MCAT Organic Chemistry Question 131: Answer and Explanation

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Question: 131

11. The reaction shown, which is important to breakdown of polypeptides, would be favored under what conditions?

  • A. Mild heat
  • B. Acid environment
  • C. Anhydrous environment
  • D. Nonpolar solvent

Correct Answer: B

Explanation:

This reaction, which is the hydrolysis of an amide, is favored in catalytic acid. Acid protonates the carbonyl oxygen, which increases the electrophilicity of the carbonyl carbon. This allows water to serve as the nucleophile, attacking the bond and hydrolyzing the molecule.

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