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MolSynapse / Question bank / Organic Reaction Mechanisms IV: Elimination / E1cB mechanism
JEE Main levelSingle correct optionDifficulty 2 of 3o4044

is treated with a strong base such as in ethanol. The organic product is

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

Answer: B

The sulfonyl group makes the adjacent CH2 hydrogens acidic (pKa about 29), so the base forms an alpha-sulfonyl carbanion. This expels methoxide from the next carbon (E1cB) to give phenyl vinyl sulfone, .
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