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Reactions of CCl2CH2CHClR radicals generated from 1,1,1,3-tetrachloroalkanes

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

Conclusions

  1. 1.

    The reduction of 1,1,1,3-tetrachloroheptane and 1,1,1,3-tetrachlorooctane to the corresponding 1,1,3-trichloroalkanes and the rearrangement of 1,1,1,3-tetrachloroheptane to 1,1,3,5- and 1,1,3,6-tetrachloroheptanes and of 1,1,1,3-tetrachlorooctane to 1,1,3,5-, 1,1,3,6-, and 1,1,3,7-tetrachlorooctanes initiated by the Fe(CO)5+HMPTA system proceed at 140°C with comparable rates.

  2. 2.

    The action of Fe(CO)5 together with triphenylphosphine on 1,1,1,3-tetrachloroalkanes gives only a slight amount of reactions of these compounds, while the rearrangement products predominate.

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Literature cited

  1. T. T. Vasil'eva, N. V. Kruglova, V. I. Dostovalova, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1356 (1978).

  2. R. Kh. Freidlina, N. A. Rybakova, V. I. Dostovalova, and L. N. Kiseleva, Dokl. Akad. Nauk SSSR,255, 887 (1980).

    Google Scholar 

  3. L. N. Kiseleva, N. A. Rybakova, N. A. Kuz'mina, T. T. Vasil'eva, and V. I. Dostovalova, Izv. Akad. Nauk SSSR, Ser. Khim., 2095 (1981).

  4. V. I. Dostovalova, F. K. Velichko, T. T. Vasil'eva, N. V. Kruglova, and R. Kh. Freidiina, Org. Magn. Reson.,16, 251 (1981).

    Google Scholar 

  5. N. A. Rybakova, E. Ts. Chukovskaya, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 2618 (1979).

  6. T. A. Manuel, J. Org. Chem.,27, 3941 (1962).

    Google Scholar 

  7. E. Ts. Chukovskaya, A. A. Kamyshova, and R. Kh. Freidlina, Zh. Org. Khim.,3, 1358 (1967).

    Google Scholar 

  8. N. Mitsuo, T. Kunieda, and T. Takizawa, J. Org. Chem.,38, 2255 (1973).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 863–867, April, 1983.

The authors thank V. I. Dostovalova for taking the13C NMR spectra and providing their interpretation.

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Rybakova, N.A., Kiseleva, L.N. & Laputina, I.V. Reactions of CCl2CH2CHClR radicals generated from 1,1,1,3-tetrachloroalkanes. Russ Chem Bull 32, 785–789 (1983). https://doi.org/10.1007/BF00953477

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  • DOI: https://doi.org/10.1007/BF00953477

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