par Chavanne, Georges ;Bode, Mlle M.E.
Référence Journal of the American Chemical Society, 52, 4, page (1609-1622)
Publication Publié, 1930
Article révisé par les pairs
Résumé : 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.