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http://dx.doi.org/10.5322/JES.2007.16.5.641

Dephosphpoylation of P-Nitrophenyldiphenylphosphinate by Benzimidazole Catalyzed with Ethyl tri-n-octyl Ammonium Bromide(ETABr)  

Kim, Jeung-Bea (Faculty of Environmental Studies, Keimyung University)
Kim, Hak-Yoon (Faculty of Environmental Studies, Keimyung University)
Publication Information
Journal of Environmental Science International / v.16, no.5, 2007 , pp. 641-647 More about this Journal
Abstract
The phase transfer catalysis(PTC) reagent, ethyl tri-octyl ammonium bromide(ETABr), strongly catalyzes the reaction of p-nitrophenyi diphenyl phosphinate(p-NPDPIN) with benzimidazole(BI) and its anion($BI^{\theta}$). In ETABr solutions, the dephosphorylation reactions exhibit higher first order kinetics with respect to the nucleophile, BI, and ETABr, suggesting that reactions are occuring in small aggregates of the three species including the sub-strate(p-NPDPIN), whereas the reaction of p-NPDPIN with $OH^{\theta}$ is not catalyzed by ETABr. This behavior for the drastic rate-enhancement of the dephosphorylation is referred as 'aggregation complex model' for reaction of hydrophobic organic phosphinates with benzimidazole(BI) in hydrophobic quarternary ammonium salt(ETABr) solutions.
Keywords
Dephosphpoylation; ETABr; Benzimidazole; Aggregation complex model;
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