title: Competitive formation of N-diazeniumdiolates and N-nitrosamines via anaerobic reactions of polyamines with nitric oxide.
abstract: Reactions of amines with nitric oxide (NO) at high pressures form diverse NO donor species, highly dependent on the precursor structure. While monoamine precursors favor the formation of N-diazeniumdiolates in high yield, polyamines exhibit competitive formation of N-nitrosamines and diazeniumdiolates, resulting in mixed products containing significant percentages of undesired N-nitroso compounds.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
authors.forename: Peter N
authors.initials: PN
authors.lastname: Coneski
authors.forename: Mark H
authors.initials: MH
authors.lastname: Schoenfisch
mesh_terms: D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009569:Nitric Oxide / Q000737:chemistry*; D020030:Nitric Oxide Donors / Q000737:chemistry*; D009602:Nitrosamines / Q000138:chemical synthesis* / Q000737:chemistry; D009603:Nitroso Compounds / Q000138:chemical synthesis
chemical_list: D000588:Amines; D001391:Azo Compounds; D020030:Nitric Oxide Donors; D009602:Nitrosamines; D009603:Nitroso Compounds; C452539:diazeniumdiolate; D009569:Nitric Oxide