Skip to Content
Merck
All Photos(1)

Documents

Safety Information

804398

Sigma-Aldrich

[(TMEDA)Ni(o-tolyl)Cl]

95%

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

About This Item

Empirical Formula (Hill Notation):
C13H23ClN2Ni
CAS Number:
1702744-45-3
Molecular Weight:
301.48
MDL number:
MFCD29037017
UNSPSC Code:
12161600
PubChem Substance ID:
329768866
NACRES:
NA.22

Quality Level

100

Assay

95%

form

powder

reaction suitability

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

SMILES string

CC1=CC=CC=C1[Ni]Cl.CN(C)CCN(C)C

InChI

1S/C7H7.C6H16N2.ClH.Ni/c1-7-5-3-2-4-6-7;1-7(2)5-6-8(3)4;;/h2-5H,1H3;5-6H2,1-4H3;1H;/q;;;+1/p-1

InChI key

NMLMESVZRUMFAE-UHFFFAOYSA-M

Related Categories

Application

Effective precatalyst for a variety of nickel-catalyzed transformations, including Suzuki-Miyaura, Buchwald-Hartwig and other cyclizations and oxidative couplings.

related product

Product No.
Description
Pricing

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

804398-100MG:4548173911748
804398-VAR:
804398-BULK:

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

Jason D Shields et al.
Organic letters, 17(9), 2166-2169 (2015-04-18)
The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono-

Articles

Broad Application Doyle Nickel Precatalyst

In modern transition metal-catalyzed coupling reactions, palladium has asserted its place as a dominant impetus. In comparison to previously used nickel catalysts, Pd(0) has been a proven precatalyst with diversity, accessibility, and robustness.

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