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Merck
CN

376728

Ethylenebis(diphenylphosphine)

99%

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
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
24863460
EC Number:
216-769-2
Beilstein/REAXYS Number:
761261
MDL number:
MFCD00003047

Key Documents

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InChI key

QFMZQPDHXULLKC-UHFFFAOYSA-N

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

SMILES string

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

assay

99%

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

Quality Level

200

functional group

phosphine

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H335

Hazard Classifications

STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB1417
MKCX7819
MKCT3162
MKCP9037
1438249V

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Fiaud, J.-C.; Malleron, J.-L.
Chemical Communications (Cambridge, England), 1159-1159 (1981)
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
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
G D Hoke et al.
Molecular pharmacology, 39(1), 90-97 (1991-01-01)
Bis(diphenylphosphine)ethane (DPPE) and its gold coordination complexes have demonstrated antitumor activity in transplantable tumor models. This report describes the development of a P388 cell line (P388/DPPEc) that is resistant to DPPE and its analogues and the in vitro characterization of
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