Question

An organic compound (A) $C_{10}{H}_{20}$ on reductive ozonolysis yields only $\text{2-methylbutanal}$. The total of stereoisomers possible for (A) is:

• A. 8
• B. 7
• C. 6
• D. 4

Answer 1

The correct option is C 6

If an alkene gives a single product after reductive ozonolysis that means it would be a symmetrical alkene. We can deduce the (A) by joinng carbonyl carbon of two 2-methylbutanal molecules.


Now in (A) there are two asymmetric carbon and a double bond with same terminal groups.

No. of optically active isomers: $2^{n-1}=2$
No. of meso forms: $2^{\frac{(n-2)}{2}}=1$

Geometrical isomers: 2
Total: $(2+1)\times \left(2\right)=6$