Supernucleophilic systems based on functionalized surfactants in the decomposition of 4-nitrophenyl esters derived from phosphorus and sulfur acids: I. Reactivity of a hydroxyimino derivative of gemini imidazolium surfactant

Autor:	M. L. Kostrikin, I. A. Belousova, I. V. Kapitanov, T. M. Prokop’eva, Anatolii F. Popov, A. E. Shumeiko
Rok vydání:	2013
Předmět:	chemistry.chemical_compound Monomer chemistry Sulfur Acids Pulmonary surfactant Critical micelle concentration Organic Chemistry Organic chemistry Substrate (chemistry) Reactivity (chemistry) Oxime Medicinal chemistry Derivative (chemistry)
Zdroj:	Russian Journal of Organic Chemistry. 49:1291-1299
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428013090091
Popis:	A new functionalized gemini surfactant, 3,3′-[2-(hydroxyimino)propane-1,3-diyl]bis(1-dodecyl-1H-imidazol-3-ium) dichloride, and its non-micelle-forming methyl analog, were synthesized. Nucleophilicity of the oximate group in these compounds in the decomposition of 4-nitrophenyl esters derived from phosphorus and sulfur acids follows Bronsted relations for monomeric functionalized surfactants and non-micelle-forming oximes. As compared to the single-chained analog, the gemini surfactant ensured the same observed rate of substrate decomposition at lower concentration and lower pH. Micellar effects of the gemini surfactant in these reactions attain a value of ∼103 and are determined mainly by substrate concentration in the micellar pseudophase.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c33dc383f02153c48e2b13b4a3110ba2 https://doi.org/10.1134/s1070428013090091 Zobrazit plný text záznamu Plný text ve formátu PDF