Reactivity of neonicotinoid pesticides with singlet oxygen

The reaction kinetics and mechanisms of three neonicotinoid insecticides, imidacloprid (IMD), thiacloprid (THIA) and acetamiprid (ACT), with singlet oxygen and Rose Bengal excited triplet state is reported. The rate constants (5.5 ± 0.5) × 10⁶, (3.9 ± 1) × 10⁶, and (1.3 ± 1) × 10⁶ M⁻¹ s⁻¹ were deter...

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Autores principales: Dell'Arciprete, María Laura, Santos-Juanes, L., Arques, A., Vercher, R.F., Amat, A.M., Furlong, Jorge Javier Pedro, Mártire, Daniel Osvaldo, González, Mónica Cristina
Formato: Articulo
Lenguaje:Inglés
Publicado: 2010
Materias:
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/170192
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id I19-R120-10915-170192
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spelling I19-R120-10915-1701922024-09-14T04:08:41Z http://sedici.unlp.edu.ar/handle/10915/170192 Reactivity of neonicotinoid pesticides with singlet oxygen Dell'Arciprete, María Laura Santos-Juanes, L. Arques, A. Vercher, R.F. Amat, A.M. Furlong, Jorge Javier Pedro Mártire, Daniel Osvaldo González, Mónica Cristina 2010 2024-09-13T18:19:28Z en Química Neonicotinoids Rose Bengal Singlet oxygen Sunlight Self-cleaning The reaction kinetics and mechanisms of three neonicotinoid insecticides, imidacloprid (IMD), thiacloprid (THIA) and acetamiprid (ACT), with singlet oxygen and Rose Bengal excited triplet state is reported. The rate constants (5.5 ± 0.5) × 10⁶, (3.9 ± 1) × 10⁶, and (1.3 ± 1) × 10⁶ M⁻¹ s⁻¹ were determined for the chemical reaction of singlet oxygen, and the values (4.8 ± 1) × 10⁷, (1.5 ± 1) × 10⁸, and (3.6 ± 1) × 10⁶ M⁻¹ s⁻¹ for the reactions with Rose Bengal triplet state for IMD, THIA, and ACT, respectively. The most important primary degradation product identified was 6-chloronicotinic acid. The results support a reaction mechanism involving a charge transfer reaction between the insecticides and singlet oxygen or Rose Bengal triplet state. The toxicity of the solutions towards Vibrio fischeri seems not to decrease during the early stages of the reactions. Depletion of the insecticides by singlet oxygen and naturally occurring excited states might be important abiotic pathways involved in natural waters. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas Laboratorio de Estudio de Compuestos Orgánicos Articulo Articulo http://creativecommons.org/licenses/by-nc-sa/4.0/ Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) application/pdf 137-142
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
spellingShingle Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
Dell'Arciprete, María Laura
Santos-Juanes, L.
Arques, A.
Vercher, R.F.
Amat, A.M.
Furlong, Jorge Javier Pedro
Mártire, Daniel Osvaldo
González, Mónica Cristina
Reactivity of neonicotinoid pesticides with singlet oxygen
topic_facet Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
description The reaction kinetics and mechanisms of three neonicotinoid insecticides, imidacloprid (IMD), thiacloprid (THIA) and acetamiprid (ACT), with singlet oxygen and Rose Bengal excited triplet state is reported. The rate constants (5.5 ± 0.5) × 10⁶, (3.9 ± 1) × 10⁶, and (1.3 ± 1) × 10⁶ M⁻¹ s⁻¹ were determined for the chemical reaction of singlet oxygen, and the values (4.8 ± 1) × 10⁷, (1.5 ± 1) × 10⁸, and (3.6 ± 1) × 10⁶ M⁻¹ s⁻¹ for the reactions with Rose Bengal triplet state for IMD, THIA, and ACT, respectively. The most important primary degradation product identified was 6-chloronicotinic acid. The results support a reaction mechanism involving a charge transfer reaction between the insecticides and singlet oxygen or Rose Bengal triplet state. The toxicity of the solutions towards Vibrio fischeri seems not to decrease during the early stages of the reactions. Depletion of the insecticides by singlet oxygen and naturally occurring excited states might be important abiotic pathways involved in natural waters.
format Articulo
Articulo
author Dell'Arciprete, María Laura
Santos-Juanes, L.
Arques, A.
Vercher, R.F.
Amat, A.M.
Furlong, Jorge Javier Pedro
Mártire, Daniel Osvaldo
González, Mónica Cristina
author_facet Dell'Arciprete, María Laura
Santos-Juanes, L.
Arques, A.
Vercher, R.F.
Amat, A.M.
Furlong, Jorge Javier Pedro
Mártire, Daniel Osvaldo
González, Mónica Cristina
author_sort Dell'Arciprete, María Laura
title Reactivity of neonicotinoid pesticides with singlet oxygen
title_short Reactivity of neonicotinoid pesticides with singlet oxygen
title_full Reactivity of neonicotinoid pesticides with singlet oxygen
title_fullStr Reactivity of neonicotinoid pesticides with singlet oxygen
title_full_unstemmed Reactivity of neonicotinoid pesticides with singlet oxygen
title_sort reactivity of neonicotinoid pesticides with singlet oxygen
publishDate 2010
url http://sedici.unlp.edu.ar/handle/10915/170192
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