Home Chemistry General Organic Chemistry JEE ADVANCED Previous Year Question The acidic hydrolysis of ether (X) shown bel…
Chemistry General Organic Chemistry JEE ADVANCED Previous Year Question Single Correct MCQ
Published on: August 12, 2026

The acidic hydrolysis of ether (X) shown below is fastest when

A
one phenyl group is replaced by a methyl group.
B
one phenyl group is replaced by a para-methoxyphenyl group.
C
two phenyl groups are replaced by two para-methoxyphenyl groups.
D
no structural change is made to X.

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Text Solution

Verified by Experts
The correct answer is:
C

Ph 3 C–OR Ph 3 C–OH + ROH

The reaction proceeds by S N 1 Mechanism :

Ph 3 C–OR + H ⊕ Ph 3 C Ph 3 C ⊕ + ROH

Ph 3 C–OH Ph 3 C–

Greater the electron releasing effect of the attached groups greater is the stability of intermediate carbocation, & faster is the rate of reaction.

If two ph– groups are replaced by groups, strong +M effect of MeO– groups stabilize, the carbocation better there by making the reaction faster.

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