Q5 / 110 · VITEEE 2024 · Chemistry

Which of the following cannot be made by using Williamson synthesis?

A
Methoxybenzene
B
Benzyl-p-nitrophenyl ether
C
tert-butyl methyl ether
Correct answer
D
Di-tert butyl ether

Solution

Since $3^{\circ}$ alkyl halides prefer to under go elimination rather than substitution, therefore sodium tert-butoxide react with tert-butyl bromide or chlorides to form elimination product isobutylene rather than substitution product di-tert-butyl ether.

Hence, the correct answer is option: 'D'.

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