Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

913278

Sigma-Aldrich

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

≥95%

Synonym(s):

dppeNiBr2

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C26H24Br2NiP2
CAS Number:
14647-21-3
Molecular Weight:
616.92
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

322-326 °C

InChI

1S/C26H24P2.2BrH.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

AEGMSHMBRVOLMV-UHFFFAOYSA-L

Application

[1,2-Bis(diphenylphosphino)ethane]dibromonickel(II) is a catalyst for a variety of transformations, including:
  • kumada catalyst-transfer polycondensation
  • oxidation of carboranyl phosphine ligands
  • synthesis of nickel-iron dithiolato hydrides
  • hydroformylation of alcohols
  • Ullmann reactions - homocoupling reactions
  • intramolecular aerobic oxidative amination of alkenes

Other Notes

Synthesis of Highly Substituted Isoquinolone Derivatives by Nickel-Catalyzed Annulation of 2-Halobenzamides with Alkynes

related product

Product No.
Description
Pricing

335363

[1,3-Bis(diphenylphosphino)propane]dichloronickel(II)

328219

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

728551

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, ≥97% (AT)

804398

[(TMEDA)Ni(o-tolyl)Cl], 95%

901742

Dimethyl[(1-pyrrolidinyl)phenyl]-amine nickel(II) chloride, ≥95%

902993

(BPhen)Ni(OAc)2.xH2O

902985

(Bathocuproine)NiBr2

903000

[4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine] nickel (II) dichloride

903019

[4,4′-Dimethyl-2,2′-bipyridine]nickel(II) dichloride hydrate, ≥95%

904937

2,6-Bis(N-pyrazolyl)pyridine nickel (II) dichloride, ≥95% anhydrous basis

905070

[(TEEDA)Ni(o-tolyl)Cl], ≥95%

907111

2,6-bis(N-pyrazolyl)pyridine nickel(II) bromide

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1A Inhalation - Muta. 2 - Repr. 1B - Resp. Sens. 1 - Skin Sens. 1 - STOT RE 1

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chuan-Che Liu et al.
Organic letters, 12(15), 3518-3521 (2010-07-09)
An efficient method for the synthesis of substituted 1(2H)-isoquinolone derivatives via nickel-catalyzed annulation of substituted 2-halobenzamides with alkynes is described. This protocol is successfully applied to the total synthesis of oxyavicine with excellent yield.

Articles

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service