Spectrophotometric study of the oxidation of fosfomycin by potassium permanganate in aqueous perchloric acid medium _ a kinetic and mechanistic approach

G.G. Ariga¹ , S.A. Chimatadar²

1. P. G. Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad India.

Section:Research Paper, Product Type: Isroset-Journal
Vol.5 , Issue.4 , pp.1-7, Aug-2018

CrossRef-DOI:   https://doi.org/10.26438/ijsrcs/v5i4.17

Online published on Aug 31, 2018

Copyright © G.G. Ariga, S.A. Chimatadar . This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
 

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Abstract :
The kinetics of oxidation of fosfomycin (FOS) by potassium permanganate in perchloric acid medium has been studied spectrophotometrically at 25 oC and at constant ionic strength of 3.60 mol dm-3. The stoichiometry of the reaction is determined and found that one mole of permanganate requires one mole of FOS (1:1). The reaction shows first-order dependence in permanganate and apparently less than unit order in both fosfomycin and acid concentrations. The identified oxidation products are Mn2+, formyl phosphonic acid and acetic acid. Reaction rate increases with increase in ionic strength. The increase in the acetic acid content in the reaction medium decreased the rate of the reaction. Based on the experimental results a mechanism involving complex formation between MnO4- and substrate has been proposed. The reaction constants involved in the different steps of mechanism are calculated and activation parameters with respect to thermodynamic quantities are computed and discussed. From this spectroscopic investigation we proposed suitable scheme of the experiment.

Key-Words / Index Term :
Fosfomycin, Permanganate, Kinetics and mechanism

References :
[1] B.S. Perez, A.L. Sorai, M.O. Tapia, J. Anim. Product. Adv. 2013, 4, 107
[2] P. Espandiari, J. Zhang, B.A. Rosenzweig, Y. Zhou, V.S. Vaidya, L. Schnackenberg, Faseb J. 2008, 22, 917
[3] P. Savignac, B. Iorga, Modern phosphonate chemistry. CRC press, 2003
[4] M. Neuman, G. Fluteau, Intern. J. Experim. Clinic. Chemoth. 1977, 23, 196
[5] R.R. Alexandro, M.D. Maria, C. Alejandro, G. Cristina, C.G. Alfredo, O. Antonio, J. Blazquez. PLoS One, 2010, 5, 10193
[6] K.B. Wiberg, Oxidation in Organic Chemistry, Part A, Academic, New York, 1965, 6, 57
[7] M.C. Day, J. Sebin, Theoretical Inorganic Chemistry. Reinhold Publishing Corporation, New York, 1985, 344
[8] P.N. Naik, S.A. Chimatadar, S.T. Nandibewoor, Ind. Eng. Chem. Res. 48, 2548 (2009)
[9] P. K. Sen, A. Saniyal, K. K. Gupta, Inter. J. Chem. Kin. 1995, 27, 379
[10] A. I. Vogel, Vogel’s text book of macro and semi macro Qualitative inorganic analysis. John Wiley & Sons, New York, 1967, 291
[11] F. Figel, Spot Tests in Organic Analysis. Elsevier, New York. pp 435 (1975)
[12] L. Gabor, F. Istvan, J.P.J.A. Anthony, New J. Chem., 29, 759 (2005)
[13] K.S. Byadagi, RV. Hosahalli, S.T. Nandibewoor, S.A. Chimatadar. Ind. Eng. Chem. Res. 2011, 50, 10962
[14] K. S. Byadagi, R. V. Hosahalli, S. T. Nandibewoor, S.A. Chimatadar, Ind. Eng. Chem. Res. 2011, 50, 10962; N. Bailey, A. Carrington, A.K. Lon, M.C.R. Symons, J. Chem. Soc. 1960, 290
[15] S. Dash, S. Patel, B. K. Mishra, Tetrahedron 2009, 65, 707
[16] S. Pragya, K.U. Santosh, Ind. J. Chem., 2008, 47, 1037
[17] M.H. Refat, Can. J. Chem., 1991, 69, 2018
[18] S.A. Farokhi, S.T. Nandibewoor, Can. J. Chem., 2004, 82, 1372
[19] D.C. Hiremath, K.S. Tyabaj, S.T. Nandibewoor, Int. J. Chem. Kin., 2007, 39, 236
[20] S.J. Malode, J.C. Abbar, S.T. Nandibewoor, Inorg. Chem. Acta., 2010, 363, 2430