The addition of dichlorodibromomethane to acrylonitrile and methyl acrylate initiated by iron pentacarbonyl with a cocatalyst (dimethylaniline, dimethylformamide, iodine) proceeds with the rupture of the C-Br and C-Cl bonds of the addend. Three types of addition products were isolated: BrCCl2CH2CHBrX, BrCCl2CH2CHClX, and Br2CClCH2CHBrX (X=CN, COOCH3).
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M. S. Kharasch, B. M. Kuderna, and W. Urry, J. Org. Chem.,13, 895 (1948).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1862–1865, August, 1978.
The authors thank V. I. Dostovalov for his help in running and interpreting the PMR spectra.
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Velichko, F.K., Vinogradova, L.V. Homolytic addition of dichlorodibromomethane to acrylonitrile and methyl acrylate. Russ Chem Bull 27, 1635–1638 (1978). https://doi.org/10.1007/BF00925055