MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms III: Nucleophilic Substitution / Reactions of ethers and epoxides
NEET levelSingle correct optionDifficulty 1 of 3o3176

The best Williamson synthesis of tert-butyl methyl ether, , uses

  1. A and
  2. B and
  3. C and
  4. D and

Answer: B

The Williamson reaction is an SN2 reaction of an alkoxide on an alkyl halide, so the halide should be methyl or primary. A tertiary halide with a basic alkoxide undergoes E2 and gives isobutene. Hence the bulky alkoxide is combined with methyl iodide.
Practice Organic Reaction Mechanisms III: Nucleophilic Substitution More on Reactions of ethers and epoxides

More questions on Reactions of ethers and epoxides