Assertion : $t$-Butyl methyl ether is not prepared by the reaction of $t$-butyl bromide with sodium…

Assertion : $t$-Butyl methyl ether is not prepared by the reaction of $t$-butyl bromide with sodium methoxide. Reason : Sodium methoxide is a strong nucleophile.
  1. If both assertion and reason are true and reason is the correct explanation of assertion
  2. If both assertion and reason are true but reason is not the correct explanation of assertion
  3. If assertion is true but reason is false
  4. If both assertion and reason are false.

Solution

In Williamson's synthesis, if a tertiary alkyl halide is used, an alkene is the only reaction product and no ether is formed.
It is because alkoxides are not only nucleophiles but also strong bases as well. They react with alkyl halides leading to elimination reaction.

Asked in: NEET 2020 (Phase 2)

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