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Kinetics and mechanism of oxidation of L-Alanine by N-bromophthalimide in the presence of sodium dodecyl sulfate

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Abstract

The kinetics of oxidation of L-Alanine (Ala) by N-bromophthalimide (NBP) was studied in the presence of an anionic surfactant, sodium dodecyl sulfate, in acidic medium at 308 K. The rate of reaction was found to have first-order dependence on [NBP], fractional order dependence on [Ala] and inverse fractional order dependence on [H+]. The addition of reduced product of the oxidant [Phthalimide] has decreased the rate of reaction. The rate of reaction increased with increase in inorganic salts concentration i.e., [Cl−] and [Br−], whereas a change in ionic strength of the medium and [Hg(OAc)2] had no effect on oxidation velocity. The rate of reaction decreased with a decrease in dielectric constant of the medium. CH3CN was identified as the main oxidation product of the reaction. The various activation parameters have been computed and suitable mechanism consistent with the experimental findings has also been proposed. The micelle-binding constant has been calculated.

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Authors and Affiliations

  1. Department of Chemistry, Kalyan Mahavidyalaya, Bhilai Nagar, Durg, Chhattisgarh, 490006, India

    Y. R. Katre & G. K. Joshi

  2. Department of Chemistry, Govt. V.Y.T. P.G. Autonomous College Durg, Durg, Chhattisgarh, India

    A. K. Singh

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  1. Y. R. Katre
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  2. G. K. Joshi
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  3. A. K. Singh
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Correspondence to Y. R. Katre.

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Published in Russian in Kinetika i Kataliz, 2009, Vol. 50, No. 3, pp. 386–396.

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Katre, Y.R., Joshi, G.K. & Singh, A.K. Kinetics and mechanism of oxidation of L-Alanine by N-bromophthalimide in the presence of sodium dodecyl sulfate. Kinet Catal 50, 367–376 (2009). https://doi.org/10.1134/S0023158409030057

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