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Question

Chemistry Question on Preparation of Amines

Choose the amide which on reduction with LiAlH4LiAl{{H}_{4}} yields a secondary amine

A

Ethanamide

B

NN-Methylethanamide

C

N,NN, N-dimethylethanamide

D

Phenylmethanamide

Answer

NN-Methylethanamide

Explanation

Solution

Secondary amides such as N-methylethanamide on reduction with LiAlH4LiAl{{H}_{4}} give secondary amines.
CH3CONHCH3N methylethanamide+[H]LiAlH4\underset{N\text{ }-methylethanamide}{\mathop{C{{H}_{3}}CONHC{{H}_{3}}}}\,+[H]\xrightarrow{LiAl{{H}_{4}}} CH3CH2NHCH32 amine+H2O\underset{2{}^\circ \text{ }amine}{\mathop{C{{H}_{3}}C{{H}_{2}}NHC{{H}_{3}}}}\,+{{H}_{2}}O