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JEE Main levelSingle correct optionDifficulty 2 of 3st205

Which pairing of relative configuration and occupied chair positions (a = axial, e = equatorial) is correct for a disubstituted cyclohexane?

  1. Acis-1,2: (e,e) in one chair and (a,a) in the other
  2. Btrans-1,4: (e,e) in one chair and (a,a) in the other
  3. Ctrans-1,3: (e,e) in one chair and (a,a) in the other
  4. Dcis-1,4: (a,a) in one chair and (e,e) in the other

Answer: B

Going around the ring, axial bonds alternate up and down. For adjacent (1,2) carbons, trans means (e,e)/(a,a) and cis means (a,e)/(e,a). For 1,3, cis is (e,e)/(a,a) and trans is (a,e). For 1,4, trans is (e,e)/(a,a) and cis is (a,e). Hence only trans-1,4 matches the given pairing.
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