Cas no 5088-91-5 (Methyl 6-Cyanonaphthalene-2-carboxylate)

Methyl 6-Cyanonaphthalene-2-carboxylate is a naphthalene derivative featuring both cyano and ester functional groups, making it a versatile intermediate in organic synthesis. Its rigid aromatic structure and electron-withdrawing substituents enhance its utility in the preparation of advanced materials, pharmaceuticals, and agrochemicals. The compound’s high purity and stability under standard conditions ensure reliable performance in coupling reactions, polymerization, and other functionalization processes. Its distinct reactivity profile allows for selective modifications, facilitating the synthesis of complex molecular architectures. Suitable for research and industrial applications, this compound offers a balance of reactivity and handling convenience for specialized chemical transformations.
Methyl 6-Cyanonaphthalene-2-carboxylate structure
5088-91-5 structure
Product Name:Methyl 6-Cyanonaphthalene-2-carboxylate
CAS No:5088-91-5
MF:C13H9NO2
MW:211.216063261032
MDL:MFCD08689891
CID:363840
PubChem ID:12433083
Update Time:2025-05-25

Methyl 6-Cyanonaphthalene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 2-Naphthalenecarboxylic acid, 6-cyano-, methyl ester
    • methyl 6-cyanonaphthalene-2-carboxylate
    • METHYL-6-CYANO NAPHTHALENE-2-CARBOXYLATE
    • 6-Cyano-2-naphthalenecarboxylic acid,methyl ester
    • 6-Cyano-2-naphthalincarbonsaeuremethylester
    • 6-cyano-naphthalene-2-carboxylic acid methyl ester
    • AB3945
    • methyl 6-cyano-2-naphthoate
    • 6-Cyano-2-naphthalenecarboxylic acid, methyl ester
    • AKOS022650402
    • methyl6-cyano-2-naphthoate
    • 5088-91-5
    • CS-0323024
    • YACGNGQPYPCGOL-UHFFFAOYSA-N
    • A1-30091
    • AS-44740
    • MFCD08689891
    • DTXSID50498074
    • SCHEMBL5566033
    • DB-417626
    • Methyl 6-Cyanonaphthalene-2-carboxylate
    • MDL: MFCD08689891
    • Inchi: 1S/C13H9NO2/c1-16-13(15)12-5-4-10-6-9(8-14)2-3-11(10)7-12/h2-7H,1H3
    • InChI Key: YACGNGQPYPCGOL-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CC=C2C=C(C#N)C=CC2=C1)=O

Computed Properties

  • Exact Mass: 211.06300
  • Monoisotopic Mass: 211.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 317
  • 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: 2.7
  • Topological Polar Surface Area: 50.1?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 379.4±15.0 °C at 760 mmHg
  • Flash Point: 183.5±7.1 °C
  • PSA: 50.09000
  • LogP: 2.49808
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

Methyl 6-Cyanonaphthalene-2-carboxylate Security Information

Methyl 6-Cyanonaphthalene-2-carboxylate Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Additional information on Methyl 6-Cyanonaphthalene-2-carboxylate

Comprehensive Overview of Methyl 6-Cyanonaphthalene-2-carboxylate (CAS No. 5088-91-5)

Methyl 6-Cyanonaphthalene-2-carboxylate (CAS No. 5088-91-5) is a specialized organic compound widely utilized in pharmaceutical intermediates, agrochemical synthesis, and advanced material research. Its unique molecular structure, featuring a cyano group and ester functionality, makes it a versatile building block for heterocyclic chemistry. Recent trends in green chemistry and sustainable synthesis have amplified interest in this compound, as researchers explore its potential in catalytic reactions and low-waste production methods.

The compound’s naphthalene backbone contributes to its stability and reactivity, enabling applications in OLED materials and fluorescent probes. A surge in searches for "high-efficiency organic semiconductors" and "bioimaging agents" aligns with its properties, as studies highlight its electron-withdrawing capabilities. Analytical techniques like HPLC and NMR spectroscopy are critical for purity verification, ensuring compliance with industry standards for pharmaceutical-grade intermediates.

In the context of drug discovery, Methyl 6-Cyanonaphthalene-2-carboxylate serves as a precursor for kinase inhibitors and anti-inflammatory agents. Queries such as "small molecule APIs" and "scaffold diversification" reflect its relevance in medicinal chemistry. The compound’s solubility in polar solvents (e.g., DMSO, methanol) facilitates its use in combinatorial libraries, addressing the demand for "fragment-based drug design" solutions.

From an industrial perspective, optimizing large-scale synthesis of CAS 5088-91-5 remains a focus, with patents emphasizing cost-effective routes via Pd-catalyzed cyanation. Environmental concerns drive innovations in "solvent-free reactions" and "microwave-assisted synthesis," where this compound’s thermal stability proves advantageous. Regulatory guidelines for REACH compliance and ICH Q3D elemental impurities further underscore its safe handling protocols.

Emerging applications in photocatalysis and metal-organic frameworks (MOFs) have expanded its utility beyond traditional domains. Researchers investigating "energy storage materials" or "CO2 capture technologies" may find its structural motifs valuable. The compound’s crystallographic data (CCDC-deposited) aids in computational modeling, supporting virtual screening campaigns for targeted therapeutics.

To conclude, Methyl 6-Cyanonaphthalene-2-carboxylate (CAS 5088-91-5) bridges multiple scientific frontiers, from precision medicine to renewable energy. Its adaptability to modern synthetic challenges ensures sustained interest, while SEO analytics reveal growing queries around "multifunctional aromatic esters" and "naphthalene derivatives in material science." Continuous exploration of its properties will likely unlock further innovations across interdisciplinary fields.

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