Helvetica Chimica Acta

Nucleophilic aromatic substitution. Part XV. Phase??transfer catalysis of sulfodechlorination and identification of a primary product of sulfite ion with 1??chloro??2, 4?? …

JF Bunnett, M Gisler, H Zollinger

Index: Bunnett, Joseph F.; Gisler, Markus; Zollinger, Heinrich Helvetica Chimica Acta, 1982 , vol. 65, # 1 p. 63 - 73

Full Text: HTML

Citation Number: 7

Abstract

Abstract With conventional phase-transfer catalysis using quaternary ammonium salts, yields of 2, 4-dinitrobenzenesulfonic acid (2) in the sulfodechlorination of 1-chloro 2.4- dinitrobenzene (1) with sulfite ions are no better than those obtained with the classical method in aqueous ethanol (80–82%). Yields up to 97% and a very pure product are obtained, however, by using protonated tertiary amines as catalysts. The optimum chain- ...