Kinetics of the reaction between some enolisable ketones (S) and trichloroisocyanuric acid (TCICA) in aqueous acid-acetic acid medium at 35 "C follow pseudo-zero-order and pseudo-first-order disappearance of [TCICA], in the absence and the presence of added CI-, respectively. The rate constants for the latter system exhibit a linear dependence each on [S], and [H+], and an increasing and limiting dependence on added [CI-1. The results are interpreted in terms of probable mechanisms involving (i) rate-determining enol formation from the conjugate acid of the ketone (SH') in the absence of added CI-and (ii) rate-determining interaction of SH' with the most effective molecular chlorine species produced by the hydrolysis of TCICA (rather than a rate-determining interaction of enol with Cl,) in the presence of added CI-, prior to the rapid steps of product formation.
129ChemInform Abstract The kinetics of the reaction between some enolizable ketones and trichloroisocyanuric acid (Z) in aqueous acid-acetic acid medium at 35 rc C show pseudo-zero-order and pseudo-first-order disappearance of (Z) in the absence and the presence of added Cl-, respectively. The rate constants for the latter system exhibit a linear dependence each on (ketone) and (H+), and an increasing and limitingdependence on added (Cl-). The results are interpreted in terms of probable mechanisms; products of the reaction under the present conditions could not be ascertained. Ketones studied are acetone, Et-CO-Me, cyclopentanone and -hexanone, and the acetophenones X-C6H4-CO-Me with X: -H, 4-Me, 4-Cl, 4-Br, 4-NO2, and 3-NO2.
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