454-65-9

Basic information

• Product Name: 3-BroMobenzenesulfonyl fluoride
• Synonyms: 3-BroMobenzenesulfonyl fluoride;3-Bromobenzene-1-sulfonyl fluoride
• CAS NO: 454-65-9
• Molecular Formula: C₆H₄BrFO₂S
• Molecular Weight: 239.0621632
• Mol File: 454-65-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 122 °C(Press: 23 Torr)
• Flash Point: >110°C
• Appearance: /
• Density: 1.7355 at 25 °C
• Refractive Index: n/D 1.5392
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-BroMobenzenesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BroMobenzenesulfonyl fluoride(454-65-9)
• EPA Substance Registry System: 3-BroMobenzenesulfonyl fluoride(454-65-9)

Safety Data

• RIDADR: UN 3265 8 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 454-65-9(Hazardous Substances Data)

Usage

Uses

Sulfonyl fluoride motif can be used as a connector for the assembly of -SO2- linked small molecules with proteins or nucleic acids. This new click chemistry approach through sulfates is a complimentary approach to using amides and phosphate groups as linkers.

Upstream product

• 368-50-3 3-amino-benzenesulfonyl fluoride 
• 591-19-5 m-Bromoaniline 
• 27246-81-7 3-bromophenylhydrazine hydrochloride 
• 2905-24-0 3-Bromobenzenesulfonyl chloride 

Downstream Products

• 2728-70-3 1-bromo-3-[(trifluoromethyl)sulfonyl]benzene 

Relevant articles and documents

Arylsulfonyl fluoride boronic acids: Preparation and coupling reactivity

We report the efficient and practical syntheses of ortho-, meta, and para-sulfonyl fluoride substituted benzene boronic acids. The syntheses of the para- and meta-isomers commence with the appropriate bromo-substituted benzenesulfonyl chlorides, and the o

Method for preparing aryl sulfonyl fluoride by using aryl hydrazine hydrochloride as raw material

The invention relates to a method for preparing aryl sulfonyl fluoride by using aryl hydrazine hydrochloride as a raw material. According to the method, aryl sulfonyl fluoride is synthesized by taking the aryl hydrazine hydrochloride as a raw material and adding a sulfur dioxide source and a fluorination reagent under the conditions of copper salt catalysis and alkali promotion through a strategy of insertion and fluorination of free radical sulfur dioxide. Compared with the prior art, the aryl sulfonyl fluoride is synthesized under the oxidation condition, and the influence of air on the reaction is not obvious in an experiment; and the reaction synthesis method is simple, good in selectivity, excellent in yield, mild in reaction condition, short in reaction time and universal to various aryl hydrazine hydrochloride substrates, and the method provides a new thought for synthesis of aryl sulfonyl fluoride.

Arenesulfonyl Fluoride Synthesis via Copper-Catalyzed Fluorosulfonylation of Arenediazonium Salts

We report herein a general and practical copper-catalyzed fluorosulfonylation reaction of a wide range of abundant arenediazonium salts to smoothly prepare various arenesulfonyl fluorides using the 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct as a convenient sulfonyl source in combination with KHF2 as an ideal fluorine source and without the need for additional oxidants. Interestingly, the electronic character of the arene ring in the starting arenediazonium salts has a significant impact on the reaction mechanistic pathway.