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Halogenation of fluoroalkyl-substituted β-ketoesters

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The bromination of fluoroalkyl-substituted β-ketoesters using bromine gives unstable α-bromo derivatives which undergo intermolecular rearrangement to yield the starting β-ketoesters and α,α-dibromo-β-ketoesters.

  2. 2.

    An IR spectroscopic and dipole moment study showed that the z- and q-conformers relative to the ester C=0 bond are equally probable for the fluoroalkyl-substituted β-ketoesters.

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Literature cited

  1. H. Dworschak and F. Weygand, Chem. Ber.,101, 302 (1968).

    Google Scholar 

  2. H. M. Hill, E. B. Towne, and J. B. Dickey, J. Am. Chem. Soc.,72, 3289 (1950).

    Google Scholar 

  3. W. L. Mosby, J. Am. Chem. Soc.,74, 844 (1952).

    Google Scholar 

  4. M. S. Kharasch, E. Sternfeld, and F. R. Mayo, J. Am. Chem. Soc.,59, 1655 (1937).

    Google Scholar 

  5. L. Bellamy, New IR Spectral Data for Complex Molecules [Russian translation], Izd. Mir, Moscow (1971), p. 167.

    Google Scholar 

  6. V. I. Minkin, O. A. Osipov, and Yu. A. Zhdanov, Dipole Moments in Organic Chemistry [in Russian], Khimiya, Moscow (1968), pp. 79, 171.

    Google Scholar 

  7. B. A. Arbuzov and I. I. Lapkin, Izv. Akad. Nauk SSSR, Ser. Khim., 70 (1978).

  8. E. A. Guggenheim and J. W. Smith, Trans. Faraday Soc.,46, 394 (1950).

    Google Scholar 

  9. J. W. Le Fevre and A. Lundarum, J. Chem. Soc., 3904 (1962).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1106–1114, May, 1984.

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Saloutin, V.I., Skryabina, Z.É., Rudaya, M.N. et al. Halogenation of fluoroalkyl-substituted β-ketoesters. Russ Chem Bull 33, 1016–1022 (1984). https://doi.org/10.1007/BF01141716

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  • DOI: https://doi.org/10.1007/BF01141716

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