71492-69-8Relevant academic research and scientific papers
ADDITION DE L'ACIDE THIOCYANIQUE AUX ACETYLENIQUES A L'AIDE DE Hg(II) II - OBTENTION D'ISOTHIOCYANATES VINYLIQUES PAR MERCURATION - PROTODEMERCURATION.
Giffard, Michel,Cousseau, Jack,Gouin, Lucien,Crahe, Marie-Renee
, p. 2243 - 2252 (1986)
Thiocyanic acid HSCN is added to some acetylenic compounds R1-CC-R2 through a two step one-pot procedure which involves, first, the generation in CH2Cl2 of β-thiocyanato and/or β-isothiocyanato alkenyl mercuric compounds R1-C(SCN)=CR2-Hg- by addition of mercury(II)thiocyanate Hg(SCN)2 to R1-CC-R2, then the substitution of mercury by hydrogen through acidic treatment.In proper conditions of stoechiometry and reaction time the process is thermodynamically controlled and thus allows to obtain vinyl isothiocyanates R1-C(-NCS)=CHR2 even when the isomeric vinyl thiocyanates are kinetically favoured.Preparation of 3,3-dimethyl 2-isothiocyanato 1-thiocyanato 1-butene is also reported.
