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Question

Cyclohexene on ozonolysis followed by reaction with zinc dust and water gives compound E. Compound E on further treatment with aqueous KOH yields compound F. The compound F is:


A

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B

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C

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D

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Solution

The correct option is A


In the first step, ozonolysis of cyclohexene is followed by reduction with zinc. We get the dicarbonyl 1,6-hexanedial.
The next step involves intramolecular Aldol addition-elimination to gives us the α-β unsaturated aldehyde. Thus we get:


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