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Deuteriation of nitrobenzoic acids in the presence of divalent platinum catalyst

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Abstract

The kinetic behavior of deuteriation of nitrobenzoic acids has been studied at 130 °C in the presence of homogenous platinum salt catalyst in a medium containing deuteriated acetic acid in heavy water. The quasiunimolecular H/D exchange rate constants for particular position of aromatic ring hydrogens were determined by proton NMR integration signal. The difference in the kinetics patterns of H/D exchange has been shown for the 2-nitro-, 3-nitro- and 4-nitrobenzoic acid.

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References

  1. J. L. Garnett, Cat. Rev., 5 (1971) 229.

    Google Scholar 

  2. E. A. Evans, Tritium and Its Compounds, Butterworth, London, 1974.

    Google Scholar 

  3. J. L. Garnett,A. M. Long, Catalytic Exchange Method of Hydrogen Labelling, in: Isotopes in Physical and Biomedical Sciences, Vol. 1, R. J. Jones (Ed.), Elsevier, Amsterdam, 1987.

    Google Scholar 

  4. M. KaŃska,R. KaŃski, J. Radioanal. Nucl. Chem., 157 (1992) 125.

    Google Scholar 

  5. M. KaŃska,R. KaŃski, J. Radioanal. Nucl. Chem., 162 (1992) 179.

    Google Scholar 

  6. M. KaŃska,R. KaŃski, J. Radioanal. Nucl. Chem., 198 (1995) 29.

    Google Scholar 

  7. M. KaŃska,R. KaŃski, J. Radioanal. Nucl. Chem., 210 (1996) 35.

    Google Scholar 

  8. M. KaŃska,R. KaŃski, J. Radioanal. Nucl. Chem., 223 (1997) 127.

    Google Scholar 

  9. M. KaŃska,R. KaŃski, J. Radioanal. Nucl. Chem., 240 (1998) 281.

    Google Scholar 

  10. E. E. Grovenstein,D. E. Lee, J. Am. Chem. Soc., 75 (1953) 2639.

    Google Scholar 

  11. E. A. Trumbull,R. E. Finn,K. M. Ibne-Rosa,C. A. Saureres, J. Org. Chem., 27 (1962) 2329.

    Google Scholar 

  12. T. Hasan,L. B. Sims,A. Fry, J. Am. Chem. Soc., 105 (1983) 3967.

    Google Scholar 

  13. M. KaŃska,A. Fry, J. Am. Chem. Soc., 105 (1983) 7666.

    Google Scholar 

  14. J. R. I. Eubanks,L. B. Sims,A. Fry, J. Am. Chem., Soc., 113 (1991) 8821.

    Google Scholar 

  15. D. S. Hodgins, J. Biol. Chem., 246 (1971) 2977.

    Google Scholar 

  16. M. B. Pendharkar,P. M. Nair, Ind. J. Biochem. Biophys., 18 (1981) 356.

    Google Scholar 

  17. A. L. Pometto III,D. L. Crawford, Enzyme Microbiol. Technol., 3 (1981) 70.

    Google Scholar 

  18. V. L. Schramm, Kinetic Isotopic Effects for Hydrolase Reactions, in: Enzyme Mechanism from Isotope Effects, P. F. Cook (Ed.), CRC Press, Boca Raton, 1991, p. 383.

    Google Scholar 

  19. V. E. Anderson, Isotope Effects on Enzyme-Catalyzed ß-Eliminaion, in: Enzyme Mechanism from Isotope Effects, P. F. Cook (Ed.), CRS Press, Boca Raton, 1991, p. 403.

    Google Scholar 

  20. J. Jemielity,M. KaŃska,R. KaŃski, Isotopes Environ. Health Stud., 34 (1998) 335.

    Google Scholar 

  21. N. G. Klyucznikov,R. V. Sovoleva, Zh. Neorg. Khim., 1 (1971) 2767.

    Google Scholar 

  22. R. H. Cox, Spectrochim. Acta, 25A (1969) 1189.

    Google Scholar 

  23. M. KaŃska, J. Radioanal. Nucl. Chem., 125 (1997) 183.

    Google Scholar 

  24. V. J. Shiner Jr., Deuterium Isotope Effects in Solvolitic Substitution at Saturated Carbon, in: Isotope Effects in Chemical Reactions, C. J. Collins,N. S. Bowman (Eds), ACS Monograph, Van Nostrand Reinhold Co., New York, 1971, p. 90.

    Google Scholar 

  25. D. E. Sunko,S. Borcic, Secondary Deuterium Isotope Effects and Neighboring Group Participation, in: Isotope Effects in Chemical Reactions, C. J. Collins,N. S. Bowman (Eds), ACS Monograph, Van Nostrand Reinhold Co., New York, 1971, p. 160.

    Google Scholar 

  26. M. ZieliŃski,M. KaŃska, Synthesis and Uses of Isotopically Labelled Sulfenic Acid Derivatives, in: The Chemistry of Sulfenic Acids and Their Derivatives, S. Patai (Ed.), J. Wiley & Sons, Chichester, 1990, p. 633.

    Google Scholar 

  27. M. ZieliŃski,M. KaŃska, Synthesis and Uses of Isotopically Labelled Sulfonic Acid Derivatives and Related Compounds, in: The Chemistry of Sulfonic Acids, Esters and Their Derivatives, S. Patai,Z. Rappoport (Eds), J. Wiley & Sons, Chichester, 1991, p. 658.

    Google Scholar 

  28. M. ZieliŃski,M. KaŃska, Synthesis and Uses of Isotopically Labelled Compounds with Sulphur-Containing Functional Groups, in Supplement S: The Chemistry of Sulphur-Containing Functional Groups, S. Patai,Z. Rappoport (Eds) J. Wiley & Sons, Chichester, 1993, p. 568.

    Google Scholar 

  29. R. R. Fraser,R. N. Renaud, J. Am. Chem. Soc., 88 (1966) 4365.

    Google Scholar 

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Kanska, M. Deuteriation of nitrobenzoic acids in the presence of divalent platinum catalyst. Journal of Radioanalytical and Nuclear Chemistry 250, 11–19 (2001). https://doi.org/10.1023/A:1013281410613

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