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Oxidation of Tranexamic Acid by Bromamine - T in HCl Medium Catalyzed by RuCl3: A Kinetic and Mechanistic Approach

Author Affiliations

  • 1Acharya institute of Technology, Soldevanahalli, Hesarghatta Road, Bangalore-560090, Karnataka, INDIA
  • 2Department of Chemistry, Jyoti Nivas College, Koramangala Industrial Layout, Bangalore - 560095, Karnataka, INDIA

Res.J.chem.sci., Volume 2, Issue (7), Pages 7-15, July,18 (2012)


Kinetics and oxidation of tranexamic acid (TX) [trans -4-(aminomethyl) cyclohexanecarboxylic acid] by sodium -N- bromo -p- toluenesulphonamide (bromamine – T or BAT) in hydrochloric acid medium using RuCl3 as catalyst at 303K have been studied. The rate was first order in [BAT]o, fractional order in [TX], first order in RuCl3, fractional order in [H+] and [PTS].Addition of NaCl and NaBr did not affect the rate of the reaction which indicates that the rate of the reaction depends only on[H+]. Variation of ionic strength did not affect the rate of the reaction indicating that non – ionic species are involved in the rate limiting step. Dielectric effect is positive. Rate increased with increase in temperature from 293K to 323K. From the linear Arrhenius plot, activation parameters were computed. Addition of reaction mixture to aqueous acryl amide solution did not initiate polymerization, showing the absence of free radical species. Oxidation products were identified. Protonated oxidant H2O+ Br is the reactive species which reacts with the substrate. Based on kinetic results, reaction stoichiometry and oxidation products, a suitable mechanism have been proposed.


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