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JEE Advanced levelSingle correct optionDifficulty 3 of 3st154

2,5-Dibromohex-3-ene, , has two stereocentres and a C=C bond. Counting all configurational isomers, the number of them that are optically active (chiral) is

  1. A6
  2. B4
  3. C2
  4. D3

Answer: B

Both ends are identical, so for each geometry (E or Z) the possibilities are (R,R), (S,S) and (R,S)=(S,R) meso: 3 per geometry and 6 stereoisomers in all. The meso forms (one E, one Z) are achiral, and the (R,R)/(S,S) forms of each geometry are chiral. Optically active = 2 x 2 = 4.
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