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Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating

An efficient strategy for the degradation of organophosphate pesticide Diazinon was investigated. In this work, ionic liquids, bio-based solvents, and two conventional organic solvents were used as reaction media. Kinetics studies by means of half-life (t(1/2),h) were followed by (31)P NMR and the p...

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Autores principales: Millán, Daniela, Tapia, Ricardo A., Pavez, Paulina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6340133/
https://www.ncbi.nlm.nih.gov/pubmed/30693279
http://dx.doi.org/10.3389/fchem.2018.00669
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author Millán, Daniela
Tapia, Ricardo A.
Pavez, Paulina
author_facet Millán, Daniela
Tapia, Ricardo A.
Pavez, Paulina
author_sort Millán, Daniela
collection PubMed
description An efficient strategy for the degradation of organophosphate pesticide Diazinon was investigated. In this work, ionic liquids, bio-based solvents, and two conventional organic solvents were used as reaction media. Kinetics studies by means of half-life (t(1/2),h) were followed by (31)P NMR and the products analyzed by GC-MS, HPLC-MS and NMR techniques. These results have shown that t(1/2) values in ionic liquids were the lowest and also they were able to activate two electrophilic centers in Diazinon, whilst degradation in bio-based solvents occurred slowly by only an aromatic pathway. In addition, a study to estimate the influence of green activation techniques was carried out by using Ultrasound irradiation and Microwave heating in combination with greener solvents and two conventional organic solvents. Under Microwave heating, faster degradation than under ultrasound irradiation was found. Finally, considering both families of solvent used here and their behavior under green activation techniques, we propose that the more efficient way for degradation of Diazinon with piperidine is by microwave heating using ionic liquids as solvents.
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spelling pubmed-63401332019-01-28 Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating Millán, Daniela Tapia, Ricardo A. Pavez, Paulina Front Chem Chemistry An efficient strategy for the degradation of organophosphate pesticide Diazinon was investigated. In this work, ionic liquids, bio-based solvents, and two conventional organic solvents were used as reaction media. Kinetics studies by means of half-life (t(1/2),h) were followed by (31)P NMR and the products analyzed by GC-MS, HPLC-MS and NMR techniques. These results have shown that t(1/2) values in ionic liquids were the lowest and also they were able to activate two electrophilic centers in Diazinon, whilst degradation in bio-based solvents occurred slowly by only an aromatic pathway. In addition, a study to estimate the influence of green activation techniques was carried out by using Ultrasound irradiation and Microwave heating in combination with greener solvents and two conventional organic solvents. Under Microwave heating, faster degradation than under ultrasound irradiation was found. Finally, considering both families of solvent used here and their behavior under green activation techniques, we propose that the more efficient way for degradation of Diazinon with piperidine is by microwave heating using ionic liquids as solvents. Frontiers Media S.A. 2019-01-14 /pmc/articles/PMC6340133/ /pubmed/30693279 http://dx.doi.org/10.3389/fchem.2018.00669 Text en Copyright © 2019 Millán, Tapia and Pavez. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Millán, Daniela
Tapia, Ricardo A.
Pavez, Paulina
Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
title Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
title_full Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
title_fullStr Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
title_full_unstemmed Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
title_short Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
title_sort efficient nucleophilic degradation of an organophosphorus pesticide “diazinon” mediated by green solvents and microwave heating
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6340133/
https://www.ncbi.nlm.nih.gov/pubmed/30693279
http://dx.doi.org/10.3389/fchem.2018.00669
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