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JEE Advanced levelSingle correct optionDifficulty 3 of 3st201

How many stereoisomers does 1,2-di(prop-1-en-1-yl)cyclopropane have? (Count enantiomers, ring diastereomers and E/Z isomers as distinct.)

  1. A8
  2. B12
  3. C10
  4. D16

Answer: C

The ring is symmetric. Cis ring (mirror plane): (E,E) and (Z,Z) are meso (2 isomers), while (E,Z) is chiral, giving an enantiomeric pair (2). Trans ring (C2 axis): (E,E), (Z,Z) and (E,Z) are each chiral and exist as pairs (6). Total (checked by enumeration), not .
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