Chemistry - AMINES Question with Solution | TestHub

Question Explanation:  

Identifying the final product of a multi-step reaction sequence starting from p-nitro cumene, involving reduction, diazotization, substitution, and oxidation.

Concept:

This question is based on 

1. Reduction of Nitro Compounds, 

2. Diazotization, 

3. Balz-Schiemann reaction, 

4. Side-chain Oxidation, 

5. Schmidt reaction

Solution:  

p-nitro cumene is reduced by Sn/HCl to p-isopropyl aniline (X), which then undergoes diazotization to form the diazonium salt (Y). Heating (Y) with HBF₄ yields p-fluoro cumene; subsequent oxidation of the alkyl side chain with KMnO₄ /H⁺ produces p-fluorobenzoic acid, which finally reacts with N₃H/H₂SO₄ to give p-fluoroaniline.