Cas no 12317-46-3 (2,5-Norbornadiene Palladium(II) Dichloride)

2,5-Norbornadiene Palladium(II) Dichloride is a highly versatile organometallic complex, widely utilized in homogeneous catalysis and organic synthesis. Its norbornadiene ligand provides enhanced stability, making it particularly effective for cross-coupling reactions such as Suzuki, Heck, and Sonogashira couplings. The palladium(II) center exhibits strong electrophilic character, facilitating oxidative addition steps in catalytic cycles. This compound is valued for its air- and moisture-stable properties, allowing for easier handling compared to more sensitive palladium precursors. Its well-defined structure ensures reproducible performance in both academic and industrial applications, including fine chemical and pharmaceutical synthesis. The complex is typically supplied as a crystalline solid, ensuring consistent purity and reactivity.
2,5-Norbornadiene Palladium(II) Dichloride structure
12317-46-3 structure
Product Name:2,5-Norbornadiene Palladium(II) Dichloride
CAS No:12317-46-3
MF:C7H8Cl2Pd
MW:269.464418411255
MDL:MFCD00134222
CID:144486
PubChem ID:24862295
Update Time:2025-06-08

2,5-Norbornadiene Palladium(II) Dichloride Chemical and Physical Properties

Names and Identifiers

    • 2,5-Norbornadiene Palladium(II) Dichloride
    • (BICYCLO[2.2.1]HEPTA-2,5-DIENE)DICHLOROPALLADIUM(II)
    • Dichloro (norbornadiene) Palladium (II)
    • Palladium, [(2,3,5,6-h)-bicyclo[2.2.1]hepta-2,5-diene]dichloro-
    • 2,5-Norbornadienedichloropalladium(II)
    • bicyclo[2.2.1]hepta-2,5-diene,dichloropalladium
    • Dichloro-2,5-norbornadiene Palladium(II)
    • NSC 176915
    • PdCl2(nbd)
    • Dichloro(norbornadiene)palladium
    • Norbornadiene palladium dichloride
    • Dichloro-(norbornadieno)-palladium
    • DICHLORO(NORBORNADIENE)PALLADATE (II)
    • Palladium, dichloro(2,5-norbornadiene)-
    • Dichloro (norbornadiene)palladium(II)
    • Nsc176915
    • DICHLORO(NORBORNADIENE)PALLADIUM (II)
    • Dichloro(norbornadiene)palladium(II),99%
    • Dichloro(norbornadiene)palladiuM(II),98%
    • FT-0696273
    • 12317-46-3
    • bicyclo[2.2.1]hepta-2,5-diene;dichloropalladium
    • SCHEMBL530639
    • Palladium, [(2,3,5,6-eta)-bicyclo[2.2.1]hepta-2,5-diene]dichloro-
    • AKOS015833821
    • A890846
    • (Bicyclo[2.2.1]hepta-2,5-diene)dichloropalladium(II), 98%
    • ((2,3,5,6-eta)-Bicyclo(2.2.1)hepta-2,5-diene)dichloropalladium
    • [(2,3,5,6-eta)-bicyclo[2.2.1]hepta-2,5-diene]dichloropalladium
    • norbornadiene; palladium chloride
    • MDL: MFCD00134222
    • Inchi: 1S/C7H8.2ClH.Pd/c1-2-7-4-3-6(1)5-7;;;/h1-4,6-7H,5H2;2*1H;/q;;;+2/p-2
    • InChI Key: BNCRZJHZZCMDNP-UHFFFAOYSA-L
    • SMILES: [Pd](Cl)Cl.C12C=CC(C=C1)C2

Computed Properties

  • Exact Mass: 267.90400
  • Monoisotopic Mass: 267.90379g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 106
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • Color/Form: Not available
  • Melting Point: 260?°C (dec.) (lit.)
  • PSA: 0.00000
  • LogP: 2.83230
  • Sensitiveness: Sensitive to humidity
  • Solubility: Not available

2,5-Norbornadiene Palladium(II) Dichloride Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26-37/39
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38

2,5-Norbornadiene Palladium(II) Dichloride Pricemore >>

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2,5-Norbornadiene Palladium(II) Dichloride Suppliers

Amadis Chemical Company Limited
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(CAS:12317-46-3)2,5-Norbornadiene Palladium(II) Dichloride
Order Number:A890846
Stock Status:in Stock
Quantity:5g/1g/250mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:34
Price ($):263.0/1054.0/422.0

2,5-Norbornadiene Palladium(II) Dichloride Related Literature

Additional information on 2,5-Norbornadiene Palladium(II) Dichloride

Introduction to 2,5-Norbornadiene Palladium(II) Dichloride (CAS No: 12317-46-3)

2,5-Norbornadiene Palladium(II) Dichloride, with the chemical formula Pd(2,5-norbornadiene)Cl2, is a significant organometallic compound widely utilized in the field of catalysis and organic synthesis. This compound, identified by its CAS number 12317-46-3, has garnered considerable attention due to its unique structural properties and its role as a precursor in various catalytic processes. The palladium center in this complex facilitates a range of transformations that are crucial for the development of fine chemicals and pharmaceuticals.

The molecular structure of 2,5-Norbornadiene Palladium(II) Dichloride consists of a palladium(II) ion coordinated to two chlorine ligands and a norbornadiene ligand. The norbornadiene moiety, characterized by its bicyclic structure with bridging hydrogens, provides steric stability and influences the reactivity of the palladium center. This arrangement makes it an excellent catalyst for various cross-coupling reactions, including Suzuki-Miyaura and Heck reactions, which are pivotal in constructing carbon-carbon bonds essential for drug synthesis.

In recent years, research has highlighted the utility of 2,5-Norbornadiene Palladium(II) Dichloride in asymmetric catalysis. The chiral environment provided by the norbornadiene ligand allows for the selective synthesis of enantiomerically pure compounds, which are highly valued in pharmaceutical applications. Studies have demonstrated its effectiveness in promoting enantioselective cross-coupling reactions, enabling the production of chiral intermediates with high enantiomeric excess. This capability is particularly significant in the pharmaceutical industry, where the stereochemistry of molecules often dictates their biological activity.

The compound's role in polymer chemistry is another area of active investigation. Palladium complexes, including 2,5-Norbornadiene Palladium(II) Dichloride, have been employed as catalysts for polymerization reactions that yield advanced materials with tailored properties. These polymers find applications in electronics, coatings, and biomedical devices. The ability of this catalyst to facilitate controlled polymerization under mild conditions has made it a preferred choice for researchers aiming to develop novel polymeric materials.

Furthermore, advancements in green chemistry have prompted exploration into more sustainable alternatives for traditional catalytic systems. 2,5-Norbornadiene Palladium(II) Dichloride has been investigated as a potential replacement for more toxic or less efficient catalysts in various synthetic pathways. Its compatibility with aqueous conditions and reduced reliance on hazardous solvents aligns well with the principles of green chemistry. Such developments not only enhance environmental safety but also improve the economic viability of chemical processes.

The industrial application of 2,5-Norbornadiene Palladium(II) Dichloride extends beyond pharmaceuticals and polymer chemistry. It serves as a key component in agrochemical synthesis, where it aids in the production of pesticides and herbicides that require precise molecular architectures. The compound's versatility as a catalyst underscores its importance across multiple sectors of the chemical industry.

In conclusion, 2,5-Norbornadiene Palladium(II) Dichloride, identified by its CAS number 12317-46-3, is a multifaceted compound with broad applications in catalysis and material science. Its unique structural features enable it to participate in diverse chemical transformations, making it indispensable in pharmaceutical synthesis, polymer production, and agrochemical manufacturing. As research continues to uncover new methodologies and applications, the significance of this palladium complex is expected to grow further.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:12317-46-3)2,5-Norbornadiene Palladium(II) Dichloride
A890846
Purity:99%/99%/99%
Quantity:5g/1g/250mg
Price ($):263.0/1054.0/422.0
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