dichloronickel; bis(triphenylphosphane)

• ChemBase ID: 144840
• Molecular Formular: C36H30Cl2NiP2
• Molecular Mass: 654.170322
• Monoisotopic Mass: 652.05532248
• SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.Cl[Ni]Cl
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.Cl[Ni]Cl
• InChI: InChI=1S/2C18H15P.2ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2
• InChIKey: ZBRJXVVKPBZPAN-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dichloronickel; bis(triphenylphosphane)
• IUPAC Traditional name: nickel chloride; bis(triphenylphosphine)
• Synonyms: NiCl2(PPh3)2; Dichlorobis(triphenylphosphine)nickel(II); Nickel(II)bis(triphenylphosphine) dichloride; Bis(triphenylphosphine)nickel(II) dichloride; Bis(triphenylphosphine)dichloronickel; Dichlorobis(triphenylphosphine)nickel; NSC 137147; Bis(triphenylphosphine)nickel(II) Dichloride; 二氯化双(三苯基膦基)镍(II); 双(三苯基膦)二氯化镍(II); 双(三苯基膦)氯化镍(II)

Database IDs

• CAS Number: 14264-16-5
• EC Number: 238-154-8
• MDL Number: MFCD00009592
• PubChem SID: 24849230; 24877695; 162239052; 24854218
• PubChem CID: 498315

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066
• Molar Refractivity: 81.6229 cm^3
• Polarizability: 32.34495 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 250 °C (dec.)(lit.)

Safety Information

• RTECS: QR6170000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-43-52/53
• Safety Statements: 53-36/37-45-60
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H350
• GHS Precautionary statements: P201-P280-P308 + P313
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: ≥98.0% (AT); 99.99% trace metals basis
• Grade: purum; synthesis grade
• Linear Formula: [(C6H5)3P]2NiCl2

DETAILS

Sigma Aldrich - 237116

Packaging
10, 50 g in glass bottle
Application
Catalyst in the coupling reaction of aryl mesylates1 and allylic carbonates2 with lithium organoborates.

Sigma Aldrich - 529621

Packaging
10 g in glass bottle

Sigma Aldrich - 15245

Other Notes
Transition metal compound used for the activation of Grignard reagents 1,2

Toronto Research Chemicals - B588700

Coordination compund.

REFERENCES

• Clark, T., et al.: Chem. Eur. J., 11, 4526 (2005)