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 |
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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 |
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