Abstract
1. The reaction of 1,1,1,3-tetrachloropropane with vinylidene chloride, initiated by Fe(CO)5 in combination with nucleophilic cocatalysts, yields telomer homologs, ClCH2CH2CCl2-(CH2CCl2)nCl. A telomer with n=1 was isolated. 2. Aside from the telomer homologs, hexachloropentane, CHCl2CH2CCl2CH2CHCl2 and pentachloropentane CH2ClCH2CCl2CH2CHCl2, are formed in this reaction. It is proposed that the hexachloropentane results from a 1,5 H migration in the intermediate radical ClCH2CH2CCl2CH2CCl2, and the pentachloropentane from the removal of a hydrogen atom from the solvent by the same radical. 3. The properties of two radicals, ClCH2CH2CCl2CH2ĊCl2 and ClCH2CH2CCl2CH2CH2 were compared under equivalent conditions, and it was shown that the tendency for 1,5 hydrogen migration to occur is inherent in alkyldichloromethyl radicals.
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