536975-49-2

Basic information

• Product Name: [[difluoro(triMethylsilyl)Methyl]thio]-Benzene
• Synonyms: [[difluoro(triMethylsilyl)Methyl]thio]-Benzene;[Difluoro(phenylthio)Methyl]triMethylsilane;[Difluoro(phenylsulfanyl)methyl]trimethylsilane
• CAS NO: 536975-49-2
• Molecular Formula: C₁₀H₁₄F₂SSi
• Molecular Weight: 232.3654664
• Mol File: 536975-49-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 208.986 °C at 760 mmHg
• Flash Point: 80.192 °C
• Appearance: /
• Density: 1.074 g/cm³
• Solubility: soluble in most organic solvents, for example hexane, tetrahydrofuran (THF), CH2Cl2, dimethylformamide (DMF), and so on.
• CAS DataBase Reference: [[difluoro(triMethylsilyl)Methyl]thio]-Benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [[difluoro(triMethylsilyl)Methyl]thio]-Benzene(536975-49-2)
• EPA Substance Registry System: [[difluoro(triMethylsilyl)Methyl]thio]-Benzene(536975-49-2)

Safety Data

• Hazardous Substances Data: 536975-49-2(Hazardous Substances Data)

Usage

Description

[[Difluoro(triMethylsilyl)Methyl]thio]-Benzene, also known as (Phenylthio)difluoromethyl-trimethylsilane, is an organofluorine compound that has garnered significant interest due to its wide-ranging biological effects and potential applications in various industries. It is a colorless liquid with a boiling point of 86-87°C at 4 mmHg and is synthesized through a general synthetic route involving the selective incorporation of the gem-difluoromethylene group 'CF2' into organic molecules.

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

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

Downstream Products

• 899820-56-5 (2,2-difluoro-1,1-diphenyl-2-phenylsulfanylethoxy)trimethylsilane 
• 1535-67-7 difluoromethyl phenyl sulfide 
• 1000294-11-0 (benzenesulfonyl)difluoromethanesulfonyl fluoride 
• 1535-65-5 difluoromethyl phenyl sulfone 
• 24933-64-0 1-(difluoromethylsulfinyl)benzene 
• 938463-82-2 (Rs)-N-[(S)-2,2-difluoro-1-(furan-2-yl)-2-(phenylthio)ethyl]-2-methylpropane-2-sulfinamide 

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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.