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Nucleophilic Substitution in Alkyl Halides

If the follow...

Question

If the following transformation is done with an alkene as an intermediate product, $x$ aldehydes are produced alongside with hexanedial. What is $x$ ?

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Solution

Dehydrobromination of bromocyclohexane gives cyclohexene.

Ozonolysis followed by reduction gives adipaldehyde.

No other aldehydes are produced as the ozonolysis converts cyclic compound to open chain compound.

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