Abstract
Reactions of t-butyl 2-bromo-4,4,4-trichloro-2-methylbutyrate (1) in the presence of copper powder afforded predominantly four types of products via a homolytic cleavage of the carbon–bromine bond. The effects of the following factors on the conversion of the substrate and composition of products were studied: activity of copper powder, contact time, concentration of the substrate, temperature of reaction, kind of solvent, and amount of copper powder added. The catalytic reaction of 1 in methanol proceeded with the formation of copper(I) bromide, whereas that in an aprotic polar solvent was exclusively accompanied by the formation of copper(II) bromide.
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References
T. Kimura and M. Hamashima, Polym. J., 21, 91 (1989).
T. Kimura, M. Kamewada, J. Kinoshita, and M. Minabe, Polym. J., 26, 1047 (1994).
T. Kimura, K. Nagoune, and M. Minabe, Chem. Express, 8, 717 (1993).
P. E. Fanta, Chem. Rev., 64, 613 (1964).
T. Kimura, H. Tasaka, and M. Hamashima, Polym. J., 19, 305 (1987).
R. Tsuchida, H. Yoneda, and S. Kida, “Mukibushitsuseiho,” Nikkan Kogyo Sinbunsha, Tokyo, 1962, p 143.
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Kimura, T., Ohkami, H., Tokunaga, E. et al. Reactivity of Telomers IV. Catalytic Reaction of t-Butyl 2-Bromo-4,4,4-trichloro-2-methylbutyrate with Copper Powder. Polym J 27, 1194–1201 (1995). https://doi.org/10.1295/polymj.27.1194
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DOI: https://doi.org/10.1295/polymj.27.1194
