A study of the partitioning behavior of Irgarol-1051 and its transformation products

Partitioning behavior of the antifouling booster biocide, Irgarol-1051 (2-methythio-4-tert-butylamino-6-cyclopropylamino-s-triazine), its production by-product, M3, and its environmental transformation products, M1 and M2, were studied. Octanol-water partition coefficients, log K_OW, and organic matter-water partition coefficients, log K_OC, of these s-triazines were measured by reversed-phase HPLC and a triphasic SPME equilibrium model, respectively. The average log K_OW (±SD) of the four s-triazine species were: 4.39 ± 0.07 (M3); 3.38 ± 0.12 (Irgarol-1051); 2.92 ± 0.12 (M2) and 2.54 ± 0.11 (M1), while mean log K_OC (±SD) of these species were: 2.47 ± 0.03 (M3); 2.16 ± 0.03 (Irgarol-1051); 1.97 ± 0.03 (M2) and 1.79 ± 0.04 (M1). These results were compared to reported physicochemical parameters of Irgarol-1051 in the literature. Partitioning behavior of these s-triazine species in the coastal environment revealed by their K_OW and K_OC were also discussed. © 2005 Elsevier Ltd. All rights reserved.