1-Chlorobenzotriazole: a new oxidant
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39690001474
Abstract
Benzotriazole is rapidly and quantitatively converted by sodium hypochlorite into its stable, crystalline 1-chloroderivative, the chemistry of which is dominated by the positive-halogen character of the chlorine atom.
1-Chlorobenzotriazole has considerable potential as an oxidant; it oxidises alcohols to carbonyl compounds, hydrazo- to azo-compounds, and 1,1-disubstituted hydrazines, all in high yield under very mild conditions.
1-Chlorobenzotriazole reacts with diethyl ether to give 1-(1-ethoxyethyl)benzotriazole; the same product was formed, unexpectedly, by treatment of benzotriazole in ether with chloramine or nitrosyl chloride.
Radical chain mechanisms are proposed for these oxidation and substitution reactions.
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Journal Name：Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4
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