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Modeling the reactions of 1‐naphthylamine and 4‐methylaniline with humic acids: Spectroscopic investigations of the covalent linkages
Author(s) -
Oye Aloysius I.,
Graveel John G.
Publication year - 1994
Publication title -
environmental toxicology and chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.1
H-Index - 171
eISSN - 1552-8618
pISSN - 0730-7268
DOI - 10.1002/etc.5620130401
Subject(s) - chemistry , imine , covalent bond , quinone , naphthylamine , organic chemistry , aqueous solution , catalysis
The covalent binding of two aromatic amines, 1‐naphthylamine and 4‐methylaniline, to substituted quinones in aqueous solutions has been studied as a model for the covalent binding of amines to humic acids. An inline compound was the only type of product identified for the reactions between 1‐naphthylamine and selected quinones. Reactions of 4‐methylaniline with the same quinones gave a 1,4‐ addition product in addition to the imine compound, although only the imine product was formed when the quinone had bulky substituents at the 2‐ and 6‐ positions. These results provide additional insight into the reactions of aromatic amines with humic acid quinones.