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Comparative study of the physicochemical properties of ortho-substituted aromatic nitroso compounds
Journal article   Peer reviewed

Comparative study of the physicochemical properties of ortho-substituted aromatic nitroso compounds

W.K.P.F. Venpin, E.M. Kennedy, J.C. Mackie and B.Z. Dlugogorski
Journal of Chemical & Engineering Data, Vol.58(4), pp.1005-1010
2013
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Abstract

C-Nitroso compounds represent a class of chemical species with radical spin trapping capacity. They are widely employed to scavenge nitric oxide (NO) in biological and chemical systems and prospectively could be applied to reduce and control NO formation from important chemical processes. In this study, we examined the physicochemical properties of four ortho-substituted aromatic nitroso compounds, 3,5-dibromo-4-nitrosobenzenesulfonate (DBNBS), 4-nitrosobenzenesulfonate (NBS), 3,5-dimethyl-4-nitrosobenzenesulfonate (DMNBS), and 3,5-dichloro-4-nitrosobenzenesulfonate (DCNBS). These compounds, like most C-nitroso spin traps, exist in a monomer-dimer equilibrium, and only the monomeric form is active as a free radical spin scavenger. The influence of the aromatic ring substituent(s) on the dissociation of the dimer to give the monomer was investigated using UV-vis spectrophotometry. We describe the thermodynamic and kinetic parameters associated with the monomer-dimer equilibria, which allow us to provide a mechanistic understanding of NO trapping by C-nitroso compounds.

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Collaboration types
Domestic collaboration
Citation topics
2 Chemistry
2.311 Nitroxides, Antioxidants & Free Radicals
2.311.1605 Nitroxides
Web Of Science research areas
Chemistry, Multidisciplinary
Engineering, Chemical
Thermodynamics
ESI research areas
Chemistry
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