Bulletin of the Korean Chemical Society

  • 제16권10호
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  • Pages.938-945
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  • 1995
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Hydrolysis of p-Nitrophenyl Acetate and p-Nitrophenyldiphenyl Phosphate in Micellar Solution by N-Chloro Compounds : Involvement of Counter Ions in Micellar Catalysis

  • 발행 : 1995.10.20
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초록

Hydrolysis of p-nitrophenyl acetate (PNPA) and p-nitrophenyldiphenyl phosphate (PNPDPP) by N-chloro compounds in micellar solution were studied. N,N'-dichloroisocyanuric acid sodium salt (DCI) in cetyltrimethylammonium chloride (CTACl) micellar solution gave pseudo first-order kinetics. But, DCI in cetyltrimethylammonium bromide (CTABr) micellar solution showed typical series first-order kinetics - fast hydrolysis of the esters and concomitant slow decay of the hydrolyzed product, p-nitrophenolate. The hydrolysis rate was decreased as the hydrophobicity of N-chloro compounds was increased, which is the opposite trend to the usual bimolecular micellar reaction. This curious behavior of the N-chloro compounds in the catalytic hydrolysis of PNPA and PNPDPP in a cationic micellar system can be best explained by participation of counter ions of the surfactants during hydrolysis.

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참고문헌

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