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JEE Main levelOne or more correct optionsDifficulty 2 of 3st312

The compound shown is cis-1,3-dimethylcyclohexane. Considering configuration only (ring treated as planar), which statements are correct?

  1. AThe compound shown is achiral
  2. Btrans-1,3-Dimethylcyclohexane is chiral
  3. CThe compound shown and trans-1,3-dimethylcyclohexane are diastereomers
  4. D1,3-Dimethylcyclohexane has four stereoisomers in total

Answer: A, B, C

The cis isomer has a mirror plane through C2 and C5, so it is achiral (meso); its descriptors are (1R,3S). The trans isomer has no mirror plane and is chiral, existing as (1R,3R) and (1S,3S). cis and trans differ at one of the two centres and are not mirror images, so they are diastereomers. The total number of stereoisomers is 1 (meso cis) + 2 (trans enantiomers) = 3, not 4.
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