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Quinone and Iron Porphyrin Mediated Reduction of Nitroaromatic Compounds in Homogeneous Aqueous Solution

Reni P. Schwarzenbach, Ruth Stierli

1990enenvironmentalchemistryreductionnitroaromaticporphyrins

Abstract

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The kinetics of reductive transformations of a series of monosubstituted nitrobenzenes and nitrophenols have been investigated in aqueous solution containing reduced sulfur species and small concentrations of either a naphthoquinone or an iron porphyrin. Both the two naphthoquinones and the iron porphyrin used in this study mediated the reduction of the nitro group. In all three cases, the rate of reduction of the nitrobenzenes and of the nitrophenols was strongly pH dependent. Dissociated nitrophenols were reduced 3-4 times more slowly as compared to the nondissociated species. For the substituted nitrobenzenes, the effect of substitution on the reaction rate could be described by a linear free energy relationship (LFER). Competition between different nitrobenzenes was observed in the case of the iron porphyrin, while no effects were found for the reaction with the hydroquinones. The results of this study form an important base for the evaluation and interpretation of reductive transformation processes of nitroaromatic compounds in the environment.

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Cite This Work

@article{b2579cd1-e9bf-4c44-9bbc-70f37550d9d3,
  title={Quinone and Iron Porphyrin Mediated Reduction of Nitroaromatic Compounds in Homogeneous Aqueous Solution},
  author={Reni P. Schwarzenbach and Ruth Stierli},
  year={1990},
  language={en}
}
TY  - JOUR
TI  - Quinone and Iron Porphyrin Mediated Reduction of Nitroaromatic Compounds in Homogeneous Aqueous Solution
AU  - Reni P. Schwarzenbach
AU  - Ruth Stierli
PY  - 1990
LA  - en
ER  -

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