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Dechlorination of chloroaromatics by electrocatalytic reduction over palladium-loaded carbon felt at room temperature

The selective dechlorination of various chloroaromatics in water-MeOH medium containing trifluoroacetic acid and tetraalkylammonium salts was successfully performed over Pd-loaded carbon felt cathode at room temperature. The reactivities of 2,4-dichlorophenyl derivatives varied in the order: 2,4 dic...

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Bibliographic Details
Published in:Chemosphere (Oxford) 1999-11, Vol.39 (11), p.1819-1831
Main Authors: Tsyganok, Andrey I., Yamanaka, Ichiro, Otsuka, Kiyoshi
Format: Article
Language:English
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Summary:The selective dechlorination of various chloroaromatics in water-MeOH medium containing trifluoroacetic acid and tetraalkylammonium salts was successfully performed over Pd-loaded carbon felt cathode at room temperature. The reactivities of 2,4-dichlorophenyl derivatives varied in the order: 2,4 dichlorotoluene < 2,4-dichlorophenol ≤ 2,4-dichloroanisole ≤ 2,4-dichlorobenzoic acid < 2,4-dichlorophenoxyacetic acid < 2,4-dichlorophenethyl alcohol. For 2,4-dihaloanisoles, the ease of reductive cleavage of CX (X=halogen) bond was as follows: F ⪡ Cl < Br. For monochlorobiphenyls, the dechlorination and product recovery efficiencies were remarkably affected by tetraalkylammonium cations of different size. The reaction scheme for the selective electrocatalytic dehalogenation of haloaromatics over Pd-loaded felt cathode was proposed.
ISSN:0045-6535
1879-1298
DOI:10.1016/S0045-6535(99)00075-2