Question
Question: For the given compound \(X\), the total number of optically active stereoisomers is _____. ![](htt...
For the given compound X, the total number of optically active stereoisomers is _____.
Solution
To answer this question, you must recall drawing stereoisomers of an organic compound. Stereoisomers are isomers that differ in spatial arrangement of atoms. Stereoisomers can be of two types, optically active stereoisomers and mesomeric isomers.
Complete step by step solution:
It is given in the question that the bond represented by a solid line indicates that the configuration of the specific carbon atom and the geometry of the double bond is fixed.
While the zigzag line indicates that the configuration of the specific carbon atom and the geometry of double bonds can vary.
So, to draw the stereoisomers of the given molecule, we can just vary the configuration of the zig-zag bonds.
The double bond can take two forms, namely cis and trans while keeping the orientation of bond 4 and bond 2 outside the plane.
Now, changing the orientation of bond 4 inside the plane, we get two more cis and trans isomers.
Similarly, we get 4 more isomers when the bond 2 is inside the plane
We get a total of 8 stereoisomers.
In stereoisomer 1, we can see a plane of symmetry in the molecule. Thus, it is a mesomer and not optically active. Rest of the stereoisomers are optically active due to the absence of any plane of symmetry, or axis of symmetry or any point of symmetry.
Therefore, the number of optically active stereoisomers of the given compound are 7.
Note:
The maximum number of stereoisomers possible in a compound can be given by a simple formula,
No. of stereoisomers=2n
Where, n is the number of stereocenters present in the molecule.
In the above question, with the given conditions, the number of stereocenters are three.
As a result, the total number of stereoisomers possible can be given by 23=8