Reactivity of neonicotinoid insecticides with carbonate radicals

WATER RESEARCH

卷:46

Article

Laura Dell'Arciprete, Maria¹  Soler, Juan M.²  Santos-Juanes, Lucas³  Arques, Antonio²  Martire, Daniel O.¹  Furlong, Jorge P.⁴  Gonzalez, Monica C.¹ 

[1] Univ Nacl La Plata, Fac Ciencias Exactas, Inst Investigaci Fis Quim Teor & Aplicadas INIFTA, RA-1900 La Plata, Argentina

[2] Univ Politecn Valencia, Dept Ingn Text & Papelera, Grp Proc Oxidac Avanzada, Alcoy 03801, Spain

[3] Univ Almeria CIEMAT, Joint Ctr, CIESOL, Almeria 04120, Spain

[4] Univ Nacl La Plata, Fac Ciencias Exactas, LADECOR, Dept Quim, RA-1900 La Plata, Argentina

关键词: Carbonate radicals;    Neonicotinoid indecticides;    Imidacloprid;    Thiacloprid;    Acetamiprid;    alpha-Aminoalkyl radical;   

DOI  :  10.1016/j.watres.2012.03.051

来源: Elsevier

【 摘 要 】

The reaction of three chloronicotinoid insecticides, namely Imidacloprid (IMD), Thiacloprid (THIA) and Acetamiprid (ACT), with carbonate radicals (CO3 center dot-) was investigated. The second order rate constants (4 +/- 1) x 10(6), (2.8 +/- 0.5) x 10(5), and (1.5 +/- 1) x 10(5) M-1 s(-1) were determined for IMD, THIA and ACT, respectively. The absorption spectra of the organic intermediates formed after CO3 center dot- is approximately equal to attack to IMD is in line with those reported for alpha-aminoalkyl radicals. A reaction mechanism involving an initial charge transfer from the amidine nitrogen of the insecticides to CO3 center dot- is proposed and further supported by the identified reaction products. The pyridine moiety of the insecticides remains unaffected until nicotinic acid is formed. CO3 center dot- radical reactivity towards IMD, ACT, and THIA is low compared to that of HO center dot radicals, excited triplet states, and O-1(2), and is therefore little effective in depleting neonicotinoid insecticides. (C) 2012 Elsevier Ltd. All rights reserved.

【 授权许可】

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