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Bis(dicyclohexylphosphino)methane

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Catalog Number

ACM137349656-1

Product Name

Structure

CAS

137349-65-6

Product Overview
Usage

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

Exact Mass

408.307g/mol

Heavy Atom Count

Monoisotopic Mass

408.307g/mol

Rotatable Bond Count

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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