In this study, we assess under laboratory controlled conditions the direct and hydroxyl radical ( OH)-induced photochemical production of low molecular weight (LMW) dicarboxylic acids and related compounds (C 2 -C 9 ) (DCAs) from oleic acid (cis-9-octadecenoic, 9C 18 ) in aqueous solution. Nitrate (NO 3 -)-amended and unamended oleate solutions were irradiated under ultraviolet-B radiation (UV-B, 313 nm) for 5 h, with NO 3 -being the source of OH. The OH-induced photochemical production of DCAs (C 2di -C 9di ) (165 ± 32 nM h -1 ) was much higher than that induced by the direct effect of UV-B (33 ± 31 nM h -1 ), accounting for 85% of the total (direct + OH-induced) photochemical production of DCAs (C 2di -C 9di ) (194 ± 6 nM h -1 ). Azelaic acid (C 9di ) was the dominant photoproduct (comprising 63 and 44% of DCAs in the direct and OH-induced photochemical production, respectively) followed by C 8di , C 7di and C 6di , whereas shorter chain compounds (C 2di -C 5di ) were minor produced species. Using our estimate of OH photoproduction (P-OH in nM h -1 ), the production of C 9di from 50 µM of oleic acid was evaluated to ~ 36 nM (nM OH) -1 . We propose in this work a chemical mechanism for the reaction of OH with oleic acid in aqueous solution from the cleavage of its double bond, and the subsequent formation of DCAs through oxidation and decarboxylation processes.