question_answer

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

A) Di-tert butyl ether   

B) Methoxy benzene

C) Benzyl p-nitro phenyl ether

D) Methyl tertiary butyl ether

Correct Answer: A

Solution :

[a]

Williamson's synthesis is an organic reaction used to convert an alcohol and an alkyl halide to an ether using a base such as NaOH. This reaction proceed via \[{{S}_{N}}1\] mechanism.

Among the given compounds, Di-tert butyl ether cannot be made by Williamson?s synthesis, since tert-alkyi \[(3{}^\circ )\] halide prefer to undergo elimination rather than substitution, i.e.