Dechlorination of hexachlorobiphenyl by using potassium–sodium alloy

Miyoshi, Kumiko; Nishio, Takehiko; Yasuhara, Akio; Morita, Masatoshi

doi:10.1016/s0045-6535(99)00557-3

Cited by 38 publications

(13 citation statements)

References 21 publications

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“…The radicalic mechanism was also the center of hydrodechlorination processes, involving more active metals such as Na or K [62,63], the main argument being the recorded formation of compounds such as quarterphenyls (as results of Fittig-Wurtz-type coupling). Another testimony for the single-electron transfer mechanism came from the study of a dual depolluting process for industrial wastewaters simultaneously polluted with chlorinated compounds and nitrites/nitrates.…”

Section: )mentioning

confidence: 99%

Mechanistic Considerations on the Hydrodechlorination Process of Polychloroarenes

Mitoma¹,

Katayama²,

Simion³

2018

Organochlorine

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Defunctionalization of organochlorines through reductive dechlorination (also known as hydrodechlorination-replacement of chlorine atoms by hydrogen-is one of the main methodologies used in the detoxification of these harmful compounds. Most of the published papers on this particular matter focused on specific reagents, reaction conditions, and mainly result efficiency. Some of the authors were also concerned with reaction pathways (e.g., the order in which chlorine atoms were removed from a polychlorinated aromatic substrate-polychlorinated biphenyls, PCBs; polychlorinated dibenzo-p-dioxins, PCDDs; or polychlorinated dibenzofurans, PCDFs). However, the papers that dealt with the investigation of reaction mechanism were rather scarce. This chapter presents the advances made by researchers in understanding, from a mechanistic point of view, the hydrodechlorination process, along with our own assumptions. In doing so, it would be easier to predict the behavior of such compounds in a specific environment, showing more clearly the scope and limitations of each process, depending on the reaction conditions and reagents.

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Section: )mentioning

confidence: 99%

Mechanistic Considerations on the Hydrodechlorination Process of Polychloroarenes

Mitoma¹,

Katayama²,

Simion³

2018

Organochlorine

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show abstract

“…It has been noted previously in the literature that the selectivity of the dechlorination reaction depends on the position of the chlorine atom, and it follows the order para > meta >> ortho . (Greaves et al, 1994; Miyoshi et al, 2000) Accordingly, the ratios of all daughters along with PCB 77 and biphenyl produced from the dechlorination of 25 µM PCB 77 using 0.25 mg/mL Pd/Fe bimetallic nanotubes were calculated relative to the carbon balance. These results are depicted in Fig.…”

Section: Resultsmentioning

confidence: 99%

Reactivity of Pd/Fe bimetallic nanotubes in dechlorination of coplanar polychlorinated biphenyls

2013

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A new class of bimetallic materials based on palladium-decorated iron nanotubes is described that demonstrates high reactivity in dechlorination reactions. This high dechlorination efficiency was attributed to the high surface area to volume ratio of the hollow nanotubes structure. Herein, we evaluated the effect of different conditions, such as the nanotube size, and the palladium loading on the efficiency of the dechlorination of PCB 77, a model coplanar polychlorinated biphenyl (PCB), by the Pd/Fe bimetallic nanotubes system. The efficiency of the dechlorination was lowered by decreasing the tube diameter from 200 to 100 nm. In addition, the interior surface as well as the exterior surface of the as-synthesized Pd/Fe bimetallic nanotubes was found to contribute to the high efficiency of the dechlorination of PCB 77. The dechlorination of PCB 77 by Pd/Fe bimetallic nanotubes demonstrated small activation energy indicating diffusion controlled reaction. The as-prepared Pd/Fe bimetallic nanotubes showed extended lifetime activity when used in multiple dechlorination cycles.

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“…Several detoxification methods of the aryl halides have been developed including reductive dehalogenation of the aromatic halides via chemical and electrochemical methods. In chemical dehalogenation, metal reductants such as Na, 1 Mg, 2 and Ni-Al, 3 metal hydrides such as NaBH 2 (OC 2 H 4 OMe) 2 4 and NaBH 4 , 5 organometallics such as BuMgBr, 6 and inorganic reductants such as N 2 H 4 /Pd/C 7 have been used. Electroreductive dehalogenation of aryl halides has been also examined so far.…”

Section: Introductionmentioning

confidence: 99%

Electroreduction of Aryl Halides Loaded on Palladium-Immobilized Activated Carbon

et al. 2013

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Dechlorination of hexachlorobiphenyl by using potassium–sodium alloy

Cited by 38 publications

References 21 publications

Mechanistic Considerations on the Hydrodechlorination Process of Polychloroarenes

Mechanistic Considerations on the Hydrodechlorination Process of Polychloroarenes

Reactivity of Pd/Fe bimetallic nanotubes in dechlorination of coplanar polychlorinated biphenyls

Electroreduction of Aryl Halides Loaded on Palladium-Immobilized Activated Carbon

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