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JEE Main levelSingle correct optionDifficulty 2 of 3st172

Cyclohexane ring carbons of 2-methylcyclohexan-1-ol are numbered C1 (bearing OH) to C6 going clockwise when the ring is viewed from above (flat drawing). The OH group on C1 points up (towards the viewer) and the CH group on C2 points down. What is the configuration of the compound?

  1. A(1R,2S)
  2. B(1R,2R)
  3. C(1S,2R)
  4. D(1S,2S)

Answer: B

At C1 the priorities are OH > C2 (C,C,H) > C6 (C,H,H) > H, and H points down (away from a viewer above). Seen from above, OH lies outward and C2, C6 are the next and previous ring atoms, so OH C2 C6 runs clockwise: C1 is R. At C2 the priorities are C1 (O,C,H) > C3 (C,H,H) > CH > H, and H points up (towards the viewer). Seen from above, C1 C3 CH (outward) runs counter-clockwise, but H is towards the viewer, so the true sense is clockwise: C2 is R. The trans compound is (1R,2R)
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