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567671

Sigma-Aldrich

Dichlorobis(trimethylphosphine)nickel(II)

97%

Synonym(s):

Bis(trimethylphosphine)nickel dichloride

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About This Item

Linear Formula:
[((CH3)3P)]2NICl2
CAS Number:
Molecular Weight:
281.75
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Articles

Nickel transition metal and its complexes can be used as a catalyst in many synthetic transformations, like oxidative addition, C-H activation, reductive elimination, oxidative cyclization, oligomerization, and in cross-coupling reactions.

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