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Oligomerization

Communication 2. Reaction of some vinyl ethers with carbon tetrachloride in presence of various initiators

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

Summary

  1. 1.

    An investigation was made of the reaction of vinyl. ethers with carbon tetrachloride in presence, of various agents capable of initiating reaction by a free-radical mechanism.

  2. 2.

    It was shown that platinized charcoal, 2,2*-aaobis[2-methylpropionittile], and also heating and ultraviolet irradiation, are good initiators for the formation of simple addition products and polymers from vinyl ethers and carbon tetrachloride. The reactions are rapid, and good yields are obtained.

  3. 3.

    Unlike other vinyl ethers investigated, phenyl vinyl ether does not react with carbon tetrachloride under the action of heat and in presence of platinum.

  4. 4.

    Study of the thermal decomposition of 1,3,3,3-trichloropropyl ethers showed that a 3-chloro is first eliminated as HCl and the resulting 1,3,3-trichloroallyl ether decomposes with elimination of alkyl halide, their behavior being like that of alkyl 1-chloroethyl ethers. In this respect the phenyl ether shows the same peculiarities as 1-chloroethyl phenyl ether does.

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Literature cited

  1. M. Levas, Ann. Chim. 7, 697 (1952).

    Google Scholar 

  2. M. F. Shostakovsky, A. V. Bogdanova, M. M. Zverev and G. I. Plotnikova, Bull. Acad. Sci. USSR, Div. Chem, Sci. 1956, 1236.

  3. M. F. Shostakovsky and A. V. Bogdanova, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1954, 919.

  4. M. F. Shostakovsky, E. S. Shapiro and F. P. Sidelkovskaya, Bull. Acad. 'Sci. USSR, Div. Chem. Sci. 1955, 368.

  5. M. F. Shostakovsky, E. N. Prilezhaeva and E. S. Shapiro, Bull. Acad. Set. USSR, Div. Chem. Sci. 1955, 734.

  6. A. N. Nesmeyanov, R. Kh. Freidlina and L. I. Zakharkin, Proc. Acad. Scl. USSR 97. No. 1, 91 (1954).

    Google Scholar 

  7. A. N. Nesmeyanov, R. Kh. Freidlina and L. I. Zakharkin, Proc. Acad. Sci. USSR 99, No. 5, 781 (1954).

    Google Scholar 

  8. M. S. Kharasch, E. V. Jensen and W. H. Urry, J. Am. Chem. Soc. 68, 154 (1946).

    Google Scholar 

  9. M. S. Kharasch, O. Reinmuth and W. H. Urry, J. Am. Chem. Soc. 69, 1100 (1947).

    Google Scholar 

  10. D. L. Bailey and A. N. Pines. Ind. Eng. Chem. 46, No. 11, 2363 (1954).

    Google Scholar 

  11. M. S. Kharasch, E. V. Jensen and W. H. Urry, Science, 102, 128 (1946).

    Google Scholar 

  12. R. M. Joyce, W. E. Hanford and J. Harman J. Am. Chem. Soc. 70, 2529 (1948).

    Google Scholar 

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Bogdanova, A.V., Shostakovsky, W.F. Oligomerization. Russ Chem Bull 6, 235–240 (1957). https://doi.org/10.1007/BF01170559

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  • DOI: https://doi.org/10.1007/BF01170559

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