Jones oxidation of a primary alcohol yields which product?

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Multiple Choice

Jones oxidation of a primary alcohol yields which product?

Explanation:
Jones oxidation uses a strong Cr(VI) oxidizing system in acidic aqueous medium. This setup pushes a primary alcohol further than milder oxidants, so the carbon bearing the alcohol is oxidized first to an aldehyde and is then rapidly oxidized again to a carboxylic acid. That makes the carboxylic acid the characteristic product under these conditions. If a milder reagent were used, you might stop at the aldehyde, but with Jones reagent the aldehyde doesn’t accumulate. A secondary alcohol would give a ketone, and a tertiary alcohol doesn’t oxidize under these conditions. So the product is a carboxylic acid.

Jones oxidation uses a strong Cr(VI) oxidizing system in acidic aqueous medium. This setup pushes a primary alcohol further than milder oxidants, so the carbon bearing the alcohol is oxidized first to an aldehyde and is then rapidly oxidized again to a carboxylic acid. That makes the carboxylic acid the characteristic product under these conditions. If a milder reagent were used, you might stop at the aldehyde, but with Jones reagent the aldehyde doesn’t accumulate. A secondary alcohol would give a ketone, and a tertiary alcohol doesn’t oxidize under these conditions. So the product is a carboxylic acid.

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