Research Article Reactions of polyhomofunctional organic compounds: 5: Kinetics of N-oxide - N-hydroxide tautomerism in a novel class of triazine-1-oxides

Abstract

Triazine-1-oxides are one among the  well  classes of   fungicides. Abundant reports are available on the functioality of these comounds. These compounds are found feared because of  their certain impact as they are most potential carcinogens.  The coordination chemistry of triazine-1-oxides has ben well reported. It was well argued that the monofunctional analogues of the triazine-1-oxides engaged in tautomerism.  The metabolic conversion of these comopunds  in to safe products  assume  greater  importance from agricultural and medicinal points of view and hence the hydrolysis of these compounds assumed of greater importance. Herein, we report the  kinetics of hydrolysis of two isochemical triazine-1-oxide sites of a series of 3,3’-disubstituted 4,4’-bis(3-alkyltriazine-3-oxide)biphenyls ( 1 ) abbreviated as
 R-triaz-bp-X  investigated at different concentrations of acids and at different temperatures.  The studies reveal that the two triazine-1-oxide sites undergo N-oxide - N-hydroxyde tautomerism which is first order in
 [ R-triaz-bp-X ] and no dissociation at any of the  reaction sites has been identified.  Linear regression best fits of the kinetic plots are used to determine the rate constants of the reactions.  The activation energy values and other thermodynamic parameters of the hydrolysis of
R-triaz-bp-X have been evaluated by Arrhenius plots and Eyring equation.