Reaction of 5,5-dimethyl-1-pyrroline 1-oxide with hypochlorite-treated ammonia: the structure of a novel N-chloroimine nitroxyl radical

Autor: B. M. Ratnayake Bandara, Carl Bernofsky, Oscar Hinojosa
Rok vydání: 1992
Předmět:
Zdroj: The Journal of Organic Chemistry. 57:2652-2657
ISSN: 1520-6904
0022-3263
DOI: 10.1021/jo00035a021
Popis: A novel nitroxyl radical was observed by electron paramagnetic resonance spectroscopy (EPR) of reaction mixtures containing ammonium ion, hypochlorous acid (HOCl), and 5,5-dimethyl-1-pyrroline 1-oxide (DMPO). The structure of this radical was established as 2-(N-chloroimino)-5,5-dimethylpyrrolidine-1-oxyl on the basis of EPR studies of isotopically-labeled compounds, thin-layer chromatography (TLC), and chemical synthesis by an independent route. Incorporation of deuterium into DMPO and solvent stabilized the radical without affecting the multiplicity of the EPR signal
Databáze: OpenAIRE