[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride

[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride Basic information
Reaction
Product Name:[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride
Synonyms:NiCl2(DPPP)NiCl2(DPPP);1.3-Bis(dipheny phosphine) propane nickel(II)chloride;DICHLORO[1,3-BIS-(DIPHENYLPHOSPHINO)PROPANE] NICKE;NICL2(DPPP)/ 1,3-BIS(DIPHENY PHOSPHINE) PROPANE NICKEL(II)CHLORIDE;1,3-Bis(diphenyl phosphine)propane nickel(II)dichloride;1,3-Bis-(diphenylphosphino)-propane nickel chloride;Dichlorobis(1,3-diphenylphosphino)propaneünickel(II), C 59.9%;(1,3-dppp)NiCl2, 1,3-Bis(diphenylphosphino)propane nickel(II) chloride
CAS:15629-92-2
MF:C27H26Cl2NiP2
MW:542.04
EINECS:605-052-3
Product Categories:metal-phosphine complexes;Ni;Metal Compounds;Boron, Nitrile, Thio,& TM-Cpds;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Ni (Nickel) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds
Mol File:15629-92-2.mol
[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride Structure
[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride Chemical Properties
Melting point 213 °C (dec.)(lit.)
storage temp. Inert atmosphere,Room Temperature
form crystal
color red
Water Solubility insoluble
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
Exposure limitsNIOSH: IDLH 10 mg/m3; TWA 0.015 mg/m3
InChIKeyZBQUMMFUJLOTQC-UHFFFAOYSA-L
CAS DataBase Reference15629-92-2(CAS DataBase Reference)
Safety Information
Hazard Codes T,Xn
Risk Statements 49-36/37/38-42/43-40
Safety Statements 53-26-36/37/39-45-24-22
RIDADR 3282
WGK Germany 3
10-21
TSCA No
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride Usage And Synthesis
Reaction
  1. Nickel catalyst used in the N-heterocycle-directed cross-coupling of fluorinated arenes with organozinc reagents.
  2. Nickel catalyst used in the (E)-selective semihydrogenation of internal alkynes.
  3. Nickel catalyst used in the borylation of halides and pseudohalides.
Reactions of 15629-92-2
Chemical Propertiesred to red-brown powder or crystals
Usessuzuki reaction.
Dichloro[bis(1,3-diphenylphosphino)propane]nickel(II) is used as an effective catalyst for Kumada coupling and Suzuki reactions. It also catalyzes other reactions to convert enol ethers, dithioacetals and vinyl sulfides to olefins. Further, it is used as a catalyst for preparation of block-copolythiophenes and solid state metathesis polycondensation.
ApplicationCatalyst for:
Synthesis of block-copolythiophenes
Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acids
Solid state metathesis polycondensation
Polymerization of poly(3-alkoxythiophene)s
Diastereoselective Nozaki-Hiyama-Kishi coupling reactions of C1-C19 fragment of macrolide antibiotic aplyronine A
Transfer condensation polymerization of conjugated polymers
[1,3-Bis(diphenylphosphino)propane]dichloronickel(II) can be used as a precursor to synthesize metal-fullerene coordination complexes by reduction method.
Nickel chloride Methylene Chloride Nickel(II) chloride hexahydrate Propane 1,3-BIS(PHOSPHINO)PROPANE [1,3-Bis(diphenylphosphino)propane]nickel(II) chloride Calcium chloride Sodium chloride 1,3-BIS(PHENYLPHOSPHINO)PROPANE Choline chloride Chlorodiphenylphosphine N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Ammonium chloride 1,3-BIS(DIMETHYLPHOSPHINO)PROPANE Potassium chloride 1,5-Diphenylcarbazide 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile BIS-Tris Propane

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