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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

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 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.

PRTR

Specified Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

567671-VAR:
567671-5G:4548173294780
567671-BULK:
567671-1G:4548173294773
567671-250MG:4548173294797

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Certificates of Analysis (COA)

Lot/Batch Number
0000206002
MKBT6822V
MKBN6422V
MKBK1544V

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