34176-08-4

Basic information

• Product Name: sodium 4-bromobenzenesulfinate
• Synonyms: sodium 4-bromobenzenesulfinate
• CAS NO: 34176-08-4
• Molecular Weight: 243.056
• Mol File: 34176-08-4.mol
• Article Data: 36

Chemical Properties

• CAS DataBase Reference: sodium 4-bromobenzenesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: sodium 4-bromobenzenesulfinate(34176-08-4)
• EPA Substance Registry System: sodium 4-bromobenzenesulfinate(34176-08-4)

Safety Data

• Hazardous Substances Data: 34176-08-4(Hazardous Substances Data)

Usage

Uses

Sodium 4-Bromobenzene-1-sulfinate is used in preparation of beta-ketosulfone derivatives via radical addition/oxidation reaction of aryl olefins with sodium sulfinates.

Upstream product

• 5467-74-3 4-Bromophenylboronic acid 
• 108-86-1 bromobenzene 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 14223-24-6 methyl 3-((4-bromophenyl)sulfonyl)propanoate 
• 106-53-6 para-bromobenzenethiol 
• 75168-73-9 4-bromobenzenesulfonyl chloride 
• 98-58-8 4-bromobenzenesulfonyl chloride 

Downstream Products

• 75317-05-4 (4-bromo-phenyl)-(2,4-dinitro-phenyl)-sulfone 
• 14223-30-4 p-Brom-phenyl-β-cyan-vinyl-sulfon 
• 16483-61-7 p-Brom-benzol-β-brom-β-cyan-ethyl-sulfon 
• 64326-49-4 3-(4-bromo-benzenesulfonyl)-acrylonitrile 
• 24225-01-2 4-Brom-benzolsulfonylcyanid 
• 93943-27-2 (Z)-4-bromo<(2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-yl)sulfonyl>benzene 
• 93943-27-2 (E)-4-bromo<(2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-yl)sulfonyl>benzene 
• 498-83-9 4-bromobenzenesulfonyl fluoride 
• 114971-48-1 4-bromo-benzenethiosulfonic acid ; sodium-salt 
• 16733-68-9 1-(allylsulfonyl)-4-bromobenzene 
• 14223-23-5 3-(4-bromobenzenesulfonyl)propionitrile 
• 14223-25-7 3-[(4-bromophenyl)sulfonyl]propanoic acid ethyl ester 
• 1201678-21-8 C₂₂H₂₆BrNO₄S 
• 91911-22-7 butyl (E)-4-bromocinnamate 

Relevant articles and documents

Copper-Catalyzed N-Directed Distal C(sp3)-H Sulfonylation and Thiolation with Sulfinate Salts

We herein report a selective and catalytic C(sp3)-H functionalization approach to access amines bearing organo-sulfonyl and organo-thiol groups. This reaction proceeds through a cascade process of N-radical formation, alkyl radical formation via 1,5-HAT, and C-S bond formation, thereby offering a series of functionalized amines. This method could enable primary, secondary, and tertiary C(sp3)-H sulfonylation and thiolation and also exhibits good functional group tolerance.

Photoredox-catalyzed synthesis of N-unsubstituted enaminosulfones from vinyl azides and sulfinates

A metal-free visible light photoredox-catalyzed synthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates in moderate to high yields is described. The reaction proceeds in ethanol and uses eosin Y as a readily available photocatalyst in combination with nitrobenzene as an electron shuttle. Taking into account the number of steps involved (generation of the sulfonyl radical, its addition to the double bond, elimination of molecular nitrogen with formation of an iminyl radical, followed by its reduction and protonation) as well as the number of redox-active reaction partners involved, the selectivity of the process is quite impressive.

Visible-Light-Driven Sulfonation of α-Trifluoromethylstyrenes: Access to Densely Functionalized CF3-Substituted Tertiary Alcohol

Reported herein is a visible-light-induced sulfonation of α-trifluoromethylstyrenes with sodium sulfinates, which provides a series of α-trifluoromethyl-β-sulfonyl tertiary alcohols. This new synthetic protocol is enabled by a charge-transfer complex between oxygen and sulfinates, featuring broad substrate scope and scalability. Excellent functional group compatibility and chemoselectivity render this method suitable for sulfonation of pharmaceutically relevant molecules. In the presence of D2O, deuteriotrifluorinated products were also obtained, further demonstrating the flexibility and synthetic potentials of this strategy.