864230-02-4

Basic information

• Product Name: 2-Fluorophenylsulphur pentafluoride
• Synonyms: 2-Fluorophenylsulphur pentafluoride;1-Fluoro-2-(pentafluorothio)benzene;2-Fluorophenylsulfur Pentafluoride;o-Fluorophenylsulfurpentafluoride
• CAS NO: 864230-02-4
• Molecular Formula: C₆H₄F₆S
• Molecular Weight: 222
• Mol File: 864230-02-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 94°C/120mmHg(lit.)
• Appearance: /
• Refractive Index: 1.4210-1.4250
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 2-Fluorophenylsulphur pentafluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluorophenylsulphur pentafluoride(864230-02-4)
• EPA Substance Registry System: 2-Fluorophenylsulphur pentafluoride(864230-02-4)

Safety Data

• RIDADR: 1993
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 864230-02-4(Hazardous Substances Data)

Usage

General Description

2-Fluorophenylsulphur pentafluoride, also known as 2-(pentafluorosulfanyl)fluorobenzene, is a chemical compound with the molecular formula C6H4F6S. It is a pungent-smelling, colorless liquid at room temperature and is typically used as a fluorination reagent in organic synthesis. 2-Fluorophenylsulphur pentafluoride is considered to be a highly reactive and versatile reagent in the fluorination of organic compounds, particularly in the pharmaceutical industry. It is also known for its ability to introduce fluorine atoms into organic molecules, making it an important tool for the development of new drugs and materials with improved properties. Additionally, 2-Fluorophenylsulphur pentafluoride has the potential to be used as a precursor in the synthesis of various fluorine-containing compounds.

Upstream product

• 2557-78-0 2-fluorothiophenol 
• 14135-38-7 bis(2-fluorophenyl) disulfide 
• 1062609-68-0 2-fluorophenyltetrafluoro-λ⁶-sulfanyl chloride 

Downstream Products

• 1246998-10-6 2-(pentafluoro-λ⁶-sulfanyl)aniline 

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.

Generation of ortho-SF5-Benzyne and Its Diels-Alder Reactions with Furans: Synthesis of 1-SF5-Naphthalene, Its Derivatives, and 1,6(1,7)-Bis-SF5-naphthalenes

Generation of ortho-SF5-benzyne was achieved by a lithiation/elimination sequence starting from 2-fluoro-SF5-benzene. The highly reactive ortho-SF5-benzyne intermediate was trapped by furan or 2-methylfuran in situ, and th

Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of "super-trifluoromethyl" arene chemistry and its industry

Various arylsulfur pentafluorides, ArSF5, have long been desired in both academic and industrial areas, and ArSF5 compounds have attracted considerable interest in many areas such as medicines, agrochemicals, and other new materials, since the highly stable SF5 group is considered a "super-trifluoromethyl group" due to its significantly higher electronegativity and lipophilicity. This article describes the first practical method for the production of various arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides), from the corresponding diaryl disulfides or aryl thiols. The method consists of two steps: (Step 1) treatment of a diaryl disulfide or an aryl thiol with chlorine in the presence of an alkali metal fluoride, and (step 2) treatment of the resulting arylsulfur chlorotetrafluoride with a fluoride source, such as ZnF2, HF, and Sb(III/V) fluorides. The intermediate arylsulfur chlorotetrafluorides were isolated by distillation or recrystallization and characterized. The aspects of these new reactions are revealed and reaction mechanisms are discussed. As the method offers considerable improvement over previous methods in cost, yield, practicality, applicability, and large-scale production, the new processes described here can be employed as the first practical methods for the economical production of various arylsulfur pentafluorides and their higher homologues, which could then open up a new era of "super-trifluoromethyl" arene chemistry and its applications in many areas.