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Question

Match the reactions with the reagents to be used for the corresponding conversions.

A
KCN/EtOH,H2/Pd
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B
Br2,NaOH
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C
Sn/HCl
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D
LiAlH4,H2O
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Solution

The correct option is
Hoffmann bromamide degradation reaction of an amide gives a primary amine having one carbon atom less than that of the amide taken.

CH3CH2CONH2+Br2+4NaOHCH3CH2NH2+Na2CO3+2NaBr+2H2O

Reduction of amides using lithium aluminium hydride yields corresponding amines with same number of carbon atoms.
CH3CONH2LiAlH4−−H2OCH3CH2NH2

For preparation of amines having one carbon atom more than the starting alkyl halide, conversion to nitrile followed by reduction is carried out.
CH3ClKCNEtOHCH3CNH2/Pd−−CH3CH2NH2

Reduction of niroalkanes/arenes using Sn or Fe in acid medium will give corresponding amine.


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