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Q.

Which of the following is true regarding Hoffmann bromamide reaction?

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a

It is an intramolecular rearrangement involving cyclic T.S (transition state)

b

Aromatic amides containing deactivating groups are more reactive than aromatic amides containing activating groups

c

Reaction occurs through formation of alkyl isocyanate Intermediate

d

Reaction occurs through formation of alkyl isocyanide Intermediate

answer is A, B.

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Detailed Solution

In Hoffmann bromamide reaction, bromamide anion goes through rearrangement in a way that the ethyl group (or any R- group) which is bonded with the carbonyl carbon now bonds with the nitrogen instead. Simultaneously, the bromide anion formed leaves the compound. This leads to the formation of an isocyanate.

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