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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:
1663-45-2
Peso molecular:
398.42
Beilstein/REAXYS Number:
761261
EC Number:
216-769-2
MDL number:
MFCD00003047
UNSPSC Code:
12352002
PubChem Substance ID:
24846735
NACRES:
NA.22

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
GHS07

signalword

Warning

hcodes

H335

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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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C K Mirabelli et al.
Journal of medicinal chemistry, 30(12), 2181-2190 (1987-12-01)
Bisphosphines related to bis(diphenylphosphino)ethane (dppe) and their gold complexes are described that are active in a spectrum of transplantable tumor models. When administered ip on days 1-5 at its maximally tolerated dose (MTD) of 40 mumol/kg, dppe reproducibly gives 100%
Anne Westphal et al.
Inorganic chemistry, 51(10), 5748-5763 (2012-05-03)
The molybdenum(V) complex [Mo(O)Cl(3)dppe] [dppe = 1,2-bis(diphenylphosphino)ethane] is considered as a model system for a combined study of the electronic structure using UV/vis absorption and magnetic circular dichroism (MCD) spectroscopy. In order to determine the signs and MCD C-term intensities
Gleb A Silantyev et al.
Inorganic chemistry, 52(4), 1787-1797 (2013-01-30)
The combination of variable temperature (190-297 K) IR and NMR spectroscopy studies with quantum-chemical calculations at the DFT/B3PW91 and AIM level had the aim to determine the mechanism of proton transfer to CpRuH(dppe) (1, dppe = Ph(2)P(CH(2))(2)PPh(2)) and the structures
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
Nusrat J Sanghamitra et al.
Journal of medicinal chemistry, 48(4), 977-985 (2005-02-18)
The cytotoxic properties of arylphosphines are regulated by metals. We have synthesized a series of copper(I) complexes of 1,2-bis(diphenylphosphino)ethane (DPPE) and tested their in vitro cytotoxicity in a human lung carcinoma cell line H460. One of the complexes [Cu(2)(DPPE)(3)(CH(3)CN)(2)](ClO(4))(2) (C1)
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