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Question

For the given sequence of reactions :

Cyclohexanehv/Cl2−−−−→(X)alc. KOH/Δ−−−−−−−→(Y)(i) O3−−−−−−−→(ii) H2O/Zn(Z)
where X is a monochlorinated product.
Major product (Z) will be ?

A
Hexanal
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B
2-hexanone
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C
3-hexanone
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D
Hexanedial
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Solution

The correct option is D Hexanedial
Monochlorination of cyclohexane with chlorine in presence of light gives chlorocyclohexane.

Dehydrohalogenation in presence of alkaline KOH gives cyclohexene.

Ozonolysis by reduction gives hexanedial.
The sequence of reactions is shown :

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