Cas no 52939-07-8 (5-(4-chlorophenyl)furan-2-carbonitrile)

5-(4-Chlorophenyl)furan-2-carbonitrile is a versatile heterocyclic compound featuring a furan ring substituted with a nitrile group and a 4-chlorophenyl moiety. This structure imparts unique electronic and steric properties, making it valuable as an intermediate in organic synthesis and pharmaceutical research. The presence of both electron-withdrawing (nitrile) and electron-donating (furan) groups enhances its reactivity in cross-coupling reactions and cyclization processes. Its chlorophenyl substituent further contributes to stability and lipophilicity, broadening its applicability in medicinal chemistry for scaffold diversification. The compound's well-defined crystalline form ensures consistent purity, facilitating precise use in high-value applications such as agrochemical and drug development.
5-(4-chlorophenyl)furan-2-carbonitrile structure
52939-07-8 structure
Product Name:5-(4-chlorophenyl)furan-2-carbonitrile
CAS No:52939-07-8
MF:C11H6ClNO
MW:203.624441623688
MDL:MFCD02256036
CID:937722
PubChem ID:24881048
Update Time:2025-11-02

5-(4-chlorophenyl)furan-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 5-(4-CHLOROPHENYL)-2-FURONITRILE 97
    • 5-(4-Chlorophenyl)-2-furonitrile
    • 5-(4-chlorophenyl)furan-2-carbonitrile
    • 5-(4-chloro-phenyl)-furan-2-carbonitrile
    • 5-(4-Chlorophenyl)nitrile
    • 5-(4-Chlor-phenyl)-2-cyano-furan
    • 5-(4-Chlorphenyl)-2-furonitril
    • 5-(p-chlorophenyl)-2-furonitrile
    • SCHEMBL10555140
    • SB61012
    • VS-06872
    • JTGMARZVNVXBRE-UHFFFAOYSA-N
    • STK952861
    • CS-0319887
    • BBL019045
    • 52939-07-8
    • AKOS000299837
    • CCG-323885
    • 5-(4-Chlorophenyl)-2-furonitrile, 97%
    • DTXSID80398533
    • MFCD02256036
    • ALBB-013007
    • G90389
    • 2-Furancarbonitrile, 5-(4-chlorophenyl)-
    • MDL: MFCD02256036
    • Inchi: 1S/C11H6ClNO/c12-9-3-1-8(2-4-9)11-6-5-10(7-13)14-11/h1-6H
    • InChI Key: JTGMARZVNVXBRE-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)C1=CC=C(C#N)O1

Computed Properties

  • Exact Mass: 203.01400
  • Monoisotopic Mass: 203.014
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 239
  • 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: nothing
  • XLogP3: 3.3
  • Topological Polar Surface Area: 36.9?2

Experimental Properties

  • Color/Form: Yellow solid
  • Density: 1.32
  • Melting Point: 75-79?°C (lit.)
  • Boiling Point: 324.5°C at 760 mmHg
  • Flash Point: 150.1°C
  • Refractive Index: 1.611
  • PSA: 36.93000
  • LogP: 3.47168
  • Solubility: Not available

5-(4-chlorophenyl)furan-2-carbonitrile Security Information

5-(4-chlorophenyl)furan-2-carbonitrile Customs Data

  • HS CODE:2932190090
  • Customs Data:

    China Customs Code:

    2932190090

    Overview:

    2932190090 Other structurally non fused furan ring compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932190090 other compounds containing an unfused furan ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

5-(4-chlorophenyl)furan-2-carbonitrile Pricemore >>

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Additional information on 5-(4-chlorophenyl)furan-2-carbonitrile

5-(4-Chlorophenyl)furan-2-carbonitrile (CAS No. 52939-07-8): Properties, Applications, and Market Insights

5-(4-Chlorophenyl)furan-2-carbonitrile (CAS No. 52939-07-8) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This furan derivative features a chlorophenyl substituent at the 5-position and a cyano group at the 2-position of the furan ring, creating unique electronic properties that make it valuable for various applications.

The molecular structure of 5-(4-chlorophenyl)-2-cyanofuran combines aromatic character with polar functional groups, resulting in interesting physicochemical properties. With a molecular weight of 203.62 g/mol, this compound typically appears as a white to off-white crystalline powder. Its melting point ranges between 120-125°C, and it demonstrates moderate solubility in common organic solvents like ethanol, methanol, and acetonitrile, while being practically insoluble in water.

In pharmaceutical applications, 5-(4-chlorophenyl)furan-2-carbonitrile serves as a key intermediate in the synthesis of various bioactive molecules. Researchers have explored its potential in developing kinase inhibitors, particularly for addressing inflammation-related pathways. The compound's structural features allow for easy modification, making it a versatile building block in medicinal chemistry. Recent studies suggest potential applications in developing treatments for chronic inflammatory conditions, aligning with current healthcare trends toward personalized medicine.

The agrochemical industry utilizes 5-(4-CP-furan-2-carbonitrile (an alternative abbreviation) in the development of novel crop protection agents. Its molecular framework has shown promise in creating fungicidal compounds that target specific plant pathogens. With increasing global focus on sustainable agriculture and reduced environmental impact of pesticides, this compound's potential for creating targeted, lower-toxicity formulations has become particularly relevant.

From a synthetic chemistry perspective, 52939-07-8 offers several advantages. The electron-withdrawing nature of both the chloro and cyano groups activates the furan ring for various nucleophilic substitution reactions. This reactivity profile makes it valuable for constructing more complex molecular architectures, especially in heterocyclic chemistry. Recent publications highlight its use in multicomponent reactions and catalyzed coupling processes, addressing the growing demand for efficient synthetic methodologies.

The global market for 5-(4-chlorophenyl)-2-furonitrile has shown steady growth, driven by increasing R&D activities in both pharmaceutical and agricultural sectors. Market analysts note particular demand from contract research organizations and specialty chemical manufacturers. Current pricing trends reflect its status as a research-grade chemical, with purity levels typically ranging from 97% to 99% for most laboratory applications.

Quality control for CAS 52939-07-8 typically involves HPLC analysis, with purity specifications often exceeding 98%. Proper storage recommendations include keeping the compound in a cool, dry place away from direct sunlight, preferably under inert atmosphere for long-term preservation. These handling protocols ensure the compound maintains its stability and reactivity for various applications.

Environmental and safety considerations for 5-(4-chlorophenyl)furan-2-carbonitrile follow standard laboratory chemical protocols. While not classified as highly hazardous, appropriate personal protective equipment including gloves and safety glasses is recommended during handling. Disposal should comply with local regulations for organic compounds containing halogen substituents.

Recent patent literature reveals growing interest in 5-(4-CP-furan-2-CN derivatives, particularly in combination with other heterocyclic systems. Several 2022-2023 filings describe its incorporation into larger molecular frameworks with potential biological activity. This trend aligns with the pharmaceutical industry's focus on privileged structures in drug discovery.

Analytical characterization of 52939-07-8 typically includes 1H NMR (showing characteristic aromatic protons between 7.4-7.6 ppm and furan protons around 6.8-7.2 ppm), 13C NMR, and mass spectrometry. These analytical methods provide crucial quality assurance for research applications where precise molecular structure is essential.

The future outlook for 5-(4-chlorophenyl)furan-2-carbonitrile appears promising, with potential expansions into materials science applications. Preliminary studies suggest possible uses in organic electronic materials due to its conjugated system and electron-accepting properties. This aligns with current trends in developing sustainable electronic materials and organic semiconductors.

For researchers sourcing CAS No. 52939-07-8, it's important to verify suppliers' certificates of analysis and regulatory compliance documentation. The compound is typically available in gram to kilogram quantities from specialty chemical providers, with lead times varying based on purity requirements and current demand.

In conclusion, 5-(4-chlorophenyl)furan-2-carbonitrile represents a versatile chemical building block with growing importance across multiple research domains. Its unique structural features and reactivity profile continue to inspire innovative applications in medicinal chemistry, agrochemical development, and potentially materials science, making it a compound worth watching in coming years.

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