Kinetics and mechanism of oxidation of beta-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 -Alanine (NH3+CH2CH2COOH, -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 [-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 -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 CO 2 as products of the reaction. In the reaction, approximately 2.3 moles of NBP oxidized one mole of -Ala. A reaction scheme of the oxidation of -Ala by NBP in the presence of Ru(III) chloride was found to be in consistent with the rate law and the reaction stoichiometry. 2009 Springer Science+Business Media B.V.
