DECOMPOSITION DE L'ACIDE PEROXYDODECANOIQUE DANS CCl4: ROLE DU SOLVANT

Article abstract of DOI:10.1016/S0040-4020(01)97717-8

The decomposition of peroxydodecanoic acid in refluxing CCl4 proceeds by a complex process involving ionic and radical reactions.In the latter, this study has confirmed the important role, shown previously, of the character (nucleophilic or electrophilic) of the radical on the regioselectivity of the attack on the peracid. The (*)CCl3 radicals (electrophilic) proceed by abstraction of the H of the peracid; the analysis of the products confirms the presence of intermediary R-(*)CO radicals resulting from the equilibrium: This explains why the decomposition of a peracid in CCl4 leads mainly to the formation of the corresponding acid whereas in a hydrocarbon solvent one observes essentially the decarboxylation leading to the alcohol according to the mechanism previously proved.