333-47-1

Usage

Chemical Properties

Clear colorless to slightly yellow liquid

InChI:InChI=1/C7H4BrF3S/c8-5-1-3-6(4-2-5)12-7(9,10)11/h1-4H

Upstream product

• 179748-73-3 (4-bromophenyl)(trichloromethyl)sulfane 
• 2314-97-8 iodotrifluoromethane 
• 106-53-6 para-bromobenzenethiol 
• 75-63-8 Bromotrifluoromethane 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 76-05-1 trifluoroacetic acid 
• 108-86-1 bromobenzene 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 5467-74-3 4-Bromophenylboronic acid 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 2926-29-6 Langlois reagent 
• 106-40-1 4-bromo-aniline 
• 3226-41-3 4-bromobenzenediazonium tetrafluoroborate 

Downstream Products

• 312-20-9 1-bromo-4-(trifluoromethylsulfonyl)benzene 
• 765937-67-5 5-(4-trifluoromethylsulfanylphenyl)furan-2-carbaldehyde 
• 351903-73-6 1-ethynyl-4-[(trifluoromethyl)sulfonyl]benzene 
• 933038-06-3 trimethyl[[4-[(trifluoromethyl)sulfonyl]phenyl]ethynyl]silane 
• 765937-75-5 3-[5-(4-trifluoromethylsulfanylphenyl)-2-furyl]acrylic acid 
• 671-70-5 Trifluormethyl-(4-brom-3-nitro-phenyl)-sulfon 
• 2069-16-1 2'-Brom-2-nitro-4-trifluormethylsulfonyl-diphenylsulfid 
• 797-09-1 2-(2-bromo-phenylsulfanyl)-5-trifluoromethanesulfonyl-aniline 
• 1763-73-1 N-[2-(2-bromo-phenylsulfanyl)-5-trifluoromethanesulfonyl-phenyl]-formamide 
• 4589-43-9 1-bromo-4-[(trifluoromethane)sulfinyl]benzene 
• 126407-29-2 N-Methyl-γ-{4-[(trifluoromethyl)thio]phenoxy}benzenepropanamine ethanedioate 
• 942596-10-3 3-(4-((trifluoromethyl)thio)phenyl)prop-2-yn-1-ol 
• 1186233-81-7 3β-(4-trifluoromethylthiophenyl)tropane-2β-carboxylic acid methyl ester 
• 701271-47-8 tert-butyl 4-[(2-{4-[(trifluoromethyl)thio]phenyl}-1,3-benzothiazol-6-yl)sulfonyl]tetrahydro-2H-pyran-4-carboxylate 

Relevant academic research and scientific papers

Electrochemical initiation by sulfur dioxide of radical-chain trifluoromethylation processes of thiophenols with bromotrifluoromethane

Sulfur dioxide may serve as an efficient catalyst for the electrochemical trifluoromethylation of thiophenols by Freon F13B1 (CF3Br), which enables implementation of trifluoromethylation in an energy-saving radical-chain regime. - Keywords: Electrochemical trifluoromethylation; Thiophenols; Radical-chain processes; Bromotrifluoromethane; Sulfur dioxide catalyst

Design and preparation of polyphenyl distance markers for solid-state 19F NMR

With 13C-labeled samples, it is possible to measure internuclear distances up to 7 A by solid-state NMR, thus providing a powerful tool for probing ligand-receptor interactions. However, limitations in measurable distances and appreciable natur

Radical Aromatic Trifluoromethylthiolation: Photoredox Catalysis vs. Base Mediation

Trifluoromethyl aryl sulfides (Ar-SCF3) constitute highly attractive building blocks due to their exceptional lipophilicity and chemical properties. Related protocols of radical aromatic trifluoro-methylthiolation of arenediazonium salts were developed that are based on the facile generation of intermediate aryl radicals. Their reactions with commercial F3CS-SCF3 under very mild conditions afforded a diverse set of Ar-SCF3 (3]Cl2} with the weak base-mediated dark reaction documented higher synthetic efficiency of the former but higher operational simplicity of the latter strategy.

Iridium(I)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate to access fluoroalkylthioethers

A new method for the preparation of fluoroalkylthioethers including trifluoromethylthioether and difluoromethylthioether by iridium(I)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate was developed. In the reaction system, dimethyl diazomalonate was used as reducing reagent and the corresponding fluoroalkylthioethers were produced through oxygen atom transfer from fluoroalkylsulfoxides to diazomalonate. The protocol featuring effective oxygen atom transfer, mild reaction conditions and good functional groups tolerance offers an alternative strategy for the synthesis of fluoroalkylthioethers.

Gold (I/III)-Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides

The first C?SCF3/SeCF3 cross-coupling reactions using gold redox catalysis [(MeDalphos)AuCl], AgSCF3 or Me4NSeCF3, and organohalides as substrates are reported. The new methodology enables a one-stop shop synthesis of aryl/alkenyl/alkynyl trifluoromethylthio- and selenoethers with a broad substrate scope (>60 examples with up to 97 % isolated yield). The method is scalable, and its robustness is evidenced by the late-stage functionalization of various bioactive molecules, which makes this reaction an attractive alternative in the synthesis of trifluoromethylthio- and selenoethers for pharmaceutical and agrochemical research and development.

Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate

We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.

Transition-Metal-Free Synthesis of Aryl Trifluoromethyl Thioethers through Indirect Trifluoromethylthiolation of Sodium Arylsulfinate with TMSCF3

Herein, we report an indirect trifluoromethylthiolation of sodium arylsulfinates. This transition-metal-free reaction significantly provides an environmentally friendly and practical synthetic method for aryl trifluoromethyl thioethers using commercial Ruppert-Prakash reagent TMSCF3. This approach is also a potential alternative to the current industrial production method owing to facile substrates, excellent functional group compatibility, and operational simplicity.

Metal-Free Trifluoromethylthiolation of Arylazo Sulfones

A visible-light-driven protocol for the synthesis of aryl trifluoromethyl thioethers under photocatalyst- and metal-free conditions has been pursued. The procedure exploits the peculiar properties of arylazo sulfones (having electron-rich or electron-poor substituents on the (hetero)aromatic ring) as photochemical precursors of aryl radicals and S-trifluoromethyl arylsulfonothioates as easy-to-handle trifluoromethylthiolating agents.

Perfluoroalkylation of Thiosulfonates: Synthesis of Perfluoroalkyl Sulfides

A practical synthesis of perfluoroalkyl sulfides is described. The method employs stable and readily accessible thiosulfonates as new electrophiles with commercial nucleophilic perfluoroalkylating reagents. The mild reaction conditions allow access to a wide variety of both aryl- and alkyl-substituted perfluoroalkyl sulfides amenable to pharmaceutical development. Furthermore, the reaction operation is straightforward, odorless, does not produce toxic wastes, and, therefore should appeal to practitioners in industrial-scale productions.

A process for converting substituted phenyl diazonium salts into [(trifluoromethyl)thio]benzene

The invention discloses a synthetic method of [(trifluoromethyl)thio]benzene compounds, particularly a method for converting substituted phenyl diazonium salts into [(trifluoromethyl)thio]benzene. Themethod comprises the following steps: under white light