Canadian Journal of Chemistry p. 1409 - 1417 (1996)
Update date:2022-07-30
Topics:
Martre, Anne-Marie
Mousset, Guy
Cosoveanu, Veronica
Danciu, Virginia
This work concerns the electrochemical and chemical reductions of 4,4′-dinitrodibenzyl and 4,4′-dinitrostilbene 2,2″-disulfonic acid under various experimental conditions. On the one hand, the electrochemical reduction is realized on Sn, monel, and Hg electrodes with or without the presence of a redox couple, and on the other hand, the chemical reduction is performed by mean of an electrochemically generated reducing agent (Sn0). According to the type of redox couple used (Ti3+/Ti4+ or Sn0/Sn2+), important changes in the nature and the ratio of reaction products are observed. The best conditions for obtaining di- or monoamines are defined, they correspond to 90% yield for the diamines, 70% and 50%, respectively, for 4-amino-4′-nitrodibenzy land for 4-amino-4′-nitrostilbene-2,2′-disulfonic acid. The electrochemical behavior of the dinitro derivatives and of TiOSO4, TiCl4, and SnCl2 used as precursors of the redox couples is studied under conditions of macroscale electrolyses (5 N H2SO4 - EtOH 50/50, 2.5 N H2SO4, and 10% HCl).
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