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Multiple Choice

Jones oxidation of benzyl alcohol yields which product?

Jones oxidation uses a strong Cr(VI) oxidant (CrO3 in sulfuric acid). Under these conditions, primary alcohols are oxidized all the way to carboxylic acids, not stopping at the aldehyde. Benzyl alcohol (a primary alcohol with a benzylic CH2OH) is first converted to benzaldehyde, but the same strong conditions push it further to benzoic acid, while the aromatic ring stays intact. So the product is benzoic acid.

Jones oxidation uses a strong Cr(VI) oxidant (CrO3 in sulfuric acid). Under these conditions, primary alcohols are oxidized all the way to carboxylic acids, not stopping at the aldehyde. Benzyl alcohol (a primary alcohol with a benzylic CH2OH) is first converted to benzaldehyde, but the same strong conditions push it further to benzoic acid, while the aromatic ring stays intact. So the product is benzoic acid.