JEE PYQ: Aromatic Compounds Question 4
Question 4 - 2021 (25 Feb Shift 2)
The major product of the following reaction is:
A nitro-substituted benzene derivative reacts with $\text{H}_2\text{SO}_4$ (Friedel-Crafts type alkylation with carbocation rearrangement).
(1) Product with linear chain
(2) Product with unrearranged chain
(3) Product with different NO₂ position
(4) Product with rearranged tertiary carbocation alkyl group
Show Answer
Answer: (4)
Solution
The carbocation undergoes 1,2-hydride shift to form a more stable tertiary carbocation, which attacks the ring meta to $\text{NO}_2$.