Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

When aniline is reacted with benzoyl chloride, the correct product is

Options:

N-Phenylbenzamide

Biphenyl

p-(Amino)phenylbenzoyl chloride

N-Phenylaniline

Correct Answer:

N-Phenylbenzamide

Explanation:

The correct answer is Option (1) → N-Phenylbenzamide

Aniline ($C_{6}H_{5}NH_{2}$) is a primary aromatic amine. When it reacts with benzoyl chloride ($C_{6}H_{5}COCl$), an acylation reaction occurs.

This reaction is known as the Schotten–Baumann reaction, in which an amine reacts with an acid chloride to form an amide.

Reaction:

$C_{6}H_{5}NH_{2} + C_{6}H_{5}COCl \rightarrow C_{6}H_{5}CONHC_{6}H_{5} + HCl$

In this process:

  • The hydrogen atom of the $-NH_{2}$ group is replaced by the benzoyl group ($C_{6}H_{5}CO-$).
  • An amide linkage ($-CONH-$) is formed.

The product formed is $C_{6}H_{5}CONHC_{6}H_{5}$, which is called N-phenylbenzamide (also known as benzanilide).

Thus, aniline reacts with benzoyl chloride to form N-phenylbenzamide.

Option 1: N-Phenylbenzamide

This is the amide formed by benzoylation of aniline through the Schotten–Baumann reaction. Therefore, this option is correct.

Option 2: Biphenyl

Biphenyl is formed through coupling reactions such as the Ullmann reaction, not by reaction of aniline with benzoyl chloride. Hence incorrect.

Option 3: p-(Amino)phenylbenzoyl chloride

This compound is not formed in this reaction. Benzoyl chloride reacts with the amine group, not by substitution on the aromatic ring. Hence incorrect.

Option 4: N-Phenylaniline This would require the coupling of two aniline molecules, which does not occur with benzoyl chloride. Hence, it is incorrect.