Über die Wirkung von Ozon auf Maleinsäure, Fumarsäure und deren Oxidationsprodukte in wäßriger Lösung / Reactions of Ozone with Maleic Acid, Fumaric Acid and with their Oxidation Products in Aqueous Solution

Abstract

The ozonation of maleic acid in aqueous solution (pH 3) leads to the formation of glyoxylic acid and formic acid which are oxidized to the stable endproducts oxalic acid and CO2 in the further course of the reaction. With fumaric acid besides the double bond cleavage (75%) an anomalous ozonolysis is observed leading to the formation of the unstable intermediate mesoxalic acid semialdehyde which is oxidized to mesoxalic acid. In both cases 45% of the organic carbon appear as CO2 after the complete elimination of the initial compounds. The specific ozone consumption in our experiments was 4 mmol O3 per mmol of acid. On account of the quantitative follow up of the oxidation products the reaction mechanisms are discussed. The oxidation of glyoxylic acid, formic acid, oxalic acid and mesoxalic acid as pure substances by ozone gives qualitatively the same results as in the mixtures.