536975-49-2

Usage

Uses

Used in Pharmaceutical Industry:
[[Difluoro(triMethylsilyl)Methyl]thio]-Benzene is used as a building block for the development of new pharmaceutical compounds, particularly due to its unique gem-difluoromethylene group 'CF2'. This group imparts specific biological properties to the molecule, making it a versatile and efficient nucleophilic (phenylthio)difluoromethylating reagent.
Used in Chemical Synthesis:
In the field of chemical synthesis, [[difluoro(triMethylsilyl)Methyl]thio]-Benzene serves as a valuable reagent for the synthesis of various organic compounds. Its reactivity and selectivity make it a preferred choice for researchers and chemists working on the development of new molecules with potential applications in different industries.
Used in Material Science:
The unique properties of [[difluoro(triMethylsilyl)Methyl]thio]-Benzene also make it a promising candidate for material science applications. Its ability to form stable compounds with a range of other molecules can lead to the development of new materials with enhanced properties, such as improved thermal stability, chemical resistance, or electrical conductivity.
Used in Research and Development:
As a novel organofluorine compound, [[difluoro(triMethylsilyl)Methyl]thio]-Benzene is extensively used in research and development for exploring its potential applications and understanding its properties. This includes studying its interactions with other molecules, evaluating its biological effects, and identifying new synthetic routes for its production.

Preparation

[difluoro(phenylthio)methyl]trimethylsilane (PhSCF2SiMe3) was prepared for the first time by Prakash et al.,1 using the Barbier coupling reaction of bromodifluoromethylphenyl sulfide,2 prepared from dibromodifluoromethane and sodium benzenethiolate,3 magnesium metal, and chlorotrimethylsilane (TMSCl) in DMF (eq 1).

Upstream product

• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 108-98-5 thiophenol 
• 78031-08-0 [(bromodifluoromethyl)sulfanyl]benzene 
• 930-69-8 sodium thiophenolate 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 899820-34-9 2,2-difluoro-1-phenyl-2-phenylsulfanyl-1-trimethoxysiloxyethane 
• 878808-68-5 2,2-difluoro-1,1-diphenyl-2-(phenylsulfanyl)ethanol 
• 899820-56-5 (2,2-difluoro-1,1-diphenyl-2-phenylsulfanylethoxy)trimethylsilane 
• 351195-17-0 2,2-difluoro-1-phenyl-2-(phenylsulfanyl)ethanol 
• 899820-55-4 (1,1-difluoro-2-phenyl-1-phenylsulfanylpropan-2-oxy)trimethylsilane 
• 1535-67-7 difluoromethyl phenyl sulfide 
• 1000294-11-0 (benzenesulfonyl)difluoromethanesulfonyl fluoride 
• 24933-64-0 1-(difluoromethylsulfinyl)benzene 
• 1535-65-5 difluoromethyl phenyl sulfone 
• 1427283-62-2 γ-[difluoro(phenylsulfanyl)methyl]-γ-hydroxyisobenzo-furan-1(3H)-one 
• 1152032-80-8 2-benzyl-3-(difluoro(phenylsulfanyl)methyl)-3-hydroxy-isoindolin-1-one 

Relevant academic research and scientific papers

An easier and quicker access to (benzenesulfonyl)difluoromethanesulfenamide reagent

(Benzenesulfonyl)difluoromethanesulfenamide (PhSO2-BB12H) is an interesting reagent to lead to various fluoroalkylselenotated molecules. This compound is obtained from [(benzenesulfonyl)difluoromethyl]trimethylsilane. Herein, a new process in two steps, w

Direct S-difluoromethylation of thiols using the Ruppert-Prakash reagent Dedicated to Prof. Veronique Gouverneur on the occasion of receiving the ACS Award for Creative Work in Fluorine Chemistry.

Direct S-difluoromethylation of aryl and aliphatic thiols using the Ruppert-Prakash reagent is demonstrated. The reaction produces trimethylsilyldifluoromethyl sulfides, which upon cleavage with fluoride produces the difluoromethyl sulfides. The key reaction features are the use of relatively inexpensive and commercially available starting materials, shorter reaction times, ambient temperatures, easy reaction procedure, and selective S-difluoromethylation in the presence of -OH, -NH2 and -CO2H functional groups. Furthermore, one-pot arylthiodifluoromethyl transfer to PhCHO is also demonstrated.

COMPOUNDS AND COMPOSITIONS AS TRK INHIBITORS

The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated TRK kinase activity.

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.

Fluoride-induced nucleophilic (phenylthio)difluoromethylation of carbonyl compounds with [difluoro(phenylthio)methyl]trimethylsilane (TMS-CF 2SPh)

A fluoride-induced nucleophilic (phenylthio)difluoromethylation method using TMS-CF2SPh has been achieved. This new methodology efficiently transfers "PhSCF2" group into both enolizable and non-enolizable aldehydes and ketones to giv

Magnesium mediated preparation of fluorinated alkyl silanes

An efficient method is disclosed for the preparation of trifluoromethyl- and difluoromethylsilanes using magnesium metal mediated reductive tri- and difluoromethylation of chlorosilanes with tri- and difluoromethyl sulfides, sulfoxides, and sulfones. One

Preparation of tri- and difluoromethylsilanes via an unusual magnesium metal-mediated reductive tri- and difluoromethylation of chlorosilanes using tri- and difluoromethyl sulfides, sulfoxides, and sulfones

A new and efficient method for the preparation of tri- and difluoromethylsilanes using magnesium metal-mediated reductive tri- and difluoromethylation of chlorosilanes is reported using tri- and difluoromethyl sulfides, sulfoxides, and sulfones. The byproduct of the process is diphenyl disulfide. Since phenyl trifluoromethyl sulfone, sulfoxide, and sulfide are readily prepared from trifluoromethane (CF3H) and diphenyl disulfide, the method can be considered to be catalytic in diphenyl disulfide for the preparation of (trifluoromethyl)trimethylsilane (TMS-CF3) from non-ozone-depleting trifluoromethane.