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Question

Replacement of hydrogen of NH2 group in amines is done with:

A
CH3COCl
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B
CH4
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C
C6H6
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D
CHCl3
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Solution

The correct option is A CH3COCl
The Schotten Baumann reaction can also refer to the benzoylation of active hydrogen-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.

Aniline is acylated so as to remove the amino hydrogens.
The reaction is as follows:
PhNH2+CH3COClPhNHCOCH3
So, (a) is the correct answer.

General mechanism of this reaction follows 2 steps:
1) Attack of the nucleophile:

2) Removal of leaving group:

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