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JEE Main levelSingle correct optionDifficulty 2 of 3ro211

Cyclohex-2-en-1-one is converted to 2,3-epoxycyclohexan-1-one by conjugate addition of a peroxide anion followed by ring closure. The reagent used is

  1. ANa in liquid
  2. B in acetic acid
  3. C
  4. D with aqueous

Answer: D

The C=C of an enone is electron-poor, so it reacts with a nucleophilic oxidant. The hydroperoxide anion adds to the beta carbon (Weitz-Scheffer reaction) and the resulting enolate displaces hydroxide intramolecularly to give the epoxide. The other reagents do not do this.
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