MolSynapsequestion bank

MolSynapse / Question bank / Alcohols, Phenols and Ethers / Ethers: Williamson synthesis and cleavage

JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap219

Ethyl phenyl ether can be obtained in good yield by which of the following?

A $C X_{6} H X_{5} ONa$ with $C X_{2} H X_{5} Br$
B $C X_{2} H X_{5} ONa$ with bromobenzene
CPhenol with $NaOH$ , then $C X_{2} H X_{5} I$
DPhenol and ethanol with conc. $H X_{2} SO X_{4}$ at 413 K

Answer: A, C

Williamson synthesis requires a phenoxide (or alkoxide) and a primary alkyl halide (SN2), so A and C work. Aryl halides do not undergo SN2 with alkoxides, and acid-catalysed dehydration of phenol with ethanol gives mostly diethyl ether.

Practice Alcohols, Phenols and Ethers More on Ethers: Williamson synthesis and cleavage

Previous questionNext question

More questions on Ethers: Williamson synthesis and cleavage