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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 .
[1] [2] [3] It can also be synthesized as a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene. Structure
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]
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.
114,19 g·mol −1 Appearance colorless liquid with a smell of alcohol [1] Density: 0,9339 g·cm −3 [2] Melting point: 19 °C (66 °F) [1] Boiling point:
Methylcyclohexene can refer to any of three compounds: 1-Methylcyclohexene; 3-Methylcyclohexene; 4-Methylcyclohexene This page was last edited on 18 November ...
The conversion of ethanol to ethylene is a fundamental example: [3] [4] CH 3 CH 2 OH → H 2 C=CH 2 + H 2 O. The reaction is accelerated by acid catalysts such as sulfuric acid and certain zeolites. These reactions often proceed via carbocation intermediates as shown for the dehydration of cyclohexanol. [5] Some alcohols are prone to dehydration.
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.