Kinetics of the pH‐independent hydrolysis of 4‐nitrophenyl chloroformate in aqueous micellar solutions: effects of the charge and structure of the surfactant
作者： Shirley Possidonio , Fábio Siviero , Omar A. El Seoud
DOI: 10.1002/(SICI)1099-1395(199904)12:4<325::AID-POC136>3.0.CO;2-I
关键词:
摘要: The pH-independent hydrolysis of 4-nitrophenyl chloroformate in the presence aqueous micelles sodium dodecyl sulfate, dodecylbenzene sulfonate, alkyltrimethylammonium chlorides, alkyldimethylbenzylammonium chlorides (alkyl group = cetyl and dodecyl) polyoxyethylene (9) nonylphenyl ether was studied spectrophotometrically. observed rate constants, kobs, decrease following order: cationic > bulk water non-ionic anionic micelles. Surfactant–substrate association Ks, were determined from dependence kobs on surfactant concentration, found to be only slightly dependent charge and, for similarly charged micelles, length their hydrophobic tail. A 1H NMR study solubilization a model compound, chloroacetate, showed that all segments are affected by solubilizate effect is more pronounced toward middle hydrocarbon chain. average site acetate ester does not depend micelle or Micellar effects constants analyzed terms ‘medium’ an ‘electrostatic’ effect. lower microscopic polarity at reaction retards reaction, whereas electrostatic interactions polar transition state with interface result enhancement Copyright © 1999 John Wiley & Sons, Ltd.
sci-hub.se 参考文章(24)
Toyoki Kunitake, Seiji Shinkai, Catalysis by Micelles, Membranes and other Aqueous Aggregates as Models of Enzyme Action Advances in Physical Organic Chemistry. ,vol. 17, pp. 435- 487 ,(1980) , 10.1016/S0065-3160(08)60131-8
Hans König, Untersuchungen an Tensiden mit Hilfe der Kernresonanzspektroskopie Fresenius Journal of Analytical Chemistry. ,vol. 251, pp. 225- 262 ,(1970) , 10.1007/BF00581661
Garland D. Smith, COMMERCIAL SURFACTANTS: AN OVERVIEW Springer, Boston, MA. pp. 195- 218 ,(1979) , 10.1007/978-1-4615-7880-2_8
Ken A. Dill, Molecular Organization in Amphiphilic Aggregates Surfactants in Solution. pp. 307- 320 ,(1984) , 10.1007/978-1-4899-2280-9_19
Sverre Dahl, Arthur M. Kaplan, 4-nitrophenyl esters, including mixed carbonates and bis carbonates, as leather fungicides. Journal of The American Leather Chemists Association. ,vol. 55, pp. 480- 500 ,(1960)
Pasupati Mukerjee, Karol J Mysels, Critical Micelle Concentrations of Aqueous Surfactant Systems ,(2018)
Wilfred Louis Florio Armarego, Douglas Dalzell Perrin, D. R Perrin, Purification of laboratory chemicals ,(1966)
Shigeyoshi Miyagishi, Morie Nishida, Splitting of NMR signal of long methylene chain in surfactant molecule Journal of Colloid and Interface Science. ,vol. 73, pp. 270- 273 ,(1980) , 10.1016/0021-9797(80)90149-6
M. H. Abraham, J. C. McGowan, The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography Chromatographia. ,vol. 23, pp. 243- 246 ,(1987) , 10.1007/BF02311772
Omar A. El Seoud, Use of NMR to probe the structure of water at interfaces of organized assemblies Journal of Molecular Liquids. ,vol. 72, pp. 85- 103 ,(1997) , 10.1016/S0167-7322(97)00032-9