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Multiple Choice

Jones oxidation uses chromium trioxide in acetone. Which statement about this reagent is true?

Jones oxidation uses a very strong oxidizing environment. The chromium(VI) reagent in acidic acetone is capable of oxidizing primary alcohols all the way to carboxylic acids because, once the alcohol is converted to an aldehyde, the acidic, aqueous medium and the Cr(VI) oxidant continue to oxidize the aldehyde to the carboxylic acid. This overoxidation is typical under these conditions. Secondary alcohols are oxidized to ketones in the same system, while tertiary alcohols resist oxidation. The reagent’s role is oxidation, not forming sulfate esters, so the statement about forming sulfates isn’t correct.

Jones oxidation uses a very strong oxidizing environment. The chromium(VI) reagent in acidic acetone is capable of oxidizing primary alcohols all the way to carboxylic acids because, once the alcohol is converted to an aldehyde, the acidic, aqueous medium and the Cr(VI) oxidant continue to oxidize the aldehyde to the carboxylic acid. This overoxidation is typical under these conditions. Secondary alcohols are oxidized to ketones in the same system, while tertiary alcohols resist oxidation. The reagent’s role is oxidation, not forming sulfate esters, so the statement about forming sulfates isn’t correct.