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328219

Sigma-Aldrich

[1,2-Bis(diphenylphosphino)ethane]dichloronickel(II)

Synonym(s):

1,2-Ethylenebis(diphenylphosphine)nickel dichloride, Nickel 1,2-Bis(diphenylphosphino)ethane dichloride, [1,2-Bis(diphenylphosphino)ethane]nickel(II) chloride, dppeNiCl2

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About This Item

Linear Formula:
[(C6H5)2PCH2CH2P(C6H5)2]NiCl2
CAS Number:
14647-23-5
Molecular Weight:
528.02
MDL number:
MFCD00013313
UNSPSC Code:
12352300
PubChem Substance ID:
24859721
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: nickel
reagent type: catalyst

mp

263-265 °C (lit.)

SMILES string

Cl[Ni]Cl.C(CP(c1ccccc1)c2ccccc2)P(c3ccccc3)c4ccccc4

InChI

1S/C26H24P2.2ClH.Ni/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;2*1H;/q;;;+2/p-2

InChI key

XXECWTBMGGXMKP-UHFFFAOYSA-L

Related Categories

Application

Reactant involved in:
  • Kumada catalyst-transfer polycondensation
  • Oxidation of carboranyl phosphine ligands
  • Synthesis of nickel-iron dithiolato hydrides
  • Ullmann reactions - homocoupling reactions

Co-catalyst for hydroformylation of alcohols for the synthesis of quaternary carbon centers

Catalyst for Wacker-type intramolecular aerobic oxidative amination of alkenes

related product

Product No.
Description
Pricing

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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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Articles

Nickel and Nickel-based Compounds (Complexes) as a Catalyst

Nickel transition metal and its complexes can be used as a catalyst in many synthetic transformations, like oxidative addition, C-H activation, reductive elimination, oxidative cyclization, oligomerization, and in cross-coupling reactions.

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