Nkv. Leitner et M. Dore, HYDROXYL RADICAL-INDUCED DECOMPOSITION OF ALIPHATIC-ACIDS IN OXYGENATED AND DEOXYGENATED AQUEOUS-SOLUTIONS, Journal of photochemistry and photobiology. A, Chemistry, 99(2-3), 1996, pp. 137-143
The aim of this work was to study the oxidation of aliphatic acids by
hydroxyl radicals resulting from the photolysis of hydrogen peroxide.
Experiments carried out in dilute aqueous solutions (pH = 2.9-3.5) of
mono and dicarboxylic acids with 1 to 4 carbon atoms showed (i) the ox
idation of the carboxylic group is slow, (ii) the hydroxyl group of hy
droxylated acids activates the adjacent C-H bond and leads, after hydr
ogen atom abstraction, O-2 addition and HO2. removal, to the carbonyl
group, (iii) a C-C bond cleavage occurs after hydrogen atom abstractio
n and oxygen addition for unsubstituted dicarboxylic acids. Except for
oxalic acid, the mechanism of oxidation into CO2 of the acids studied
involves oxygen consumption and O-2(.-)/HO2. release.