JEE Main levelSingle correct optionDifficulty 2 of 3st062
How many stereoisomers does pent-3-en-2-ol, CHX3−CH(OH)−CH=CH−CHX3, have? Count enantiomers, diastereomers and any geometrical isomers about C=C; a meso form counts as one stereoisomer.
A4
B8
C3
D2
Answer: A
C2 is a stereocentre (R or S) and the C3=C4 double bond can be E or Z. The two features are independent and the ends of the molecule are different, so there is no symmetry reduction. The number is 2×2=4.