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JEE Main levelSingle correct optionDifficulty 2 of 3hc026

Cyclohexene reacts with bromine in the presence of water. The major product is

  1. Atrans-2-bromocyclohexan-1-ol (racemic)
  2. Bcis-2-bromocyclohexan-1-ol
  3. Ctrans-1,2-dibromocyclohexane as the only product
  4. Dcyclohexane-1,2-diol

Answer: A

The bromonium ion is opened by water (the solvent, present in huge excess) from the face opposite to bromine. This gives anti addition of Br and OH, i.e. the trans halohydrin as a racemate.
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