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JEE PYQ: Haloalkanes And Haloarenes Question 8

Question 8 - 2020 (06 Sep Shift 1)

The major product of the following reaction is:

$p$-Methylnitrobenzene (4-methyl-1-nitrobenzene) $\xrightarrow{2\text{HBr}}$ ?

(1) 2-bromo-4-methyl-1-nitrobenzene (with Br and $\text{CH}_3$)

(2) 2,6-dibromo-4-methyl-1-nitrobenzene

(3) 2-bromo-6-methyl-4-nitrobenzene (with Br at different positions)

(4) 2,6-dibromo substituted product

Show Answer

Answer: (4)

Solution

$\text{CH}_3$ group is activating and $o/p$-directing. Two equivalents of HBr will give bromination at both ortho positions to $\text{CH}_3$ group.


Learning Progress: Step 8 of 29 in this series