Electrochemical reduction of (1R,2r,3S,4R,5r,6S)-hexachlorocyclohexane (Lindane) at carbon cathodes in dimethylformamide

Merz, Jordan P.; Gamoke, Benjamin C.; Foley, Matthew P.; Raghavachari, Krishnan; Peters, Dennis G.

doi:10.1016/j.jelechem.2011.06.017

Cited by 26 publications

(19 citation statements)

References 28 publications

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“…At both electrodes, the voltammograms showed two distinct peaks in the region around −1.60 V and −0.80 V in the presence of 100 µM lindane (solid lines) while no significant peaks were observed in the absence of lindane (broken lines). The peak around −1.6 V is the significant signal which is also consistent with previous reports [ 11 , 12 , 14 , 15 , 17 , 18 ] regarding the reduction of lindane at various electrodes. This peak is attributed to the transformation of lindane to benzene through electrochemical reduction involving 6-electrons [ 24 ].…”

Section: Resultssupporting

confidence: 92%

“…Other electrochemical studies of lindane on modified and non-modified electrodes were available either in a completely organic media [ 11 , 12 , 13 , 14 ] or aqueous-organic mixtures [ 15 , 16 , 17 , 18 ] making them less attractive for direct environmental application. Moreover, the peak potential for the reduction of lindane was reported to occur at −1.45 V [ 18 ], −1.5 V [ 15 , 17 , 19 ] −1.94 V (vs. Ag/AgCl) [ 11 ], or −1.40 and −2.10 V [ 12 , 14 ], which is highly negative for selective determination due to interference problems from co-existing compounds. A study [ 16 ], on the reduction of lindane at silver cathodes in organic and aqueous-organic media showed a shift of the reduction peak to less negative potential with the addition of water from −1.40 V in 100% acetonitrile (ACN) to −0.89 V in 50:50 ACN-H 2 O.…”

Section: Introductionmentioning

confidence: 99%

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Rapid and Sensitive Quantification of the Pesticide Lindane by Polymer Modified Electrochemical Sensor

Noori¹,

Mortensen

Geto³

2021

Sensors

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Lindane is documented by the Environmental Protection Agency (EPA) as one of the most toxic registered pesticides. Conventional detection of lindane in the environment requires manual field sampling and complex, time-consuming analytical sample handling relying on skilled labor. In this study, an electrochemical sensing system based on a modified electrode is reported. The system is capable of detecting lindane in aqueous medium in only 20 s. The surface of a conventional carbon electrode is modified with a film of conductive polymer that enables detection of lindane down to 30 nanomolar. The electrode modification procedure is simple and results in a robust sensor that can withstand intensive use. The sensitivity of the sensor is 7.18 µA/µM and the performance was demonstrated in the determination of lindane in spiked ground water. This suggests that the sensor is potentially capable of providing useful readings for decision makers. The rapid and sensitive quantification of lindane in aqueous medium is one step forward to new opportunities for direct, autonomous control of the pesticide level in the environment.

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Section: Resultssupporting

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Rapid and Sensitive Quantification of the Pesticide Lindane by Polymer Modified Electrochemical Sensor

Noori¹,

Mortensen

Geto³

2021

Sensors

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“…Global quantities of hexachlorocyclohexane (HCH) wastes still present in the environment range between 4-7 million tons worldwide, highlighting the pressing challenge in finding methods to recycle and remove this compound from contaminated soils (39). We thus questioned whether this waste material, which, among other chemical and biological approaches (40), can only be inefficiently degraded through normal electrochemical recycling methods (43)(44)(45), could be efficiently retro-dihalogenated using our e-shuttle strategy (Fig. 4A).…”

Section: Main Textmentioning

confidence: 99%

Merging shuttle reactions and paired electrolysis for reversible vicinal dihalogenations

Dong

Roeckl

Waldvogel

et al. 2021

Science

158

119

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Vicinal dibromides and dichlorides are important commodity chemicals and indispensable synthetic intermediates in modern chemistry that are traditionally synthesized using hazardous elemental chlorine and bromine. Meanwhile, the environmental persistence of halogenated pollutants necessitates improved approaches to accelerate their remediation. Here, we introduce an electrochemically assisted shuttle (e-shuttle) paradigm for the facile and scalable interconversion of alkenes and vicinal dihalides, a class of reactions that can be used both to synthesize useful dihalogenated molecules from simple alkenes and to recycle waste material through retro-dihalogenation. The reaction is demonstrated using 1,2-dibromoethane, as well as 1,1,1,2-tetrachloroethane or 1,2-dichloroethane, to dibrominate or dichlorinate, respectively, a wide range of alkenes in a simple setup with inexpensive graphite electrodes. Conversely, the hexachlorinated persistent pollutant lindane could be fully dechlorinated to benzene in soil samples using simple alkene acceptors.

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“…The treatment of this hazardous pollutant can also be obtained by reductive dehalogenation and recent works, in which Zerovalent Iron (ZVI) is used as reductive agent, are of a great interest [31,32]. Regarding the application of electrolysis, it is important to note that more attention has been paid to the cathodic dechlorination [33][34][35][36] than to the mineralization of the lindane, which has been faced by mediated oxidation with highly powerful inorganic cationic oxidants [37]. This dechlorination is highly efficient and, even, it was proposed for being combined with biological treatment in a pioneering manuscript published more than forty years ago [38].…”

Section: Introductionmentioning

confidence: 99%

Remediation of soils polluted with lindane using surfactant-aided soil washing and electrochemical oxidation

Muñoz-Morales

Braojos

Sáez

et al. 2017

Journal of Hazardous Materials

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In this work the complete treatment of soil spiked with lindane is studied using surfactant-aided soil-washing (SASW) to exhaust lindane from soil and electrolysis with diamond anodes to mineralize lindane from the soil washing fluid (SWF) waste. Results demonstrated that this technological approach is efficient and allow to remove this hazardous pollutant from soil. They also pointed out the significance of the ratio surfactant/soil in the efficiency of the SASW process and in the performance of the later electrolysis used to mineralize the pollutant. Larger values of this parameter lead to effluents that undergo a very efficient treatment which allows the depletion of lindane for applied charges lower than 15AhL and the recovery of more than 70% of the surfactant for the regeneration of the SWF.

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Electrochemical reduction of (1R,2r,3S,4R,5r,6S)-hexachlorocyclohexane (Lindane) at carbon cathodes in dimethylformamide

Cited by 26 publications

References 28 publications

Rapid and Sensitive Quantification of the Pesticide Lindane by Polymer Modified Electrochemical Sensor

Rapid and Sensitive Quantification of the Pesticide Lindane by Polymer Modified Electrochemical Sensor

Merging shuttle reactions and paired electrolysis for reversible vicinal dihalogenations

Remediation of soils polluted with lindane using surfactant-aided soil washing and electrochemical oxidation

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