Reactivity of neonicotinoid pesticides with singlet oxygen

Autores
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
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
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
Materia
Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/170192

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oai_identifier_str oai:sedici.unlp.edu.ar:10915/170192
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repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Reactivity of neonicotinoid pesticides with singlet oxygenDell'Arciprete, María LauraSantos-Juanes, L.Arques, A.Vercher, R.F.Amat, A.M.Furlong, Jorge Javier PedroMártire, Daniel OsvaldoGonzález, Mónica CristinaQuímicaNeonicotinoidsRose BengalSinglet oxygenSunlightSelf-cleaningThe 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 AplicadasLaboratorio de Estudio de Compuestos Orgánicos2010info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf137-142http://sedici.unlp.edu.ar/handle/10915/170192enginfo:eu-repo/semantics/altIdentifier/issn/1873-4308info:eu-repo/semantics/altIdentifier/doi/10.1016/j.cattod.2010.01.020info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-03T11:17:30Zoai:sedici.unlp.edu.ar:10915/170192Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-03 11:17:30.882SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Reactivity of neonicotinoid pesticides with singlet oxygen
title Reactivity of neonicotinoid pesticides with singlet oxygen
spellingShingle Reactivity of neonicotinoid pesticides with singlet oxygen
Dell'Arciprete, María Laura
Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
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
dc.creator.none.fl_str_mv 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 Dell'Arciprete, María Laura
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_role author
author2 Santos-Juanes, L.
Arques, A.
Vercher, R.F.
Amat, A.M.
Furlong, Jorge Javier Pedro
Mártire, Daniel Osvaldo
González, Mónica Cristina
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
topic Química
Neonicotinoids
Rose Bengal
Singlet oxygen
Sunlight
Self-cleaning
dc.description.none.fl_txt_mv 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
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.
publishDate 2010
dc.date.none.fl_str_mv 2010
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/170192
url http://sedici.unlp.edu.ar/handle/10915/170192
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1873-4308
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.cattod.2010.01.020
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
137-142
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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