Mechanism of oxidation of (p-substituted phenylthio)acetic acids with N-chlorosaccharin was written by Alhaji, N. M. I.;Uduman Mohideen, A. M.;Lawrence Mary, S. Sofia. And the article was included in E-Journal of Chemistry in 2011.Safety of 2-Chlorobenzo[d]isothiazol-3(2H)-one 1,1-dioxide This article mentions the following:
The kinetics of oxidation of (phenylthio)acetic acid (PTAA) with N-chlorosaccharin (NCSA) have been studied potentiometrically in 80:20 (volume/volume) acetonitrile-water medium at 298 K. The reaction is first-order each with respect to PTAA and NCSA and shows a neg. dependence on [H+]. NCSA itself is shown to be the active oxidizing species. Effects of ionic strength variation, added saccharin, added acrylonitrile, added NaCl and solvent composition variation have been studied. Effect of substituents on the reaction rate has been analyzed by employing various (p-sustituted phenylthio)acetic acids. The electron-releasing substituent in the Ph ring of PTAA accelerates the reaction rate while the electron-withdrawing substituent retards the rate. The excellently linear Hammett plot yields a large neg. ρ value, supporting the involvement a chlorosulfonium ion intermediate in the rate-determining step. In the experiment, the researchers used many compounds, for example, 2-Chlorobenzo[d]isothiazol-3(2H)-one 1,1-dioxide (cas: 14070-51-0Safety of 2-Chlorobenzo[d]isothiazol-3(2H)-one 1,1-dioxide).
2-Chlorobenzo[d]isothiazol-3(2H)-one 1,1-dioxide (cas: 14070-51-0) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Safety of 2-Chlorobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics