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Crystalline potassium permanganate (KMnO 4) is placed in an evaporating dish. A depression is made at the center of the permanganate powder and glycerol liquid is added to it. The white smoke-like vapor produced by the reaction is a mixture of carbon dioxide gas and water vapor.
Potassium permanganate is often used as the oxidant for dihydroxylation; however, due to its poor solubility in organic solvent, a phase-transfer catalyst (such as benzyltriethylammonium chloride, TEBACl) is also added to increase the number of substrates for dihydroxylation. [18] Mild conditions are required to avoid over-oxidation.
In recent times the catalytic oxidation of cyclohexene by (immobilized) metalloporphyrin complexes has been found to be an efficient way. [7] [8] In laboratory, cyclohexene oxide can also be prepared by reacting cyclohexene with magnesium monoperoxyphthalate (MMPP) in a mixture of isopropanol and water as solvent at room temperature. [9]
Benzene is converted to cyclohexylbenzene by acid-catalyzed alkylation with cyclohexene. [6] Cyclohexylbenzene is a precursor to both phenol and cyclohexanone. [7] Hydration of cyclohexene gives cyclohexanol, which can be dehydrogenated to give cyclohexanone, a precursor to caprolactam. [8] The oxidative cleavage of cyclohexene gives adipic acid.
The reagent is an alkaline solution of potassium permanganate. Reaction with double or triple bonds (R 2 C=CR 2 or R−C≡C−R) causes the color to fade from purplish-pink to brown. Aldehydes and formic acid (and formates) also give a positive test. [43] The test is antiquated. Baeyer's reagent reaction
It has been found that the rate of oxidation of electron-deficient olefins can be accelerated by maintaining the pH of the reaction slightly acidic. [13] On the other hand, a high pH can increase the rate of oxidation of internal olefins, and also increase the enantiomeric excess (e.e.) for the oxidation of terminal olefins.
Aliquat 336 is used as a phase transfer catalyst, [2] including in the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid. [3] This reaction is an example of green chemistry, as it is more environmentally friendly than the traditional method of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, which produce hazardous wastes.
A permanganate (/ p ər ˈ m æ ŋ ɡ ə n eɪ t, p ɜːr-/) [1] is a chemical compound with the manganate(VII) ion, MnO − 4, the conjugate base of permanganic acid.Because the manganese atom has a +7 oxidation state, the permanganate(VII) ion is a strong oxidising agent.