134368-62-0

Basic information

• Product Name: 4,4'-bis-methanesulfonyl-biphenyl
• Synonyms: 4,4'-bis-methanesulfonyl-biphenyl
• CAS NO: 134368-62-0
• Molecular Weight: 310.395
• Mol File: 134368-62-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4,4'-bis-methanesulfonyl-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-bis-methanesulfonyl-biphenyl(134368-62-0)
• EPA Substance Registry System: 4,4'-bis-methanesulfonyl-biphenyl(134368-62-0)

Safety Data

• Hazardous Substances Data: 134368-62-0(Hazardous Substances Data)

Upstream product

• 98-57-7 4-chlorophenyl methyl sulfone 
• 7440-66-6 zinc 
• 1124382-72-4 8-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-ylamine 
• 149104-88-1 4-methanesulphonylphenylboronic acid 
• 2156-71-0 N-chloropiperidine 
• 3466-32-8 4-bromoohenyl methyl sulfone 
• 2969-81-5 Ethyl 4-bromobutyrate 

Relevant articles and documents

An Improved Synthesis of the Free Base and Diglycolate Salt of CEP-33779; A Janus Kinase 2 Inhibitor

CEP-33779 is a triazole that has been reported to show highly selective inhibition of Janus kinase 2 (JAK2). An efficient process to form CEP-33779 will be presented that uses multiple palladium couplings to provide the drug substance in a convergent mann

Replacing conventional carbon nucleophiles with electrophiles: Nickel-catalyzed reductive alkylation of aryl bromides and chlorides

A general method is presented for the synthesis of alkylated arenes by the chemoselective combination of two electrophilic carbons. Under the optimized conditions, a variety of aryl and vinyl bromides are reductively coupled with alkyl bromides in high yields. Under similar conditions, activated aryl chlorides can also be coupled with bromoalkanes. The protocols are highly functional-group tolerant (-OH, -NHTs, -OAc, -OTs, -OTf, -COMe, -NHBoc, -NHCbz, -CN, -SO2Me), and the reactions are assembled on the benchtop with no special precautions to exclude air or moisture. The reaction displays different chemoselectivity than conventional cross-coupling reactions, such as the Suzuki-Miyaura, Stille, and Hiyama-Denmark reactions. Substrates bearing both an electrophilic and nucleophilic carbon result in selective coupling at the electrophilic carbon (R-X) and no reaction at the nucleophilic carbon (R-[M]) for organoboron (-Bpin), organotin (-SnMe3), and organosilicon (-SiMe2OH) containing organic halides (X-R-[M]). A Hammett study showed a linear correlation of σ and σ(-) parameters with the relative rate of reaction of substituted aryl bromides with bromoalkanes. The small ρ values for these correlations (1.2-1.7) indicate that oxidative addition of the bromoarene is not the turnover-frequency determining step. The rate of reaction has a positive dependence on the concentration of alkyl bromide and catalyst, no dependence upon the amount of zinc (reducing agent), and an inverse dependence upon aryl halide concentration. These results and studies with an organic reductant (TDAE) argue against the intermediacy of organozinc reagents.