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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

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

  1. J. Am. Chem. Soc. v.107 Menger, F. M.;whitesell, L. G.
  2. ibid. v.108 Moss, R. A.;Kim, K. Y.;Swarup, S.
  3. ibid. v.109 Menger, F. M.;Gan, L. H.;Johnson, E.;Durst, D. H.
  4. J. Phys. Chem. v.91 MacKay, R. A.;Longo, F. R.;Knier B. L.;Durst, H. D.
  5. Tetrahedron Lett. v.30 Moss, R. A.;Ganguli, S.
  6. J. of Korean Ind. & Eng. Chemistry v.5 Lee, Y. H.;Park, H.;Choi, K. N.;Chang, S. I.;Kim, T. H.
  7. Bull. Korean. Chem. Soc. v.13 no.1 Park, B. D.;Lee, Y. S.
  8. ibid. v.13 no.4 Park, B. D.;Lee, Y. S.
  9. J. Prakt. Chem. v.141 no.2 Bucherer, H. T.;Lieb, V. A.
  10. Kinetics and Mechanism;2nd ed. Frost, A. A.;Pearson, R. G.
  11. J. Chem. Eng. Data v.6 Smith, M. A.;Applegate, V. C.;Johnson, B. G. H.
  12. Environ. Sci. & Technol. v.11 Rook, J. J.
  13. J. Chem. Soc. Dalton Trans. Soulard, M.;Block, F.;Hatterrer, A.
  14. Inorg. Chem. v.26 Kumar, K.;Margerum, D. W.
  15. Ind. End. Chem. Prod. Res. Dev. v.12 Mills, J. F.;Schneider, J. A.
  16. Water Chlorination Environmental Impact and Health Effects;Ann Arbor Sci. Jolly, R. L.
  17. Environ. Sci. & Technol. v.22 Voudrias, E. A.;Reinhard, M.
  18. Chem. Letter Minato, H.;Takeda, K.;Miura, T.;Kobayashi, M.
  19. J. Phys. Chem. v.66 Kurz, J. L.