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Oxidation of Dichloroanilines and Related Anilides Catalyzed by Iron(III) Tetrasulfonatophthalocyanine
Author(s) -
Hadasch Anke,
Meunier Bernard
Publication year - 1999
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/(sici)1099-0682(199912)1999:12<2319::aid-ejic2319>3.0.co;2-1
Subject(s) - chemistry , azoxy , catalysis , hydrogen peroxide , amine gas treating , acylation , potassium , organic chemistry , peroxide , catalytic oxidation , medicinal chemistry
We investigated the degradation of polychlorinated pollutants, such as dichloroanilines and related anilides, catalyzed by iron(III) tetrasulfonatophthalocyanine (FePcS) with potassium monopersulfate or hydrogen peroxide as oxidant. The reaction is influenced by the positions of the two chloro‐substituents and by the nature of the oxidant. The FePcS‐catalyzed oxidation of 3,5‐dichloroaniline with potassium monopersulfate leads to the formation of more biodegradable products (carboxylic acids) and to potentially toxic dimers (azo and azoxy compounds). The oxidation of 3,4‐dichloroaniline by FePcS/H 2 O 2 converts this pollutant into coupling products. The formation of dimers in the catalytic oxidation of dichloroanilines can be avoided by acylation of the amine function.