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Question

Predict the product of the given reaction.


A
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B
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C
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D
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Solution

The correct option is D
The given reaction is a semi-pinacolone rearrangement.
Amine in presence of NaNO2+HCl will form diazonium salt. Then, the N2 (good leaving group) leaves to form a carbocation intermediate.
Then, rearrangement occurs to form a resonance stabilised oxonium ion.
Since, migratory of phenyl is higher than alkyl, 1, 2 - phenyl shift occurs to form the resonance stabilised carbocation.
Then, deprotonation occurs to give the final product.


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