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Electrosynthesis of 4,4′-dinitroazobenzene from para-nitroaniline in acetonitrile/water media
Journal article

Electrosynthesis of 4,4′-dinitroazobenzene from para-nitroaniline in acetonitrile/water media

Hsien-Ju Tien, Yuh-Ren Hwang, Chi-Chang Hu and Ten-Chin Wen
Journal of the Chinese Institute of Chemical Engineers, Vol.28(6)
1997

Abstract

4,4′-dinitroazobenzene Acetonitrile/Water Media Current Efficiency (C.F.) Electrosynthesis P-nitroaniline Chemistry (all) Chemical Engineering (all)
4,4′-Dinitroazobenzene was electrosynthesized from p-nitroaniline at graphite, (Ir-Ru)O 2 , NiCo 2 C 4 , PbO 2 , PdO y and PtO x -coated titanium electrodes in acetonitrile/water media. The influences of CH 3 CN volume content, OH - concentration, and anolyte temperature on the current efficiency (C.E.) of 4,4′-dinitrooazobenzene formation were also investigated. The formation of 4,4′-dinitroazobenzene was found to be mainly depressed by the adsorption of a thick organic layer (mainly consisted of 4,4′-dinitroazobenzene) on the electrode surface, rendering an increase in electrode potentials during bulk electrolysis, which enhances the evolving rate of oxygen. The low activation energy for the chemical combination step of the 4,4′-dinitroazobenzene formation implied that the intermediate species oxidized from p-nitroaniline possessed radical properties.

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