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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o4164

Which pairs of reagents are suitable for preparing the ether in good yield by the Williamson method (SN2 on the alkyl halide)?

  1. A and to give
  2. B and to give
  3. C and to give diethyl ether
  4. D and to give isopropyl tert-butyl ether

Answer: B, C

The Williamson synthesis needs a methyl or primary halide. Tertiary and secondary with alkoxide mainly undergo E2, giving alkenes. Methyl iodide and ethyl bromide undergo SN2.
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