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Question

Which among the following can be the starting material for the synthesis of benzylamine by Hoffmann-bromamide degradation reaction?

A
C6H5CH2CONH2
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B
C6H5CH2NH2
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C
C6H5CONH2
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D
C6H5NHCOCH3
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Solution

The correct option is A C6H5CH2CONH2
Hoffmann degradation method is for the preparation of primary amines by treating an amide with bromine in an aqueous or ethanolic solution of NaOH. The amine thus formed will be having one carbon atom less than that present in the amide.
PhCH2CONH2+Br2+4NaOHPhCH2NH2+Na2CO3+2NaBr+2H2O



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