ChemicalBook Product Catalog Organic Chemistry Organometallic compounds Organonickel Bis(triphenylphosphine)nickel(II)chloride

Bis(triphenylphosphine)nickel(II)chloride

Bis(triphenylphosphine)nickel(II)chloride Basic information
Reaction
Product Name:Bis(triphenylphosphine)nickel(II)chloride
Synonyms:Dichlorobis(triphenyIphosphine)-nickel;tributyl-phosphin compd. with nickelchloride;Nickel(II) chloride bis(triphenylphosphine);Bis(triphenylphosphine)nick;Dichlorobis(triphenylphosphine)nickel(II), Nickel(II)bis(triphenylphosphine) dichloride;Phosphine, tributyl-, compound with nickel chloride (2:1);Dichlorobis(triphenylphosphine)nickel(Ⅱ);Dichlorobis(triphenylphosphine)nickel(II), 98+%
CAS:14264-16-5
MF:C36H30Cl2NiP2
MW:654.17
EINECS:238-154-8
Product Categories:Metal Compounds;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Ni (Nickel) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;metal-phosphine complexes;Aromatics;Phosphorylating and Phosphitylating Agents;Pyridines;Ni
Mol File:14264-16-5.mol
Bis(triphenylphosphine)nickel(II)chloride Structure
Bis(triphenylphosphine)nickel(II)chloride Chemical Properties
Melting point 250 °C (dec.)(lit.)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Crystals or Powder
color Dark green to dark gray
Water Solubility insoluble
Sensitive Hygroscopic
Exposure limitsNIOSH: IDLH 10 mg/m3; TWA 0.015 mg/m3
CAS DataBase Reference14264-16-5(CAS DataBase Reference)
NIST Chemistry Referencedichlorobis(triphenylphosphine)nickel(14264-16-5)
EPA Substance Registry SystemNickel, dichlorobis(triphenylphosphine)- (14264-16-5)
Safety Information
Hazard Codes T
Risk Statements 45-43-52/53-34-20/21/22
Safety Statements 53-36/37-45-60-36/37/39-26
RIDADR 3260
WGK Germany 3
RTECS QR6170000
F 21
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29310095
MSDS Information
ProviderLanguage
Dichlorobis(triphenylphosphine)nickel(II) English
ACROS English
SigmaAldrich English
ALFA English
Bis(triphenylphosphine)nickel(II)chloride Usage And Synthesis
Reaction
  1. Catalyst for hydrosilylation of styrene with diphenysilane
  2. Catalyst for carboxylation of various aryl chlorides and other derivatives
  3. Catalyst for C–P cross-coupling reactions of diphenylphosphine oxide with aryl chloride
  4. Catalyst for N?Heterocyclic carbene-assisted cross-coupling reactions of diarylborinic acids with aryl chlorides,tosylates, and sulfamates.
  5. Catalyst for Negishi biaryl ketone synthesis by cross-coupling of amides with aryl zinc halides via carbon-nitrogen bond cleavage.
Reactions of 14264-16-5
Chemical Propertiesdark green to dark grey crystals or powder
UsesCoordination compund.
Usessuzuki reaction
UsesDichlorobis(triphenylphosphine)nickel(II) is used as a catalyst for cross-coupling of Grignard reagents, hydrosilylations, hydrogenation and polymerization.
Purification MethodsWash it with glacial AcOH and dry it in a vacuum over H2SO4 and KOH until AcOH is removed. [Venanzi J Chem Soc 719 1958, Kocienski et al. J Org Chem 54 1215 1989, Beilstein 16 IV 953.]
Bis(triphenylphosphine)nickel(II)chloride Preparation Products And Raw materials
Raw materialsEthanol-->Dichloromethane-->Triphenylphosphine-->Nickel(II) chloride hexahydrate
Preparation Products6,6'-Dimethyl-2,2'-dipyridyl-->3-PHENYLPIPERIDINE
Methylene Chloride Nickel(II) chloride hexahydrate Diphenylphosphine Tris(triphenylphosphine)rhodiu TRIPHENYLPHOSPHINE HYDROCHLORIDE Calcium chloride TRIPHENYLPHOSPHINE Nickel oxide Nickel sulfate hexahydrate DICHLOROBIS(TRIMETHYLPHOSPHINE)NICKEL(II) (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE Ammonium chloride Bis(triphenylphosphine)nickel(II)chloride GERMAN SILVER Triphenylphosphine Nickel chloride Potassium chloride Bis(triphenylphosphine)palladium(II) chloride
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