MCAT Organic Chemistry Question 101: Answer and Explanation
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Question: 101
11. When succinaldehyde is treated with lithium diisopropylamide (LDA), it:
I. becomes more nucleophilic.
II. becomes less nucleophilic.
III. generates a carbanion.
- A. I only
- B. II only
- C. I and III only
- D. II and III only
Correct Answer: C
Explanation:
When succinaldehyde (or any aldehyde or ketone with α-hydrogens) is treated with a strong base like lithium diisopropylamide (LDA), it forms the more nucleophilic enolate carbanion.