Skip to Content
Merck
All Photos(1)

Documents

917982

Sigma-Aldrich

Tetrapyridyl nickel (ll) dichloride

≥95%

Synonym(s):

(NiCl2(py)4

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

About This Item

Empirical Formula (Hill Notation):
C20H20Cl2N4Ni
CAS Number:
14076-99-4
Molecular Weight:
446.00
UNSPSC Code:
12352103
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

InChI

1S/4C5H10N.2ClH.Ni/c4*1-2-4-6-5-3-1;;;/h4*1-5H2;2*1H;/q4*-1;;;+6/p-2

InChI key

UOXIEMDYDIZJAZ-UHFFFAOYSA-L

Application

Tetrapyridyl nickel (ll) dichloride is a Ni precatalyst used for a variety of cross-coupling reactions.

Other Notes

Air-Stable Nickel Precatalysts for Fast and Quantitative Cross-Coupling of Aryl Sulfamates with Aryl Neopentylglycolboronates at Room Temperature

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

Ryan L Jezorek et al.
Organic letters, 16(24), 6326-6329 (2014-12-04)
A library containing 10 air-stable Ni(II)X(Aryl)(PCy3)2 σ-complexes as precatalysts (X = Cl, Br, OTs, OMs, aryl = 1-naphthyl, 2-naphthyl; X = Cl, 1-acenaphthenyl, 1-(2-methoxynaphthyl), 9-phenanthrenyl, 9-anthracyl) was synthesized and demonstrated to quantitatively cross-couple 2-methoxyphenyl dimethylsulfamate with methyl 4-(5,5-dimethyl-1,3,2-dioxaborinane-2-yl)benzoate at 23
Andrés García-Domínguez et al.
Angewandte Chemie (International ed. in English), 58(35), 12286-12290 (2019-06-27)
The potential of merging photoredox and nickel catalysis to perform multicomponent alkene difunctionalizations under visible-light irradiation is demonstrated here. Secondary and tertiary alkyl groups, as well as sulfonyl moieties can be added to the terminal position of the double bond

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