)(B) (C) (D)(E)

8. What would be the major product of the following reaction?(A) (B) (C) (D)(E)

9. The reaction in question 8 is classified as a ...(A) [3,3] sigmatropic rearrangement(B) [6π] electrocyclization(C) [4+2] cycloaddition(D) [2+2] cycloaddition(E) [3+3] cycloaddition

10. What would be the major product of the following reaction?(A)(B) (C) (D) (E)

11. Which of the following is/are nonaromatic?(A) 1 and 2(B) 3 and 5(C) 3(D) 4(E) 4 and 5

115年 - [無官方正解]115 國立中山大學_碩士班考試入學招生考試試題_化學系：有機化學及無機化學#138420

114年 - [無官方正解]114 國立中山大學_碩士班考試入學招生考試試題_化學系：有機化學及無機化學#138439

113年 - 113 國立中山大學_碩士班暨碩士在職專班招生考試試題_化學系碩士班：有機化學及無機化學#119266

112年 - 112 國立中山大學碩士暨碩士專班招生考試_化學系碩士班:有機化學及無機化學#119263

111年 - 111 國立中山大學_碩士班暨碩士在職專班招生考試_化學系：有機化學及無機化學#126310

110年 - 110 國立中山大學碩士暨碩士專班招生考試_化學系碩士班:有機化學及無機化學#110464

103年 - 103 國立成功大學_碩土班招生考試試題_化學系：有機化學#123767

103年 - 103 國立成功大學_碩士班招生考試試題_化學系：無機化學#123766