Permanganate degradation of 1-ethyl-3-methylimidazolium tetrafluoroborate: Intermediates and mechanism

CHED 1114

Jacob Matthew Skeans, charris@albion.edu and Clifford E. Harris, charris@albion.edu. Chemistry Department, Albion College, 611 E. Porter Street, Albion, MI 49224
The reaction of 1-ethyl-3-methylimidazolium tetrafluoroborate ([EMIM][BF4]) with potassium permanganate has been studied in aqueous solution. The oxidation proceeds through at least two stable organic intermediates which have been isolated and completely characterized. They are: 1-ethyl-3-methyl-2,4,5-trioxoimidazolidine and N-ethyl, N'-methylethanediamide. Kinetic studies of this degradation process will also be discussed.