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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 $\text{NO}_2$.


Learning Progress: Step 4 of 25 in this series