MCAT Organic Chemistry Question 117: Answer and Explanation

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Question: 117

12. The intramolecular reaction of 5-aminopentanoic acid through nucleophilic acyl substitution would result in a(n):

  • A. anhydride.
  • B. lactone.
  • C. lactam.
  • D. carboxylic acid.

Correct Answer: C

Explanation:

5-aminopentanoic acid contains a carboxylic acid and an amine. If this molecule undergoes intramolecular nucleophilic acyl substitution, it will form a cyclic amide. These molecules are called lactams. Lactones, choice (B), are cyclic esters, not amides.

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