Reactivity of neonicotinoid insecticides with carbonate radicals
- Autores
- Dell'Arciprete, María Laura; Soler, Juan M.; Santos Juanes, Lucas; Arques, Antonio; Mártire, Daniel Osvaldo; Furlong, Jorge Javier Pedro; González, Mónica Cristina
- Año de publicación
- 2012
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The reaction of three chloronicotinoid insecticides, namely Imidacloprid (IMD), Thiacloprid (THIA) and Acetamiprid (ACT), with carbonate radicals (CO·₃⁻) was investigated. The second order rate constants (4 ± 1) × 10⁶, (2.8 ± 0.5) × 10⁵, and (1.5 ± 1) × 10⁵ M⁻¹ s⁻¹ were determined for IMD, THIA and ACT, respectively. The absorption spectra of the organic intermediates formed after CO·₃⁻ attack to IMD is in line with those reported for α-aminoalkyl radicals. A reaction mechanism involving an initial charge transfer from the amidine nitrogen of the insecticides to CO·₃⁻ is proposed and further supported by the identified reaction products. The pyridine moiety of the insecticides remains unaffected until nicotinic acid is formed. CO·₃⁻ radical reactivity towards IMD, ACT, and THIA is low compared to that of HO• radicals, excited triplet states, and ¹O₂, and is therefore little effective in depleting neonicotinoid insecticides.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Laboratorio de Estudio de Compuestos Orgánicos - Materia
-
Química
Carbonate radicals
Neonicotinoid indecticides
Imidacloprid
Thiacloprid
Acetamiprid
a-Aminoalkyl radical - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- http://creativecommons.org/licenses/by/4.0/
- Repositorio
.jpg)
- Institución
- Universidad Nacional de La Plata
- OAI Identificador
- oai:sedici.unlp.edu.ar:10915/128005
Ver los metadatos del registro completo
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Reactivity of neonicotinoid insecticides with carbonate radicalsDell'Arciprete, María LauraSoler, Juan M.Santos Juanes, LucasArques, AntonioMártire, Daniel OsvaldoFurlong, Jorge Javier PedroGonzález, Mónica CristinaQuímicaCarbonate radicalsNeonicotinoid indecticidesImidaclopridThiaclopridAcetamiprida-Aminoalkyl radicalThe reaction of three chloronicotinoid insecticides, namely Imidacloprid (IMD), Thiacloprid (THIA) and Acetamiprid (ACT), with carbonate radicals (CO·₃⁻) was investigated. The second order rate constants (4 ± 1) × 10⁶, (2.8 ± 0.5) × 10⁵, and (1.5 ± 1) × 10⁵ M⁻¹ s⁻¹ were determined for IMD, THIA and ACT, respectively. The absorption spectra of the organic intermediates formed after CO·₃⁻ attack to IMD is in line with those reported for α-aminoalkyl radicals. A reaction mechanism involving an initial charge transfer from the amidine nitrogen of the insecticides to CO·₃⁻ is proposed and further supported by the identified reaction products. The pyridine moiety of the insecticides remains unaffected until nicotinic acid is formed. CO·₃⁻ radical reactivity towards IMD, ACT, and THIA is low compared to that of HO• radicals, excited triplet states, and ¹O₂, and is therefore little effective in depleting neonicotinoid insecticides.Instituto de Investigaciones Fisicoquímicas Teóricas y AplicadasLaboratorio de Estudio de Compuestos Orgánicos2012-04-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf3479-3489http://sedici.unlp.edu.ar/handle/10915/128005enginfo:eu-repo/semantics/altIdentifier/issn/1879-2448info:eu-repo/semantics/altIdentifier/issn/0043-1354info:eu-repo/semantics/altIdentifier/pmid/22542132info:eu-repo/semantics/altIdentifier/doi/10.1016/j.watres.2012.03.051info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-03T11:03:04Zoai:sedici.unlp.edu.ar:10915/128005Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-03 11:03:04.648SEDICI (UNLP) - Universidad Nacional de La Platafalse |
| dc.title.none.fl_str_mv |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| title |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| spellingShingle |
Reactivity of neonicotinoid insecticides with carbonate radicals Dell'Arciprete, María Laura Química Carbonate radicals Neonicotinoid indecticides Imidacloprid Thiacloprid Acetamiprid a-Aminoalkyl radical |
| title_short |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| title_full |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| title_fullStr |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| title_full_unstemmed |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| title_sort |
Reactivity of neonicotinoid insecticides with carbonate radicals |
| dc.creator.none.fl_str_mv |
Dell'Arciprete, María Laura Soler, Juan M. Santos Juanes, Lucas Arques, Antonio Mártire, Daniel Osvaldo Furlong, Jorge Javier Pedro González, Mónica Cristina |
| author |
Dell'Arciprete, María Laura |
| author_facet |
Dell'Arciprete, María Laura Soler, Juan M. Santos Juanes, Lucas Arques, Antonio Mártire, Daniel Osvaldo Furlong, Jorge Javier Pedro González, Mónica Cristina |
| author_role |
author |
| author2 |
Soler, Juan M. Santos Juanes, Lucas Arques, Antonio Mártire, Daniel Osvaldo Furlong, Jorge Javier Pedro González, Mónica Cristina |
| author2_role |
author author author author author author |
| dc.subject.none.fl_str_mv |
Química Carbonate radicals Neonicotinoid indecticides Imidacloprid Thiacloprid Acetamiprid a-Aminoalkyl radical |
| topic |
Química Carbonate radicals Neonicotinoid indecticides Imidacloprid Thiacloprid Acetamiprid a-Aminoalkyl radical |
| dc.description.none.fl_txt_mv |
The reaction of three chloronicotinoid insecticides, namely Imidacloprid (IMD), Thiacloprid (THIA) and Acetamiprid (ACT), with carbonate radicals (CO·₃⁻) was investigated. The second order rate constants (4 ± 1) × 10⁶, (2.8 ± 0.5) × 10⁵, and (1.5 ± 1) × 10⁵ M⁻¹ s⁻¹ were determined for IMD, THIA and ACT, respectively. The absorption spectra of the organic intermediates formed after CO·₃⁻ attack to IMD is in line with those reported for α-aminoalkyl radicals. A reaction mechanism involving an initial charge transfer from the amidine nitrogen of the insecticides to CO·₃⁻ is proposed and further supported by the identified reaction products. The pyridine moiety of the insecticides remains unaffected until nicotinic acid is formed. CO·₃⁻ radical reactivity towards IMD, ACT, and THIA is low compared to that of HO• radicals, excited triplet states, and ¹O₂, and is therefore little effective in depleting neonicotinoid insecticides. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas Laboratorio de Estudio de Compuestos Orgánicos |
| description |
The reaction of three chloronicotinoid insecticides, namely Imidacloprid (IMD), Thiacloprid (THIA) and Acetamiprid (ACT), with carbonate radicals (CO·₃⁻) was investigated. The second order rate constants (4 ± 1) × 10⁶, (2.8 ± 0.5) × 10⁵, and (1.5 ± 1) × 10⁵ M⁻¹ s⁻¹ were determined for IMD, THIA and ACT, respectively. The absorption spectra of the organic intermediates formed after CO·₃⁻ attack to IMD is in line with those reported for α-aminoalkyl radicals. A reaction mechanism involving an initial charge transfer from the amidine nitrogen of the insecticides to CO·₃⁻ is proposed and further supported by the identified reaction products. The pyridine moiety of the insecticides remains unaffected until nicotinic acid is formed. CO·₃⁻ radical reactivity towards IMD, ACT, and THIA is low compared to that of HO• radicals, excited triplet states, and ¹O₂, and is therefore little effective in depleting neonicotinoid insecticides. |
| publishDate |
2012 |
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2012-04-05 |
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eng |
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