MCAT Organic Chemistry Question 98: Answer and Explanation

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Question: 98

8. Which of the following compounds would be most reactive toward a nucleophile?

  • A. Pentanal
  • B. 3-pentanone
  • C. Pentane
  • D. 2-nonanone

Correct Answer: A

Explanation:

Aldehydes are generally more reactive than ketones because the additional alkyl group of a ketone is sterically hindering; this alkyl group is also electron-donating, destabilizing the carbanion intermediate. This eliminates choices (B) and (D). The carbonyl carbon is highly electrophilic; alkanes lack any significant electrophilicity, eliminating choice (C).

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