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Question

Which of the following will not give Hoffmann bromide reaction?

A
CH3O||CNH2
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B
PhO||CNH2
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C
CH3O||CNHBr
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D
PhO||CNHPh
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Solution

The correct option is B PhO||CNHPh
PhO||CNHPhsecondary amideBr2/NaOH−−−−−−No reaction

Hoffmann bromide reaction:
The above mentioned compound is not primary amide but a secondary amide. The reaction takes place by a formation of iso cyanide which will not take place in the reaction. Hence it does not react or give a primary amine.
Option D is the answer.

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