title: Quaternary amines as nitrosamine precursors: a role for consumer products?
abstract: Nitrosamine formation has been associated with wastewater-impacted waters, but specific precursors within wastewater effluents have not been identified. Experiments indicated that nitrosamines form in low yields from quaternary amines, and that the nitrosamines form from the quaternary amines themselves, not just lower order amine impurities. Polymeric and benzylated quaternary amines were more potent precursors than monomeric quaternary alkylamines. Pretreatment of quaternary amines with ozone or free chlorine, which deactivate lower order amine impurities, did not significantly reduce nitrosamine formation. The nitrosamine formation pathway is unclear but experiments indicated that transformation of quaternary amines to lower order amine precursors via Hofmann elimination was not involved. Experiments suggest that the pathway may involve quaternary amine degradation by amidogen or chloramino radicals formed from chloramines. Quaternary amines are significant constituents of consumer products, including shampoos, detergents, and fabric softeners. Although quaternary amines may be removed by sedimentation during wastewater treatment, their importance should be evaluated on a case-by-case basis. The high loadings from consumer products may enable the portion not removed to serve as precursors.
authors.affiliation: Department of Chemical Engineering, Yale University, New Haven, Connecticut 06520, USA.
authors.forename: Jerome M
authors.initials: JM
authors.lastname: Kemper
authors.forename: Spencer S
authors.initials: SS
authors.lastname: Walse
authors.forename: William A
authors.initials: WA
authors.lastname: Mitch
mesh_terms: D000588:Amines / Q000032:analysis / Q000737:chemistry*; D015394:Molecular Structure; D009602:Nitrosamines / Q000032:analysis / Q000737:chemistry*; D014874:Water Pollutants, Chemical / Q000032:analysis / Q000737:chemistry*; D018508:Water Purification
chemical_list: D000588:Amines; D009602:Nitrosamines; D014874:Water Pollutants, Chemical