Cas no 13007-90-4 (dicarbonylbis(triphenylphosphine)nickel)

Dicarbonylbis(triphenylphosphine)nickel is a nickel(0) organometallic complex with the formula Ni(CO)?(PPh?)?. This air-sensitive compound is a valuable precursor in homogeneous catalysis and organic synthesis, particularly for carbonylation and cross-coupling reactions. Its stable yet reactive nature allows for controlled ligand exchange, facilitating selective transformations. The triphenylphosphine ligands enhance solubility in organic solvents, improving handling in solution-phase reactions. The compound’s well-defined structure and moderate stability under inert conditions make it a practical alternative to more volatile nickel carbonyl complexes. It is commonly employed in academic and industrial research for C-C and C-heteroatom bond formation, offering a balance of reactivity and manipulability.
dicarbonylbis(triphenylphosphine)nickel structure
13007-90-4 structure
Product Name:dicarbonylbis(triphenylphosphine)nickel
CAS No:13007-90-4
MF:C38H32NiO2P2
MW:641.300413131714
MDL:MFCD00009591
CID:86843
PubChem ID:24852811
Update Time:2025-10-07

dicarbonylbis(triphenylphosphine)nickel Chemical and Physical Properties

Names and Identifiers

    • dicarbonylbis(triphenylphosphine)nickel
    • BIS(TRIPHENYLPHOSPHINE)DICARBONYLNICKEL
    • Nickel(0)bis(triphenylphosphine) dicarbonyl
    • BIS(TRIPHENYLPHOSPHINE)NICKEL &
    • DICARBONYL-BIS(TRIPHENYLPHOSPHINE)NICKEL
    • BIS(TRIPHENYLPHOSPHINE)NICKEL DICARBONYL
    • NICKEL-BIS(TRIPHENYLPHOSPHINE) DICARBONYL
    • Bis-(triphenylphosphino)-nickel dicarbonyl
    • dicarbonylbis(triphenylphosphine)nickel(0)
    • Bis(triphenylphosphine)nickel(0)dicarbonyl
    • Bis(triphenylphosphine)nickeldicarbonyl,98%
    • Bis(triphenylphosphine)dicarbonylnickel,98%
    • carbon monoxide;nickel;triphenylphosphanium
    • Nickel, dicarbonylbis(triphenylphosphine)-, (T-4)-
    • NSC-158659
    • CCRIS 9459
    • Bis(triphenylphosphine)dicarbonyl nickel
    • 13007-90-4
    • NSC158659
    • UNII-1QB0TWF7LY
    • EINECS 235-851-9
    • 1QB0TWF7LY
    • MDL: MFCD00009591
    • Inchi: 1S/2C18H15P.2CO.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2*1-2;/h2*1-15H;;;/p+2
    • InChI Key: SLFKPACCQUVAPG-UHFFFAOYSA-P
    • SMILES: [Ni].[PH+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[PH+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[O+]#[C-].[O+]#[C-]

Computed Properties

  • Exact Mass: 638.10700
  • Monoisotopic Mass: 640.123096g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 43
  • Rotatable Bond Count: 6
  • Complexity: 569
  • Covalently-Bonded Unit Count: 5
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 2?2

Experimental Properties

  • Color/Form: Light yellow crystals
  • Melting Point: 206-209?°C (lit.)
  • PSA: 27.18000
  • LogP: 6.47360
  • Merck: 14,1304
  • Sensitiveness: air sensitive
  • Solubility: Not determined

dicarbonylbis(triphenylphosphine)nickel Security Information

  • Symbol: GHS07 GHS08
  • Signal Word:Danger
  • Hazard Statement: H317-H350
  • Warning Statement: P201-P280-P308+P313
  • Hazardous Material transportation number:UN 3281
  • WGK Germany:3
  • Hazard Category Code: 45-42/43
  • Safety Instruction: 53-22-36/37-45
  • Hazardous Material Identification: T
  • Packing Group:II
  • Hazard Level:6.1
  • Safety Term:6.1
  • Packing Group:II
  • Risk Phrases:R45
  • HazardClass:6.1
  • PackingGroup:II
  • Storage Condition:2-8°C

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dicarbonylbis(triphenylphosphine)nickel Suppliers

Amadis Chemical Company Limited
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(CAS:13007-90-4)dicarbonylbis(triphenylphosphine)nickel
Order Number:A1199009
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:38
Price ($):320.0

Additional information on dicarbonylbis(triphenylphosphine)nickel

Dicarbonylbis(triphenylphosphine)nickel (CAS No. 13007-90-4): An Overview of a Versatile Organometallic Catalyst

Dicarbonylbis(triphenylphosphine)nickel (CAS No. 13007-90-4) is a well-known organometallic compound that has garnered significant attention in the fields of catalysis and organic synthesis. This compound, often referred to as Ni(CO)2(PPh3)2, is a coordination complex featuring a central nickel atom coordinated to two carbonyl ligands and two triphenylphosphine ligands. Its unique structure and properties make it an invaluable catalyst in various chemical reactions, particularly in the synthesis of fine chemicals and pharmaceuticals.

The structure of dicarbonylbis(triphenylphosphine)nickel is characterized by a square planar geometry around the nickel center. The two carbonyl ligands (CO) are bonded to the nickel atom through their carbon atoms, while the two triphenylphosphine ligands (PPh3) are coordinated through their phosphorus atoms. This arrangement provides a stable and reactive complex that can facilitate a wide range of catalytic processes.

In recent years, dicarbonylbis(triphenylphosphine)nickel has been extensively studied for its applications in homogeneous catalysis. One of its most notable uses is in the hydroformylation of alkenes, where it serves as an efficient catalyst for the addition of carbon monoxide and hydrogen to form aldehydes. This reaction is crucial in the industrial production of various chemicals, including solvents, fragrances, and intermediates for pharmaceuticals.

Beyond hydroformylation, dicarbonylbis(triphenylphosphine)nickel has also shown promise in other catalytic reactions, such as hydrogenation, carbonylation, and coupling reactions. For instance, it has been used to catalyze the hydrogenation of unsaturated compounds, leading to the formation of saturated products with high selectivity. Additionally, its ability to promote carbonylation reactions makes it a valuable catalyst in the synthesis of carboxylic acids and esters.

The versatility of dicarbonylbis(triphenylphosphine)nickel extends to its use in ligand design and catalyst optimization. Researchers have explored various modifications to the ligand environment to enhance the catalytic performance of this complex. For example, substituting one or both triphenylphosphine ligands with other phosphine ligands can significantly alter the electronic and steric properties of the catalyst, leading to improved activity and selectivity in specific reactions.

Recent studies have also focused on the application of dicarbonylbis(triphenylphosphine)nickel in asymmetric catalysis. By incorporating chiral ligands into the complex, researchers have developed highly enantioselective catalysts for asymmetric hydrogenation and hydroformylation reactions. These advancements have opened new avenues for the synthesis of chiral molecules with high optical purity, which are essential in pharmaceutical and fine chemical industries.

In addition to its catalytic applications, dicarbonylbis(triphenylphosphine)nickel has been investigated for its potential in materials science. Its ability to form stable complexes with various organic and inorganic ligands makes it a promising candidate for the development of new materials with unique properties. For instance, it has been used as a precursor for the synthesis of nickel-based nanoparticles, which have applications in catalysis, electronics, and energy storage.

The stability and reactivity of dicarbonylbis(triphenylphosphine)nickel make it an attractive choice for both academic research and industrial applications. Its well-defined structure allows for precise control over reaction conditions, leading to high yields and selectivities in target products. Furthermore, its compatibility with a wide range of solvents and reaction conditions makes it a versatile tool in synthetic chemistry.

In conclusion, dicarbonylbis(triphenylphosphine)nickel (CAS No. 13007-90-4) is a remarkable organometallic compound with a broad range of applications in catalysis and materials science. Its unique properties and versatility have made it an indispensable tool for chemists working in both research laboratories and industrial settings. As ongoing research continues to uncover new possibilities for this compound, its importance in the field of chemistry is likely to grow even further.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:13007-90-4)dicarbonylbis(triphenylphosphine)nickel
A1199009
Purity:99%
Quantity:100g
Price ($):320.0
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