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1,2-Bis(dicyclohexylphosphino)ethane

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1,2-Bis(dicyclohexylphosphino)ethane Basic information
Preparation
Product Name:1,2-Bis(dicyclohexylphosphino)ethane
Synonyms:1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE, MIN. 98%;1,2-Bis(dicyclohexylphosphino)ethane,min.98%;1,2-Ethanediylbis(dicyclohexylphosphine);Ethylenebis(biscyclohexylphosphine);Ethylenebis(dicyclohexylphosphine);1,2-Bis(dicyclohexylphosphino)ethane,98%;98% Cy2PCH2CH2PCy2;1,2-bis(dicyclohexylphosphanyl)ethane (dcype)
CAS:23743-26-2
MF:C26H48P2
MW:422.62
EINECS:202-303-5
Product Categories:Achiral Phosphine;Alkyl Phosphine;organophosphine ligand;Catalysis and Inorganic Chemistry;Phosphorus Compounds;Polydentate Phosphine Ligands;Ligand;Bisphosphines
Mol File:23743-26-2.mol
1,2-Bis(dicyclohexylphosphino)ethane Structure
1,2-Bis(dicyclohexylphosphino)ethane Chemical Properties
Melting point 92.5-96.5 °C(lit.)
Boiling point 528.3±20.0 °C(Predicted)
Fp 110 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Powder
color White
Sensitive Air Sensitive
InChI1S/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
InChIKeyBOUYBUIVMHNXQB-UHFFFAOYSA-N
SMILESC1CCC(CC1)P(CCP(C2CCCCC2)C3CCCCC3)C4CCCCC4
CAS DataBase Reference23743-26-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-53-41-37/38
Safety Statements 37/39-26-39
RIDADR UN1325
WGK Germany 3
HazardClass 4.1
PackingGroup II
HS Code 29310099
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 4
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
1,2-Bis(dicyclohexylphosphino)ethane Usage And Synthesis
PreparationUnder anhydrous and oxygen-free conditions, dicyclohexylphosphine chloride was used as the starting material to obtain dicyclohexyldiethylaminophosphine through amino protection. Then, dicyclohexyldiethylaminophosphine reacted with diethylcadmium to obtain bis(dicyclohexylphosphine)cadmium intermediate, and finally reacted with dichloroalkanes to synthesize 1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE.
Chemical Propertieswhite powder
Uses1,2-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.

reaction suitabilityreagent type: ligand
reaction type: Decarboxylations
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
1,2-Bis(dicyclohexylphosphino)ethane Preparation Products And Raw materials
Raw materialsDicyclohexylchlorophosphine-->1,2-Dichloroethane-->Dicyclohexylphosphine-->1,2-Dibromoethane
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