dichloronickel; bis(trimethylphosphane)

• ChemBase ID: 151657
• Molecular Formular: C6H18Cl2NiP2
• Molecular Mass: 281.754042
• Monoisotopic Mass: 279.9614221
• SMILES: CP(C)C.CP(C)C.Cl[Ni]Cl
• Canonical SMILES: CP(C)C.CP(C)C.Cl[Ni]Cl
• InChI: InChI=1S/2C3H9P.2ClH.Ni/c2*1-4(2)3;;;/h2*1-3H3;2*1H;/q;;;;+2/p-2
• InChIKey: KYHNNWWCXIOTKC-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dichloronickel; bis(trimethylphosphane)
• IUPAC Traditional name: nickel chloride; bis(trimethylphosphine)
• Synonyms: Bis(trimethylphosphine)nickel dichloride; Dichlorobis(trimethylphosphine)nickel(II); 二氯二(三甲基膦)镍(II)

Database IDs

• CAS Number: 19232-05-4
• MDL Number: MFCD03412128
• PubChem SID: 162245807; 24880384
• PubChem CID: 11119528

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.16065453
• LogD (pH = 7.4): 0.37712818
• Log P: 1.0598
• Molar Refractivity: 26.6574 cm^3
• Polarizability: 8.9757395 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 194-199 °C(lit.)
• Absorption Wavelength: 244 nm

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: [((CH3)3P)]2NICl2

DETAILS

Sigma Aldrich - 567671

Packaging
1 g in glass bottle
Application
Catalyst for:
• Wenkert arylation of thiophene with aryl Grignard reagents1
• Regioselective [2+2+2] cycloaddition of carboryne with alkynes to give benzocarborane compounds2
• Kumada-Corriu cross coupling of Grignard reagents3
• Borylation of aryl chlorides4
• Reductive aldol cyclization-lactonization5
• Arylcyanation of alkynes6
• Alkynylation of benzonitriles via C-C bond activation7