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JEE Main levelSingle correct optionDifficulty 2 of 3ro208

trans-But-2-ene is treated with mCPBA and the resulting epoxide is then hydrolysed with dilute aqueous . The product is

  1. Abutan-2-ol
  2. Bbutane-1,2-diol
  3. Cracemic (2R,3R)- and (2S,3S)-butane-2,3-diol
  4. Dmeso-butane-2,3-diol

Answer: D

Epoxidation is syn and stereospecific, so the trans alkene gives the trans-epoxide. Acid hydrolysis opens the ring by anti attack of water, and for the trans-epoxide this gives the meso diol (2R,3S).
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