In the aqueous solutions the dephosphorylations of isopropyl phenyl-4-nitrophenyl phosphinate(IPNPIN) mediated by hydroxide(OH⊖) and o-iodosobenzoate(IB⊖) ions are relatively slow, because of hydrophobicity of the substrate, and however it appears that OH⊖ is inherently better nucleophile than IB⊖, which is more soft ion.
On the other hand, in cetyltrimetylammonium bromide(CTABr) solutions which contain cationic micelles, the dephosphorylations of IPNPIN mediated by OH⊖ or IB⊖ are 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⊖ accelerates the reactions much more than that OH⊖ does. The reason seems that IB⊖ which is more hydrophobic and soft ion than OH⊖ is more easily moved into the Stern layer of the CTABr micelles than OH⊖.
In the anionic micellar solutions of sodium dodecyl sulfate(SDS), the dephosphorylations of IPNPIN are slower than those in aqeous solutions. It means that OH⊖ or IB⊖ 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.

• 김정배(계명대학교 환경대학) | Jeung Bea Kim Corresponding Author