Question

For the preparation of t-butyl methyl ether by Williamson's method, the correct choice of reagent is:

• A. Methoxide and t-butyl bromide
• B. Methanol and 2-bromo butane
• C. 2-butanol and methyl bromide
• D. t-butoxide and methyl bromide

Answer 1

The correct option is D t-butoxide and methyl bromide

Tertiary halide does not undergo Williamson synthesis. To get t-alkyl ether, t-alkoxide and a primary alkyl halide should be used otherwise elimination will occur.