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Ozonolysis of a hydrocarbon

A hydrocarbon was found to have a molecular weight of 80-85. A 10.02 mg sample took up 8.40 mL of H2 gas at 0 degrees C and 760 mm pressure. Ozonolysis yielded only two compounds shown in the attached .jpg. What is the structure of the hydrocarbon?

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In the accompanied reference, we know that the reaction of alkenes with ozone will transform the C=C bonds into the C=O bonds. Below are the products of this reaction:

Let call the unknown compound the formula CxHy
The reaction with H2
CxHy + zH2 = CxHy+2z

The number z represents the number of double bond ...

Solution Summary

The solution provides detailed calculations and explanations for the problem, including drawings of chemical structures.