JEE Advanced · 2015 · 24 May 2015 · Paper 1 · Compounds Containing Nitrogen

The major product of the reaction is

(A)(see structure)
(B)(see structure)
(C)(see structure)
✓ Correct
(D)(see structure)

Answer: (C)

Solution

This is a Hofmann rearrangement reaction. The amide undergoes rearrangement in the presence of bromine and base to give a primary amine with one carbon less. The carboxyl group is retained, giving structure (C) as the major product.

JEE Advanced · 2015 · 24 May 2015 · Paper 1 · One or more correct options

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