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328219

Sigma-Aldrich

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

Synonym(s):
dppeNiCl2, [1,2-Bis(diphenylphosphino)ethane]nickel(II) chloride, 1,2-Ethylenebis(diphenylphosphine)nickel dichloride, Nickel 1,2-Bis(diphenylphosphino)ethane dichloride
Linear Formula:
[(C6H5)2PCH2CH2P(C6H5)2]NiCl2
CAS Number:
Molecular Weight:
528.02
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

solid

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

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

Packaging

1, 5, 25 g in glass bottle

Pictograms

Exclamation markHealth hazard

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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