Which one of the following reactions would produce t-butyl methyl ether in high yield? A) t-butyl chloride + sodium methoxide B) t-butanol + methanol in presence of H₂SO₄ at 140°C C) t-butyl bromide + bromomethane in the presence of NaOH D) sodium t-butoxide + bromomethane

Question

Quizplus · Accepted Answer

The reaction of sodium t-butoxide with bromomethane will produce t-butyl methyl ether in high yield as the t-butoxide ion is a strong nucleophile and can attack the methyl bromide to form the desired ether product. Option A is not ideal as sodium methoxide is a stronger nucleophile and may result in elimination reactions, leading to the formation of the alkene. Option B requires a high temperature and does not involve any catalytic or activating agent, hence the yield may be low. Option C involves the use of a strong base NaOH, which may also result in side reactions and low yield.

Which One of the Following Reactions Would Produce T-Butyl Methyl