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ChemicalBook >  Product Catalog >  Organic Chemistry >  Organometallic compounds >  Organonickel >  [1,3-Bis(diphenylphosphino)propane]nickel(II) chloride

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

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

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
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[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 Sensitivity
4: no reaction with water under neutral conditions
Exposure limits
NIOSH: IDLH 10 mg/m3; TWA 0.015 mg/m3
InChIKey
ZBQUMMFUJLOTQC-UHFFFAOYSA-L
CAS DataBase Reference
15629-92-2(CAS DataBase Reference)
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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

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[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.

Chemical Properties

red to red-brown powder or crystals

Uses

suzuki 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.

Application

Catalyst 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.

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