MCAT Organic Chemistry Question 141: Answer and Explanation

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Question: 141

6. A biochemist is synthesizing valine, shown below, using the Strecker synthesis. Which of the following carbonyl-containing compounds would be an appropriate starting reactant in this synthesis?

  • A. 2-Propanone
  • B. Propanal
  • C. 2-Methylpropanal
  • D. Butanal

Correct Answer: C

Explanation:

The Strecker synthesis creates an amino acid from an aldehyde. The carbonyl carbon ultimately becomes the α-carbon of the amino acid. Any remaining alkyl chain becomes the R group, as shown below. The starting compound is therefore 2-methylpropanal (isobutyraldehyde).

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