Anodic oxidation. Part I. The electrolysis of ethyl sodioacetoacetate in ethanolic systems

Abstract

Anodic Oxidation. Part 1. The Electrolysis of Ethyl Sodioacetoacetate in Ethanolic SystemsBy T. D. Binns and R. Brettle Acetaldehyde is produced when solutions of ethyl sodioacetoacetate in ethanol or aqueous ethanol are electrolysed using a platinum anode and a mercury cathode. Products arising from the condensation of acetaldehyde with ethyl acetoacetate result, and a reinvestigation of these products and of their 2,4-dinitrophenylhydrazones is reported. No diethyl aa'-diacetylsuccinate can be detected amongst the electrolysis products.\VE have reinvestigated the electrolysis of solutions of ethyl sodioacetoacetate. Early workers used 50% aqueous ethanol as the solvent, but initially we performed the electrolysis in absolute ethanol.Electrolysis of Ethyl Sodioacetoacetate in Ethanol.-Methanol has commonly been used as the solvent for anodic oxidations in recent years but ethanol, which has occasionally been used,4 was chosen in this case to eliminate transesterification. The cell was of a conventional type, with a platinum anode. With a platinum cathode it is difficult to follow the progress of the electrolysis, a s the pH of the electrolyte does not change as in a

Electrochemistry in media of intermediate acidity. VII. Redox equilibria of anthracene cation radicals, dications, and cationic addition products

“…9,10-Disubstituted anthracenes were prepared by reaction of the appropriate Grignard reagent with anthraquinone and reduction of the resulting 9,10-diol with phenylhydrazine in acetic acid22 (the structures were confirmed by mass spectrometry). 9,10-Diphenyl-9,10-dimethoxy-9,10-dihydroanthracene was prepared by treatment of the diol with dilute methanolic sulfuric acid.2 3…”