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Sigma-Aldrich

1,2-Bis(dichlorophosphino)ethane

97%

Synonym(s):

1,2-Ethanediylbis[phosphonous dichloride], Ethylenebis(dichlorophosphine), P,P′-(1,2-Ethanediyl)bis(dichlorophosphane)

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About This Item

Linear Formula:
Cl2PCH2CH2PCl2
CAS Number:
28240-69-9
Molecular Weight:
231.81
MDL number:
MFCD00009609
UNSPSC Code:
12352101
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Electron-Poor Olefin Polymerization Catalysts Based on Semi-Fluorinated Bis (phosphane) s
European Journal of Inorganic Chemistry, 2000(9), 2063-2070 (2000)
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)
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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