Tungstate Sulfuric Acid (TSA)/ KMnO4 as a Novel Heterogeneous System for Rapid Deoximation

Bahador Karami,Morteza Montazerozohori

doi:10.3390/11090720

Abstract

Neat chlorosulfonic acid reacts with anhydrous sodium tungstate to give tungstate sulfuric acid (TSA), a new dibasic inorganic solid acid in which two sulfuric acid molecules connect to a tungstate moiety via a covalent bond. A variety of oximes were oxidized to their parent carbonyl compounds under mild conditions with excellent yields in short times by a heterogeneous wet TSA/KMnO4 in dichloromethane system.

Highlights

Heterogenization of chemical systems is currently an active field of research in industrial and academic chemistry because of the resulting simplification in handling procedures and work-ups, reduction of corrosion and, from a Green Chemistry point of view, easy and clean reactions and avoidance of by-products
In continuation of the above and our own studies [8] on the application of inorganic solid acids, we have found that anhydrous sodium tungstate reacts in a 1:2 mole ratio with
It is well known that KMnO4 requires an acidic medium to function as an oxidant, we propose an oxidative mechanism for this reaction in which the wet tungstate sulfuric acid (TSA) acts as a proton source for the KMnO4 to oxidize the oximes

Summary

Introduction

Heterogenization of chemical systems is currently an active field of research in industrial and academic chemistry because of the resulting simplification in handling procedures and work-ups, reduction of corrosion and, from a Green Chemistry point of view, easy and clean reactions and avoidance of by-products. Considering the wide applications of acids as reagents or catalysts in organic chemistry (for producing more than 1×108 MT/year of products), the introduction of new inorganic solid acids can be useful in this context. 2006, 11 chlorosulfonic acid (Scheme 1) to give tungstate sulfuric acid (TSA, I) in a simple and clean reaction that did not require any work-up.

Results

Conclusion