Secondary oxidants sodium bromite

Apart from sodium hypochlorite, a number of alternative secondary oxidants for TEMPO-mediated alcohol oxidations can be employed. These include cerium (IV) ammonium nitrate (CAN),24 trichloroisocyanuric acid (TCCA),25 oxone ,26 MCPBA,2,3,7 PhI(OAc)2,27 W-chlorosuccinimide,28 sodium bromite,29 electrooxidation,8,21 H5IO626 and a polymer-attached diacetoxybromide (I) complex.30... 

Both, sodium bromite (NaBr02)51 and sodium bromate (NaBr03)52 are able to carry out selective oxidations of secondary alcohols in the absence of an added catalyst under properly devised experimental conditions. 

Ammonium cerium(IV) nitrate or cerium(IV) sulfate will catalyze the selective oxidation of secondaiy alcohols with sodium bromate as cooxidant, in this case remote C—C double bonds interfere, but 1,2-diols are not cleaved. It has been found that sodium bromite in aqueous acetic acid will act as a selective oxidant for secondary mary diols without the need for other catalysts (Scheme 21). ... 

Sodium bromite, NaBr02 H20, a crystalline compound, oxidizes secondary alcohols to ketones [739] and sulfides to sulfoxides [739]. Primary alcohols are transformed into esters [739]. 

Sodium bromite oxidizes secondary alcohols in preference to primary alcohols. Menthol treated with sodium bromite in aqueous acetic acid at room temperature affords an 86% yield of menthone after 5.5 h [739]. 

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