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Bis(dicyclohexylphosphino)methane

Catalog Number
ACM137349656-1
Product Name
Bis(dicyclohexylphosphino)methane
Structure
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CAS
137349-65-6
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Synonyms
ZINC59448060; AK113319; AB1007452; Dicyclohexyl[(dicyclohexylphosphino)methyl]phosphine #; SC11236; TRA0046831; Bis(di-cyclohexylphosphino)methane; Phosphine, methylenebis[dicylohexyl-; FT-0743863; Bis(dicyclohexylphosphino)methane, 95%;
IUPAC Name
dicyclohexyl(dicyclohexylphosphanylmethyl)phosphane;
Molecular Weight
408.591g/mol
Molecular Formula
C25H46P2;
Canonical SMILES
C1CCC(CC1)P(CP(C2CCCCC2)C3CCCCC3)C4CCCCC4;
InChI
InChI=1S/C25H46P2/c1-5-13-22(14-6-1)26(23-15-7-2-8-16-23)21-27(24-17-9-3-10-18-24)25-19-11-4-12-20-25/h22-25H,1-21H2;
InChI Key
OWFLJHJHQKHZJR-UHFFFAOYSA-N;
Complexity
325
Covalently-Bonded Unit Count
1
Exact Mass
408.307g/mol
Heavy Atom Count
27
Monoisotopic Mass
408.307g/mol
Rotatable Bond Count
6
Topological Polar Surface Area
0A^2
Application
Bis(dicyclohexylphosphino)methane serves as a versatile catalyst used to facilitate a variety of chemical reactions. It is instrumental in ruthenium/phosphine-catalyzed anti-Markovnikov addition reactions, enhancing the precision and efficiency of the process. The compound also plays a critical role in regioselective Suzuki coupling reactions, ensuring selective connectivity of molecules. Additionally, it is key in ruthenium/phosphine-catalyzed homogeneous hydrogenation reactions, where it helps achieve uniform hydrogenation. Furthermore, bis(dicyclohexylphosphino)methane is used in mediated cross-coupling reactions, where it aids in the effective joining of diverse molecular structures.
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