MCAT Organic Chemistry Question 119: Answer and Explanation
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Question: 119
14. Nucleophilic acyl substitution is favored by:
I. basic solution.
II. acidic solution.
III. leaving groups that are strong bases.
- A. I only
- B. II only
- C. I and II only
- D. I, II, and III
Correct Answer: C
Explanation:
Nucleophilic acyl substitutions are favored in basic solution, which makes the nucleophile more nucleophilic; in acidic solution, which makes the electrophile more electrophilic; and by good leaving groups. However, strong bases do not make good leaving groups; weak bases do.