Question

What would be the final product [X] formed when p-Toluene undergoes the following series of reactions?

• A. CH₃
• B. CH₃
• C. CH₃
• D. CH₃

Hint:

The key steps to identify here are the acetylation, bromination at the para position, and hydrolysis of the amide group to form the final product.

Answer 1

The Correct Option is A

We are given that p-Toluene undergoes a series of reactions as follows: % Option (A) p-Toluene reacts with acetic anhydride and pyridine to undergo acetylation. This converts the amine group (-NH₂) to an amide group (-NHCOCH₃), forming p-Toluidine Acetanilide: \[ \text{p-Toluidine} + (\text{CH₃CO})_2O \rightarrow \text{p-Toluidine Acetanilide (C₆H₄-NHCOCH₃)} \] % Option (B) In the next step, the acetylated product undergoes bromination with bromine (Br₂) in chloroform (CHCl₃). This leads to bromination at the para position of the aromatic ring, forming p-Bromoacetanilide: \[ \text{p-Toluidine Acetanilide} + \text{Br₂} \rightarrow \text{p-Bromoacetanilide (C₆H₄Br-NHCOCH₃)} \] % Option (C) The third step involves hydrolysis with either NaOH or HCl, which hydrolyzes the amide group (-NHCOCH₃), converting it back to an amine group (-NH₂). This gives the product p-Bromoaniline: \[ \text{p-Bromoacetanilide} + \text{NaOH/HCl} \rightarrow \text{p-Bromoaniline (C₆H₄Br-NH₂)} \] % Option (D) Finally, treatment with sulfuric acid (H₂SO₄) does not change the product, which remains as p-Bromoaniline.