2557-81-5

Basic information

• Product Name: Phenyl sulfur pentafluoride
• Synonyms: Phenyl sulfur pentafluoride;Pentafluoro(phenyl)sulfur;Phenylsulphur pentafluoride;(Pentafluorothio)benzene;(Pentafluorothio)benzene, (Pentafluorosulphanyl)benzene
• CAS NO: 2557-81-5
• Molecular Formula: C₆H₅F₅S
• Molecular Weight: 204.160916
• Product Categories: Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Pentafluorosulfanyl;Pentafluorosulfanyls;Sulfur Compounds
• Mol File: 2557-81-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: -10 °C
• Boiling Point: 149 °C
• Flash Point: 43 °C
• Appearance: /
• Density: 1.496 g/mL at 25 °C
• Refractive Index: n20/D 1.435
• CAS DataBase Reference: Phenyl sulfur pentafluoride(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl sulfur pentafluoride(2557-81-5)
• EPA Substance Registry System: Phenyl sulfur pentafluoride(2557-81-5)

Safety Data

• Hazard Codes: Xn
• Statements: 10-22-36/37/38
• Safety Statements: 26
• RIDADR: UN 1993 3/PG 3
• Hazardous Substances Data: 2557-81-5(Hazardous Substances Data)

Usage

General Description

Phenyl sulfur pentafluoride is a chemical compound with the formula C6H5SF5. It is a sulfur-containing aromatic compound that is used as a reagent in organic synthesis. It is a colorless, water-insoluble liquid with a pungent odor and is highly reactive due to the presence of the electronegative fluorine atoms. Phenyl sulfur pentafluoride is primarily utilized in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of specialty chemicals. It is also used as a fluorinating agent in organic chemistry reactions. However, it should be handled with caution due to its corrosive and toxic nature. Overall, Phenyl sulfur pentafluoride is an important chemical reagent with diverse applications in the field of organic synthesis.

InChI:InChI=1/C6H5F5S/c7-12(8,9,10,11)6-4-2-1-3-5-6/h1-5H

Upstream product

• 71-43-2 benzene 
• 203126-16-3 phenyltetrafluoro-λ⁶-sulfanyl chloride 
• 882-33-7 diphenyldisulfane 
• 774229-27-5 C₆H₇Br₂F₅S 
• 654671-65-5 2,4,5-trichloropentafluorosulfanylcyclohexane 
• 1692-53-1 1-chloro-2-pentafluorosulfanylcyclohexane 
• 1536-79-4 Cyclohexenyl-schwefelpentafluorid 
• 110-83-8 cyclohexene 
• 1165952-92-0 cyclohexa-1,4-diene 
• 89415-83-8 4,5-dichlorocyclohexene 
• 1063625-79-5 trans-phenylsulfur chlorotetrafluoride 
• 672-36-6 phenylsulphur trifluoride 
• 108-98-5 thiophenol 
• 67-56-1 methanol 

Downstream Products

• 672-30-0 (3-bromophenyl)pentafluoro-λ⁶-sulfane 
• 2613-26-5 3-nitrophenylsulfur pentafluoride 
• 1736-99-8 (3-acetamidophenyl)sulfurpentafluoride 
• 2993-22-8 3-pentafluorosulfuraniline 
• 159727-25-0 2-bromo-4-(pentafluoro-λ⁶-sulfanyl)aniline 
• 142653-59-6 1,3-dinitro-5-(pentafluorosulfanyl)benzene 
• 1613141-04-0 [([HC(C(^tBu)NC₆H₃(iPr)₂)₂])Ni(SPh)] 
• 349-78-0 3-nitrobenzene-1-sulfonyl fluoride 
• 1621957-58-1 1-(fluorosulfonyl)-3,5-dinitrobenzene 
• 368-85-4 4-fluorobenzenesulfonyl fluoride 
• 1605274-93-8 1-(pentafluorosulfanyl)-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]benzene 
• 141795-59-7 2,2,2-trifluoro-1-(trifluoromethyl)ethyl 4-fluorophenylsulfonate 
• 1605274-94-9 1-(fluorosulfonyl)-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]-benzene 
• 1605274-95-0 2,2,2-trifluoro-1-(trifluoromethyl)ethyl 4-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]phenylsulfonate: 

Relevant articles and documents

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Improved Access to Organo-Soluble Di- and Tetrafluoridochlorate(I)/(III) Salts

A facile one-pot gram-scale synthesis of tetraalkylammonium tetrafluoridochlorate(III) [cat][ClF4] ([cat]=[NEt3Me]+, [NEt4]+) is described. An acetonitrile solution of the corresponding alkylammonium chloride salt is fluorinated with diluted fluorine at low temperatures. The reaction proceeds via the [ClF2]? anion which is structurally characterized for the first time. The potential application of [ClF4]? salts as fluorinating agents is evaluated by the reaction with diphenyl disulfide, Ph2S2, to pentafluorosulfanyl benzene, PhSF5. The CN moieties in acetonitrile and [B(CN)4]? are transferred in CF3 groups. Exposure of carbon monoxide, CO, leads to the formation of carbonyl fluoride, COF2, and elemental gold is dissolved under the formation of tetrafluoridoaurate [AuF4]?.

Pyridine-promoted dediazoniation of aryldiazonium tetrafluoroborates: Application to the synthesis of SF5-substituted phenylboronic esters and iodobenzenes

Pyridine promotes dediazoniation of aryldiazonium tetrafluoroborates. The formed aryl radicals were trapped with B2pin2, iodine, or tetrahydrofuran to afford boronic esters, iodobenzenes and benzenes, respectively. The application to the synthesis of (pentafluorosulfanyl) phenylboronic esters, iodo(pentafluorosulfanyl)benzenes and (pentafluorosulfanyl)benzene is shown.