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Kinetics and Mechanism of Permanganate Oxidations of Isosorbide in Different Acidic Media

Research Authors
Ahmed Fawzy• Nizar El Guesmi• Ismail I. Althagafi, Basim H. Asghar
Research Abstract

The oxidation kinetics of isosorbide (S) by potassium permanganate in both perchloric and sulfuric acid solutions was investigated spectrophotometrically at a constant ionic strength of 2.0 moldm-3 and at 25 C. In both acids, the oxidation reactions showed a first-order dependence on ½MnO 4 , apparent a less than unit-order dependence with respect to [S] and a fractional-second-order dependence with respect to [H?]. Variation of either the ionic strength or dielectric constant of the reactions media did not significantly affect the oxidation rates. In both acids, the final oxidation product of isosorbide was identified by both spectroscopic and chemical tools as the corresponding monoketone derivative, namely (1S,4S,5R)-4-hydroxy-2,6-dioxabicyclo[3.3.0] octan-8-one. Under comparable experimental conditions, the oxidation rate of isosorbide in perchloric acid was lower than that in sulfuric acid. The oxidation mechanism describing the kinetic results was proposed and the rate law expression was derived. The activation parameters of the second-order rate constants were computed and are discussed

Research Date
Research Journal
Journal of Solution Chemistry
Research Member
Research Publisher
springer
Research Rank
2
Research Vol
46
Research Year
2017
Research Pages
613–625