
TY  - JOUR
A1  - Manthey, MK 
A1  - Pyne, SG 
A1  - Truscott, RJW 
T1  - Addition of Aliphatic and Aromatic Amines to Catechol in Aqueous Solution Under Oxidizing Conditions
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 3
SP  - 365
EP  - 373
KW  - 
UR  - https://doi.org/10.1071/CH9890365 
N2  - 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. 
ER  -

