MCAT Organic Chemistry Question 144: Answer and Explanation

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Question: 144

9. During the Gabriel synthesis, phthalimide serves as the:

  • A. nucleophile.
  • B. base.
  • C. leaving group.
  • D. electrophile.

Correct Answer: A

Explanation:

During the Gabriel synthesis, phthalimide attacks a secondary carbon in diethyl bromomalonate. The secondary carbon is the electrophile, choice (D), and bromide is the leaving group, choice (C).

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