Skip to Content
Merck
All Photos(2)

Documents

567671

Sigma-Aldrich

Dichlorobis(trimethylphosphine)nickel(II)

97%

Synonym(s):

Bis(trimethylphosphine)nickel dichloride

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

About This Item

Linear Formula:
[((CH3)3P)]2NICl2
CAS Number:
19232-05-4
Molecular Weight:
281.75
MDL number:
MFCD03412128
UNSPSC Code:
12352202
PubChem Substance ID:
24880384
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

core: nickel
reagent type: catalyst

mp

194-199 °C (lit.)

λmax

244 nm

SMILES string

Cl[Ni]Cl.CP(C)C.CP(C)C

InChI

1S/2C3H9P.2ClH.Ni/c2*1-4(2)3;;;/h2*1-3H3;2*1H;/q;;;;+2/p-2

InChI key

KYHNNWWCXIOTKC-UHFFFAOYSA-L

Application

Catalyst for:
  • Wenkert arylation of thiophene with aryl Grignard reagents
  • Regioselective [2+2+2] cycloaddition of carboryne with alkynes to give benzocarborane compounds
  • Kumada-Corriu cross coupling of Grignard reagents
  • Borylation of aryl chlorides
  • Reductive aldol cyclization-lactonization
  • Arylcyanation of alkynes
  • Alkynylation of benzonitriles via C-C bond activation

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Articles

Atto Dyes for Superior Fluorescent Imaging

Atto dyes are a series of fluorescent dyes that meet the critical needs of modern fluorescent technologies.

Related Content

Atto Dyes for Superior Fluorescent Imaging

Atto dyes are a series of fluorescent dyes that meet the critical needs of modern fluorescent technologies

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