Consider the above reaction sequence, the Product 'C' is:
(A)(see structure)
(B)(see structure)
(C)(see structure)
(D)(see structure)✓ Correct
Answer: (D)
Solution
The reaction sequence involves electrophilic aromatic substitution. Phenol undergoes bromination at ortho and para positions due to the activating -OH group. The bromine atoms direct subsequent substitution. The nitrile group (−CN) is introduced, and the final product C retains both the hydroxyl group and the cyano group along with the bromine substituents at the meta positions relative to the -OH group, giving 3,5-dibromo-4-hydroxybenzonitrile.
JEE Main · 2022 · 29 Jul 2022 · Shift 1 · Single correct option