MCAT Organic Chemistry Question 102: Answer and Explanation

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Question: 102

12. Which of the following best describes the final product of an aldol condensation?

  • A. 1,3-dicarbonyl
  • B. 1,2-dicarbonyl
  • C. α,β-unsaturated carbonyl
  • D. β,γ-unsaturated carbonyl

Correct Answer: C

Explanation:

Aldol condensations contain two main steps. In the first step, the α-carbon of an aldehyde or ketone is deprotonated, generating the enolate carbanion. This carbanion can then attack another aldehyde or ketone, generating the aldol. In the second step, the aldol is dehydrated, forming a double bond. This double bond is between the α- and β-carbons, so the molecule is an α,β-unsaturated carbonyl.

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