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913014

Sigma-Aldrich

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

≥95%

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Synonym(s):
Ni(dppp)Br2
Empirical Formula (Hill Notation):
C27H26Br2NiP2
CAS Number:
15629-93-3
Molecular Weight:
630.94
UNSPSC Code:
12352101

Assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

Application

[1,3-Bis(diphenylphosphino)propane]dibromonickel(II) is catalyst for:
  • Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acids
  • Solid state metathesis polycondensation
  • Polymerization of poly(3-alkoxythiophene)s
  • Double bond isomerization

Other Notes

Double-Bond Isomerization: Highly Reactive Nickel Catalyst Applied in the Synthesis of the Pheromone (9Z,12Z)-Tetradeca-9,12-dienyl Acetate

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Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1A Inhalation - Muta. 2 - Repr. 1B - Resp. Sens. 1 - Skin Sens. 1 - STOT RE 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Felicia Weber et al.
Organic letters, 17(12), 2952-2955 (2015-05-30)
A highly reactive nickel catalyst comprising NiCl2(dppp) or NiCl2(dppe) with zinc powder, ZnI2 and Ph2PH, was applied in the isomerization of terminal alkenes to Z-2-alkenes. The double-bond geometry of the 2-alkene can be controlled via the reaction temperature to yield

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Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

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