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Q.

Consider the following reaction

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   What is/are true regarding the above reaction?

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a

The reaction proceeds through a free radical intermediate.

b

The reaction involves CH3CH2NCO intermediate.

c

The reaction involves an intramolecular alkyl shift.

d

If a (2­­°) amide is taken, N-alkyl amine is formed.

answer is B, C.

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Detailed Solution

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Decarboxylation is facilitated by the presence of any carbonyl group at the βPosition, including that of carboxyl group (or) ester.  The mechanism followed through a cyclic, six members.  Transition state involving rearrangement of 3eΘ pairs gives the enol form of a carboxylic acid, which is tautomerized to the carboxylic acid.

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