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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3st246

The compound shown is one stereoisomer of 1,2-dichlorocyclohexane drawn with wedges. Consider configuration only. Which of the following statements are correct?

  1. AThe compound shown is
  2. BIts mirror image is -1,2-dichlorocyclohexane
  3. CExchanging the and at C1 only gives the isomer, which is the meso cis compound
  4. DThe compound shown is achiral

Answer: A, B, C

At C1 the priorities are (attached to Cl,C,H) (C,H,H) , and by symmetry the same pattern holds at C2. The drawing has the two chlorines on opposite faces (trans), and applying the sequence rule gives . Reflection inverts both centres, giving , which is a different molecule, so the compound shown is chiral. Inverting C1 alone gives , where both are on the same face; this cis isomer has a mirror plane and is meso.
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