13.Why do acetal-forming reactions that use ethylene glycol (HOCH₂CH₂OH) have more favorable equilibrium constants than those using methanol?
(A) Ethylene glycol reacts more rapidly.
(B) They are more favorable on entropy grounds.
(C) They are more favorable on enthalpy grounds.
(D) Ethylene glycol is acidic and catalyzes the reaction.
(E) The ethylene acetal can serve as a protecting group.

14. The reagent which converts a carbonyl group of a ketone into a methylene group is (A) Na, NH3, CH3CH2OH (B) LiAlH4 (C) NaBH4, CH3CH2OH (D) Zn(Hg), conc. HCl (E) LiAlH[OC(CH3)3]3

15. Which sequence correctly ranks the following aromatic rings in order of increasing rate of reactivity with chlorine and aluminum chloride?  (A) 1 ＜ 2 ＜ 3 (B) 2 ＜ 3 ＜ 1 (C) 3 ＜ 2 ＜ 1 (D) 2 ＜ 1 ＜ 3 (E) 1 ＜ 3 ＜ 2

16.In electrophilic aromatic substitution reactions the hydroxyl group is an o,p-director because _____. (A) it donates electron density to the ring by induction and destabilizes the meta sigma complex (B) it donates electron density to the ring by resonance and stabilizes the ortho and para sigma complexes (C) it donates electron density to the ring by induction and stabilizes the ortho and para sigma complexes (D) it donates electron density to the ring by resonance and destabilizes the meta sigma complex (E) it withdraws electron density from the ring by induction and destabilizes the meta sigma complex

17.Which compounds in the following are not aromatic? (A) a, b, c (B) d, f, g (C) c, f, h (D) d, e, h (E) a, g, h 

18. When 1 mole of anhydrous HCl is reacted with excess 1,3-pentadiene, both the 1,2 and the 1,4-addition products are formed. Which of the following structures shown below is the     least likely     to be one of these products? (Note: When a chiral carbon is formed in this reaction a racemic mixture results, only one of the two possible enantiomers is shown.) (A)(B) (C)(D)(E)

19.When 2-ethylcyclohexanone is treated with catalytic base in excess D2O, how many deuterium atoms become incorporated in the organic compound? (A) 0 (B) 1 (C) 2 (D) 3 (E) 5

20. In the formation of the following ether, which reaction is preferred and why? (A) Reaction B is preferred because the oxidation step works best for primary alcohols. (B) Reaction A is preferred over reaction B because the smaller methyl iodide would make a better nucleophilic target. (C) Reaction A is preferred because the the formation of the carbocation would be stabilized in the benzylic position. (D) Reaction B would be preferred because Iodine is a better leaving group for the SN1 reaction. (E) There is no difference in these two reactions they would give approximately the same yields.

21.An unknown alkyne with a molecular formula of give the following products upon ozonolysis. What is the structure of the starting material? (A) CH3CH2CH2C≡CCH2CH3 (B) (CH3)2CHC≡CCH2(CH3)2 (C) (CH3)2CHC≡CCH2CH3 (D) CH3CH2C≡CCH2CH3 (E) CH3CH2CH2C≡CCH2CH2CH3

22. Which of the following structures could be constructed by way of a malonate ester alkylation? (A)(B)(C)(D)(E) All of the above.

23.Rank the following molecules in order of increasing relative rate of SN1 solvolysis with methanol and heat (slowest to fastest reacting). (A) 3 ＜ 2 ＜ 4 ＜ 5 ＜ 1 (B) 2 ＜ 3 ＜ 4 ＜ 1 ＜ 5 (C) 5 ＜ 4 ＜ 3 ＜ 2 ＜ 1 (D) 2 ＜ 3 ＜ 4 ＜ 5 ＜ 1 (E) 1 ＜ 2 ＜ 5 ＜ 4 ＜ 3

115年 - [無官方正解]115 台灣聯合大學系統_碩士班招生考試_化學類：有機化學#140181

115年 - [無官方正解]115 國立臺灣大學_ 碩士班招生考試試題：有機化學(A)#137731

114年 - 114 台灣聯合大學系統_碩士班招生考試_化學類：有機化學#127002

113年 - 113 台灣聯合大學系統_碩士班招生考試試題_化學類：有機化學#122395

112年 - 112 台灣聯合大學系統_ 碩士班招生考試試題：有機化學#138486

112年 - 112-2 嘉南藥理大學_轉系招生藥學系考試試題_四技一年級：有機化學#119239

111年 - [無官方正解]111台灣聯合大學系統_ 碩士班招生考試試題：有機化學#138494

110年 - 110-2 嘉南藥理大學_轉系招生藥學系考試試題：有機化學#120872

110年 - 110 國立臺北科技大學_碩士班招生考試_分子科學與工程系有機高分子碩士班(甲組)：有機化學#110883

110年 - 110 國立清華大學碩士班考試入學試題_部分研究所:有機化學#104992