For the given reaction
What is 'A'?
What is 'A'?
Show Hint
The Correct Option is A
Solution and Explanation
Br2 with UV light proceeds by a free radical chain mechanism at the side chain, not by electrophilic substitution on the ring.
The benzylic hydrogen (on the CH2 attached to the ring) is abstracted, because the benzylic radical is resonance stabilised.
The radical then abstracts Br from Br2 to give 1-bromo-1-(3-cyanophenyl)ethane, i.e. the ring with CH(Br)CH3 and CN meta.
Options (2), (3), (4) are ring-brominated products and are not formed under UV light.
Answer: (1) 3-(1-bromoethyl)benzonitrile
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