Bis(triphenylphosphine)nickel(II)chloride CAS 14264-16-5

Introduction：Basic information about Bis(triphenylphosphine)nickel(II)chloride CAS 14264-16-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Bis(triphenylphosphine)nickel(II)chloride Basic information

• 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 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 limits: NIOSH: IDLH 10 mg/m3; TWA 0.015 mg/m3
• 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
• SMILES: P(C1C=CC=CC=1)(C1=CC=CC=C1)C1C=CC=CC=1.P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Ni](Cl)Cl
• CAS DataBase Reference: 14264-16-5(CAS DataBase Reference)
• NIST Chemistry Reference: dichlorobis(triphenylphosphine)nickel(14264-16-5)
• EPA Substance Registry System: Nickel, 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: TSCA listed
• HazardClass: 6.1(b)
• PackingGroup: III
• HS Code: 29310095
• Storage Class: 6.1D - Non-combustible acute toxic Cat.3 toxic hazardous materials or hazardous materials causing chronic effects
• Hazard Classifications: Aquatic Chronic 3 Carc. 1B Skin Sens. 1

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.

Chemical Properties

dark green to dark grey crystals or powder

Uses

Coordination compund.

Uses

suzuki reaction

Uses

Dichlorobis(triphenylphosphine)nickel(II) is used as a catalyst for cross-coupling of Grignard reagents, hydrosilylations, hydrogenation and polymerization.

reaction suitability

core: nickel
reagent type: catalyst

Purification Methods

Wash 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 materials: Ethanol-->Dichloromethane-->Triphenylphosphine-->Nickel(II) chloride hexahydrate
• Preparation Products: 6,6'-Dimethyl-2,2'-dipyridyl-->3-PHENYLPIPERIDINE