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JEE Main levelOne or more correct optionsDifficulty 2 of 3st176

Which of the following are chiral? (Consider configuration only; rings are treated as planar and time-averaged.)

  1. Acis-1,3-Dichlorocyclopentane
  2. Btrans-1,3-Dichlorocyclopentane
  3. Ctrans-1,2-Dibromocyclopentane
  4. Dcis-1,2-Dibromocyclopentane

Answer: B, C

Cis isomers of 1,2- and 1,3-disubstituted rings with identical substituents have a mirror plane through the ring (meso, achiral). The trans isomers have no mirror plane or inversion centre, so trans-1,2-dibromocyclopentane and trans-1,3-dichlorocyclopentane are each chiral and exist as enantiomeric pairs.
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