OXIDATION OF ORGANIC AMIDE IONS BY DIOXYGEN .1. KINETICS OF BASE-CATALYZED OXIDATION OF SECONDARY-AMINES

Authors
SHASHIN SS EMANUEL ON SKIBIDA IP
Citation
Ss. Shashin et al., OXIDATION OF ORGANIC AMIDE IONS BY DIOXYGEN .1. KINETICS OF BASE-CATALYZED OXIDATION OF SECONDARY-AMINES, Russian chemical bulletin, 43(10), 1994, pp. 1646-1650
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
10
Year of publication
1994
Pages
1646 - 1650
Database
ISI
SICI code
1066-5285(1994)43:10<1646:OOOAIB>2.0.ZU;2-W
Abstract
Amide ions generated from secondary aromatic amines with pK(a) > 21 ar e readily oxidized by dioxygen in the system KOH+18-crown-6+DMSO at ro om temperature. It was found that the rate limiting stage of the react ion is the interaction of dioxygen with amide ions. The rate of the re action is determined by two main factors, varying in opposite directio ns: the degree of ionization of the amine and the reactivity of the am ide ions towards dioxygen.