498-83-9

Basic information

• Product Name: 4-BroMobenzenesulfonyl fluoride
• Synonyms: 4-BroMobenzenesulfonyl fluoride;AOXWZFUBFROIHA-UHFFFAOYSA-N
• CAS NO: 498-83-9
• Molecular Formula: C₆H₄BrFO₂S
• Molecular Weight: 239.0621632
• Mol File: 498-83-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 60-65°C
• Boiling Point: 256.0±23.0 °C(Predicted)
• Appearance: /
• Density: 1.753±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4-BroMobenzenesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BroMobenzenesulfonyl fluoride(498-83-9)
• EPA Substance Registry System: 4-BroMobenzenesulfonyl fluoride(498-83-9)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 498-83-9(Hazardous Substances Data)

Upstream product

• 98-58-8 4-bromobenzenesulfonyl chloride 
• 108-86-1 bromobenzene 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 1156-18-9 di(4-bromobenzenesulfonyl)amine 
• 848649-38-7 4-bromobenzenesulfonic acid pentafluorophenyl ester 
• 5467-74-3 4-Bromophenylboronic acid 
• 106-53-6 para-bromobenzenethiol 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 14204-32-1 N-((4-bromophenol)thio)phthalimide 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 3376-24-7 N-tert-butyl-α-phenylnitrone 

Downstream Products

• 435309-95-8 N-(BOC)-(D,L)-3-(4'-bromophenyl)sulfonyl-nipecotic acid, ethyl ester 
• 312-20-9 1-bromo-4-(trifluoromethylsulfonyl)benzene 
• 6647-76-3 p-bromobenzenesulfonyl azide 
• 16236-44-5 2-Methoxy-1,1′:4′,1′′-terphenyl 

Relevant articles and documents

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

Metal-Free Visible-Light Synthesis of Arylsulfonyl Fluorides: Scope and Mechanism

The first metal-free procedure for the synthesis of arylsulfonyl fluorides is reported. Under organo-photoredox conditions, aryl diazonium salts react with a readily available SO2 source (DABSO) to afford the desired product through simple nucleophilic fluorination. The reaction tolerates the presence of both electron-rich and -poor aryls and demonstrated a broad functional group tolerance. To shed the light on the reaction mechanism, several experimental techniques were combined, including fluorescence, NMR, and EPR spectroscopy as well as DFT calculations.

A Unified Strategy for Arylsulfur(VI) Fluorides from Aryl Halides: Access to Ar-SOF3 Compounds

A convenient protocol to selectively access various arylsulfur(VI) fluorides from commercially available aryl halides in a divergent fashion is presented. Firstly, a novel sulfenylation reaction with the electrophilic N-(chlorothio)phthalimide (Cl-S-Phth) and arylzinc reagents afforded the corresponding Ar-S-Phth compounds. Subsequently, the S(II) atom was selectively oxidized to distinct fluorinated sulfur(VI) compounds under mild conditions. Slight modifications on the oxidation protocol permit the chemoselective installation of 1, 3, or 4 fluorine atoms at the S(VI) center, affording the corresponding Ar-SO2F, Ar-SOF3, and Ar-SF4Cl. Of notice, this strategy enables the effective introduction of the rare and underexplored -SOF3 moiety into various (hetero)aryl groups. Reactivity studies demonstrate that such elusive Ar-SOF3 can be utilized as a linchpin for the synthesis of highly coveted aryl sulfonimidoyl fluorides (Ar-SO(NR)F).