Reactivity of neonicotinoid insecticides with carbonate radicals

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...

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Autores principales: Dell'Arciprete, María Laura, Soler, Juan M., Santos Juanes, Lucas, Arques, Antonio, Mártire, Daniel Osvaldo, Furlong, Jorge Javier Pedro, González, Mónica Cristina
Formato: Articulo
Lenguaje:Inglés
Publicado: 2012
Materias:
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/128005
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id I19-R120-10915-128005
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Carbonate radicals
Neonicotinoid indecticides
Imidacloprid
Thiacloprid
Acetamiprid
a-Aminoalkyl radical
spellingShingle Química
Carbonate radicals
Neonicotinoid indecticides
Imidacloprid
Thiacloprid
Acetamiprid
a-Aminoalkyl radical
Dell'Arciprete, María Laura
Soler, Juan M.
Santos Juanes, Lucas
Arques, Antonio
Mártire, Daniel Osvaldo
Furlong, Jorge Javier Pedro
González, Mónica Cristina
Reactivity of neonicotinoid insecticides with carbonate radicals
topic_facet Química
Carbonate radicals
Neonicotinoid indecticides
Imidacloprid
Thiacloprid
Acetamiprid
a-Aminoalkyl radical
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.
format Articulo
Articulo
author Dell'Arciprete, María Laura
Soler, Juan M.
Santos Juanes, Lucas
Arques, Antonio
Mártire, Daniel Osvaldo
Furlong, Jorge Javier Pedro
González, Mónica Cristina
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_sort Dell'Arciprete, María Laura
title Reactivity of neonicotinoid insecticides with carbonate radicals
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
publishDate 2012
url http://sedici.unlp.edu.ar/handle/10915/128005
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