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논문 상세정보

음이온 및 양이온 미셀 용액에서 친핵체에 의한 유기 포스피네이트의 탈인산화반응

Dephosphorylation of an Organic Phosphinate by Nucleophile in Anionic and Cationic Micellar Solutions

Abstract

In the aqueous solutions the dephosphorylations of isopropyl phenyl-4-nitrophenyl phosphinate(IPNPIN) mediated by hydroxide$(OH^{\theta})$ and o-iodosobenzoate$(IB^{\theta})$ ions ate relatively slow, because of hydrophobicity of the substrate, and however it appears that $OH^{\theta}$ is inherently better nucleophile than $IB^{\theta}$, which is more soft ion. On the other hand, in cetyltrimetyiammonium bromide(CTABr) solutions which contain cationic micelles, the dephosphorylations of IPNPIN mediated by $OH^{\theta}$ or $IB^{\theta}$ ate very accelerated to 120 or 100,000 times as compared with those in the aqueous solutions. The values of pseudo first order rate constants reach a maximum with increasing. Such rate maxima are typical of micellar catalysed bimolecular reactions and the rise in rate constant followed by a gradual decrese is characteristic of reactions of hydrophobic substrates. In the cationic micellar solutions of CTABr, $IB^{\theta}$ accelerates the reactions much more than that $OH^{\theta}$ does. The reason seems that $IB^{\theta}$ which is more hydrophobic and soft ion than $OH^{\theta}$ is more easily moved into the Stern layer of the CTABr micelles than $OH^{\theta}$. In the anionic micellar solutions of sodium dodecyl sulfate(SDS), the dephosrhorylations of IPNPIN ate slower than those in aqeous solutions. It means that $OH^{\theta}$ or $IB^{\theta}$ cannot easily move and approach to the Stern layer of the micelle in which almost all the hydrophobic substrate are located and which has a negative circumstance.

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참고문헌 (21)

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이 논문을 인용한 문헌 (1)

  1. Kim, Jeung-Bea 2011. "The Catalytic Effects of o-Iodosobenzoate Ion on Hydrolysis of p-Nitrophenylvalate in ETAMs Solution" 한국환경과학회지 = Journal of the environmental sciences, 20(1): 119~126 

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