Effect of cationic gemini surfactants on the hydrolysis of carboxylate and phosphate esters using hydroxamate ions
Colloid and Polymer Science, ISSN: 0303-402X, Vol: 286, Issue: 3, Page: 293-303
2008
- 23Citations
- 14Captures
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Article Description
The kinetics of the hydrolysis of p-nitrophenyl acetate (PNPA) and p-nitrophenyl diphenyl phosphate (PNPDPP) by hydroxamate ions mediated by gemini surfactants with quaternary ammonium bromide (16-n-16,2Br, n = 3, 4, 6, 12) and pyridinium chloride (12py-n-py12,2Cl, n = 3, 4) head group have been investigated at 27 °C. The gemini surfactant with the pyridinium head group, 12-py-4-py12,2Cl (tetramethylene-1,4 bis dodecylpyridinium chloride) shows a large rate acceleration effect than that with an ammonium head group, 16-12-16,2Br, relative to those in water. The apparent pK of the hydroxamic acids have been determined in the presence of gemini surfactants. Catalytic system N-phenylbenzohydroxamate/12py-4-py12,2Cl demonstrated over ∼1,590-fold and ∼255-fold rate enhancement in the hydrolysis of PNPA and PNPDPP, respectively, for the identical reaction performed in buffer aqueous media at 27 °C. The second order rate constant and binding constants for reactions were determined employing pseudophase model for micellar catalysis. © Springer-Verlag 2007.
Bibliographic Details
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=40449103690&origin=inward; http://dx.doi.org/10.1007/s00396-007-1769-7; http://link.springer.com/10.1007/s00396-007-1769-7; http://link.springer.com/content/pdf/10.1007/s00396-007-1769-7; http://link.springer.com/content/pdf/10.1007/s00396-007-1769-7.pdf; http://link.springer.com/article/10.1007/s00396-007-1769-7/fulltext.html; https://dx.doi.org/10.1007/s00396-007-1769-7; https://link.springer.com/article/10.1007/s00396-007-1769-7; http://www.springerlink.com/index/10.1007/s00396-007-1769-7; http://www.springerlink.com/index/pdf/10.1007/s00396-007-1769-7
Springer Science and Business Media LLC
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