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Dissociation constants for certain cyclic oxyacids of phosphorus and values of σφ for cyclic fragments

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Potentiometric titration in cells with transference has been used to determine dissociation constants for cyclic oxyacids of phosphorus in water, 50, 80, and 95% alcohol solutions, and nitromethane.

  2. 2.

    Dissociation constants have been determined for various acylic oxyacids of phosphorus in 95% ethanol solution and nitromethane. Parameters have been evaluated for the Hammett pK vs ∑σφ equation.

  3. 3.

    Values of σφ have been determined for cyclic fragments. The values obtained for the pentamethylene and tetramethylene fragments are the same for all solvents. The values obtained for the dioxypropylene fragments do not characterize the electronic effects from such substituents, varying markedly in passing from one solvent to the other.

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Literature cited

  1. A. N. Pudovik, R. A. Cherkasov, and V. V. Ovchinnikov, Zh. Obshch. Khim.,42, 2638 (1972).

    Google Scholar 

  2. R. A. Cherkasov, V. V. Ovchinnikov, E. I. Petrova, V. F. Toropova, and A. N. Pudovik, in: Chemistry of the Heteroorganic Compounds (Groups III–V) [in Russian], Nauka, Leningrad (1976), p. 114.

    Google Scholar 

  3. E. I. Matrosov, A. A. Kryuchkov, É. E. Nifant'ev, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim.,1976, 530.

  4. E. I. Matrosov, A. A. Kryuchkov, É. E. Nifant'ev, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim.,1977, 791.

  5. M. I. Kabachnik, Dokl. Akad. Nauk SSSR,110, 393 (1956).

    Google Scholar 

  6. Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], Izd. Rostovsk Univ. (1966).

  7. T. A. Mastryukova and M. I. Kabachnik, Usp. Khim.,38, 1751 (1969).

    Google Scholar 

  8. T. A. Mastryukova, T. A. Melent'eva, A. É. Shipov, and M. I. Kabachnik, Zh. Obshch. Khim.,29, 2178 (1959).

    Google Scholar 

  9. M. I. Kabachnik, T. A. Mastryukova, and T. A. Melent'eva, Zh. Obshch. Khim.,32, 2671 (1962).

    Google Scholar 

  10. L. L. Spivak, A. A. Grigor'eva, T. A. Mastryukova, and M. I. Kabachnik, Zh. Obshch. Khim.,44, 870 (1974).

    Google Scholar 

  11. A. G. Kozachenko, E. I. Matrosov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim.,1976, 313, 1476.

  12. H. G. Khorana, G. M. Tener, R. S. Wright, and J. C. Moffatt, J. Am. Chem. Soc.,79, 430 (1957).

    Google Scholar 

  13. A. M. Meston, J. Chem. Soc.,1963, 6059.

  14. G. Aksnes and K. Bergesen, Acta Chem. Scand.,20, 2508 (1966).

    Google Scholar 

  15. B. Helferich and E. Aufdernaar, Liebigs Ann. Chem.,658, 100 (1962).

    Google Scholar 

  16. G. M. Kosolapoff, J. Am. Chem. Soc.,77, 6658 (1955).

    Google Scholar 

  17. J.-P. Brault, J.-P. Majorai, P. Savignac, and J. Navech, Bull. Soc. Chim. France,1973, 3149.

  18. W. Marayama and M. Kainosho, Bull. Chem. Soc. Jpn.,42 (7), 1819 (1969).

    Google Scholar 

  19. Mazhar-ul-Haque, C. N. Caughlan, and W. L. Moats, J. Org. Chem.,35, 1446 (1970).

    Google Scholar 

  20. F. Aller and H. M. Kjoge, Acta Chem. Scand.,23, 1101 (1969).

    Google Scholar 

  21. M. I. Kabachnik, Chemistry and Applications of Organophosphorus Compounds. Proceeding of Second Conference [in Russian], Izd. Akad. Nauk SSSR (1962), p. 24.

  22. L. D. Quin and M. R. Dysart, J. Org. Chem.,27, 1012 (1962).

    Google Scholar 

  23. V. V. Ovchinnikov, V. I. Galkin, R. A. Cherkasov, and A. N. Pudovik, Dokl. Akad. Nauk SSSR,229, 1386 (1976).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1985–1990, September, 1978.

The authors would like to thank T. A. Mastryukova for her continued interest in this work and for a discussion of the results obtained in it.

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Kryuchkov, A.A., Kozachenko, A.G., Matrosov, E.I. et al. Dissociation constants for certain cyclic oxyacids of phosphorus and values of σφ for cyclic fragments. Russ Chem Bull 27, 1746–1751 (1978). https://doi.org/10.1007/BF00929216

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  • DOI: https://doi.org/10.1007/BF00929216

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