Assertion (A): Di-tert-butyl ether cannot be prepared by Williamson’s synthesis.
Reason (R): tert-butyl bromide on treatment with sodium tert-butoxide preferentially undergoes elimination to from iso-butylene and tert-butyl alcohol.
Select the most appropriate answer from the options given below:

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A is false but R is true.

Both A and R are true, and R is the correct explanation of A.

Both A and R are true, but R is not the correct explanation of A.

A is true but R is false.

answer is A.

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Detailed Solution

In case of secondary and tertiary alkyl halides, elimination competes over substitution. If a tertiary alkyl halide is used, an alkene is the only reaction product and no ether is formed. For example, the reaction of CH₃ONa with (CH₃)₃C–Br gives exclusively 2-methylpropene. Question Image

Hence, both A and R are true and R is the correct explanation of A

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