57808-36-3Relevant academic research and scientific papers
REDUCTION OF SOME POLYHALOGENATO- AND POLYACETOXY-ALLYLIC COMPOUNDS USING TRIBUTYLTIN HYDRIDE IN THE PRESENCE OR ABSENCE OF A PALLADIUM CATALYST. II.REDUCTION OF 1,1,1,4-TETRACHLOROBUT-2-ENE
Guibe, F.,Xian, Yang Ting,Balavoine, G.
, p. 267 - 272 (2007/10/02)
The radical tributyltin hydride reduction of 1,1,1,4-tetrachlorobur-2-ene yields a mixture of the expected 1,1,4-trichlorobut-2-ene and 1,1,4-trichlorobut-1-ene resulting from preferential abstraction of a chlorine atom from the trichloromethyl group.The palladium-catalyzed reduction follows an entirely different course, giving 1,1-dichlorobutadiene exclusively and quantitatively.The palladium-catalyzed reaction involves an oxidative addition-β-elimination process leading to dichlorobutadiene and a dichloropalladium(II) species.Tributyltin hydride reduction of palladium(II) to palladium(0) completes the catalytic cycle.
CHEMISTRY OF DIENES AND THEIR DERIVATIVES. XIX. DIRECTION OF THE LOW-TEMPERATURE CHLORINATION OF 1-CHLORO-1,3-BUTADIENE (α-CHLOROBUTADIENE) IN THE PRESENCE OF AN INHIBITOR OF RADICAL REACTIONS
Avagyan, S. P.,Airapetyan, R. Kh.,Kaplanyan, E. E.,Mkryan, G. M.
, p. 53 - 56 (2007/10/02)
During the low temperature (-20 to 0 deg C) chlorination of α-chlorobutadiene (94-95 deg C conversion) in the presence of tert-butylpyracatechol 1,1-, 1,2- and 1,4-dichloro-1,3-butadienes, 3,4,4- and 1,3,4-trichloro-1-butenes, 1,1,4-trichloro-2-butene, and the products from further chlorination of the 1,1- and 1,2-dichloro-1,3-butadienes (a mixture of 1,1,3,4- and 1,2,3,4-tetrachloro-1-butenes) are formed in ratios 1.6:0.5:21.8:6.5:50.2:13.7:5.7.Variation of the temperature in the investigated range does not have a significant effect on the ratios of the chlorination products.
