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JEE Main levelSingle correct optionDifficulty 2 of 3hx061

Methyl tert-butyl ether, , is to be made in good yield by an SN2 Williamson synthesis. The correct pair of reactants is

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

Answer: D

Williamson synthesis works by SN2 attack of an alkoxide on a halide, so the halide must be methyl or primary. A tertiary halide with a strong alkoxide undergoes E2 to give isobutene. The bulky alkoxide therefore attacks unhindered .
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