Cas no 13146-23-1 (Copper (I) phenylacetylide)

Copper (I) phenylacetylide (CuC≡CPh) is an organometallic compound featuring a copper (I) center bonded to a phenylacetylide ligand. This compound is notable for its role in catalytic and synthetic applications, particularly in coupling reactions such as the Cadiot-Chodkiewicz and Sonogashira reactions, where it serves as a key intermediate. Its stability under controlled conditions and reactivity with aryl halides make it valuable in constructing complex alkynes and conjugated systems. Copper (I) phenylacetylide is typically handled under inert atmospheres due to its sensitivity to moisture and oxygen. Its utility in organic synthesis and material science underscores its importance in advanced chemical research and industrial processes.
Copper (I) phenylacetylide structure
Copper (I) phenylacetylide structure
Product Name:Copper (I) phenylacetylide
CAS No:13146-23-1
MF:C8H5Cu
MW:164.671303510666
MDL:MFCD00015578
CID:86878
PubChem ID:4478696
Update Time:2025-06-08

Copper (I) phenylacetylide Chemical and Physical Properties

Names and Identifiers

    • Copper (I) phenylacetylide
    • Copperphenylacetylide
    • copper phenylacetylenide
    • Cu phenylacetylide
    • CUPROUS PHENYLACETYLIDE
    • Benzene,ethynyl-, copper complex
    • (Phenylethynyl)copper
    • (Phenylethynyl)copper(I)
    • 2-Phenylethynylcopper
    • Copper phenacetylide
    • Curpous phenylacetylide
    • Phenylacetylene cuprous salt
    • AKOS 89991
    • Phenylacetyl copper
    • Phenyl(ethynyl)copper(II)
    • SFLVZUJLUPAJNE-UHFFFAOYSA-N
    • Copper, (phenylethynyl)- (6CI,7CI,8CI,9CI)
    • Copper(I)phenylacetylide,min.97%
    • Copper(I) phenylacetylide, min. 97%
    • MFCD00015578
    • CS-0111033
    • 13146-23-1
    • Copper(I) phenylacetylide
    • AKOS000279177
    • copper(1+);ethynylbenzene
    • Copper(I)phenylacetylide
    • (2-PHENYLETHYNYL)COPPER
    • STK337794
    • G77421
    • MDL: MFCD00015578
    • Inchi: 1S/C8H5.Cu/c1-2-8-6-4-3-5-7-8;/h3-7H;/q-1;+1
    • InChI Key: SFLVZUJLUPAJNE-UHFFFAOYSA-N
    • SMILES: [Cu+].C1(C#[C-])C=CC=CC=1

Computed Properties

  • Exact Mass: 163.96900
  • Monoisotopic Mass: 163.969
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 270
  • Covalently-Bonded Unit Count: 1
  • 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: 2
  • XLogP3: 0.8
  • Topological Polar Surface Area: 54.1

Experimental Properties

  • Color/Form: Yellow light brown powder
  • Density: Not available
  • Melting Point: Not available
  • Boiling Point: Not available
  • Flash Point: Not available
  • Water Partition Coefficient: Soluble in acetone and acetonitrile. Insoluble in water
  • PSA: 0.00000
  • LogP: 1.54240
  • Sensitiveness: Air & Moisture Sensitive
  • Solubility: Not determined
  • Vapor Pressure: Not available

Copper (I) phenylacetylide Security Information

Copper (I) phenylacetylide Customs Data

  • HS CODE:2902909090
  • Customs Data:

    China Customs Code:

    2902909090

    Overview:

    2902909090. Other aromatic hydrocarbons. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:2.0%. general tariff:30.0%

    Declaration elements:

    Product Name, component content

    Summary:

    2902909090 other aromatic hydrocarbons.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:2.0%.General tariff:30.0%

Copper (I) phenylacetylide Pricemore >>

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Copper (I) phenylacetylide Suppliers

Amadis Chemical Company Limited
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(CAS:13146-23-1)Copper (I) phenylacetylide
Order Number:A1208392
Stock Status:in Stock
Quantity:5g/1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:58
Price ($):842.0/213.0

Additional information on Copper (I) phenylacetylide

Introduction to Copper (I) phenylacetylide (CAS No. 13146-23-1)

Copper (I) phenylacetylide, with the chemical formula C?H?Cu and a CAS number of 13146-23-1, is a compound of significant interest in the field of organometallic chemistry and pharmaceutical research. This coordination complex, featuring a copper(I) center coordinated to a phenylacetylide ligand, has garnered attention due to its unique electronic properties and potential applications in catalysis, material science, and medicinal chemistry.

The structure of Copper (I) phenylacetylide consists of a copper(I) ion (Cu?) bonded to an acetylide ligand derived from phenylacetylene. The phenylacetylide ligand, characterized by its linear geometry and rich π-system, contributes to the compound's reactivity and stability. This makes it a valuable candidate for various chemical transformations, including cross-coupling reactions and polymerization processes.

In recent years, the study of Copper (I) phenylacetylide has been further propelled by its potential role in pharmaceutical applications. Research has indicated that this compound exhibits promising biological activities, particularly in the context of anti-inflammatory and antimicrobial properties. The interaction between the copper center and the phenylacetylide moiety is believed to modulate the compound's bioactivity, making it an attractive scaffold for drug discovery.

One of the most compelling aspects of Copper (I) phenylacetylide is its utility as a catalyst in organic synthesis. The compound's ability to facilitate various reactions under mild conditions has made it a subject of extensive investigation. For instance, studies have demonstrated its effectiveness in promoting Sonogashira coupling reactions, where it serves as an efficient catalyst for the coupling of terminal alkynes with aryl halides. This reaction is widely used in the synthesis of complex organic molecules, including pharmaceutical intermediates.

The electronic properties of Copper (I) phenylacetylide have also been explored in the context of materials science. The compound's ability to participate in π-stacking interactions and its tunable redox properties make it suitable for applications in organic electronics and optoelectronic devices. Researchers have investigated its potential use in organic light-emitting diodes (OLEDs) and photovoltaic cells, where its unique electronic characteristics could enhance device performance.

Furthermore, the coordination chemistry of Copper (I) phenylacetylide has been a focal point for academic research. The compound's ability to form stable complexes with various ligands has led to the development of new coordination polymers and supramolecular structures. These materials exhibit fascinating properties that could be exploited in areas such as gas storage, separation technologies, and molecular recognition.

The synthesis of Copper (I) phenylacetylide typically involves the reaction of copper(I) salts with phenylacetylene under controlled conditions. The choice of solvent and reaction temperature plays a crucial role in determining the yield and purity of the product. Recent advances in synthetic methodologies have improved the efficiency of these reactions, making it possible to produce high-purity samples suitable for both research and industrial applications.

In conclusion, Copper (I) phenylacetylide (CAS No. 13146-23-1) is a versatile compound with significant potential in multiple fields. Its unique structural and electronic properties make it an invaluable tool for researchers working in organometallic chemistry, pharmaceuticals, catalysis, and materials science. As our understanding of this compound continues to grow, it is likely that new applications will emerge, further solidifying its importance in scientific research and industrial development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:13146-23-1)Copper (I) phenylacetylide
A1208392
Purity:99%/99%
Quantity:5g/1g
Price ($):842.0/213.0
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