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Most methylcyclohexane is extracted from petroleum but it can be also produced by catalytic hydrogenation of toluene: CH 3 C 6 H 5 + 3 H 2 → CH 3 C 6 H 11. The hydrocarbon is a minor component of automobile fuel, with its share in US gasoline varying between 0.3 and 1.7% in early 1990s [10] and 0.1 to 1% in 2011 [11].
Hydration reaction mechanism from 1-methylcyclohexene to 1-methylcyclohexanol. Many alternative routes are available for producing alcohols, including the hydroboration–oxidation reaction , the oxymercuration–reduction reaction , the Mukaiyama hydration , the reduction of ketones and aldehydes and as a biological method fermentation .
Cyclohexanol is produced by the oxidation of cyclohexane in air, typically using cobalt catalysts: [5]. 2 C 6 H 12 + O 2 → 2 C 6 H 11 OH. This process coforms cyclohexanone, and this mixture ("KA oil" for ketone-alcohol oil) is the main feedstock for the production of adipic acid.
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4-Methylcyclohexene is an organic compound consisting of cyclohexene with a methyl group substituent attached to carbon most distant from the alkene group. Two other structural isomers are known: 1-methylcyclohexene and 3-methylcyclohexene.
Professor David Todd at Pomona College was testing the dehydration of 2-methylcyclohexanol or 4-methylcyclohexanol c. 1994 and unexpectedly interrupted the alkene distillation midway to have lunch with his secretary, Evelyn Jacoby. After lunch, he continued his distillation but kept the early products separate from the completed ones.
[1] [2] [3] It can also be synthesized as a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene. Structure
Oxidation of 1-methylcyclohexene catalyzed by cytochrome P450 yields a 2:1 mixture of hydroxylation to epoxidation products. [4] The stereochemistry of hydroformylation has been examined using 1-methylcyclohexene. The main product has the formyl group on the less substituted alkene-carbon, trans with respect to the methyl substituent.