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.)
A4
B8
C6
D16
Answer: B
C1 and C2 of the ring are stereocentres and the two ends differ (CH3 versus propenyl), so there is no symmetry: 22=4 ring configurations. The propenyl C=C (CH3-CH=CH-) is stereogenic, giving E or Z. Total 4×2=8 (verified by enumeration).