Reductive ozonolysis ( followed by ) of an unknown cyclic alkene yields 5-keto-2-methylhexanal as the sole product. What was the structure of the alkene?

Question

Reductive ozonolysis ($O_3$ followed by $Zn/H_2O$) of an unknown cyclic alkene yields 5-keto-2-methylhexanal as the sole product. What was the structure of the alkene?

Prashant Kotian · Accepted Answer

Correct answer: A. To reverse ozonolysis, remove the oxygen atoms from the two carbonyl groups (a ketone and an aldehyde in the product) and connect the carbons with a double bond. This reconstructs 1-methyl-4-isopropylcyclohexene.

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