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Question

During the acylation of an aliphatic primary amine, which of the following is replaced by an acyl group?

A
NH2 group
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B
One H atom of NH2 group
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C
Both H atom of NH2 group
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D
Alkyl group of the amine
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Solution

The correct option is B One H atom of NH2 group
Aliphatic and aromatic 1o and 2o amines react with acid chlorides by nucleophilic substitution, where the H atom of NH2 group is replaced by the acyl group.
Nitrogen-containing compounds with the help of benzyl chloride and aqueous sodium hydroxide. Pyridine can also be used as an alternative to the sodium hydroxide base.
The reaction is as follows:
RNH2+RCOClRNHCOR+HCl
Here, R = Ph and R' = CH3
So, product formed will be PhNHCOCH3.
This is commonly known as acetanilide.
Hence, option (b) is correct.

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