Oxidative transformations of cyclohexane,methylcyclopentane, and pentane on treatment with superelectrophiles based on polyhalomethane and aluminum halides |
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Authors: | Akhrem I. S. Churilova I. M. Vitt S. V. |
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Affiliation: | (1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28, ul. Vavilova, 117813 Moscow, Russian Federation |
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Abstract: | Cyclohexane and methylcyclopentane dimerize into dimethyldecalins on treatment with superelectrophilic systems containing polyhalomethanes (CBr4, CCl4, CHCl3) and aluminum halides (AlBr3, AlCl3). At 20 °C, the yields of C12H22 hydrocarbons reach 140 mol.% based on the superelectrophile. Under the action of CBr4·2AlBr3 at 20 °C in CH2Br2 or without a solvent, n-pentane is converted predominantly into lower alkanes (mainly, isopentane). In addition, higher branched C8--C12 alkanes, small amounts of alkylated cyclohexanes, cycloalkenes, dienes, and alkylbenzenes are formed in a total yield of 20--23 % (w/w) based on pentane. |
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Keywords: | cyclohexane methylcyclopentane n-pentane dimethyldecalins superelectrophiles polyhalomethanes complexes of aluminum halides oxidative transformations of saturated hydrocarbons mass spectra |
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