Kinetics and mechanisms of oxidation of d-fructose and d-lactose by permanganate ion in acidic medium

Rafia Azmat, Raheela Naz, Noshab Qamar, Imran Malik

Department of Chemistry University of Karachi.
Department of Chemistry, Jinnah University for Women, 5-C Nazimabad Karachi Pakistan.
International Centre of Chemical and Biological Sciences (ICCBS), University of Karachi.

DOI: 10.4236/ns.2012.47063                

Abstract

The oxidations of D-fructose and D-lactose were monitored spectrophotometrically by potassium permanganate in acidic medium at λ_max 545 nm. Reaction demonstrated that the two oxidative species of permanganate were involved in an acidic oxidation of the sugars. It was established that respective acids of sugars as well as arabinonic and formic acid were the oxidation products. Respective acids of sugars were the results of reactive oxygen species of permanganate ions in acidic conditions while arabinonic and formic acids due to the cleavage of C__C bond through MnO^-₄ species. It was first order kinetics with respect to [MnO^-₄ ], [fructose], [lactose] and [H⁺]. Hg was used to accelerate the slow oxidation of lactose. Effect of varying salt electrolyte concentration was insignificant showing that the molecular species was involved in the rate determining step. Formic and arabinonic acids and respective acids were analyzed through spot and spectroscopic studies respectively. Reaction was monitored at different temperatures and thermodynamics activation parameters were determined. A mechanism consistent with kinetic studies, spectral evidences, stoichiometry of the reactions and product analysis has been proposed for the oxidation of fructose and lactose in absence and presence of catalyst respectively.

Keywords

Fructose; Lactose; KMnO₄; Hg; Formic Acid; Arabinonic Acid

Conflicts of Interest

The authors declare no conflicts of interest.

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