JEE PYQ: Hydrocarbons Question 12
Question 12 - 2021 (26 Feb Shift 1)
For the given reaction:
$p$-Cyanostyrene with $\text{CH}_2\text{CH}_3$ group $\xrightarrow{\text{Br}_2/\text{UV light}}$ ‘A’ (major product, monosubstituted)
What is ‘A’?
(1) Br on benzylic carbon with CN on ring
(2) Br on side chain (different position)
(3) Two Br atoms at different positions
(4) Br on benzylic position with CN on ring
Show Answer
Answer: (4)
Solution
Br is at benzylic substitution reaction position. UV light causes free radical halogenation at the benzylic position.