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Question

Predict the product of the given rearrangement reaction.

A
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B
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C
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D
None of the above
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Solution

The correct option is C
In Curtius rearrangement, acyl halides will react with sodium azide to give primary amines.

Mechanism of Curtius rearrangement:
1. Azide ion will attack the acyl carbon and replace the Cl atom to acyl azide.
2. On heating the acyl azide, N2 gets eliminated and the alkyl group gets migrated to form a isocyanate intermediate.
3. Isocyanate on hydrolysis gives primary amine and CO2.


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