83015-33-2

Basic information

• Product Name: (2-bromo-1,1,2,2-tetrafluoroethylsulfanyl)benzene
• Synonyms: (2-bromo-1,1,2,2-tetrafluoroethylsulfanyl)benzene
• CAS NO: 83015-33-2
• Molecular Weight: 289.091
• Mol File: 83015-33-2.mol

Chemical Properties

• CAS DataBase Reference: (2-bromo-1,1,2,2-tetrafluoroethylsulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (2-bromo-1,1,2,2-tetrafluoroethylsulfanyl)benzene(83015-33-2)
• EPA Substance Registry System: (2-bromo-1,1,2,2-tetrafluoroethylsulfanyl)benzene(83015-33-2)

Safety Data

• Hazardous Substances Data: 83015-33-2(Hazardous Substances Data)

Upstream product

• 124-73-2 1,2-dibromo-1,1,2,2-tetrafluoroethane 
• 108-98-5 thiophenol 

Downstream Products

• 27605-43-2 1,1,2,2-tetrafluoroethyl phenyl sulfoxide 
• 403-58-7 1,1,2,2-tetrafluoroethyl phenyl sulfide 
• 1333419-01-4 3,3,4,4-tetrafluoro-2-phenyl-4-(phenylthio)butan-2-ol 
• 1333418-94-2 2,2,3,3-tetrafluoro-1-phenyl-3-(phenylthio)propan-1-ol 

Relevant articles and documents

Selective fluoroalkylation of thiophenols by 1,2-dibromotetrafluoroethane activated by sulfur dioxide

Treatment of 1,2-dibromotetrafluoroethane with thiophenols in DMF in the presence of sulfur dioxide and pyridines having pKa > 5 gives fluoroalkylated thioethers in high yields under mild conditions. The influence of thiophenol reactant structu

Visible-Light-Induced Arylthiofluoroalkylations of Unactivated Heteroaromatics and Alkenes

Visible-light-induced arylthiofluoroalkylations of unactivated heteroaromatics and alkenes have been developed utilizing readily available arylthiofluoroalkyl sources. This method enables simultaneous installation of sulfur and fluoroalkyl moieties, two important functional groups, which demonstrates its potential use for late-stage modifications in the synthesis of functional molecules. This method can be easily utilized to fine-tune the properties of lead molecules in drug development by controlling the number of fluorine atoms in the reagents.

Expanding the Scope of Hypervalent Iodine Reagents for Perfluoroalkylation: From Trifluoromethyl to Functionalized Perfluoroethyl

A series of new hypervalent iodine reagents based on the 1,3-dihydro-3,3-dimethyl-1,2-benziodoxole and 1,2-benziodoxol-3-(1H)-one scaffolds, which contain a functionalized tetrafluoroethyl group, have been prepared, characterized, and used in synthetic applications. Their corresponding electrophilic fluoroalkylation reactions with various sulfur, oxygen, phosphorus, and carbon-centered nucleophiles afford products that feature a tetrafluoroethylene unit, which connects two functional moieties. A related λ3-iodane that contains a fluorophore was shown to react with a cysteine derivative under mild conditions to give a thiol-tagged product that is stable in the presence of excess thiol. Therefore, these new reagents show a significant potential for applications in chemical biology as tools for fast, irreversible, and selective thiol bioconjugation.

Synthesis of tetrafluoroethyl- and tetrafluoroethylene-containing amines by the reaction of silanes with enamines under acidic conditions

Enamines with in situ formed hydrogen fluoride underwent efficient reaction with trimethyl(1,1,2,2-tetrafluoro-2-(phenylthio)ethyl)silane and trimethyl(1,1,2,2-tetrafluoro-2-(phenylsulfonyl)ethyl)silane. Radical or reductive desulfurization of the additio

Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species

We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of α,α-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals.

Development of PhSCF2CF2SiMe3 as a tandem anion and radical tetrafluoroethylene equivalent: Preparation of tetrafluoroethyl-substituted alcohols and tetrafluorotetrahydropyrans

PhSCF2CF2SiMe3 (1) was developed as a tandem anion and radical tetrafluoroethylene equivalent for the introduction of aCF2CF2 moiety. Fluoride-initiated nucleophilic additions of 1 to carbonyl compoun

Syntheses of a wide family of new aryl based perfluorosulfonimide lithium salts. Electrochemical performances of the related polymer electrolytes

This paper reports both on a general multistep synthesis of a wide family of aryl substituted perfluorosulfonimides and on a preliminary electrochemical investigation of two lithium salts hosted by a poly(oxyethylene) homopolymer. Both salts have a cationic transference number more than twice that of LiTFSI. Additionally, one of these salts exhibits markedly higher cationic conductivities than POE/LiTFSI electrolytes. These preliminary data are very encouraging as, thanks to the aryl moiety, a wide variety of salts can be considered in order to still improve the performances of polymer electrolytes.

AROMATIC SULPHONYLIMIDES, PREPARATION THEREOF AND USE THEREOF AS ELECTROLYTE

The invention relates to a process for preparing aromatic sulphonylimides, to the sulphonylimides obtained, and to the use thereof as salt of an electrolyte. The sulphonylimides correspond to the formula [R—SO2—N—SO2R′]rM (I). R′ is an ArZL- group. R′ is a perfluoroalkyl group or an ArZL- group. Z is an S, SO or SO2 group. L is a —(CF2)n—CFRf— group. n is 0 or 1; Rf represents F or a C1 to C8 perfluoroalkyl group; Ar is an aromatic group. M represents H, an alkali metal cation, an alkaline earth metal cation, a trivalent or tetravalent metal cation, or an organic cation. The process consists in preparing a compound RSO2N(R′)SO2R′ from RSO2F, and in replacing the group R′ by nucleophilic substitution reaction so as to obtain the compound (I), R′ being a benzyl or trimethylsilyl group.

New aryl-containing fluorinated sulfonic acids and their ammonium salts, useful as electrolytes for fuel cells or ionic liquids

Several aryl-containing ammonium sulfonates have been prepared either by cationic metathesis from the corresponding lithium sulfonates or from the corresponding sulfonic acids. The latter have been obtained by elution of an Amberlite resin with alcoholic

An efficient preparation of new sulfonyl fluorides and lithium sulfonates

(Formula Presented) An efficient preparation of several polyfluoroalkanesulfonyl fluorides is reported. This method, based on the synthesis of polyfluoroalkyl trimethyl silanes (precursors of polyfluoroalkylsulfinates) as intermediates, allows the successive transformations to be carried out in one pot. Moreover, these sulfonyl fluorides can be obtained from the corresponding sulfinates by electrophilic fluorination. This original approach avoids isolation and purification of some thermally or hydrolytically unstable intermediates. A series of new sulfonyl fluorides have been thus prepared from halogenodifluoromethylated precursors RCF2X (X = F, Br; R = ArC(O), ArS(O)n(CF2) m; n = 0, 1, 2; m = 1, 2) and have been transformed into the corresponding lithium sulfonates, which have potential applications as electrolytes for lithium batteries.