Question

Preparation of acetanilide from aniline and acetyl chloride

Answer 1

Answer : The preparation of acetanilide from aniline and acetyl chloride are shown below.

Explanation :

Preparation of acetanilide from aniline and acetyl chloride :

The nucleophilic substitution of aromatic amines with acid chloride results in the formation of N-substituted amides. The reaction of aniline with acetyl chloride is carried out in alkaline medium. This reaction is popularly called Schotten-Baumann reaction.

Mechanism :

Step 1 : Attack of aniline on carbonyl carbon of acetyl chloride.

Step 2 : Loss of proton.

Step 3 : Removal of HCl that formation of acetanilide.

The given reaction are shown below.

Answer 2

Answer:

Preparation of acetanilide from aniline and acetyl chloride :

The nucleophilic substitution [SN reaction ] of aromatic amines with acid chloride [HX] results in the formation of N-substituted amides. The reaction of aniline with acetyl chloride is carried out in alkaline medium. This reaction is popularly called Schotten -Baumann reaction.

Mechanism of reaction :

Step 1 : Attack of aniline on carbonyl carbon of acetyl chloride.

Step 2 : Loss of proton.

Step 3 : Removal of HCl that formation of acetanilide

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