23451-78-7

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 403-58-7 1,1,2,2-tetrafluoroethyl phenyl sulfide 
• 4111-54-0 lithium diisopropyl amide 
• 931-59-9 benzenesulfenyl chloride 
• 811-97-2 1,1,1,2-tetrafluoroethane 
• 3541-14-8 phenyl toluene-4-thiosulfonate 
• 79-38-9 Chlorotrifluoroethylene 
• 23451-79-8 [(1,2-dichloro-1,2,2-trifluoroethyl)thio]benzene 

Downstream Products

• 709668-97-3 1,2,2-trifluoro-1-phenylsulfanylundecane 
• 709668-99-5 1-cyclohexyl-1,1,2-trifluoro-2-phenylsulfanylethane 
• 23451-81-2 phenyl trifluorovinyl sulfone 
• 23454-08-2 1,2,2-Trifluor-2-<4-chlor-phenylsulfonyl>-1-phenylsulfonyl-ethan 
• 23451-80-1 <1,2-Dichlor-1,2,2-trifluor-aethyl>-phenyl-sulfon 
• 709669-03-4 (1,2,2-trifluoro-undecane-1-sulfinyl)-benzene 
• 709669-05-6 (2-cyclohexyl-1,2,2-trifluoro-ethanesulfinyl)-benzene 
• 709669-02-3 (1,2,2-trifluoro-octane-1-sulfinyl)-benzene 
• 709669-06-7 2-(2-benzenesulfinyl-1,1,2-trifluoro-ethyl)-tetrahydro-furan 
• 709669-13-6 S-phenyl 2,2-difluoro-2-(oxolan-2-yl)ethanethioate 
• 709669-00-1 (1,2,2-trifluoro-3,3-dimethyl-butane-1-sulfinyl)-benzene 
• 709669-01-2 (1,2,2-trifluoro-pentane-1-sulfinyl)-benzene 
• 709669-04-5 (1,2,2-trifluoro-3-methyl-butane-1-sulfinyl)-benzene 
• 709668-96-2 1,2,2-trifluoro-1-phenylsulfanyloctane 

Relevant academic research and scientific papers

Synthesis of Fluoroalkyl Sulfides via Additive-Free Hydrothiolation and Sequential Functionalization Reactions

A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of aprotic polar solvents enables the additive-free chemoselective hydrothiolation of tetrafluoroethylene, trifluorochloroethylene, and hexafluoropropene with various thiols. The stepwise functionalization reactions convert the hydrothiolated intermediates into the tetrafluoroethyl sulfides in high efficiency. The method avoids the use of the environmental pollutant Halon-2402, which was employed as a building block in a reported synthetic route.

Phenyl trifluorovinyl sulfide: A radical acceptor for preparation of gem-difluoromethylene compounds

Phenyl trifluorovinyl sulfide was prepared from the reaction of trifluorovinyllithium and S-phenyl benzenethiosulfonate. The fluorinated olefin showed reactivity with alkyl radicals generated from halogen-abstraction from alkyl halides. Reactions with alkyl halides required tris(trimethylsilyl)silane as a chain transfer reagent to improve selectivity of the products. Initiation of radical reaction was effected by thermal decomposition of AIBN. Oxidation of the thioether products gave the corresponding sulfoxides, which were successively converted into α,α-difluoroalkanecarboxylic acid thiol esters by Pummerer reaction.

SYNTHESIS OF FLUORINATED VINYL SULFIDES AND SELENIDES

The reaction between fluoroolefins 1 and 10e and benzenesulfenyl or selenenyl halides 6 is found to be solvent-dependent and gives in most cases predominantly the regioisomer 8.The structure of adducts 8 and 9 are ascertained by 1H, 19F and 77Se NMR spectroscopy.Compounds 8 are easily halogenated and treatment of the products with magnesium or zinc leads to the desired polyfluorovinyl sulfides and selenides 10.A second route of synthesis of these reagents results from the reaction of fluorovinyllithio-derivatives 11 with benzenesulfenyl or selenenyl halides.Olefin 10e is also obtained from the selenoacetal 8t of trifluoroacetaldehyde.