Propanal and pentan-3-one are the ozonolysis products of an alkene?

Question:

Propanal and pentan-3-one are the ozonolysis products of an alkene? What is the structural formula of the alkene?

Solution:

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:

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