Summary
-
1.
A study was made of the reactions of CC14, CHC3, SiCI4, SiHCl3 and C2H5SiHCl2 with vinyl acetate in presence of benzoyl peroxide.
-
2.
It was shown that the yield of the product of equimolecular addition of CCl4 to vinyl acetate increases with increase in the relative amount of CCl4 taken. The yield of the product was improved, and its constants were determined with greater accuracy than previously.
-
3.
Products of the equimolecular addition of SiHC3 and C2H5lHCl2 to vinyl acetate were prepared for the first time. It was shown that SlCl4 does not react with vinyl acetate in presence of benzoyl peroxide under our conditions. When chloroform reacts with vinyl acetate a mixture of low-molecular-weight polymers is formed.
Similar content being viewed by others
Literature cited
M. S. Kharasch, E. V. Jensen, and W. H. Urry, J. Am. Chem. Soc. 69, 1100 (1947).
C. A. Burkhard, and B. H. Krieble, J. Am. Chem. Soc. 69, 2687 (1947); L. H. Sommer et al., J. Am. Chem. Soc. 69, 188 (1947); E. W. Pietrusza, L. H. Sommer, and F. C. Whitmore, J. Am. Chem. Soc. 70, 487 (1948); A. I. Barry, L. De Pree, I. W. Gilkey and D. E. Hook, J. Am. Chem. Soc. 69, 2916 (1947); D. L. Baily and A. N. Pines, Ind. Eng. Chem. 46, No. 11, 2363 (1954).
M. F. Shostakovskii, A. V. Bogdanova, M. M. Zverov and G. I. Plotnikova, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1956, 1236; A. V. Bogdanova and M. F. Shostakovskii, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1957, 224.
M. et M-me Emile Levos, C. r. 230, 1669 (1950).
R. Calas, Duffaunt and T. Valade, Bull. 6, 790 (1955).
Russian Patent 44934 (1935); C. A. 4502 (1936).
US Patent 396261 (1946).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Shostakovskii, M.F., Shmonina, L.I. Investigation of the free-radical mechanism of the addition of polyhalo compounds to vinyl acetate. Russ Chem Bull 7, 56–59 (1958). https://doi.org/10.1007/BF01170862
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01170862