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287970

trans-1,2-Bis(diphenylphosphino)ethylene

Name: <I>trans</I>-1,2-Bis(diphenylphosphino)ethylene
Brand: ALDRICH

97%

Synonym(s):

(E)-Vinylenebis[diphenylphosphine], trans-1,2-Ethenediylbis(diphenylphosphine), NSC 132587

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About This Item

Linear Formula:

(C₆H₅)₂PCH=CHP(C₆H₅)₂

CAS Number:

983-81-3

Molecular Weight:

396.40

NACRES:

NA.22

PubChem Substance ID:

24857303

UNSPSC Code:

12352002

EC Number:

213-570-2

MDL number:

MFCD00063219

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Properties

Quality Level

100

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

mp

126-130 °C (lit.)

functional group

phosphine

SMILES string

c1ccc(cc1)P(\C=C\P(c2ccccc2)c3ccccc3)c4ccccc4

InChI

1S/C26H22P2/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/h1-22H/b22-21+

InChI key

NCKJIJSEWKIXAT-QURGRASLSA-N

Description

Application

Catalyst for:

Coupling of primary and secondary alkyl halides with aryl grignard reagents
Homogeneous hydrogenation of Carbon Dioxide mediated by Ruthenium

Reactant for:

Preparation of cyclopalladated derivatives of benzylidene
Preparation of cyclopalladated complexes containing tridentate thiosemicarbazone ligands as antimalarial agents
Catalytic asymetric intramolecular hydroamination of alkynylamines

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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The Important Role of the Nuclearity, Rigidity, and Solubility of Phosphane Ligands in the Biological Activity of Gold(I) Complexes.

Noora Svahn et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 24(55), 14654-14667 (2018-08-01)

A series of 4-ethynylaniline gold(I) complexes containing monophosphane (1,3,5-triaza-7-phosphaadamantane (pta; 2), 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (3), and PR3 , with R=naphthyl (4), phenyl (5), and ethyl (6)) and diphosphane (bis(diphenylphosphino)acetylene (dppa; 7), trans-1,2-bis(diphenylphosphino)ethene (dppet; 8), 1,2-bis(diphenylphosphino)ethane (dppe; 9), and 1,3-bis(diphenylphosphino)propane (dppp; 10)) ligands

Global Trade Item Number

SKU	GTIN
287970-1G	04061826662052