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106496

Sigma-Aldrich

Ethylenebis(diphenylphosphine)

97%

Synonym(s):

1,2-Bis(diphenylphosphino)ethane, Diphos, dppe

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About This Item

Linear Formula:
(C6H5)2PCH2CH2P(C6H5)2
CAS Number:
1663-45-2
Molecular Weight:
398.42
Beilstein:
761261
EC Number:
216-769-2
MDL number:
MFCD00003047
UNSPSC Code:
12352002
PubChem Substance ID:
24846735
NACRES:
NA.22

Quality Level

200

Assay

97%

reaction suitability

reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Carbonylations
reagent type: ligand
reaction type: Cycloadditions
reagent type: ligand
reaction type: Decarboxylations
reagent type: ligand
reaction type: Diels-Alder Reaction
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

137-142 °C (lit.)

functional group

phosphine

SMILES string

C(CP(c1ccccc1)c2ccccc2)P(c3ccccc3)c4ccccc4

InChI

1S/C26H24P2/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/h1-20H,21-22H2

InChI key

QFMZQPDHXULLKC-UHFFFAOYSA-N

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Related Categories

Application

Ligand for metal-catalyzed allylic alkylation; decarboxylation of allylic esters; 1,3-diene synthesis; cycloaddition reactions; carbonylation reactions.
Used to obtain mixed-metal clusters.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H335

Hazard Classifications

STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Huan Jin et al.
Journal of biopharmaceutical statistics, 23(2), 432-446 (2013-02-27)
Motivated by the design and analysis of a specific type of Phase II cancer clinical trials, we derive in this article a class of weighted rank tests for the testing of noninferiority hypotheses with a prespecified margin based on paired
Weiming Gao et al.
Inorganic chemistry, 45(23), 9169-9171 (2006-11-07)
The reaction of [Fe2(CO)6(mu-SCH2)2NCH2CH2N(mu-SCH2)2Fe2(CO)6] (1) with 1,2-bis(diphenylphosphino)ethane in the presence of Me3NO.2H2O affords two structurally different metallomacromolecules: a dimer of the type [{Fe2(CO)5(mu-SCH2)2NCH2CH2N(mu-SCH2)2Fe2(CO)5}(Ph2PCH2)2] (2) and a tetramer species containing eight iron centers with an overall formula of [{Fe2(CO)6(mu-SCH2)2NCH2CH2N(mu-SCH2)2Fe2(CO)5}2(Ph2PCH2)2] (3). Their
Tsuji, J.; Ohashi, Y.; Minami, I.
Tetrahedron Letters, 28, 2397-2397 (1987)
Ahmar, M.; Cazes, B.; Gore, J.
Tetrahedron Letters, 25, 4505-4505 (1984)
R M Snyder et al.
Cancer research, 46(10), 5054-5060 (1986-10-01)
Bis(diphenylphosphine)ethane (DPPE) and its bis[chlorogold(I)] [DPPE(Au2Cl2)], and bis[trichlorogold(III)] [DPPE(Au2Cl6)], complexes have in vivo antitumor activity. To determine if interaction with metals in situ can play a role in the antitumor activity of DPPE, we have studied the effects of DPPE
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