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Question

C6H5NH2+CH3COClBase−−→XX is:

A
Acetanilide
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B
Benzanilide
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C
Benzalidine aniline
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D
Benzamide
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Solution

The correct option is A Acetanilide
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.

The reaction is as follows:

RNH2+RCOClBaseRNHCOR+HCl
Here, R = Ph and R' = CH3
So, product formed will be PhNHCOCH3.
This is commonly known as acetanilide.
Hence, option (a) is correct.

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

2) Removal of leaving group:

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