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COMEDK · Chemistry · 29. Amines

What is the final product formed when Toluene undergoes the following series of reactions?

  1. A 3-methylaniline
  2. B 3-methylacetanilde
  3. C 4-methylacetanilide
  4. D 3-Chloro-acetanilide
Verified Solution

Answer & Solution

Correct Answer

(C) 4-methylacetanilide

Step-by-step Solution

Detailed explanation

Toluene reacts with conc. \(HNO_{3}\) and \(H_{2}SO_{4}\) (nitrating mixture) to undergo electrophilic aromatic substitution. Since the methyl group is ortho/para directing, the major product [B] is p-nitrotoluene. Reduction of p-nitrotoluene with \(Fe/HCl\) converts the nitro…