Electrochemical reduction of atrazine: NMR evidence for reduction of the triazine ring

Darlene Guse; Matthew J. Bruzek; Paul DeVos; Jay H. Brown

doi:10.1016/j.jelechem.2008.12.006

Electrochemical reduction of atrazine: NMR evidence for reduction of the triazine ring

Darlene Guse, Matthew J. Bruzek, Paul DeVos, Jay H. Brown

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

Over the last decade, researchers have investigated the electrochemical reduction pathways of a popular triazine herbicide known as atrazine (2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine) using controlled potential electrolysis and a mercury pool electrode. There is general agreement that a two-electron dechlorination process is a likely reduction pathway. However, Faraday's law calculations indicated an overall four-electron reduction process. Additional pathways including the elimination of the ethyl group, elimination of the ethylamino group, and reduction of the triazine ring have been proposed. We believe to have NMR evidence for the reduction of the triazine ring using controlled potential electrolysis and a mercury pool electrode. We would like to add our results to the ongoing studies of this important triazine herbicide.

Original language	English (US)
Pages (from-to)	171-173
Number of pages	3
Journal	Journal of Electroanalytical Chemistry
Volume	626
Issue number	1-2
DOIs	https://doi.org/10.1016/j.jelechem.2008.12.006
State	Published - Feb 15 2009

Bibliographical note

Funding Information:
The authors would like to thank the Minnesota Center for Teaching and Learning (CTL) for the grant to purchase the BioAnalytical Systems Epsilon-2 potentiostat. The Waters Breeze HPLC was purchased using Minnesota Higher Education Preservation and Renewal (HEPR) funds. The Varian Gemini-2000 NMR spectrometer was purchased with a grant from the National Science Foundation (NSF) and matching funds from Southwest Minnesota State University (SMSU). J.H.B. is grateful for the funds provided by the SMSU Faculty Improvement Grant (FIG) committee to purchase select components of the in-house constructed bulk electrolysis cell. The group appreciates the technical advice provided by Robert Eliason, Doug Spieles, Albert Fry, and Lubomír Pospíšil. Finally, we would like to acknowledge the late F. Albert Cotton for his letter of support included in our CTL grant application.

Keywords

Atrazine
Electrochemistry
Mechanism
Reduction

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10.1016/j.jelechem.2008.12.006

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title = "Electrochemical reduction of atrazine: NMR evidence for reduction of the triazine ring",

abstract = "Over the last decade, researchers have investigated the electrochemical reduction pathways of a popular triazine herbicide known as atrazine (2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine) using controlled potential electrolysis and a mercury pool electrode. There is general agreement that a two-electron dechlorination process is a likely reduction pathway. However, Faraday's law calculations indicated an overall four-electron reduction process. Additional pathways including the elimination of the ethyl group, elimination of the ethylamino group, and reduction of the triazine ring have been proposed. We believe to have NMR evidence for the reduction of the triazine ring using controlled potential electrolysis and a mercury pool electrode. We would like to add our results to the ongoing studies of this important triazine herbicide.",

keywords = "Atrazine, Electrochemistry, Mechanism, Reduction",

author = "Darlene Guse and Bruzek, {Matthew J.} and Paul DeVos and Brown, {Jay H.}",

note = "Funding Information: The authors would like to thank the Minnesota Center for Teaching and Learning (CTL) for the grant to purchase the BioAnalytical Systems Epsilon-2 potentiostat. The Waters Breeze HPLC was purchased using Minnesota Higher Education Preservation and Renewal (HEPR) funds. The Varian Gemini-2000 NMR spectrometer was purchased with a grant from the National Science Foundation (NSF) and matching funds from Southwest Minnesota State University (SMSU). J.H.B. is grateful for the funds provided by the SMSU Faculty Improvement Grant (FIG) committee to purchase select components of the in-house constructed bulk electrolysis cell. The group appreciates the technical advice provided by Robert Eliason, Doug Spieles, Albert Fry, and Lubom{\'i}r Posp{\'i}{\v s}il. Finally, we would like to acknowledge the late F. Albert Cotton for his letter of support included in our CTL grant application.",

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doi = "10.1016/j.jelechem.2008.12.006",

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AU - Guse, Darlene

AU - Bruzek, Matthew J.

AU - DeVos, Paul

AU - Brown, Jay H.

N1 - Funding Information: The authors would like to thank the Minnesota Center for Teaching and Learning (CTL) for the grant to purchase the BioAnalytical Systems Epsilon-2 potentiostat. The Waters Breeze HPLC was purchased using Minnesota Higher Education Preservation and Renewal (HEPR) funds. The Varian Gemini-2000 NMR spectrometer was purchased with a grant from the National Science Foundation (NSF) and matching funds from Southwest Minnesota State University (SMSU). J.H.B. is grateful for the funds provided by the SMSU Faculty Improvement Grant (FIG) committee to purchase select components of the in-house constructed bulk electrolysis cell. The group appreciates the technical advice provided by Robert Eliason, Doug Spieles, Albert Fry, and Lubomír Pospíšil. Finally, we would like to acknowledge the late F. Albert Cotton for his letter of support included in our CTL grant application.

PY - 2009/2/15

Y1 - 2009/2/15

N2 - Over the last decade, researchers have investigated the electrochemical reduction pathways of a popular triazine herbicide known as atrazine (2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine) using controlled potential electrolysis and a mercury pool electrode. There is general agreement that a two-electron dechlorination process is a likely reduction pathway. However, Faraday's law calculations indicated an overall four-electron reduction process. Additional pathways including the elimination of the ethyl group, elimination of the ethylamino group, and reduction of the triazine ring have been proposed. We believe to have NMR evidence for the reduction of the triazine ring using controlled potential electrolysis and a mercury pool electrode. We would like to add our results to the ongoing studies of this important triazine herbicide.

AB - Over the last decade, researchers have investigated the electrochemical reduction pathways of a popular triazine herbicide known as atrazine (2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine) using controlled potential electrolysis and a mercury pool electrode. There is general agreement that a two-electron dechlorination process is a likely reduction pathway. However, Faraday's law calculations indicated an overall four-electron reduction process. Additional pathways including the elimination of the ethyl group, elimination of the ethylamino group, and reduction of the triazine ring have been proposed. We believe to have NMR evidence for the reduction of the triazine ring using controlled potential electrolysis and a mercury pool electrode. We would like to add our results to the ongoing studies of this important triazine herbicide.

KW - Atrazine

KW - Electrochemistry

KW - Mechanism

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Electrochemical reduction of atrazine: NMR evidence for reduction of the triazine ring

Abstract

Bibliographical note

Keywords

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