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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o2054

Anti addition of in is carried out on each alkene below. Select all alkenes that give a meso dibromide.

  1. A(E)-but-2-ene
  2. B(Z)-but-2-ene
  3. C(E)-hex-3-ene
  4. Dcyclohexene

Answer: A, C

Anti addition to a symmetrical trans-disubstituted alkene gives the meso dibromide, because the two stereocentres have opposite configuration. (E)-But-2-ene gives meso-2,3-dibromobutane and (E)-hex-3-ene gives meso-3,4-dibromohexane. (Z)-But-2-ene gives the racemic pair, and cyclohexene gives racemic trans-1,2-dibromocyclohexane.
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