A non-radical mechanism for the rearrangement of linoleic acid dihydroperoxides

A non-radical mechanism for the rearrangement of the 10,13-dihydroperoxide of linoleic acid to the 8,13-dihydroperoxide is proposed, and different pathways for the formation of 4-hydroperoxy-2-nonenalvia a dioxetanyl radical are speculated (the mechanism of formation of 4-hydroperoxy-2-nonenal is of great interest since it is a precursor of the highly bioactive 4-hydroxy-2-nonenal and 4-oxo-2-nonenal).