Conclusions
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1.
A study was made of the formation of triphenylbenzene by the condensation of acetophenone di ethyl ketal under various conditions and the optimum conditions were determined.
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2.
Some of the kinetic rules of the reaction were studied and it was shown that the condensation of acetophenone ketal is described by a second order kinetic equation. A probable mechanism of the reaction was proposed.
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3.
Employing chromatographic and mass-spectrometric analysis methods it was shown that, together with triphenylbenzene, macrocyclic compounds and polyvinylene oligomers are formed.
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Literature cited
V. V. Korshak, Heat Resistant Polymers [in Russian], Nauka, (1970).
J. C. Speight, P. Kovacic, and F. W. Koch, J. Macromol. Chem. (Revs), C,5, 295 (1971).
V. V. Korshak, M. M. Teplyakov, and V. P. Chebotarev, Zh. Vses. Khim. obshchestva im. D. I. Mendeleeva,17, 702 (1972).
H. O. Wirth, W. Kern, and E. Schmitz, J. Macromol. Chem.,68, 69 (1963).
V. A. Kargin, V. A. Kabanov, V. P. Zubov, I. M. Papisov, and G. I. Kurochkina, Dokl. Akad. Nauk SSSR,140, 122 (1961).
F. Mayo and C. Walling, Chem. Revs,27, 351 (1940).
I. N. Rozhkov and I. L. Knunyants, Dokl. Akad. Nauk SSSR,199, 614 (1971).
R. E. Lyle, E. J. DeWitt, and N. M. Nichols, J. Amer. Chem. Soc.,75, 5959 (1953).
M. F. Shostakovskii and N. A. Gershtein, Zh. Obshch. Khim.,16, 977 (1946).
L. Claisen, Ber.,31, 1020 (1898).
S. S. Yufim and V. F. Kucherov, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 2183 (1961).
E. E. van Tamelen and I. L. Burkoth, J. Amer. Chem. Soc.,89, 151 (1967).
T. Sakakibara, S. Nichimura, K. Kimura, S. Fujoka, and G. Odaira, Tetrahedron Letters, 4719 (1971).
H. Adkins and G. J. Pfeifer, J. Amer. Chem. Soc.,53, 1048 (1931).
K. von Auwers, Ber.,44, 3521 (1911).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1091–1095, May, 1973.
We express our deep gratitude to B. V. Rozynov for the mass-spectrometric analysis.
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Korshak, V.V., Teplyakov, M.M., Chebotarev, V.P. et al. Condensation of acetophenone diethyl ketal. Russ Chem Bull 22, 1047–1051 (1973). https://doi.org/10.1007/BF00854247
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DOI: https://doi.org/10.1007/BF00854247