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JEE Main levelOne or more correct optionsDifficulty 2 of 3ap211

Which pairs of reactants give an alkene as the major product, instead of an ether, under Williamson conditions?

  1. A with
  2. B2-bromo-2-methylbutane with
  3. C with
  4. D with

Answer: A, B

Tertiary halides undergo E2 elimination with an alkoxide base, so (A) gives 2-methylpropene and (B) gives 2-methylbut-2-ene (or 2-methylbut-1-ene). Methyl iodide and primary bromoethane undergo SN2 to give ethers.
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