Question
Propanal and pentan-3-one are the ozonolysis products of an alkene? What is the structural formula of the alkene?
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Answer
As per the given information, propanal and pentan-3-one are the ozonolysis products of an alkene. Let the given alkene be 'A'. Writing the reverse of the ozonolysis reaction, we get:
The products are obtained on the cleavage of ozonide 'X'. Hence, 'X' contains both products in the cyclic form. The possible structure of ozonide can be represented as:
Now, 'X' is an addition product of alkene ‘A’ with ozone. Therefore, the possible structure of alkene 'A' is:
$\text{H}_3\text{C}-\text{CH}_2-\text{CH}=\text{C}-\text{CH}_2-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_2\text{CH}_3$
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