Reactions of Chlorine Dioxide with Organic Compounds

I.М. Ganiev1, К.К. Timergazin1, N.N. Kabalnova1, V.V. Shereshovets1, and G.А. Tolstikov2

1Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, 71, Oktyabrya ave., 450054 Ufa, Russia

2Novosibirsk Institute of Organic Chemistry, Russian Academy of Sciences, Lavrentieva ave., 9, Novosibirsk, 630090, Russia

Abstract

Data on the reactivity of chlorine dioxide with organic compounds from various classes are summarized. Early investigations of the reactions of chlorine dioxide were occurred in aqueous or predominantly aqueous solutions in general, because it used in drinking water treatment and in industry as bleaching agent. However, chlorine dioxide was not used widely as reagent in organic synthesis.

In last decades the number of publications on the studying interaction of the chlorine dioxide in organic medium increased. In table presented the rate constants reactions of chlorine dioxide with organic compounds published through 2004. Most of the rate constants were determined spectrophotometrically by decay kinetics of chlorine dioxide at 360 nm. Chlorine dioxide may be used for oxidation of organic compounds, because chlorine dioxide is enough reactive and selective as an oxidant with a wide range of organic compounds based on these reaction rate constants. But the application of chlorine dioxide as reagent in organic synthesis is restrained by the lack of data on the kinetics and mechanism of reactions involving chlorine dioxide, as well as data on the product yields and composition, temperature and solvent effects, and catalysts. The pathways of products formation and probable mechanisms of reactions are discussed in the review.