Physics NEET Full Syllabus Mock Test 180 Question New Syllabus Mock Test - 10 PCB MCQ (Single Correct)

Assertion: Tert. butyl methyl ether is not prepared by the reaction of tert. butyl bromide with sodium methoxide.
Reason: Sodium methoxide is a strong nucleophile.

A
If both Assertion and Reason are true and Reason is a correct explanation of Assertion.
B
If both Assertion and Reason are True but Reason is not a correct explanation of Assertion.
C
If Assertion is True but Reason is False.
D
If both Assertion and Reason are False.

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Text Solution

Verified by Experts
The correct answer is:
B

Williamson ether synthesis requires an attack of an alkoxide on an alkyl halide. Tert-butyl bromide is a tertiary halide, which is too sterically hindered for , so it undergoes E2 elimination to give isobutylene instead of forming the ether.
Sodium methoxide is indeed a strong nucleophile (and base), but failure to form the ether is due to steric hindrance at the tertiary carbon, not due to insufficient nucleophilicity.
Final Answer: Both assertion and reason are true but reason is not a correct explanation of the assertion.

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