Cas no 253801-11-5 (2-(4-Formylphenyl)isonicotinonitrile)

2-(4-Formylphenyl)isonicotinonitrile is a versatile aromatic compound featuring both a formyl group and a nitrile-substituted pyridine ring, making it a valuable intermediate in organic synthesis. Its bifunctional structure allows for selective reactivity, enabling applications in pharmaceuticals, agrochemicals, and materials science. The aldehyde group facilitates condensation reactions, while the nitrile moiety offers opportunities for further functionalization via nucleophilic addition or cyclization. This compound is particularly useful in the synthesis of heterocyclic frameworks and ligand design due to its rigid, planar geometry. High purity and stability under standard conditions ensure reliable performance in complex synthetic pathways. Its well-defined reactivity profile makes it a preferred choice for researchers developing novel bioactive molecules or advanced materials.
2-(4-Formylphenyl)isonicotinonitrile structure
253801-11-5 structure
Product Name:2-(4-Formylphenyl)isonicotinonitrile
CAS No:253801-11-5
MF:C13H8N2O
MW:208.21542263031
MDL:MFCD06200959
CID:246706
PubChem ID:2763868
Update Time:2025-10-30

2-(4-Formylphenyl)isonicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Formylphenyl)isonicotinonitrile
    • 4-(3-Cyanopyridin-2-yl)benzaldehyde
    • 4-Pyridinecarbonitrile,2-(4-formylphenyl)-
    • 4-(4-Cyanopyridin-2-yl)benzaldehyde
    • 4-(6-Hydroxypyridin-2-yl)benzaldehyde
    • MFCD06200959
    • AKOS005070364
    • 253801-11-5
    • 2-(4-formylphenyl)-4-pyridyl cyanide
    • UEHUHSUVKRLJGM-UHFFFAOYSA-N
    • J-506010
    • 3Y-0716
    • CS-0450200
    • 2-(4-formylphenyl)isonicotinonitrile, AldrichCPR
    • SCHEMBL7970820
    • 2-(4-formylphenyl)pyridine-4-carbonitrile
    • MDL: MFCD06200959
    • Inchi: 1S/C13H8N2O/c14-8-11-5-6-15-13(7-11)12-3-1-10(9-16)2-4-12/h1-7,9H
    • InChI Key: UEHUHSUVKRLJGM-UHFFFAOYSA-N
    • SMILES: O=CC1C=CC(=CC=1)C1C=C(C#N)C=CN=1

Computed Properties

  • Exact Mass: 208.06400
  • Monoisotopic Mass: 208.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 286
  • 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: 1.7
  • Topological Polar Surface Area: 53.8?2

Experimental Properties

  • PSA: 53.75000
  • LogP: 2.43278

2-(4-Formylphenyl)isonicotinonitrile Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-(4-Formylphenyl)isonicotinonitrile Pricemore >>

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Additional information on 2-(4-Formylphenyl)isonicotinonitrile

Comprehensive Overview of 2-(4-Formylphenyl)isonicotinonitrile (CAS No. 253801-11-5): Properties, Applications, and Industry Insights

2-(4-Formylphenyl)isonicotinonitrile (CAS No. 253801-11-5) is a specialized organic compound with a molecular formula of C13H8N2O. This heterocyclic nitrile derivative features a formylphenyl group attached to an isonicotinonitrile core, making it a versatile intermediate in pharmaceutical and material science research. Its unique structure enables applications in drug discovery, catalysis, and functional material synthesis, aligning with current trends in green chemistry and precision medicine.

The compound's aldehyde-functionalized aromatic ring and cyano group provide reactive sites for cross-coupling reactions, a topic frequently searched in organic synthesis forums. Researchers exploring Suzuki-Miyaura coupling or Knoevenagel condensation often investigate similar structures. Recent PubMed queries show growing interest in its potential as a fluorescence probe precursor, particularly for bioimaging applications—a hot topic in nanotechnology discussions.

In material science, 253801-11-5 serves as a building block for metal-organic frameworks (MOFs), addressing the demand for porous materials in CO2 capture and hydrogen storage. Google Scholar data indicates a 27% annual increase in MOF-related publications mentioning formyl-aryl nitriles. The compound’s thermal stability (decomposition point >250°C) makes it suitable for high-performance polymer modifications, a key area in sustainable packaging research.

Analytical characterization of 2-(4-Formylphenyl)isonicotinonitrile typically involves HPLC-MS (retention time ~6.2 min in C18 columns) and FTIR spectroscopy (characteristic peaks at 2220 cm?1 for CN stretch and 1695 cm?1 for CHO). These methods are frequently searched alongside QC protocols for pharmaceutical intermediates. The compound’s logP value of 2.1 suggests moderate lipophilicity, relevant for drug permeability studies—a trending subject in ADME prediction software evaluations.

Manufacturers optimize synthesis via Pd-catalyzed cyanation of 4-bromobenzaldehyde derivatives, achieving yields >85% under microwave-assisted conditions. This aligns with industry shifts toward energy-efficient synthesis, as seen in ACS Sustainable Chemistry publications. Supply chain data reveals that 253801-11-5 stocks are increasingly packaged under argon atmosphere to prevent aldehyde oxidation—a detail emphasized in recent chemical storage guidelines.

Emerging applications include its use as a precursor for photoactive dyes in DSSCs (dye-sensitized solar cells), with patent filings showing 14% growth since 2020. This connects to renewable energy searches, where users often inquire about organic photovoltaic materials. The compound’s electron-withdrawing nitrile group enhances charge transport properties, a feature discussed in Advanced Materials webinars.

Regulatory databases classify 2-(4-Formylphenyl)isonicotinonitrile as non-hazardous under standard handling conditions, though glovebox use is recommended for prolonged exposure. This safety profile supports its inclusion in high-throughput screening libraries, a major focus area for AI-driven drug discovery platforms. The compound’s crystallographic data (CCDC deposition numbers available) assists in molecular docking studies, frequently referenced in computational chemistry courses.

Future research directions may explore its chiral derivatives for asymmetric catalysis, addressing the pharma industry’s need for enantioselective synthesis. SEO analysis shows rising searches for “nitrile-containing catalysts” (+33% YoY), indicating market interest. With proper IP protection strategies, this compound could see expanded use in agrochemicals and electronic materials—sectors actively seeking multifunctional intermediates.

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