Potassium permanganate bond cleavage with

Diols can be oxidised further to form carbonyl compounds. This results in the cleavage of the C-C bond. When potassium permanganate is reacted with alkenes at room temperature or above, the intermediate 1,2-diol can be further oxidised to form carboxylic acids. 

Some of the earliest work in the oxidation of alkenes was performed by oxidation with potassium permanganate. Under acidic and neutral conditions the intermediately formed glycols are oxidized, generally leading to cleavage of the carbon-carbon bond. Thus, such procedures have seldom been synthetically applied to diene oxidation. One notable... 

Reaction of an alkene with hot basic potassium permanganate (KMn04) results in cleavage of the double bond, and formation of highly oxidized carbons. Therefore, unsubstituted carbon atoms become CO2, mono-substituted carbon atoms become carboxylates, and di-substituted carbon atoms become ketones. This can be used as a chemical test (known as the Baeyer test) for alkenes and alkynes, in which the purple colour of the KMn04 disappears, and a brown Mn02 residue is formed. 

Desired chemical functionality may also be introduced into SA monolayers via in situ cleavage of unsaturated surfactants. Crown-ether-complexed potassium permanganate was shown to break the carbon-carbon double bonds in the substrate-immobilized, unsaturated surfactants and to convert them to carboxyl groups. Slow lateral propagation of this bond breaking resulted in the formation of shorter monolayers with exposed terminal moieties (Fig. 22) [195]. 

The study of the cleavage of the axial and the equatorial vinyl bicyclic orthoesters HO and H (Fig. 10) with potassium permanganate was reported recently (1, 3). Permanganate reacts with the vinyl orthoester double-bond yielding first 142 and then the tetrahedral intermediate 143. On that basis,... 

Potassium permanganate adsorbed on either silica or alumina can also be used to cleave double bonds under mild conditions and in good yields. In one procedure the alkene, dissolved in benzene, is passed through a column packed with KMn04 on a silica gel support.The reaction occurs rapidly at room temperature and is equally effective for the cleavage of all types of double bonds, even some that are inert to other traditionid methods. ... 

Oxidation of the [4,3-/ ]pyridazine ring system with potassium permanganate occurs by cleavage of the C(7)—C(8) bond. Thus, 3-phenyl-[l,2,4]triazoIo[4,3-f)]pyridazine was oxidized to 3-phenyl-l,2,4-triazole-5-carboxylic acid (74MI41501). 

The most common and simplest cleavage of double bonds to carboxyls is achieved with potassium permanganate [555, 841, 843, 852, 860, 869, 874] or sodium permanganate 834] in aqueous solution (equation 113) or with tetraalkylammonium permanganate in organic solvents (equation 114) [845, 872, 899]. 

Unsaturated halogenated compounds with a central C = C or C = C bond undergo cleavage on oxidation in the middle of the molecule and form two carboxylic acids without loss of a carbon atom. The reaction mechanism of the oxidation of internal fluoroalkenes by potassium permanganate includes hydroxylation of the C = C bond in 2 by permanganate, accompanied by dehydrofluorination of the geminal fluoroalkane-1,2-diol 3 and formation of an intermediate fluorocarbonyl compound 4 oxidative cleavage of the C-C bond in 4 leads to the final products 5.1... 

Treating alkynes with ozone followed by acetic acid, or with basic potassium permanganate followed by acid, leads to cleavage at the carbon—carbon triple bond. The products... 

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