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Reversible dissociation of dibromobromates in organic solvents

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Theoretical and Experimental Chemistry Aims and scope

A study was carried out on the reversible decomposition of dibromobromate anions in organic solvents and we found the equilibrium constants for the processes responsible for the distribution of active halogen and hydrogen halide between their different forms in solution. The capacity of the solvent to form hydrogen bonds with the bromide anion, the feasibility of forming a molecular complex with bromine, and the structure of the cation (in solutions with low ionizing capacity) were all found to affect the reversible decomposition of the dibromobromate anion.

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References

  1. B. D. Stepin, V. E. Plyushchev, and A. A. Fakeev, Usp. Khim., 34, No. 11, 1881–1907 (1965).

    CAS  Google Scholar 

  2. A. I. Parker, P. Singh, and J. Avraamides, “Halogen-halide-organonitrile dectro chemical cell,” Australian Patent No. 538,999, IPC H 01 M 6/04, Publ. September 6, 1984.

  3. G. Bellucci, G. Berti, R. Bianchini, et al., J. Org. Chem., 46, No. 11, 2315–2323 (1981).

    Article  CAS  Google Scholar 

  4. G. Bellucci, R. Bianchini, R. Ambrosetti, and G. Ingrosso, J. Org. Chem., 50, No. 18, 3313–3318 (1985).

    Article  CAS  Google Scholar 

  5. J. Berthelot and M. Fournier, Canad. J. Chem., 64, No. 3, 603–607 (1986).

    Article  CAS  Google Scholar 

  6. C. Djerassi and C. R. Scholz, J. Am. Chem. Soc., 70, No. 1, 417–418 (1948).

    Article  CAS  Google Scholar 

  7. D. B. Scaife and H. J. V. Tyrrell, J. Chem. Soc., No. 2, 386–392 (1958).

  8. L. Rafael, Bromine Compounds, Elsevier, Amsterdam (1988), pp. 369–384.

    Google Scholar 

  9. Tian Xiang Wang, M. D. Kelley, J. N. Cooper, et al., Inorg. Chem., 33, No. 25, 5872–5878 (1994).

    Article  CAS  Google Scholar 

  10. M.-F. Ruasse, J. Aubard, B. Galland, and A. Adenier, J. Phys. Chem., 90, No. 18, 4382–4388 (1986).

    Article  CAS  Google Scholar 

  11. E. Bienvenue, R. Msika, and J.-E. Dubois, J. Chim. Phys., 77, No. 9, 803–807 (1980).

    CAS  Google Scholar 

  12. Yu. S. Simanenko, V. A. Savelova, T. M. Prokop'eva, et al., J. Org. Chem., 69, No. 26, 9238–9240 (2004).

    Article  CAS  Google Scholar 

  13. A. I. Popov and R. F. Swensen, J. Am. Chem. Soc., 77, No. 14, 3724–3726 (1955).

    Article  CAS  Google Scholar 

  14. I. V. Nelson and R. T. Iwamoto, J. Electroanal. Chem., No. 7, 218–221 (1964).

  15. E. Benedetti, B. Di Blasio, and P. Baine, J. Chem. Soc., Perkin Trans II, No. 3, 500–503 (1980).

  16. P. Groth and O. Hassel, Acta Chem. Scand., 18, No. 2, 402–408 (1964).

    Article  CAS  Google Scholar 

  17. J.-E. Dubois and H. Herzog, Bull. Soc. Chim. France, No. 1, 57–61 (1963).

  18. J. J. Navoa, F. Mota, and S. Alvarez, J. Phys. Chem., 92, No. 23, 6561–6566 (1988).

    Article  Google Scholar 

  19. K. Nozaki and R. A. Ogg, J. Am. Chem. Soc., 64, No. 3, 697–704 (1942).

    Article  CAS  Google Scholar 

  20. T. W. Nakagawa, L. J. Andrews, and R. M. Keefer, J. Phys. Chem., 61, No. 7, 1007–1008 (1957).

    Article  CAS  Google Scholar 

  21. P. B. D. de la Mare, O. M. H. el Dusouqui, J. G. Tillet, and M. Zeltner, J. Chem. Soc., 5306–5317 (1964).

  22. L. G. Oberg, Acta Chem. Scand., 41, No. 6, 422–425 (1987).

    Article  Google Scholar 

  23. G. Bellucci, R. Bianchini, C. Chiappe, and R. Ambrosetti, J. Am. Chem. Soc., 111, No. 1, 199–202 (1989).

    Article  CAS  Google Scholar 

  24. R. E. Buckles and J. P. Yuk, J. Am. Chem. Soc., 75, No. 20, 5048–5052 (1953).

    Article  CAS  Google Scholar 

  25. C. Chiappe, F. Del Moro, and M. Raugi, Eur. J. Org. Chem., No. 18, 3501–3510 (2001).

  26. R. LeGoaller, H. Handel, P. Labbe, and J.-L. Pierre, J. Am. Chem. Soc., 106, No. 6, 1694–1698 (1984).

    Article  CAS  Google Scholar 

  27. R. Bianchini and C. Chiappe, J. Org. Chem., 57, No. 24, 6474–6478 (1992).

    Article  CAS  Google Scholar 

  28. W. Gabes and D. J. Stufkens, Spectrochim. Acta A, 30, No. 9, 1835–1841 (1974).

    Article  Google Scholar 

  29. A. L. Kanibolotskii, V. A. Mikhailov, and V. A. Savelova, Zh. Org. Khim., 30, No. 7, 1052–1058 (1994).

    Google Scholar 

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Correspondence to V. A. Mikhailov.

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Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 44, No. 5, pp. 298–305, September–October, 2008.

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Dorokhova, T.V., Mikhailov, V.A., Kanibolotskii, A.L. et al. Reversible dissociation of dibromobromates in organic solvents. Theor Exp Chem 44, 307–315 (2008). https://doi.org/10.1007/s11237-008-9042-9

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  • DOI: https://doi.org/10.1007/s11237-008-9042-9

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