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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:
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
Used as a catalyst for the cross-coupling of aryl Grignards with benzonitriles.

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

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
0000206002
0000206002
0000146667
0000126415

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