Thianthrene oxidation

The interhalogens iodine bromide and iodine chloride form stronger charge-transfer complexes than iodine. Therefore, oxidation of suitable substrates should be feasible. In the case of thianthrene, oxidation is very rapid and a cation radical salt with a complex anion is formed (22) (Murata and Shine, 1969). 

THIANTHRENE OXIDE AS A MECHANISTIC PROBE FOR BLEACH INGREDIENTS... 

Thianthrene oxide, described in lit. [W.Adam, J.Am.Chem.Soc 113. 6202-6208 (1991)] as a mechanistic probe for oxidation processes, was applied under aqueous conditions to investigate the behaviour of several bleach active materials of detergent formulations. 

Thianthrene oxide can be applied as oxidation probe also under aqueous conditions. The higher reactivity of the peracids compared with hydrogen peroxide at 40C correlate with the better bleach these peracids give at wash conditions. 

Interpretation of the stereo- and chemoselectivity of oxidation reactions using thianthrene oxide must consider its low barrier to ring-inversion, steric effects, and the role that solvents may play in the product distribution. All of these possibilities could influence the Xso value of oxidants. Specifically, mechanistic consideration of electrophilic oxidation of thianthrene oxide in the presence of protic solvents or acid leads to diminished yields of SSO2. Despite aU of these concerns, benzothianthrene oxide is still considered a reliable probe for the electronic character of oxidants. 

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