A nitric oxide-releasing polydiazeniumdiolate derived from acetonitrile.
Acetonitrile, frequently used as a solvent in reactions of nitric oxide (NO) with amines and other nucleophiles to introduce the [N(O)NO](-) (diazeniumdiolate) functional group, has itself been shown to react with NO in the presence of strong base to yield methane trisdiazeniumdiolate (1), presumably via an intermediate trisdiazeniumdiolated imidate. Aqueous hydrolysis of 1 does not follow simple first-order kinetics and produces mixtures of NO and nitrous oxide in ratios that vary with solution pH. [reaction: see text]
Arnold
Ernst V
EV
Chemistry Section, Laboratory of Comparative Carcinogenesis, National Cancer Institute at Frederick, Frederick, MD 21702, USA.
Citro
Michael L
ML
Keefer
Larry K
LK
Hrabie
Joseph A
JA
D000097:Acetonitriles / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D009569:Nitric Oxide / Q000737:chemistry*; D012015:Reference Standards; D012997:Solvents; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000097:Acetonitriles; D001391:Azo Compounds; D007202:Indicators and Reagents; D012997:Solvents; D009569:Nitric Oxide