Unexpected role of activated carbon in promoting transformation of secondary amines to N-nitrosamines.

Activated carbon (AC) is the most common solid phase extraction material used for analysis of nitrosamines in water. It is also widely used for the removal of organics in water treatment and as a catalyst or catalyst support in some industrial applications. In this study, it was discovered that AC materials can catalyze transformation of secondary amines to yield trace levels of N-nitrosamines under ambient aerobic conditions. All 11 commercial ACs tested in the study formed nitrosamines from secondary amines. Among the different ACs, the N-nitrosodimethylamine (NDMA) yield at pH 7.5 ranged from 0.001% to 0.01% of initial amount of aqueous dimethylamine (DMA) concentration, but at 0.05-0.29% of the amount of adsorbed DMA by AC. Nitrosamine yield increased with higher pH and for higher molecular weight secondary amines, probably because of increased adsorption of amines. Presence of oxygen was a critical factor in the transformation of secondary amines, since ACs with adsorbed secondary amines dried under air for longer period of time exhibited significantly higher nitrosamine yields. The AC-catalyzed nitrosamine formation was also observed in surface water and wastewater effluent samples. Properties of AC play an important role in the nitrosamine yields. Preliminary evaluation indicated that nitrosamine formation was higher on reduced than oxidized AC surfaces. Overall, the study results show that selecting ACs and reaction conditions are important to minimize analytical errors and undesirable formation associated with nitrosamines in water samples.