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Kinetics and mechanism of oxidation of β-Alanine by N-bromophthalimide in the presence of Ru(III) chloride as homogenous catalyst in acidic medium

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Abstract

The kinetics of Ru(III) chloride-catalyzed oxidation of β-Alanine (NH3 +CH2CH2COOH, β-Ala) by N–bromophthalimide (NBP) in aqueous perchloric acid medium was studied at 35 °C. The rate law followed a first-order and zero-order dependence with respect to [NBP] and [β-Ala], respectively. The reaction followed first-order kinetics with respect to [Ru(III)] chloride at a range of low concentrations while the order changed from first- to zero-order at high concentration of [Ru(III)] chloride; demonstrating the catalytic effect for the oxidation of β-Ala by NBP. The rate decreased with increase in acidity. Chloride ions positively influenced the rate of the reaction. Neither phthalimide (NHP) nor Hg(II) influenced the reaction rate. Ionic strength (I) and dielectric constant (D) of the medium had no significant effect on the rate. Activation parameters of the reactions were determined by studying the reaction at different temperatures (30–50 °C). The colorimetric, FTIR, and GC-MS techniques were used to identify methyl cyanide (CH3CN) and CO2 as products of the reaction. In the reaction, approximately 2.3 moles of NBP oxidized one mole of β-Ala. A reaction scheme of the oxidation of β-Ala by NBP in the presence of Ru(III) chloride was found to be in consistent with the rate law and the reaction stoichiometry.

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Acknowledgments

One of the authors (AKS) thank the University Grant Commission, Regional Office Bhopal, MP for Minor Research Project grant. Authors wish to thank the reviewer for greatly improving the paper.

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Authors and Affiliations

  1. Department of Chemistry, Government V.Y.T. PG. Autonomous College, Durg, India

    Ajaya Kumar Singh, Bhawana Jain & Reena Negi

  2. Department of Chemistry, Kalyan Mahavidyalaya, Bhilai Nagar Sect-7, Bhilai, India

    Yokraj Katre

  3. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan

    Surya P. Singh

  4. Chemistry Department, Florida Institute of Technology, Melbourne, FL, 32901, USA

    Virender K. Sharma

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  1. Ajaya Kumar Singh
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  2. Bhawana Jain
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  5. Surya P. Singh
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Correspondence to Ajaya Kumar Singh.

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Singh, A.K., Jain, B., Negi, R. et al. Kinetics and mechanism of oxidation of β-Alanine by N-bromophthalimide in the presence of Ru(III) chloride as homogenous catalyst in acidic medium. Transition Met Chem 34, 521–528 (2009). https://doi.org/10.1007/s11243-009-9225-9

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