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Reduction of substituted nitrobenzenes in aqueous solutions containing natural organic matter
Abstract
Natural organic matter (NOM) from a variety of sources has been shown to mediate the reduction of substituted nitrobenzenes in aqueous solution containing hydrogen sulfide. Pseudo-first- order rate constants were proportional to NOM concentrations and increased with increasing pH and decreasing reduction potential (Eh) of the solution. At fixed pH and Eh, the carbon-normalized rate constants (kNOM) of a given compound varied less than 1 order of magnitude among NOMs derived from various natural waters. The effect of substituents on the reaction rate could be described by a linear free energy relationship (LFER) of the general form log kNOM = aEh1'(ArNO2) + b, where Eh1'(ArNO2) is the one-electron reduction potential of the nitroaromatic compound. Such LFERs were applied successfully to predict the kNOM values of previously untested compounds. The results of this study suggest that hydroquinone moieties within the NOM may play a pivotal role in the mediation of electron-transfer reactions involving organic pollutants.
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Cited by
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Lovley, D. R., Coates, J. D., Blunt-Harris, E. L., Phillips, E. J. P., & Woodward, J. C. (1996) · Nature · doi:10.1038/382445a0 · Cited by 1,834
dos Santos, A. B., Cervantes, F. J., & van Lier, J. B. (2007) · Bioresource Technology · doi:10.1016/j.biortech.2006.11.013 · Cited by 1,155
Mechanisms for Fe(III) Oxide Reduction in Sedimentary Environments
Nevin, K. P., & Lovley, D. R. (2002) · Geomicrobiology Journal · doi:10.1080/01490450252864253 · Cited by 330
Detection of Environmentally Persistent Free Radicals at a Superfund Wood Treating Site
dela Cruz, A. L. N., Gehling, W., Lomnicki, S., Cook, R., & Dellinger, B. (2011) · Environmental Science & Technology · doi:10.1021/es2012947 · Cited by 136
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Lee, W., & Batchelor, B. (2003) · Environmental Science & Technology · doi:10.1021/es025830m · Cited by 96
Metadata
- Authors
- Dunnivant, F. M., Schwarzenbach, R. P., & Macalady, D. L.
- Venue
- Environmental Science & Technology
- Publisher
- American Chemical Society (ACS)
- Published
- 1992-11
- Volume
- 26
- Issue
- 11
- Pages
- 2133-2141
- ISSN
- 0013-936X (ISSN-L)
- 1520-5851
- OpenAlex
- W2088028375
- Cited by
- 313
- References
- 0
- FWCI
- 10.40
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Reduction of substituted nitrobenzenes in aqueous solutions containing natural organic matter. https://app.cochat.ai/papers/10.1021/es00035a010
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- Dunnivant, F. M., Schwarzenbach, R. P., & Macalady, D. L. (1992). Reduction of substituted nitrobenzenes in aqueous solutions containing natural organic matter. Environmental Science & Technology. https://doi.org/10.1021/es00035a010
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
