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Compound Y has molecular formula C7H12. Hydrogenation of

Chapter 9, Problem 9.77

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QUESTION:

Compound Y has molecular formula C7H12. Hydrogenation of compound Y produces methylcyclohexane. Treatment of compound Y with HBr in the presence of peroxides produces the following compound: Br Predict the products when compound Y undergoes ozonolysis.

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QUESTION:

Compound Y has molecular formula C7H12. Hydrogenation of compound Y produces methylcyclohexane. Treatment of compound Y with HBr in the presence of peroxides produces the following compound: Br Predict the products when compound Y undergoes ozonolysis.

ANSWER:

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HBr with peroxides will give the anti-Markovnikov hydrobromination product from alkenes. That means that Compound Y will have an alkene between the carbon attached to the bromine and the adjacent carbon, giving the following structure for Compound Y.

     

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