1063625-86-4

Basic information

• Product Name: 4-Fluorophenylsulphur pentafluoride
• Synonyms: 4-Fluorophenylsulphur pentafluoride;1-Fluoro-4-(pentafluorothio)benzene;4-Fluorophenylsulfur Pentafluoride;1-Fluoro-4-(pentafluorothio)benzene, 1-Fluoro-4-(pentafluorosulphanyl)benzene;4-Fluoro(pentafluorosulfanyl)benzene;p-Fluorophenylsulfur pentafluoride
• CAS NO: 1063625-86-4
• Molecular Formula: C6H4F6S
• Molecular Weight: 222
• Mol File: 1063625-86-4.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 103°C(lit.)
• Flash Point: 48°C(lit.)
• Appearance: /
• Refractive Index: 1.4170-1.4210
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 4-Fluorophenylsulphur pentafluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluorophenylsulphur pentafluoride(1063625-86-4)
• EPA Substance Registry System: 4-Fluorophenylsulphur pentafluoride(1063625-86-4)

Safety Data

• RIDADR: 1993
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 1063625-86-4(Hazardous Substances Data)

Usage

General Description

4-Fluorophenylsulphur pentafluoride is a chemical compound with the formula C6H4FS2F5. It is a pungent-smelling, colorless gas that is highly reactive and is used as a fluorinating and sulfonating agent in organic chemistry. It is synthesized through the reaction of 4-fluorophenylsulfur dichloride with antimony pentafluoride. 4-Fluorophenylsulphur pentafluoride has the potential to be a useful reagent in organic synthesis, particularly for the introduction of fluorine atoms into organic molecules. However, it should be handled with extreme care due to its high reactivity and toxicity.

Upstream product

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• 2557-81-5 pentafluorosulfanylbenzene 
• 371-42-6 4-Fluorothiophenol 
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• 174899-83-3 1-butyl-3-methylimidazolium trifluoromethanesulfonimide 
• 1062609-62-4 4-fluorophenyltetrafluoro-λ⁶-sulfanyl chloride 
• 5310-68-9 (4-chlorophenyl)pentafluoro-λ⁶-sulfane 
• 405-31-2 bis(4-fluorophenyl)disulfide 

Relevant articles and documents

AgBF4-Mediated Chlorine-Fluorine Exchange Fluorination for the Synthesis of Pentafluorosulfanyl (Hetero)arenes

We report a new protocol to form pentafluorosulfanyl (hetero)arenes via chlorine-fluorine exchange of (hetero)aryl tetrafluorosulfanyl chlorides by AgBF4. The method enables access to electron-deficient pentafluorosulfanyl(hetero)arenes, which are targets that are difficult to synthesize. Two advantages of AgBF4 are its ease of handling and stability. This would be a general transformation protocol.

Silver-induced self-immolative Cl-F exchange fluorination of arylsulfur chlorotetrafluorides: Synthesis of arylsulfur pentafluorides

A novel strategy for the synthesis of arylsulfur pentafluorides by silver carbonate-induced Cl-F exchange fluorination of arylsulfur chlorotetrafluorides is reported. This fluorination does not require any exogenous fluoride sources. Rather, the reaction proceeds via the self-immolation of the substrate Ar-SF4Cl.

An improved method for the fluorination of arylsulfur chlorotetrafluorides to arylsulfur pentafluorides

A new method for the fluorination of arylsulfur chlorotetrafluorides to arylsulfur pentafluorides is described. The reaction is promoted by hydrogen fluoride generated from potassium hydrogen fluoride and trifluoroacetic acid which also serves as a solvent. The reaction is performed under mild conditions and uses substochiometric amounts of potassium hydrogen fluorides in certain cases. Recovery and reuse of trifluoroacetic acid was successfully demonstrated which makes this method safe, simple to use, and atom- and cost-effective.