title: Base-catalyzed decomposition of N-nitrosobis(2-oxopropyl)amine.
abstract: N-Nitrosobis(2-oxopropyl)amine, a potent carcinogen for the pancreas in Syrian hamsters, undergoes a facile, base-catalyzed, intramolecular aldol condensation to yield N-nitroso-5-hydroxy-5-methyl-3-piperidone. This cyclic nitrosamine then decomposes to yield 3-hydroxy-5-methylpyridine.
authors.affiliation: Department of Medical Biophysics, University of Toronto, Ontario, Canada.
authors.forename: L J
authors.initials: LJ
authors.lastname: Boux
authors.forename: J R
authors.initials: JR
authors.lastname: Milligan
authors.forename: M C
authors.initials: MC
authors.lastname: Archer
mesh_terms: D002273:Carcinogens / Q000737:chemistry*; D002384:Catalysis; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008968:Molecular Conformation; D009602:Nitrosamines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002273:Carcinogens; D009602:Nitrosamines; C013622:nitrosobis(2-oxopropyl)amine