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JEE Main levelOne or more correct optionsDifficulty 2 of 3st195

Cyclohexane-1,3-diol (configuration only) is considered. Which statements are correct?

  1. AThe cis isomer is chiral because C1 and C3 are stereocentres
  2. BIt has three stereoisomers in total
  3. CThe trans isomer exists as a pair of enantiomers, (1R,3R) and (1S,3S)
  4. DThe cis and trans isomers are diastereomers

Answer: B, C, D

C1 and C3 each carry OH, H and two different ring paths, so both are stereocentres, but the two ends of the molecule are identical. The cis isomer is (1R,3S) with an internal mirror plane through C2 and C5, so it is meso and achiral. The trans isomer has no mirror plane and exists as (1R,3R)/(1S,3S). Total 3 stereoisomers, and cis/trans are diastereomers.
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