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Merck

106496

Sigma-Aldrich

Ethylenebis(diphenylphosphine)

97%

Sinónimos:

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

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About This Item

Fórmula lineal:
(C6H5)2PCH2CH2P(C6H5)2
Número de CAS:
Peso molecular:
398.42
Beilstein/REAXYS Number:
761261
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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Categorías relacionadas

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

signalword

Warning

hcodes

Hazard Classifications

STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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David P Temelkoff et al.
Carbohydrate research, 341(10), 1645-1656 (2006-02-28)
Bis(diphenylphosphino)ethane (DPPE) reacts with pyranosyl azides derived from D-glucose and D-glucuronic acid in the presence of acid chlorides to yield the corresponding glycosyl amides. Reaction rates are comparable to those with triphenylphosphine, however, the byproduct phosphine oxide is easily removed
Fiaud, J.-C.; Malleron, J.-L.
Chemical Communications (Cambridge, England), 1159-1159 (1981)
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
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
Tsuji, J.; Ohashi, Y.; Minami, I.
Tetrahedron Letters, 28, 2397-2397 (1987)

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