Chemistry · Organic Reaction Mechanisms
In the given transformation, the intermediate [A] and the major product B are formed by the reaction of ethyl 2-diazoacetate (N 2 CHCO 2 Et) with benzaldehyde (PhCHO) in the presence of a copper catalyst. Identify the correct description of intermediate [A] and product B.
Verified Solution4 OptionsUpdated: October 2026👁️1 View
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- 1[A] is a dipolar ylide intermediate formed by carbene attack on the carbonyl oxygen, and B is a dihydrofuran derivative formed via [4+2] cycloaddition.✓
- 2[A] is a free radical intermediate, and B is an epoxide derivative formed via radical addition.
- 3[A] is a carbocation intermediate, and B is a substituted ester formed via nucleophilic substitution.
- 4[A] is a carbanion intermediate, and B is a lactone formed via intramolecular cyclization.
Correct answer
[A] is a dipolar ylide intermediate formed by carbene attack on the carbonyl oxygen, and B is a dihydrofuran derivative formed via [4+2] cycloaddition.
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