774-93-6

Basic information

• Product Name: 1-BROMO-4-(PENTAFLUOROSULFANYL)BENZENE
• Synonyms: 4-BROMOPHENYL-PENTAFLUOROSULFUR;4-BROMOPHENYLSULFUR PENTAFLUORIDE;4-BROMOPHENYLSULPHUR PENTAFLUORIDE;1-BROMO-4-(PENTAFLUOROSULFANYL)BENZENE;1-BROMO-4-(PENTAFLUOROTHIO)BENZENE;4-Pentafluorosulfur bromobenzene;1-Bromo-4-(pentafluorothio)benzene, 1-Bromo-4-(pentafluorosulphanyl)benzene;4-BroMophenylsulfur pentafluoride, 95+%
• CAS NO: 774-93-6
• Molecular Formula: C₆H₄BrF₅S
• Molecular Weight: 283.06
• Product Categories: Halides;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 774-93-6.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 77.2 °C(Press: 10 Torr)
• Flash Point: 84°C(lit.)
• Appearance: /
• Refractive Index: 1.4790-1.4830
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 1-BROMO-4-(PENTAFLUOROSULFANYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-(PENTAFLUOROSULFANYL)BENZENE(774-93-6)
• EPA Substance Registry System: 1-BROMO-4-(PENTAFLUOROSULFANYL)BENZENE(774-93-6)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39
• Hazardous Substances Data: 774-93-6(Hazardous Substances Data)

Usage

General Description

1-Bromo-4-(pentafluorosulfanyl)benzene, also known as 1-bromo-4-(trifluoromethanesulfanyl)benzene, is a chemical compound with the molecular formula C6H4BrF5S. It is a colorless liquid with a molecular weight of 271.063 g/mol and a boiling point of 176-177°C. 1-BROMO-4-(PENTAFLUOROSULFANYL)BENZENE is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in the production of materials such as polymers and liquid crystals. Its unique properties make it valuable in the field of organic synthesis and material sciences.

Upstream product

• 5467-74-3 4-Bromophenylboronic acid 
• 15224-36-9 thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester 
• 106-53-6 para-bromobenzenethiol 
• 2557-81-5 pentafluorosulfanylbenzene 
• 1605274-62-1 4-(pentafluoro-λ⁶-sulfaneyl)benzenediazonium tetrafluoroborate 
• 1062609-73-7 4-bromophenyltetetrafluoro-λ⁶-sulfanyl chloride 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 2613-27-6 1-nitro-4-(pentafluorosulfanyl)benzene 
• 2993-24-0 4-(pentafluorosulfanyl)aniline 

Downstream Products

• 774-94-7 4-(pentafluoro-λ⁶-sulfaneyl)phenol 

Relevant articles and documents

Validation of Arylphosphorothiolates as Convergent Substrates for Ar-SF 4Cl and Ar-SF 5Synthesis

In this manuscript we describe the oxidative fluorination of aryl phosphorothiolates to access Ar-SF4Cl compounds. These compounds serve as precursors for the highly coveted Ar-SF5 compounds. The use of phosphorothiolates as starting materials permits access to Ar-SF4Cl from a wide variety of available starting materials, namely boronic acids, diazonium salts, aryl iodides, thiophenols, or simple arenes. The protocol has been demonstrated for 10 examples and showed good tolerance to various functional groups. Finally, we demonstrated that AgBF4 can be used as a fluorinating agent, affording good yields of an Ar-SF5.

METHOD OF PRODUCING PENTAFLUOROSULFANYL AROMATIC COMPOUND

A method of producing a pentafluorosulfanyl aromatic compound is provided. A method of producing a pentafluorosulfanyl aromatic compound represented by general formula (3): [in-line-formulae]Ar—(SF5)k??(3)[/in-line-formulae]where Ar is a substituted or an unsubstituted aryl group or heteroaryl group, and k is an integer of 1 to 3;the method includes reacting IF5 with a halotetrafluorosulfanyl aromatic compound represented by general formula (2): [in-line-formulae]Ar—(SF4Hal)k??(2)[/in-line-formulae]where Ar and k are defined as above; and Hal is a Cl group, a Br group, or an I group.

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.