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Dilute solutions of KMnO 4 convert alkenes into diols. This behaviour is also used as a qualitative test for the presence of double or triple bonds in a molecule, since the reaction decolorizes the initially purple permanganate solution and generates a brown precipitate (MnO 2). In this context, it is sometimes called Baeyer's reagent.
This reaction illustrates the relatively rare role of hydroxide as a reducing agent. The concentration of K 2 MnO 4 in such solutions can be checked by measuring their absorbance at 610 nm. The one-electron reduction of permanganate to manganate can also be effected using iodide as the reducing agent: 2 KMnO 4 + 2 KI → 2 K 2 MnO 4 + I 2
A permanganate can oxidize an amine to a nitro compound, [7] [8] an alcohol to a ketone, [9] an aldehyde to a carboxylic acid, [10] [11] a terminal alkene to a carboxylic acid, [12] oxalic acid to carbon dioxide, [13] and an alkene to a diol. [14] This list is not exhaustive. In alkene oxidations one intermediate is a cyclic Mn(V) species: [15]
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The chemical chameleon reaction shows the process in reverse, by reducing violet potassium permanganate first to green potassium manganate and eventually to brown manganese dioxide: [1] [2] [5] KMnO 4 (violet) → K 2 MnO 4 (green) → MnO 2 (brown/yellow suspension) Blue potassium hypomanganate may also form as an intermediate. [6]