103624-51-7

Basic information

• Product Name: Benzene, [[(1,1-dichloro-2,2,2-trifluoroethyl)thio]methyl]-
• CAS NO: 103624-51-7
• Molecular Formula: C9H7Cl2F3S
• Molecular Weight: 275.122
• Mol File: 103624-51-7.mol

Chemical Properties

• CAS DataBase Reference: Benzene, [[(1,1-dichloro-2,2,2-trifluoroethyl)thio]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[(1,1-dichloro-2,2,2-trifluoroethyl)thio]methyl]-(103624-51-7)
• EPA Substance Registry System: Benzene, [[(1,1-dichloro-2,2,2-trifluoroethyl)thio]methyl]-(103624-51-7)

Safety Data

• Hazardous Substances Data: 103624-51-7(Hazardous Substances Data)

Upstream product

• 77745-03-0 2,2,2-trifluoroethylthiomethylbenzene 
• 103624-50-6 {[(1-chloro-2,2,2-trifluoroethyl)sulfanyl]methyl}benzene 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 76684-17-8 Benzyl(1-chlor-1,2,2,2-tetrafluorethyl)sulfid 
• 57159-99-6 1,1-dichloro-2,2,2-trifluoroethanesulfenyl chloride 
• 100-44-7 benzyl chloride 
• 111128-37-1 (1,1-Dichloro-2,2,2-trifluoro-ethanesulfonylmethyl)-benzene 
• 192882-94-3 benzyl trifluorodithioacetate 

Relevant articles and documents

Asymmetric induction in thia-Diels-Alder reactions of chiral polyfluoroalkylthionocarboxylates

A series of chiral S- or O-alkyl thionoesters have been synthesized by treatment of trifluorothioacetyl- or 2,2,3,3-tetrafluorothiopropionyl chloride with corresponding thiols or alcohols. The thia-Diels-Alder reaction of the thionoesters with symmetrical 1,3-dienes proceeds with diastereoselectivity up to 60%. Structures of cycloaddition products and corresponding transition states have been studied at the DFT level of approximation. The experimentally observed diastereomeric excess has been referred to differences in activation energies of transition states, preceding formation of the diastereomeric cycloaducts.

Thiocarbonylthio compound and free radical polymerization employing the same

A thiocarbonylthio compound and free radical polymerization employing the same. The thiocarbonylthio compound is represented by formula (I) or (II): wherein Z can be independently perfluoroalkyl, alkyl, haloalkyl, aryl, alkylaryl, haloalkylaryl, arylalkyl

Synthesis of alkyl perfluoroalkanedithiocarboxylates and some aspects of their reactivity in cycloaddition reactions

A new method for the synthesis of the title compounds is proposed.The starting fluorinated compounds are commercially available trifluoroethanol and higher homologues, which were transformed in three steps into (2,2-dichloroperfluoroalkyl) alkylsulfides.The last step consisted in a substitution of chlorine by sulfur by treatment with zinc sulfide.The source of zinc sulfide is crucial and the possible role of catalytic impurities was investigated.These dithioesters are excellent dienophiles.Some cycloaddition reactions with 2,3-dimethylbuta-1,3-diene and 1-(trimethylsilyloxy)buta-1,3-diene are reported. - Keywords: perfluorinated dithioester; polyfluorinated sulfide; cycloaddition; tetrahydrothiopyran

Chloro(trifluoromethyl)sulfine, CF3ClC=SO: Syntheses and Typical Reactions

Chloro(trifluoromethyl)sulfine was obtained in two isomeric species by dechlorination of the sulfinyl chloride 5.The pure (Z) isomer was prepared by hydrolysis of the sulfenyl chloride 3, and in especially high yields via an intermediate adduct formation of 7b with anthracene and subsequent retro Diels-Alder reaction. 7b reacts readily with halogens as well as with hydrogen halides under formation of the sulfinyl halides 5, 8 and sulfenyl halides 3, 9, respectively.With water, alcohols, and secondary amines the derivatives of sulfinic acid 11-15 were obtained, or trifluoroacetyl chloride and its derivatives 16-18 are formed under simultaneous extrusion of elemental sulfur.The chlorine atom in 7b can be substituted, e.g. by thiols yielding the sulfines 19 and 20.These as well as 7b could be stabilized by formation of cycloadducts with 2,3-dimethylbutadiene or cyclopentadiene 21-25, which could further be oxidized to give the cyclic sulfones 26-28. - Key Words: Chloro(trifluoromethyl)sulfine/ Chloro(trifluoromethyl)thione S-oxide/ Ethanethial, 1-chloro-2,2,2-trifluoro-

Chemoselective reaction of a sulfonate ester with methoxide ions in preference to benzyl mercaptide anions

Trifluoroethyl benzyl sulfide was prepared (in 2-propanol) and subsequently chlorinated as a further test of substituent electronegativity based regiochemical predictions.The initial attempt to prepare that sulfide by reaction of 2,2,2-trifluoroethyl methanesulfonate and benzyl mercaptide anions (in methanol) furnished benzyl methyl sulfide.Mechanistic possibilities are discussed in detail and some synthetic consequences of this novel reaction are presented.

CHLOR-TRIFLUORMETHYL-SULFIN, CF3ClC=SO

Chloro-trifluoromethylsulfine (6) could be synthesized by two methods.The two isomers observed are of of unexpected different stability at room temperature.