3559-68-0Relevant academic research and scientific papers
FREE-RADICAL REACTIONS OF 1,1,2-TRICHLOROPROPENE. III. FREE-RADICAL THIYLATION OF TRICHLOROPROPENE BY DIARYL DISULFIDES
Martynov, A. V.,Mirskova, A. N.,Vitkovskii, V. Yu.,Voronkov, M. G.
, p. 1061 - 1065 (2007/10/02)
The reaction of CCl2=CClCH3 with ArSSAr (Ar = 4-ClC6H4, C6H5, 4-CH3C6H4), initiated by UV irradiation, in a quartz flask leads to the formation of a mixture of isomeric sulfides ArSC(CH3)=CCl2 and cis- and trans-ArSCCl=CClCH3 and also the sulfides ArSCH2CCl=CCl2 and ArSCCl2CCl2CH3.In addition, significant amounts of the products from oxidation and oligomerization of trichloropropene CH3CCl2COOH, CCl2=CClCH2CCl=CClCH2Cl, and CCl2=CClCH2CCl2CCl2CH3 are formed.The oligomerization of trichloropropene is almost completely suppressed in molybdenum glass.A reaction mechanism involving the formation of the radicals ArSC(CH3)ClC.Cl2 and ArSCCl2C.ClCH3 and the allyl radical .CH2CCl=CCl2 is proposed.
FREE-RADICAL REACTIONS OF 1,1,2-TRICHLOROPROPENE. II. FREE-RADICAL THIYLATION OF TRICHLOROPROPENE BY ARENETHIOLS
Martynov, A. V.,Mirskova, A. N.,Vitkovskii, V. Yu.,Voronkov, M. G.
, p. 1056 - 1061 (2007/10/02)
The reaction of CCl2=CClCH3 with ArSH (Ar = 4-ClC6H4, C6H4, 4-CH3C6H4), initiated by UV irradiation, is nonregioselective and nonstereospecific and leads mainly to the formation of mixtures of isomeric sulfides ArSC(CH3)=CCl2 and cis- and trans-ArSCCl=CClCH3.Diaryl disulfides ArSSAr, sulfides ArSCH2CCl=CCl2 and ArSCHClCCl2CH3, and bissulfides cis- and trans-ArSC(CH3)=CClSAr and (ArS)2=CClCH3 are also formed.In the case of 4-ClC6H4SH the thioester ClC6H4SC(O)CCl2CH3 was found.The formation of these products was demonstrated by GLC, IR and PMR spectroscopy, and chromato-mass spectrometry.A reaction mechanism involving the formation of intermediate radicals of ArSC(CH3)ClC.Cl2 and ArSCCl2C.ClCH3 and also the allyl radical .CH2CCl=CCl2 is proposed.
NUCLEOPHILIC REACTIONS AT VINYL CENTER. V. SYNTHESIS OF α-METHYL-β,β-DICHLOROVINYL PHENYL SULFONE
Shainyan, B. A.,Mirskova, A. N.
, p. 86 - 88 (2007/10/02)
α-Methyl-β,β-dichlorovinyl phenyl sulfone was synthesized by the reaction of 1,1,2-trichloropropene with sodium thiophenolate in dimethylformamide and subsequent oxidation with hydrogen peroxide.The side reactions accompanying the formation of 1,1,2-trichloropropene during dehydration of 1,1,1-trichloro-2-propanol over phosphorus pentoxide were examined in detail.
