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Cited by 584

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Degradation of Chlorotriazine Pesticides by Sulfate Radicals and the Influence of Organic Matter

Lutze, Holger V., Bircher, Stephanie, Rapp, Insa, Kerlin, Nils, Bakkour, Rani, Geisler, Melanie, von Sonntag, Clemens, Schmidt, Torsten C.·2015·Environmental Science & Technology

Abstract

Atrazine, propazine, and terbuthylazine are chlorotriazine herbicides that have been frequently used in agriculture and thus are potential drinking water contaminants. Hydroxyl radicals produced by advanced oxidation processes can degrade these persistent compounds. These herbicides are also very reactive with sulfate radicals (2.2-3.5 × 10(9) M(-1) s(-1)). However, the dealkylated products of chlorotriazine pesticides are less reactive toward sulfate radicals (e.g., desethyl-desisopropyl-atrazine (DEDIA; 1.5 × 10(8) M(-1) s(-1))). The high reactivity of the herbicides is largely due to the ethyl or isopropyl group. For example, desisopropyl-atrazine (DIA) reacts quickly (k = 2 × 10(9) M(-1) s(-1)), whereas desethyl-atrazine (DEA) reacts more slowly (k = 9.6 × 10(8) M(-1) s(-1)). The tert-butyl group does not have a strong effect on reaction rate, as shown by the similar second order reaction rates between desethyl-terbuthylazine (DET; k = 3.6 × 10(8) M(-1) s(-1)) and DEDIA. Sulfate radicals degrade a significant proportion of atrazine (63%) via dealkylation, in which deethylation significantly dominates over deisopropylation (10:1). Sulfate and hydroxyl radicals react at an equally fast rate with atrazine (k (hydroxyl radical + atrazine) = 3 × 10(9) M(-1) s(-1)). However, sulfate and hydroxyl radicals differ considerably in their reaction rates with humic acids (k (sulfate radical + humic acids) = 6.8 × 10(3) L mgC(-1) s(-1) (mgC = mg carbon); k (hydroxyl radical + humic acids) = 1.4 × 10(4) L mgC(-1) s(-1)). Thus, in the presence of humic acids, atrazine is degraded more efficiently by sulfate radicals than by hydroxyl radicals.

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Metadata

Authors
Lutze, H. V., Bircher, S., Rapp, I., Kerlin, N., Bakkour, R., Geisler, M., von Sonntag, C., & Schmidt, T. C.
Venue
Environmental Science & Technology
Published
2015-01-13
Volume
49
Issue
3
Pages
1673-1680
ISSN
  • 0013-936X (ISSN-L)
  • 1520-5851
OpenAlex
W2333946702
Cited by
584
References
39
FWCI
16.35
Type
journal article
Language
en
Open access
closed

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