Abstract

The debated mechanism of the oxidation of alcohols by peroxydisulphate was investigated by trapping the nucleophilic carbon-centered free-radical intermediates by protonated quinoline. The oxidation of t-butanol, 1-hexanol, 2,3-dimethyl-2-butanol and ethylene glycol in the presence of silver salt takes place via alkoxy radical intermediates arising from the interaction R-OH + Ag 2+ → R-O · + Ag + + H +; it gives rise to new interesting selective synthetic processes. In the absence of silver salt the hydrogen abstraction from CH bonds is the main reaction.

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