Cas no 866049-85-6 (4-[(3-formylpyridin-2-yl)oxy]benzonitrile)

4-[(3-formylpyridin-2-yl)oxy]benzonitrile is a versatile heterocyclic compound featuring both a pyridine and benzonitrile moiety, linked via an ether bridge. The presence of a formyl group at the 3-position of the pyridine ring enhances its reactivity, making it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals and agrochemicals. The benzonitrile group further contributes to its utility in cross-coupling reactions and as a precursor for heterocyclic scaffolds. Its well-defined structure and functional groups allow for precise modifications, facilitating applications in medicinal chemistry and material science. The compound is typically handled under controlled conditions due to its reactive aldehyde functionality.
4-[(3-formylpyridin-2-yl)oxy]benzonitrile structure
866049-85-6 structure
Product Name:4-[(3-formylpyridin-2-yl)oxy]benzonitrile
CAS No:866049-85-6
MF:C13H8N2O2
MW:224.214822769165
MDL:MFCD03305730
CID:1078033
PubChem ID:1481749
Update Time:2025-11-02

4-[(3-formylpyridin-2-yl)oxy]benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-((3-Formylpyridin-2-yl)oxy)benzonitrile
    • 2-(4-CYANOPHENOXY)PYRIDINE-3-CARBOXALDEHYDE
    • 4-[(3-FORMYL-2-PYRIDINYL)OXY]BENZENECARBONITRILE
    • 4-[(3-formylpyridin-2-yl)oxy]benzonitrile
    • CS-0319313
    • 4-(3-formylpyridin-2-yl)oxybenzonitrile
    • AKOS005070879
    • 6T-0327
    • MFCD03305730
    • 4-[(3-formyl-2-pyridinyl)oxy]benzenecarbonitrile, AldrichCPR
    • 866049-85-6
    • DTXSID30363231
    • MDL: MFCD03305730
    • Inchi: 1S/C13H8N2O2/c14-8-10-3-5-12(6-4-10)17-13-11(9-16)2-1-7-15-13/h1-7,9H
    • InChI Key: LGFOTXWHBPRDBG-UHFFFAOYSA-N
    • SMILES: O(C1C(C=O)=CC=CN=1)C1C=CC(C#N)=CC=1

Computed Properties

  • Exact Mass: 224.058577502g/mol
  • Monoisotopic Mass: 224.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 302
  • 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
  • XLogP3: 1.9
  • Topological Polar Surface Area: 63?2

Experimental Properties

  • Melting Point: 162-166°C

4-[(3-formylpyridin-2-yl)oxy]benzonitrile Security Information

  • Hazard Category Code: 22-36-43
  • Safety Instruction: 26-36/37
  • Hazardous Material Identification: Xi Xn
  • HazardClass:IRRITANT

4-[(3-formylpyridin-2-yl)oxy]benzonitrile Pricemore >>

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Additional information on 4-[(3-formylpyridin-2-yl)oxy]benzonitrile

4-[(3-formylpyridin-2-yl)oxy]benzonitrile (CAS 866049-85-6): A Versatile Chemical Intermediate for Pharmaceutical and Material Science Applications

4-[(3-formylpyridin-2-yl)oxy]benzonitrile (CAS 866049-85-6) is an important heterocyclic compound that has gained significant attention in recent years due to its unique structural features and broad application potential. This pyridine derivative combines a formyl group and a benzonitrile moiety through an ether linkage, creating a versatile building block for various synthetic transformations.

The molecular structure of 4-[(3-formylpyridin-2-yl)oxy]benzonitrile makes it particularly valuable in medicinal chemistry and drug discovery. Researchers are increasingly interested in this compound as it serves as a key intermediate in the synthesis of potential kinase inhibitors, which are currently a hot topic in cancer research. The presence of both electron-withdrawing (cyano) and electron-donating (ether) groups in the same molecule creates interesting electronic properties that can be exploited in structure-activity relationship studies.

In material science, 4-[(3-formylpyridin-2-yl)oxy]benzonitrile has shown promise as a precursor for organic electronic materials. Its ability to form conjugated systems makes it suitable for developing novel OLED materials and organic semiconductors, areas that are currently experiencing rapid growth due to the demand for flexible electronics and sustainable energy solutions.

The synthesis of 4-[(3-formylpyridin-2-yl)oxy]benzonitrile typically involves the nucleophilic aromatic substitution reaction between 2-chloro-3-formylpyridine and 4-hydroxybenzonitrile. Recent advancements in green chemistry have led to improved synthetic routes that reduce environmental impact, addressing current concerns about sustainable chemical production.

Analytical characterization of 4-[(3-formylpyridin-2-yl)oxy]benzonitrile is typically performed using techniques such as NMR spectroscopy, mass spectrometry, and HPLC. The compound's purity is crucial for its applications, especially in pharmaceutical development where stringent quality standards must be met.

One of the most exciting recent developments involving 4-[(3-formylpyridin-2-yl)oxy]benzonitrile is its potential use in proteolysis targeting chimeras (PROTACs), a cutting-edge technology in drug discovery that has been generating significant interest in both academic and industrial research circles.

The stability and storage conditions of 4-[(3-formylpyridin-2-yl)oxy]benzonitrile are important considerations for researchers. The compound should be stored in a cool, dry environment, protected from light and moisture to maintain its chemical integrity over time.

Market demand for 4-[(3-formylpyridin-2-yl)oxy]benzonitrile has been steadily increasing, particularly from contract research organizations and pharmaceutical companies engaged in early-stage drug discovery. This trend reflects the growing importance of small molecule intermediates in the development of new therapeutic agents.

Recent patent literature reveals numerous applications of 4-[(3-formylpyridin-2-yl)oxy]benzonitrile derivatives, particularly in the areas of inflammatory diseases and metabolic disorders. This aligns with current healthcare priorities and the search for novel treatments for chronic conditions.

For researchers working with 4-[(3-formylpyridin-2-yl)oxy]benzonitrile, proper handling procedures should always be followed, including the use of appropriate personal protective equipment. While not classified as highly hazardous, standard laboratory safety protocols should be observed when handling this chemical compound.

The future prospects for 4-[(3-formylpyridin-2-yl)oxy]benzonitrile appear promising, with potential applications expanding into agrochemicals and specialty chemicals. Its versatile reactivity profile makes it an attractive candidate for further exploration in multiple chemical domains.

In conclusion, 4-[(3-formylpyridin-2-yl)oxy]benzonitrile (CAS 866049-85-6) represents an important chemical building block with diverse applications across pharmaceutical and material science fields. Its unique structural features and reactivity continue to make it a valuable tool for researchers developing innovative solutions to contemporary scientific challenges.

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