31268-20-9

Basic information

• Product Name: Benzene, [(bromomethyl)sulfinyl]-
• CAS NO: 31268-20-9
• Molecular Formula: C7H7BrOS
• Molecular Weight: 219.102
• Mol File: 31268-20-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, [(bromomethyl)sulfinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(bromomethyl)sulfinyl]-(31268-20-9)
• EPA Substance Registry System: Benzene, [(bromomethyl)sulfinyl]-(31268-20-9)

Safety Data

• Hazardous Substances Data: 31268-20-9(Hazardous Substances Data)

Upstream product

• 100-68-5 methyl-phenyl-thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Downstream Products

• 209391-94-6 1-(Benzenesulfinyl-bromo-methyl)-cyclopentadecanol 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 567-15-7 2,2′-bis(trifluoromethyl)-1,1′-biphenyl 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 108789-40-8 (4-trifluoromethylbenzyl)phenyl sulfoxide 
• 99764-97-3 2-(phenylsulfinyl)-1-(2-thienyl)ethanone 
• 128867-25-4 1-(3-methoxyphenyl)-2-(phenylsulfinyl)ethanone 
• 17698-51-0 1-(4-bromophenyl)-2-(phenylsulfinyl)ethanone 
• 100375-00-6 1-bromo-4-(phenylsulfinylmethyl)benzene 
• 58936-74-6 1-(4-methoxyphenyl)-2-(phenylsulfinyl)ethan-1-one 
• 1374153-83-9 (bromomethyl)(phenyl)(2,3,4,5-tetramethylphenyl)sulfonium triflate 
• 70243-12-8 2-Benzenesulfinyl-2-bromo-1-(4-methoxy-phenyl)-ethanol 
• 3561-67-9 bis(phenylthio)methane 
• 70243-09-3 1-benzenesulfinyl-1-bromo-nonan-2-ol 

Relevant articles and documents

First synthesis of β-keto sulfoxides by a palladium-catalyzed carbonylative suzuki reaction

(Chemical Equation Presented) An unprecedented palladium-catalyzed three-component cross-coupling reaction between α-bromo sulfoxide, carbon monoxide, and aromatic boronic acids provides a new and efficient approach to the synthesis of β-ketosulfoxides. T

Competitive and selective Csp3-Br versus Csp2-Br bond activation in palladium-catalysed Suzuki cross-coupling: An experimental and theoretical study of the role of phosphine ligands

Phosphine ligands have been demonstrated to have an effect on reactivity and selectivity in the competitive intramolecular palladium-catalysed Suzuki-Miyaura coupling of dibromo sulfoxide 1a possessing two different hybridised electrophilic carbons. It was found that the bromine bond to the sp3-hybridised carbon is selectively replaced in the presence of unhindered phosphines such as PPh3 or xantphos. The use of hindered phosphine ligands such as P(o-tol)3 and P(1-naphthyl)3 reversed the selectivity, conducting the cross-coupling at the Csp 2-Br. Identical trends were observed in external competition experiments carried out with bromomethyl sulfoxide and different substituted bromoarenes. DFT and DFT/MM calculations showed that the selectivity observed is mainly due to the different facility of the ligands to dissociate. Bisphosphine catalysts favour coupling at the sp3 carbon, whereas monophosphine catalysts prefer the sp2 carbon. Customised catalysts: Proper selection of the phosphine ligand in the palladium catalyst enables a highly intra- and intermolecular selective Suzuki-Miyaura coupling at either Csp 3-Br or Csp2-Br (see figure). DFT and DFT/MM calculations show that the selectivity observed is mainly due to the different facilities of the ligands for dissociation. Copyright

Solid-Phase Silica-Gel Catalyzed α-Halogenation of Alkyl Aryl Sulfoxides with N-Halosuccinimides

Alkyl aryl sulfoxides are readily halogenated by silica-gel supported N-halosuccinimides.The conversion of optically active alkyl 4-methylphenyl sulfoxides into 1-haloalkyl 4-methylphenyl sulfoxides is accompanied by inversion of configuration at the S-atom.The stereoselectivity of the solid-phase halogenation of alkyl aryl sulfoxides is much higher than that observrd for the halogenation in solution.