The action of oxygen on 1,4-dimethylcyclohexane

doi:10.1021/JA01367A051

Paper

The action of oxygen on 1,4-dimethylcyclohexane

Published Apr 1, 1930 · G. Chavanne, Mlle M.E. Bode

Journal of the American Chemical Society

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5

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Abstract

The experiments reported in this paper have shown that 1,4-dimethylcyclohexane absorbs oxygen at room temperature in diffused light. This absorption is slower than that previously determined under the same conditions for 1,3-dimethylcyclopentane. It is accelerated by direct sunlight. At 100° it becomes rapid. If the hydrocarbon is very pure, there is an initial period during which the absorption is slow. This induction period is greatly shortened by the presence of hydrocarbon which has already been oxidized. The saturated hydrocarbon acts as an excellent absorbent at 100° in weak light, being capable of extracting all but a few parts per thousand of any oxygen present. Among the oxidation products we have isolated the following gases: CO2, CO, H2, CH4, C2H6. The liberation of hydrogen during the oxidation is particularly to be noticed. In the liquid and solid phases we have identified, aside from water, (a) acid products - traces of formic acid, acetic acid, β-methylvaleric acid, and β-methyl-δ-acetylvaleric acid, CH3COCH2CH2CH(CH3)CH 2COOH, which is not described in the literature, and whose synthesis we have effected; (b) neutral products - 1,4-dimethylcyclohexanol-1, the stereoisomeric 1,4-dimethylcyclohexandiols-1,4, which have not been described in the literature, and acetonylacetone (sym.-diacetylethane). We have prepared and briefly described the stereoisomeric 1,4-dimethyl dichloro-1,4-cyclohexanes, obtained from the corresponding diols. The preponderating oxidation product is 1,4-dimethylcyclohexanol-1.

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1,4-dimethylcyclohexane absorbs oxygen at room temperature in diffused light, accelerates in direct sunlight, and acts as an excellent absorbent at 100° in weak light, producing various oxidation products.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

The action of oxygen on 1,4-dimethylcyclohexane

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References

Citations

The influence of molecular structure on the oxidation of aliphatic hydrocarbons

The oxidation of aliphatic hydrocarbons at low temperatures has an anomalous relationship with structure, with factors such as low hydrogen transfer energy and vibrational-energy activation potentially favoring reaction.

Photochemistry of 1,1-dicyano-1-alkenes: General aspects

1,1-dicyano-1-alkenes show predominantly 1,1-dicyano-cyclopropanes as reaction products when exposed to 253.7 nm UV light, with hydrogen abstraction and 3,4-CC bond cleavage as competing reactions.

The addition of bromine chloride to some cyclohexene derivatives

Bromine chloride addition to alkyl cyclohexenes leads to mixtures of isomeric trans-bromochloroalkylcyclohexanes, with a two-stage mechanism proposed for the experimental results.