Photooxidation of 2-Hydroxy Acids by Copper(II) Species in Aqueous Solution

Autor:	Ryoka Matsushima, Yoshinori Ichikawa, Katsuyuki Kuwabara
Rok vydání:	1980
Předmět:	chemistry.chemical_classification Reaction mechanism Aqueous solution Radical chemistry.chemical_element General Chemistry Photochemistry Copper Aldehyde chemistry.chemical_compound chemistry Carbon dioxide Polymer chemistry Ultraviolet irradiation Oxidative decarboxylation
Zdroj:	Bulletin of the Chemical Society of Japan. 53:1902-1907
ISSN:	1348-0634 0009-2673
Popis:	Ultraviolet irradiation of aqueous lactic, glycolic, or 2-hydroxybutanoic acid in the presence of copper(II) leads to photoredox reaction to give corresponding α-keto acid, aldehyde with evolution of carbon dioxide, and the precipitate of copper(I). The mole ratio of the carbonyl products to the consumption of copper(II) is close to 0.5. Oxidative decarboxylation dominates at pH>1 while the formation of α-keto acids favors at lower pH. The formation of α-keto acids is selectively suppressed by the addition of free radical scavengers. Free radical oxidations of the acids with bromine atom or benzoyl radicals give exclusively α-keto acids. The reaction mechanism has been discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9b1f92ca2cf926af33a835ce891e2d8d https://doi.org/10.1246/bcsj.53.1902 Zobrazit plný text záznamu