Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Peroxy Acid Oxidations: A Kinetic and Mechanistic Study of Oxidative Decarboxylation of $\alpha$-Keto Acids by Peroxomonophosphoric Acid

  • Published : 20010800
Download PDF
⟨ Previous Next ⟩

Abstract

The kinetics of oxidative decarboxylation of pyruvic acid and benzoylformic acid by peroxomonophosphoric acid (PMPA) in aqueous medium have been investigated. The reaction follows second order-first order each in PMPA and substrate concentration a t constant pH. The reactivity of different peroxo species in the oxidation has been determined. Activation energy and thermodynamic parameters have been computed. A plausible mechanism consistent with the observed results is proposed.

Keywords

References

  1. Chem. Rev. v.83 Cooper, A. J. L.;Ginos, J. Z.;Meister, A.
  2. Modern Synthetic Reactions House, H. O.;Benzamin, W. A.(ed.)
  3. J. Am. Chem. Soc. v.101 Siegel, B.;Lanphear, J.
  4. J. Org. Chem. v.44 Siegel, B.;Lanphear, J.
  5. The Nature of Chemical Bond and the Structure of Molecules and Crystals Pauling, L
  6. Progress in Physical Organic Chemistry v.4 Behrman, E. J.;Edwards, J. O.;Streitwieser, A.(eds.);Taft, R. W.(eds.)
  7. Inorg. Chem. v.4 Battaglia, C. J.;Edwards, J. O.
  8. Langes Hand Book of Chemistry Dean, J. A.(ed.)
  9. J. Am. Chem. Soc. v.103 Sawaki, Y.;Ogata, Y.
  10. Peroxide Reaction Mechanisms Bunton, C. A.;Edwards, J. O.(ed.)
  11. J. Phys. Chem. v.73 Pocker, Y.;Meany, J. E.;Nist, B. J.;Zadorojny, C.
  12. Organic Sytheses(2nd ed.) v.1 Gilman, H.;Blatt, A. H.
  13. Bull. Chem. Soc. Japan v.53 Panigrahi, G. P.;Panda, R. S.
  14. Spot Tests in Organic Analysis Feigl, F.