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Sigma-Aldrich

1,2-Bis(dichlorophosphino)ethane

97%

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Synonym(s):
1,2-Ethanediylbis[phosphonous dichloride], Ethylenebis(dichlorophosphine), P,P′-(1,2-Ethanediyl)bis(dichlorophosphane)
Linear Formula:
Cl2PCH2CH2PCl2
CAS Number:
28240-69-9
Molecular Weight:
231.81
MDL number:
MFCD00009609
PubChem Substance ID:
24855843
NACRES:
NA.22

Assay

97%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

refractive index

n20/D 1.588 (lit.)

bp

70 °C/1 mmHg (lit.)

density

1.536 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

ClP(Cl)CCP(Cl)Cl

InChI

1S/C2H4Cl4P2/c3-7(4)1-2-8(5)6/h1-2H2

InChI key

SBWAJHLQMFBNIN-UHFFFAOYSA-N

Related Categories

General description

1,2-Bis(dichlorophosphino)ethane is an organophosphorus compound commonly used as a precursor to synthesize ethylene-bridged bis(phosphane)s ligands by reacting with an organometallic reagent.

Application

1,2-Bis(dichlorophosphino)ethane can be used as a precursor to synthesize ethylenebis(phosphonic dichloride).

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A convenient synthesis of 1, 2-bis (dichlorophosphino) ethane, 1, 2-bis (dimethylphosphino) ethane and 1, 2-bis (diethylphosphino) ethane
Burt RJ, et al.
Journal of Organometallic Chemistry, 182(2), 203-206 (1979)
Electron-Poor Olefin Polymerization Catalysts Based on Semi-Fluorinated Bis (phosphane) s
European Journal of Inorganic Chemistry, 2000(9), 2063-2070 (2000)
Cofactor-type inhibitors of inosine monophosphate dehydrogenase via modular approach: targeting the pyrophosphate binding sub-domain
Felczak K, et al.
Bioorganic & Medicinal Chemistry, 9(5), 1594-1605 (2011)
Ruiyan Sun et al.
ChemSusChem, 12(14), 3278-3285 (2019-04-30)
Methyl formate was produced in one pot through the hydrogenation of CO2 to formic acid/formate followed by an esterification step. The route offers the possibility to integrate renewable energy into the fossil-based chemical value chain. In this work, a phosphine-polymer-anchored

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