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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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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:
\[\begin{array}{cc}
\ce{H3C - CH2 - CH = C - CH2 - CH3}\\
\phantom{.......}|\\
\phantom{..............}\ce{CH2CH3}
\end{array}\]
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