title: Simplified synthesis of isotopically labeled 5,5-dimethyl-pyrroline N-oxide.
abstract: 5,5-Dimethylpyrroline N-oxide (15N) and 5,5-di(trideuteromethyl)pyrroline N-oxide were synthesized from the respective isotopically labeled 2-nitropropane analogs obtained from the reaction of sodium nitrate with 2-halopropanes. This facile, straightforward process allows synthesizing isotopically labeled DMPO analogs in a 4-step reaction without special equipment.
authors: Laboratory of Toxicology and Pharmacology, National Institute of Environmental Health Sciences, National Institutes of Health, 111 TW Alexander Drive, Research Triangle Park, NC 27709, USA. leinischf@niehs.nih.gov
authors: Fabian
authors: F
authors: Leinisch
authors: Jinjie
authors: J
authors: Jiang
authors: Leesa J
authors: LJ
authors: Deterding
authors: Ronald P
authors: RP
authors: Mason
mesh_terms: D002247:Carbon Isotopes / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D007553:Isotope Labeling; D013058:Mass Spectrometry; D009566:Nitrates / Q000737:chemistry; D009587:Nitrogen Isotopes / Q000737:chemistry; D009595:Nitroparaffins / Q000737:chemistry*; D011407:Propane / Q000031:analogs & derivatives* / Q000737:chemistry; D013113:Spin Labels; D019097:Spin Trapping / Q000379:methods; D005466:Fluorocarbons; D006842:Hydrocarbons, Brominated
chemical_list: D002247:Carbon Isotopes; D003497:Cyclic N-Oxides; D009566:Nitrates; D009587:Nitrogen Isotopes; D009595:Nitroparaffins; D011407:Propane; D013113:Spin Labels; C570613:5,5-dimethyl-pyrroline N-oxide; C007901:halopropane; D005466:Fluorocarbons; D006842:Hydrocarbons, Brominated; C031618:sodium nitrate; C016617:2-nitropropane