Question

Why t-butyl phenyl ether can't be synthesized through williamson's ether synthesis

Answer 1

Answer: T-butyl phenyl ether can't be synthesized through williamson's ether synthesis because:-

a. When the bond is broken from benzene with O and butyl then Benzne with O forms resonatic strcture and makes itself stable, Thus It's hard to attack onto a stable structure.

b. When the bond is broken Benzene and butyl with O then , as we know that alkyl groups are electron pushing group and Oxygen is nulecufile(have negative charge), Thus Alkyl chain and Oxygen will be separated due to

repulsion between the same charges.