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It is a purplish-black crystalline salt, which dissolves in water as K + and MnO − 4 ions to give an intensely pink to purple solution. Potassium permanganate is widely used in the chemical industry and laboratories as a strong oxidizing agent , and also as a medication for dermatitis , for cleaning wounds , and general disinfection .
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]
Through a variety of mechanisms, the removal of a hydride equivalent converts a primary or secondary alcohol to an aldehyde or ketone, respectively. The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water ...
When treated with a hot concentrated, acidified solution of KMnO 4, alkenes are cleaved to form ketones and/or carboxylic acids. The stoichiometry of the reaction is sensitive to conditions. This reaction and the ozonolysis can be used to determine the position of a double bond in an unknown alkene.
The hydroboration-oxidation and oxymercuration-reduction of alkenes are more reliable in organic synthesis. Alkenes react with N-bromosuccinimide and water in halohydrin formation reaction. Amines can be converted to diazonium salts, which are then hydrolyzed.
The reaction is considered Markovnikov as it results in water addition with same regiospecificity as a direct hydration reaction. Alkene hydroboration-oxidation: Stereospecific: Can only be syn addition – hydrogen and hydroxyl (-OH) are added to the same face. The reaction is anti-Markovnikov. Hydroxyl attaches to the less substituted carbon.
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Dihydroxylation is the process by which an alkene is converted into a vicinal diol.Although there are many routes to accomplish this oxidation, the most common and direct processes use a high-oxidation-state transition metal (typically osmium or manganese).