Summary
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1.
In a medium of vinyl ether, benzoyl peroxide decomposes into benzoyloxy radicals, which bring about the telomerization of the vinyl ether.
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2.
In petroleum ether and in acetaldehyde the dibutyl acetal reaction proceeds by the RH scheme.
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M.F. Shostakovskii, N.A. Gershtein and V.A. Peterman, Doklady Akad. Nauk SSSR 103, 2, 265 (1955).
C.C. Price, Reactions at Carbon-Carbon Double Bonds (Inter. Science, New York, 1946) p. 76.
W. A. Waters, The Chemistry of Free Radicals (Clarendon Press, Oxford, 1948) p. 166.
W. Edwards and T.R. Mayo, J. Am. Chem. Soc. 72, 1265 (1950).
E.C. Kooyman, Recueil trav. chim. 69, 492 (1950); E.C. Kooyman and E. Farenhorst, Recueil trav. chim. 70, 867 (1951).
M.S. Kharasch et al., J. Am. Chem. Soc. 69, 1100, 1105 (1947).
M.D. Peterson and A.G. Webel, U.S. Pat. 2395292; 2409863; Dupont de Nemours, 1946; British Pat. 581899 (1946).
S.A. Harrison and D.H. Wheeler, J. Am. Chem. Soc. 76, 2379 (1954).
W.E. Kass, J. Am. Chem. Soc. 69, 500 (1947).
E.S. Schildknecht, Industr. and Engng. Chem. 41, 12, 2891 (1949).
W. Kerr, Macromolecular Chem. 1, 229 (1948).
M.F. Shostakovskii, Problems of the Mechanism of Organic Reactions [in Russian] (Izd. AN UkrSSR, Kiev, 1954) p. 160.
M.F. Shostakovskii, E.N. Prilezhaeva and É.S. Shapiro, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1954, 292; 1954, 303; 1955, 734.
V.A. Gladyshevskaya, Dissertation [in Russian] (Moscow, 1954) pp. 26, 68.
M.F. Shostakovskii and A.V. Bogdanova, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1954, 919.
M. Levas, Ann. chim. 7, 697 (1952); 230, 1669 (1950).
I.P. Losev et al.. Zhur. Obshchei Khim. 4, 353 (1945).
J.W. Reppe, Acetylene Chemistry (New York, 1949).
V.I. Isagulyants et al., Doklady Akad. Nauk SSSR 85, 329, 567 (1952).
Kh.S. Bagdasaryan and R.I. Milyutinskaya, Zhur. Fiz. Khim. No. 3, 420 (1953).
M.F. Shostakovskii, É.S. Shapiro and F.P. Sidel'kovskaya, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1956, 368.
K. Nozaki and P.D. Bartlett, J. Am. Chem, Soc. 68, 1686 (1946).
H.A. Iddless and C.E. Jackson, Industr. and Engng. Chem. (Anal.) 6, 456 (1934); H.A. Iddless, A.W. Low, D.D. Rossen and R.T. Hart, Industr. and Engng. Chem. (Anal.) 11, 102 (1939).
M. Delepine and M. Bonet, Compt. rend. 149, 39 (1909).
A.S. Zhitkova, Rapid Methods of Determining Harmful Gases and Vapors in the Air of Industrial Undertakings [in Russian] (Goskhimizdat, 1946) p. 75.
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Shostakovskii, M.F., Gershtein, N.A. & Neterman, V.A. Structure of the products of reaction between benzoyl peroxide and vinyl ethers. Russ Chem Bull 8, 1757–1763 (1959). https://doi.org/10.1007/BF00912116
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DOI: https://doi.org/10.1007/BF00912116