QSAR analyses of oxidation and reduction rates of environmental organic pollutants in model systems

Paul Tratnyek, Jürg Hoigné, Josef Zeyer, RenéP Schwarzenbach

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Redox transformations of organic pollutants in the aquatic environment are often the net result of reaction of the substrate with several oxidizing or reducing agents. In order to cope with this multiplicity of reaction pathways, model systems are very useful because they allow one to evaluate the possible contributing reactions in isolation. In a suitable model system, the rate law and rate constant for a particular reaction of environmental interest can be determined. Good correlations (quantitative structure-activity relationships or QSARs) are often found between rate constants for a redox reaction of closely related organic substrates and their one-electron oxidation or reduction potentials. Such QSARs have been observed for reduction of substituted nitrobenzenes by hydroquinones and by iron porphyrins in the presence of reduced sulfur species. Under appropriate conditions, half-wave potentials are proportional to one-electron redox potentials and can be used as an alternative predictor variable in QSAR analysis of redox reactions. This has been done successfully for oxidation of substituted phenols by singlet oxygen. These QSARs can be used to predict reaction rate constants for unstudied compounds. In addition, QSARs developed from model systems are also powerful tools for evaluating the kinetics of redox reactions of organic pollutants and for developing and extending deterministic models of environmental redox reactions of organic pollutants.

Original languageEnglish (US)
Pages (from-to)327-341
Number of pages15
JournalScience of the Total Environment, The
Volume109-110
Issue numberC
DOIs
StatePublished - 1991
Externally publishedYes

Fingerprint

Organic pollutants
Redox reactions
organic pollutant
oxidation
Rate constants
Oxidation
Nitrobenzenes
Hydroquinones
substrate
electron
porphyrin
Singlet Oxygen
Nitrobenzene
Electrons
Phenols
Reducing Agents
Porphyrins
Reducing agents
Substrates
redox potential

ASJC Scopus subject areas

  • Environmental Science(all)
  • Environmental Chemistry

Cite this

QSAR analyses of oxidation and reduction rates of environmental organic pollutants in model systems. / Tratnyek, Paul; Hoigné, Jürg; Zeyer, Josef; Schwarzenbach, RenéP.

In: Science of the Total Environment, The, Vol. 109-110, No. C, 1991, p. 327-341.

Research output: Contribution to journalArticle

Tratnyek, Paul ; Hoigné, Jürg ; Zeyer, Josef ; Schwarzenbach, RenéP. / QSAR analyses of oxidation and reduction rates of environmental organic pollutants in model systems. In: Science of the Total Environment, The. 1991 ; Vol. 109-110, No. C. pp. 327-341.
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