Question

Illustrate with examples the limitations of Williamson's synthesis for the preparation of certain types of ethers.

Answer 1

Limitations of williamson synthesis for the preparation of ethers.

The reaction of williamson synthesis involves $S_{N}2$ attacks of an alkoxide ton on a primary alkyl halide.

Look at the $figure$ $1.$

But if secondary or tertiary alkyl halides are taken in place of primary alkyl halides then elimination would compete over substitution and alkenes would be produced. This is because alkoxides are nucleophiles as well as strong bases.

Look at $figure$ $2$.