Kinetic and equilibrium study of the ring opening of 2-aryl-1-methyl-1-pyrrolinium ions in aqueous solution

Autor:	N. Esther Seaman, Robert A. McClelland
Rok vydání:	1987
Předmět:	chemistry.chemical_classification Aqueous solution Base (chemistry) Aryl Organic Chemistry Protonation General Chemistry Catalysis Acid dissociation constant Ion chemistry.chemical_compound chemistry Organic chemistry Hydroxide Physical chemistry Equilibrium constant
Zdroj:	Canadian Journal of Chemistry. 65:1689-1694
ISSN:	1480-3291 0008-4042
Popis:	Ultraviolet spectral and kinetic measurements are reported for the transformations in aqueous solution undergone by the cyclic iminium ion, the 2-aryl-1-methyl-1-pyrrolinium ion I+. In solutions with pH +. The concentration of the latter at equilibrium is small, but it can be observed using nuclear magnetic resonance spectroscopy. A kinetic analysis provides a measure of the [Formula: see text] equilibrium constant. Values range from 0.06 for 4-methoxyphenyl to 0.17 for 3-chlorophenyl. In acid solutions (pH + ranging from 11.8 to 11.3. Spectral arguments imply that the base species is the ring-opened 4-methylaminobutyrophenone S, with less than ten percent of the pseudobase of I+ present.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8cfbcd92a4e5d36a4f180e172d6db7c9 https://doi.org/10.1139/v87-283 Zobrazit plný text záznamu