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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:
12161600
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

Health hazardExclamation mark
GHS08,GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH8947
SHBC3753V
84896EJV
84896EJ
08010AJ

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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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