Reactions that yield
Carboxylic Acids

For each of the reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry and stereochemistry of the reaction.
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The reaction of an aromatic side-chain with neutral, hot MnO₄^- oxidizes the side-chain at the benzylic carbon to give the carboxylic acid. At least one benzylic hydrogen is required for this reaction to occur.

The reaction of an aromatic side-chain with neutral, hot MnO₄^- oxidizes the side-chain at the benzylic carbon to give the carboxylic acid. At least one benzylic hydrogen is required for this reaction to occur.

The reaction of an aromatic side-chain with neutral, hot MnO₄^- oxidizes the side-chain at the benzylic carbon to give the carboxylic acid. At least one benzylic hydrogen is required for this reaction to occur.

Oxidation of a primary alcohol with CrO₃/H₂SO₄ completely oxidizes the alcohol to the carboxylic acid.

The reaction of an aromatic side-chain with neutral, hot MnO₄^- oxidizes the side-chain at the benzylic carbon to give the carboxylic acid. At least one benzylic hydrogen is required for this reaction to occur.

The reaction of an aromatic side-chain with neutral, hot MnO₄^- oxidizes the side-chain at the benzylic carbon to give the carboxylic acid. At least one benzylic hydrogen is required for this reaction to occur.

The reaction of an aromatic side-chain with neutral, hot MnO₄^- oxidizes the side-chain at the benzylic carbon to give the carboxylic acid. At least one benzylic hydrogen is required for this reaction to occur.

Oxidation of a primary alcohol with CrO₃/H₂SO₄ completely oxidizes the alcohol to the carboxylic acid.