ol025624j_si_001.pdf (30.18 kB)
A Nitric Oxide-Releasing Polydiazeniumdiolate Derived from Acetonitrile
journal contribution
posted on 2002-03-15, 00:00 authored by Ernst V. Arnold, Michael L. Citro, Larry K. Keefer, Joseph A. HrabieAcetonitrile, 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.