YESPYQ Start Practice
🛠️ JEE🧪 Chemistry

Which of the following ether react with HBr to form phenol? (PYQ-2025)

Q1 FREE PREVIEW

Which of the following ether react with HBr to form phenol?

(PYQ-2025)

a

\(\mathrm{Ph}-{\mathrm{CH}}_{2}-\mathrm{O}-{\mathrm{CH}}_{2}-{\mathrm{CH}}_{3}\)

b

\(\mathrm{Ph}-{\mathrm{CH}}_{2}-{\mathrm{OCH}}_{3}\)

c

\(\\ {\mathrm{CH}}_{3}\\ \mathrm{Ph}-\mathrm{O}-\overset{|}{\underset{|}{\mathrm{C}}}-{\mathrm{CH}}_{3}\\ {\mathrm{CH}}_{3}\)

d

\(\mathrm{Ph}-{\mathrm{CH}}_{2}-\mathrm{O}-{\mathrm{CH}}_{2}-\mathrm{Ph}\)

✓ Correct answer: c)

\(\\ {\mathrm{CH}}_{3}\\ \mathrm{Ph}-\mathrm{O}-\overset{|}{\underset{|}{\mathrm{C}}}-{\mathrm{CH}}_{3}\\ {\mathrm{CH}}_{3}\)

Explanation

The ether that reacts with HBr to form phenol must have a phenyl (-Ph) group directly attached to oxygen, making cleavage difficult via SN1 or SN2 .

Option C (Ph-O-C(CH₃)₃) forms phenol due to cleavage at the C-O bond.

← Previous questionNext question →

Practice more JEE Chemistry PYQs

See every question on Alcohols, Phenols and Ethers, or browse the full JEE question bank.

See all questions on Alcohols, Phenols and Ethers →