Conclusions
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1.
Ethylene telomerization by methyl acetoxyacetate proceeds at all the C-H bonds of the telogen and is accompanied by rearrangement of the ĊH2(CH2)3CH(OCOCH3)CO2CH3 and ĊH2(CH2)4-CO2CH2CO2CH3 radicals with 1,5 migration of a hydrogen atom, which leads to five types of reaction products.
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2.
The breakage of the methyl group C-R bonds of methyl acetoxyacetate indicates the relatively low efficiency of this telogen as a chain transfer agent due to breakage of theα-C-H bond.
Literature cited
R. Kh. Freidlina and A. B. Terent'ev, Accounts Chem. Res.,10, 9 (1977).
Yu. N. Ogibin, G. I. Nikishin, and L. M. Il'ina, Zh. Org. Khim.,3, 257 (1967).
R. Kh. Freidlina, A. B. Terent'ev, N. S. Ikonnikov, and M. A. Churilova, Dokl. Akad. Nauk SSSR,208, 1366 (1973).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2387–2392, October, 1985.
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Ikonnikov, N.S., Lamova, N.I. & Terent'ev, A.B. Ethylene telomerization by methyl acetoxyacetate. Russ Chem Bull 34, 2212–2216 (1985). https://doi.org/10.1007/BF00963265
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DOI: https://doi.org/10.1007/BF00963265