75121-39-0Relevant articles and documents
Addition of Free Radicals to Unsaturated Systems. Part 23. Photochemical and Thermal Reactions of Trifluoroiodomethane with But-2-ene and But-1-ene
Davies, Terry,Haszeldine, Robert N.,Tipping, Anthony E.
, p. 927 - 932 (2007/10/02)
Photochemically-initiated addition of trifluoroiodomethane to but-2-ene gives as the major product the 1:1 adduct 2-iodo-3-trifluoromethylbutane as a mixture of the erythro- and threo-isomers together with compounds formed via dehydroiodination of the 1:1 adduct.Reduction of the 1:1 adduct to 2-trifluoromethylbutane is a major process when the reaction tube is shaken.Under thermal conditions fewer products arising via dehydroiodination of the 1:1 adduct are detected, but products formed via isomerisation of the reactant olefin to but-1-ene are present in low yield.With but- 1-ene initial bidirectional CF3 radical attack takes place to give the 1:1 adducts 1,1,1-trifluoro-3-iodopentane and 1-iodo-2-trifluoromethylbutane in the ratio ca. 19:1.Products are also formed via isomerisation of the reactant olefin and via dehydroiodination of the 1:1 adducts.
