Abstract
The ozonation of trans-trans muconic acid in aqueous solution (pH 3) leads to the formation of fumaric acid aldehyde, glyoxal, glyoxylic acid and formic acid which are oxidized into stable end products of oxalic acid, mesoxalic acid and CO 2 as the reaction goes on. Besides unstable organic peroxides H 2O 2 is observed. However, at pH 7 and pH 8 organic peroxides are not detected. Only smaller amounts of H 2O 2 than at pH 3 are formed. The specific ozone consumption was 3.2 mmol of O 3 mmol −1 of acid until complete elimination of muconic acid. The reaction mechanism is discussed on the basis of quantitative tracking of the oxidation products. The reaction rates of muconic acid and of the oxidation products with ozone are compared with those of substituted aromatics.
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