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JEE Advanced levelSingle correct optionDifficulty 3 of 3st200

How many stereoisomers does 1-methyl-2-(prop-1-en-1-yl)cyclopropane have? (Include ring cis/trans isomers, enantiomers and E/Z isomers.)

  1. A4
  2. B8
  3. C6
  4. D16

Answer: B

C1 and C2 of the ring are stereocentres and the two ends differ (CH versus propenyl), so there is no symmetry: ring configurations. The propenyl C=C (CH-CH=CH-) is stereogenic, giving E or Z. Total (verified by enumeration).
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