479500

1,2-Bis(dicyclohexylphosphino)ethane

• Synonym(s): Ethylenebis(dicyclohexylphosphine), 1,2-Ethanediylbis[dicyclohexyl]phosphine
• Linear Formula: (C₆H₁₁)₂PCH₂CH₂P(C₆H₁₁)₂
• CAS Number: 23743-26-2
• Molecular Weight: 422.61
• MDL number: MFCD00015521
• UNSPSC Code: 12352001
• PubChem Substance ID: 24871622
• NACRES: NA.22

Properties

• form: solid
• reaction suitability: reagent type: ligand; reaction type: Decarboxylations; reagent type: ligand; reaction type: Negishi Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• mp: 92.5-96.5 °C (lit.)
• functional group: phosphine
• SMILES string: C1CCC(CC1)P(CCP(C2CCCCC2)C3CCCCC3)C4CCCCC4
• InChI: 1S/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2
• InChI key: BOUYBUIVMHNXQB-UHFFFAOYSA-N

Description

Application

1,2-Bis(dicyclohexylphosphino)ethane can be used as a ligand for:

• Pd-catalyzed decarbonylative C-H coupling of azoles and aromatic esters.
• Ni-catalyzed cross-coupling reaction of aryl fluorides and primary amines.

Reactant involved in:

• Investigations of the role of ligand-based steric effects during the polymerization
• Synthesis of molybdenum nitrosyl complexes for use as Imine hydrogenation catalysts
• Irreversible thermal linkage isomerization of switchable C-N-bound isomers
• Chelating for conversion of trans complexes to cis complexes

Precursor for Iridium trisboryl complexes and the substituent effect on borylation reactions

Ligand for palladium(II) complex catalyzed hydrogenation reactions

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H318,H335,H413
• Precautionary Statements: P261 - P264 - P273 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 4 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): >230.0 °F - closed cup
• Flash Point(C): > 110 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves