Q52E
Question
The major product formed by intramolecular aldol cyclization of 2,5-heptanedione (Problem 23-51) has two singlet absorptions in the 1H NMR spectrum, at 1.65 d and 1.90 d, and has no absorptions in the range 3 to 10 d. What is its structure?
Step-by-Step Solution
Verified Answer
One of the two enone products having two methyl groups within the ring has two singlet absorptions in the 1H NMR spectrum, at 1.65 d and 1.90 d, and has no absorptions in the range 3 to 10 d.
1Formation of the product by intramolecular aldol cyclization of 2,5-heptanedione:
2Explanation of structure
Since product [A] have two methyl group and no vinylic hydrogen which give two singlet absorptions in the 1H NMR spectrum, at 1.65 d and 1.90 d, and has no absorptions in the range 3 to 10 d.
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