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A kinetic and mechanistic study on the oxidation of indole-3-propionic acid by peroxomonosulphate in acetonitrile medium and biological activity of the product formed
G. Chandramohan, D. Deepa, , T. Sumathi
Published in Scientific Publishers
2015
Volume: 92
   
Issue: 6
Pages: 983 - 986
Abstract
The kinetics of oxidation of indole-3-propionic acid by peroxomonosulphate has been carried out In aqueous acetonitrile medium. Reactions Mere carried out at four different temperatures (288, 293, 298 and 313 K). It was observed that the rate of the reaction increases with increase in temperature of the reaction mixture. First order dependence of rate with respect to 11PA) and |PMS] was noticed. Variation of ionic strength (j) has negligible effect on reaction rate. Rate of the reaction was not influenced by the increase in the concentration of H+ ion. Increase in the percentage of acetonitrile decreases the reaction rate. Absence of free radical was confirmed by adding acrylonitrile to the reaction mixture and no polymer formation was noticed. Product analysis vas carried out and the main product has been Identified by IR. NMR spectral studies. Based on these above facts a suitable ionic mechanism has been proposed and hence the corresponding rate equation was derived. The biological activity such as antibacterial and antifungal activity of the product was studied In ethanol medium. The reactivity of peroxomonosulphate over 1PA was found to be lower In acetic acid medium than In acetonitrile medium. The thermodynamic parameters such as A//'. AS∗, AG∗ were computed. The effect of catalyst on the rate of the reaction was also carried out. The final oxidised product was analysed for its corrosion inhibition property on mild steel in acid medium. © 2015 Scientific Publishers. All Rights Reserved.
About the journal
JournalJournal of the Indian Chemical Society
PublisherScientific Publishers
ISSN00194522