Tetrahedron p. 4647 - 4654 (1998)
Update date:2022-07-30
Topics:
Forlani, Luciano
Boga, Carla
Mazza, Milena
Cavrini, Vanni
Andrisano, Vincenza
Unusual substitution of amino group occurs by reactions of some 1,4diamino-2-nitrobenzenes (semipermanent hair dyes) and nucleophiles (NH3, H2O). The reaction is catalyzed by sodium sulfite. The obtained products are suspected of being toxic substances which may be present in cosmetic matrices. Apparently, this reaction is a nucleophilic aromatic substitution but it may be explained by a mechanism involving a tautomeric form of substrate.
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