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Reaction of ketoalcohols with organophosphorus compounds

Communication 5. Reaction of β-ketoalcohols with chlorophosphines

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Conclusions

  1. 1.

    The reaction ofβ-ketoalcohols with chlorophosphines in the absence of organic bases leads to the formation of tertiary phosphine oxides.

  2. 2.

    A scheme for the reaction ofβ-ketoalcohols with chlorophosphines was proposed on the basis of the IR spectral data and the structure of the end products.

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Literature cited

  1. 1.

    N. I. Rizpolozhenskii and F. S. Mukhametov, Izv. Akad. Nauk SSSR, Ser. Khim., 2755 (1968).

  2. 2.

    N. I. Rizpolozhenskii, F. S. Mukhametov, and R. R. Shagidullin, Izv. Akad. Nauk SSSR, Ser. Khim., 1121 (1969).

  3. 3.

    N. I. Rizpolozhenskii and F. S. Mukhametov, Izv. Akad. Nauk SSSR, Ser. Khim., 1754 (1969).

  4. 4.

    E. N. Tsvetkov and M. I. Kabachnik, Reactions and Methods of Studying Organic Compounds [in Russian], Vol. 13, Khimiya (1964).

  5. 5.

    K. Weigand and G. Hilgetag, Experimental Methods in Organic Chemistry [Russian translation], Khimiya (1968), p. 211.

  6. 6.

    F. S. Mukhametov and N. I. Rizpolozhenskii, Izv. Akad. Nauk SSSR, Ser. Khim., 499 (1970).

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    N. I. Rizpolozhenskii and F. S. Mukhametov, Izv. Akad. Nauk SSSR, Ser. Khim., 1087 (1970).

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    K. Nakanishi, Infrared Spectra and Structure of Organic Compounds [Russian translation], Mir (1965).

  9. 9.

    B. A. Arbuzov, N. I. Rizpolozhenskii, A. O. Vizel, K. M. Ivanovskaya, F. S. Mukhametov, and E. I. Gol'dfarb, Izv. Akad. Nauk SSSR, Ser. Khim., 117 (1971).

  10. 10.

    L. J. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], IL (1963).

  11. 11.

    G. M. Kosolapoff, Organophosphorus Compounds, New York (1950), p. 141.

  12. 12.

    A. N. Pudovik, I. V. Gur'yanova, and E. I. Ishmaeva, Reactions and Methods of Studying Organic Compounds [in Russian], Vol. 19, Khimiya (1968).

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    G. M. Kosolapoff, J. Am. Chem. Soc.,64, 2982 (1942).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2221–2225, October, 1971.

The authors express their gratitude to R. B. Nigmatullina for taking the IR spectra.

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Mukhametov, F.S., Rizpolozhenskii, N.I. & Gol'dfarb, É.I. Reaction of ketoalcohols with organophosphorus compounds. Russ Chem Bull 20, 2099–2102 (1971). https://doi.org/10.1007/BF00851258

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Keywords

  • Oxide
  • Spectral Data
  • Phosphine
  • Organic Base
  • Phosphine Oxide