Addition of aliphatic and aromatic amines to catechol in aqueous solution under oxidizing conditions

Citation

• Manthey, M. K., Pyne, S. G., & Truscott, R. J. W. (1989). Addition of aliphatic and aromatic amines to catechol in aqueous solution under oxidizing conditions. Australian Journal of Chemistry, 42(3), 365-373. doi:10.1071/CH9890365

Digital Object Identifier (doi)

• 10.1071/CH9890365

Scopus Eid

• 2-s2.0-84970583496

Web Of Science Accession Number

Start Page

• 365

End Page

• 373

Volume

• 42

Issue

• 3

Place Of Publication

Abstract

• The oxidation of catechol in the presence of two aliphatic and aromatic amines has been investigated. In aqueous solutions of pH 7���0 and 11���7, the substitution pattern of the adduct was dependent on the type of amine used. Aromatic amines produced 4, 5-disubstituted o-quinones, whereas aliphatic amines gave either 2, 4, 5-trisubstituted or 2, 4-disubstituted o-quinone adducts. A rationale based upon the stability of vinylogous amides is presented to account for the observed substitution pattern. �� 1989 ASEG.

UOW Authors

•   Pyne, Stephen
•   Truscott, Roger

Publication Date

• 1989

Publisher

• CSIRO Publishing 

Published In

• Australian Journal of Chemistry  Journal

Citation

• Manthey, M. K., Pyne, S. G., & Truscott, R. J. W. (1989). Addition of aliphatic and aromatic amines to catechol in aqueous solution under oxidizing conditions. Australian Journal of Chemistry, 42(3), 365-373. doi:10.1071/CH9890365

Digital Object Identifier (doi)

• 10.1071/CH9890365

Scopus Eid

• 2-s2.0-84970583496

Web Of Science Accession Number

Start Page

• 365

End Page

• 373

Volume

• 42

Issue

• 3

Place Of Publication