JEE Main · 2019 · 12 Jan 2019 · Shift 2 · Alcohols Phenols and Ethers

The major product in the following conversion is :

(A)(see structure)
(B)(see structure)
(C)(see structure)
(D)(see structure)
✓ Correct

Answer: (D)

Solution

Adding

HBr

to the alkene in the presence of a peroxide proceeds by the radical route, so the bromine attaches anti-Markovnikov at the less substituted carbon of the side chain, while the phenolic

- OH

is left untouched. The product carries the bromo-substituted side chain with the free phenol.

JEE Main · 2019 · 12 Jan 2019 · Shift 2 · Single correct option

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