NEET2005ChemistryAlcohols Phenols and EthersActual
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.
Options
- AIf both assertion and reason are true and reason is the correct explanation of assertion
- BIf both assertion and reason are true but reason is not the correct explanation of assertion
- CIf assertion is true but reason is false
- DIf both assertion and reason are false.
Correct answer
B. If both assertion and reason are true but reason is not the correct explanation of assertion
Step-by-step 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.