Reductive and Oxidative Workup

If the ozonolysis reaction mixture is treated with an oxidizing agent such as hydrogen peroxide, carboxylic acids rather than aldehydes are produced. For example, the ozonolysis of cyclooctene with an oxidative workup yields octanedioic acid (suberic acid). This compound is one of several dicarbox-yhc acids excreted in large amounts by persons suffering from diabetes. 

The choice of reducing or oxidizing workup depends on the goal of the synthesis, which may be to prepare aldehydes (or ketones) or carboxylic acids. 

A hydrocarbon of molecular formula reacts with ozone followed by treatment with zinc and 

A hydrocarbon of molecular formula reacts with Oj followed by workup with (CHjIjS to give formaldehyde and cyclohexane-1,4-dione. Draw the structure of the hydrocarbon. 

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