COMEDK2024Morning ShiftChemistryAminesActual
What is the final product formed when Toluene undergoes the following series of reactions?
Options
- A3-methylaniline
- B3-methylacetanilde
- C4-methylacetanilide
- D3-Chloro-acetanilide
Correct answer
C. 4-methylacetanilide
Step-by-step solution
Toluene reacts with conc. HNO₃ and H₂SO₄ (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 group ( -NO₂ ) into an amino group ( -NH₂ ), yielding [C], which is p-toluidine (4-methylaniline). Reaction of p-toluidine with acetic anhydride (CH₃CO)₂O results in the acetylation of the amino group to form [D], which is 4-methylacetanilide. Answer: 4-methylace