Abstract
The oxidative deoximination of several aldo- and keto-oximes by pyridinium dichromate (PDC), in dimethylsulphoxide (DMSO), exhibited a first order dependence on PDC. A Michaelis-Menten type kinetics was observed with respect to oximes. The oxidation of ketoximes is slower than that of aldoximes. Aldoximes rates are correlated with Pavelich-Taft DSP model. Small sigma values (+) are the indication of a nucleophilic hit by an oxygen from chromate the carbon atom. The reaction is subject to alkyl group steric obstruction. One of the aldoximes (acetaldoxime) is subjected to the influence of 19 organic solvent media. Multiparametric equations are used to analyze the influence of organic media. Mechanistic pathways engaging the involvement of an intermediary cyclic structure in r.d.s.
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