Oxygen → 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-

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Reaction Steps

0.4 g of cobalt di-(5-methylsalcylal)-3,3'-diimino-di-n-propylamine (0.0001 mole) was dissolved in chloroform. To this was added 0.2 ml of an aqueous solution of 30% trimethylamine (0.0001 mole), which had been dissolved in 20 ml of chloroform, followed by the introduction of oxygen thereinto, but very little oxygen was absorbed. Upon adding a solution of 1.36 g of 2,3,5-trimethylphenol (0.01 mole) in 200 ml of chloroform to the above solution, the absorption of oxygen started, and in 5 hours the theoretical amount of oxygen was absorbed (224 ml). After the reaction was completed, the chloroform was distilled off and the residue was subjected to steam-distillation. The distillate was extracted with ether and the ether was then distilled off to give 1.5 g of pseudocumoquinone, (0.01 mole), that is, the yield was quantitative.

Provenance & Evidence