THE ACTIVITY OF 3-(HYDROXYIMINO)PENTAN-2,4-DIONE IN THE REACTIONS WITH RADICALS
Journal Title: Праці Наукового товариства ім. Шевченка - Year 2017, Vol 48, Issue
Abstract
The isonitrosoketon 3-(hydroxyimino)pentan-2,4-dione (HIPD) was synthesized by the nitrosation reaction of acetylacetone. The method of EPR spectroscopy confirmed the formation of a stable diacetyliminoxyl radical by oxidation of HIPD with iodobenzene diacetate PhI(OAc)2 in acetic acid. A triplet with intensities of 1: 1: 1 is observed in the EPR spectrum, due to the interaction of a spin of an unpaired electron with a spin of the nucleus of a nitrogen atom. The antiradical activity of HIPD in reaction with 2,2-diphenyl-1-picrylhydrazyl by UV / visible spectroscopy was investigated. Comparing the value of EC50 (antioxidant concentration, by which discoloration of 50% DPPH initial solution happens) for oxime and ascorbic acid standard, it has been shown that 3-(hydroxyimino)pentane-2,4-dione exhibits low antiradical activity. The inhibitory properties of 3-(hydroxyimino)pentane-2,4-dione in the processes of liquid phase initiated oxidation of isopropylbenzene and benzyl alcohol was investigated. It has been established that HIPD manifests itself in these reactions as a weak inhibitor. The rate constants of the reaction of the chain breakage with peroxy radicals of the substrates on the HIPD molecules were determined.
Authors and Affiliations
Mykhaylo KOMPANETS, Tetiana KAMENEVА, Оlha ZOSENKO, Igor KRYLOV, Olexandr SHENDRYK
Keywords
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