JEE Main 2024 · 9 April · evening · Single correct · +4 / −1
Total number of stereo isomers possible for the given structure :
- (a) 4
- (b) 2
- (c) 8
- (d) 3
Answer and solution
Answer (c) 8
Solution
Chemistry ma’am · 3 steps
Find every stereo unit, one chiral carbon and two C=C, and since the molecule is unsymmetrical, use 2ⁿ.
- Read the structure. Number the chain from the left: CH₃-C(Br)=CH-CH₂-CH(Br)-C(CH₃)=C(Br)-CH₃, that is C1 to C8. Now check each double bond and each sp³ carbon for stereo possibility.
Stereo unit Groups to compare Stereo? C₂=C₃ C2: CH₃, Br; C3: H, CH₂R Yes, both ends unlike, so E/Z C5 (CHBr) H, Br, CH₂CH=C(Br)CH₃, C(CH₃)=C(Br)CH₃ Yes, four different groups, so chiral C₆=C₇ C6: CH₃, CHBrR; C7: Br, CH₃ Yes, both ends unlike, so E/Z - Count them. There are n = 3 stereo units, each with two arrangements. The two ends of the molecule are different, so no meso form or symmetry cuts the count down.
Stereoisomers = 2ⁿ = 2³ = 8
- So. The structure has 8 stereoisomers, option (c).
The idea to keep. Count chiral centres and stereo double bonds together as n. If the molecule has no symmetry, the total is 2ⁿ. Only a symmetrical molecule needs the reduced formula.
Answer from the NTA final answer key. Solution by PrepWiser.