Skip to Content
Merck
All Photos(1)

Documents

902993

Sigma-Aldrich

(BPhen)Ni(OAc)2.xH2O

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C28H22N2NiO4
CAS Number:
2304339-11-3
Molecular Weight:
509.18
UNSPSC Code:
12161600
NACRES:
NA.22

Assay

≥95%

form

powder or crystals

reaction suitability

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

mp

>300 °C

SMILES string

O=C(O[Ni]OC(C)=O)C.C1(C2=CC=CC=C2)=CC=NC3=C1C=CC4=C3N=CC=C4C5=CC=CC=C5

Related Categories

Application

Catalyst for cross couplings via C-N bond activation

Caution

Store under N2 atmosphere

Other Notes

Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C–N Bond Activation

related product

Product No.
Description
Pricing

335363

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

728551

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

804398

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

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

907111

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

911534

(4,4′-dMeObpy)NiCl2

911844

(Me4Phen)NiCl2

911984

(2,2′-Bipyridine)diiodonickel(II)

913014

[1,3-Bis(diphenylphosphino)propane]dibromonickel(II), ≥95%

913278

[1,2-Bis(diphenylphosphino)ethane]dibromonickel(II), ≥95%

913154

1,10-Phenanthroline nickel (ll) dibromide

916129

1,10-Phenanthroline nickel (ll) dichloride

917982

Tetrapyridyl nickel (ll) dichloride, ≥95%

918083

2,9-Dimethyl-1,10-phenanthroline nickel (ll) bromide

Storage Class Code

11 - Combustible Solids

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

Corey H Basch et al.
Journal of the American Chemical Society, 139(15), 5313-5316 (2017-04-01)
We developed a strategy to harness alkyl amines as alkylating agents via C-N bond activation. This Suzuki-Miyaura cross coupling of alkylpyridinium salts, readily formed from primary amines, is the first example of a metal-catalyzed cross coupling via C-N bond activation

Articles

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