MCAT Organic Chemistry Question 143: Answer and Explanation
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Question: 143
8. Which of the primary methods of amino acid synthesis results in an optically active solution?
- A. The Strecker synthesis only
- B. The Gabriel synthesis only
- C. Both the Strecker and Gabriel syntheses
- D. Neither the Strecker nor the Gabriel syntheses
Correct Answer: D
Explanation:
Both the Strecker and Gabriel syntheses contain planar intermediates, which can be attacked from either side by a nucleophile. This results in a racemic mixture of enantiomers, and the solution will therefore be optically inactive.