The major product obtained in the following conversion is:
(A)(see structure)
(B)(see structure)
(C)(see structure)✓ Correct
(D)(see structure)
Answer: (C)
Solution
The electrophile adds to the electron-rich C=C double bond rather than to the benzene ring, following Markovnikov's rule so that bromine goes to the more substituted carbon. The product is the α,β-unsaturated ketone brominated at the para position of the ring relative to the acetoxy group.
JEE Main · 2019 · 11 Jan 2019 · Shift 2 · Single correct option
