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 (t1/2,h) were followed by 31P NMR and the produ...

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Main Authors: Daniela Millán, Ricardo A. Tapia, Paulina Pavez
Format: Article
Language:English
Published: Frontiers Media S.A. 2019-01-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2018.00669/full
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author Daniela Millán
Daniela Millán
Ricardo A. Tapia
Paulina Pavez
author_facet Daniela Millán
Daniela Millán
Ricardo A. Tapia
Paulina Pavez
author_sort Daniela Millán
collection DOAJ
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 (t1/2,h) were followed by 31P NMR and the products analyzed by GC-MS, HPLC-MS and NMR techniques. These results have shown that t1/2 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 doaj.art-fc919d2536404c3a946f7cc934f42f372022-12-21T18:33:19ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-01-01610.3389/fchem.2018.00669426719Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave HeatingDaniela Millán0Daniela Millán1Ricardo A. Tapia2Paulina Pavez3Facultad de Química, Pontificia Universidad Católica de Chile, Santiago, ChileCentro Integrativo de Biologia y Quimica Aplicada, Universidad Bernardo O'Higgins, Santiago, ChileFacultad de Química, Pontificia Universidad Católica de Chile, Santiago, ChileFacultad de Química, Pontificia Universidad Católica de Chile, Santiago, ChileAn 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 (t1/2,h) were followed by 31P NMR and the products analyzed by GC-MS, HPLC-MS and NMR techniques. These results have shown that t1/2 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.https://www.frontiersin.org/article/10.3389/fchem.2018.00669/fullgreener solventsionic liquidsorganophosphate pesticides31P NMRmicrowavesultrasound
spellingShingle Daniela Millán
Daniela Millán
Ricardo A. Tapia
Paulina Pavez
Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating
Frontiers in Chemistry
greener solvents
ionic liquids
organophosphate pesticides
31P NMR
microwaves
ultrasound
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 greener solvents
ionic liquids
organophosphate pesticides
31P NMR
microwaves
ultrasound
url https://www.frontiersin.org/article/10.3389/fchem.2018.00669/full
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AT danielamillan efficientnucleophilicdegradationofanorganophosphoruspesticidediazinonmediatedbygreensolventsandmicrowaveheating
AT ricardoatapia efficientnucleophilicdegradationofanorganophosphoruspesticidediazinonmediatedbygreensolventsandmicrowaveheating
AT paulinapavez efficientnucleophilicdegradationofanorganophosphoruspesticidediazinonmediatedbygreensolventsandmicrowaveheating