Cas no 60758-79-4 (3-Ethoxy-4-hydroxybenzonitrile)

3-Ethoxy-4-hydroxybenzonitrile is a versatile aromatic nitrile compound characterized by its ethoxy and hydroxyl functional groups. This structure imparts unique reactivity, making it valuable as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. Its phenolic hydroxyl group allows for further functionalization, while the nitrile moiety offers opportunities for transformations such as hydrolysis or reduction. The compound exhibits moderate solubility in polar organic solvents, facilitating its use in various reaction conditions. Its well-defined molecular structure ensures consistency in synthetic applications, and its stability under standard storage conditions makes it a reliable reagent for industrial and research purposes.
3-Ethoxy-4-hydroxybenzonitrile structure
60758-79-4 structure
Product Name:3-Ethoxy-4-hydroxybenzonitrile
CAS No:60758-79-4
MF:C9H9NO2
MW:163.173262357712
MDL:MFCD01123034
CID:1621121
PubChem ID:3800659
Update Time:2025-11-02

3-Ethoxy-4-hydroxybenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-ethoxy-4-hydroxybenzonitrile
    • benzonitrile, 3-ethoxy-4-hydroxy-
    • 3-Ethoxy-4-hydroxy-Benzonitrile
    • 3-ethoxy-4-hydroxybenzenecarbonitrile
    • NBUPJWDUINJHFZ-UHFFFAOYSA-N
    • STK347884
    • SBB019883
    • NE19544
    • ST45142031
    • A18974
    • Z56347599
    • EN300-10778
    • ALBB-032702
    • AKOS000304393
    • CS-15002
    • C12960
    • MFCD01123034
    • 4-Hydroxy-3-ethoxybenzonitrile
    • SCHEMBL6734969
    • DB-072847
    • CS-Z0025
    • DTXSID70396604
    • 60758-79-4
    • 3-Ethoxy-4-hydroxybenzonitrile
    • MDL: MFCD01123034
    • Inchi: 1S/C9H9NO2/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-5,11H,2H2,1H3
    • InChI Key: NBUPJWDUINJHFZ-UHFFFAOYSA-N
    • SMILES: O(CC)C1C=C(C#N)C=CC=1O

Computed Properties

  • Exact Mass: 163.06337
  • Monoisotopic Mass: 163.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 184
  • 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: 0.9
  • Topological Polar Surface Area: 53.2

Experimental Properties

  • PSA: 53.25

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3-Ethoxy-4-hydroxybenzonitrile Suppliers

Amadis Chemical Company Limited
Gold Member
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(CAS:60758-79-4)3-Ethoxy-4-hydroxybenzonitrile
Order Number:A18974
Stock Status:in Stock
Quantity:100mg
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:01
Price ($):207.0

Additional information on 3-Ethoxy-4-hydroxybenzonitrile

3-Ethoxy-4-hydroxybenzonitrile (CAS No. 60758-79-4): A Versatile Chemical Intermediate with Broad Applications

3-Ethoxy-4-hydroxybenzonitrile (CAS No. 60758-79-4) is an important organic compound that has gained significant attention in various industries due to its unique chemical properties and versatile applications. This aromatic nitrile derivative, characterized by its ethoxy and hydroxy functional groups, serves as a valuable building block in pharmaceutical synthesis, agrochemical production, and specialty chemical manufacturing.

The molecular structure of 3-Ethoxy-4-hydroxybenzonitrile features a benzene ring substituted with three functional groups: a nitrile (-CN) at position 1, a hydroxy (-OH) at position 4, and an ethoxy (-OCH2CH3) at position 3. This specific arrangement contributes to its moderate polarity and reactivity, making it an excellent intermediate for further chemical transformations. Researchers particularly value its electron-withdrawing nitrile group, which activates the aromatic ring for nucleophilic substitution reactions.

In the pharmaceutical industry, 3-Ethoxy-4-hydroxybenzonitrile 60758-79-4 serves as a key precursor for the synthesis of various drug molecules. Its structural features make it particularly useful in developing central nervous system (CNS) drugs and anti-inflammatory agents. Recent studies have explored its potential in creating novel neuroprotective compounds, aligning with current research trends in neurodegenerative disease treatment. The compound's ability to form hydrogen bonds through its hydroxy group enhances its biological activity and binding affinity to target proteins.

The agrochemical sector utilizes 3-ethoxy-4-hydroxy benzonitrile in the production of advanced crop protection agents. Its derivatives have shown promising results as herbicide intermediates and plant growth regulators, addressing the growing demand for sustainable agricultural solutions. With increasing global focus on food security and precision farming, this compound's role in developing next-generation agrochemicals continues to expand.

From a synthetic chemistry perspective, 3-Ethoxy-4-hydroxybenzonitrile CAS 60758-79-4 offers multiple reactive sites for chemical modification. The hydroxy group can undergo etherification or esterification, while the nitrile group can be converted to amides, acids, or tetrazoles. These transformation possibilities make it a favorite among medicinal chemists working on structure-activity relationship (SAR) studies and lead compound optimization.

Recent advancements in green chemistry have explored more sustainable production methods for 3-Ethoxy-4-hydroxybenzonitrile. Researchers are investigating catalytic processes and biocatalytic approaches to reduce environmental impact while maintaining high yield and purity. These developments respond to the chemical industry's increasing emphasis on environmentally friendly synthesis and reduced carbon footprint in manufacturing processes.

The physical properties of 3-Ethoxy-4-hydroxybenzonitrile include a melting point typically between 85-90°C and limited water solubility, though it dissolves well in common organic solvents like ethanol, acetone, and dichloromethane. These characteristics influence its handling and storage requirements, with recommendations to keep it in cool, dry conditions away from strong oxidizers. Proper material safety data should always be consulted before handling.

Analytical techniques for 3-Ethoxy-4-hydroxybenzonitrile 60758-79-4 characterization typically include HPLC for purity assessment, GC-MS for identification, and NMR spectroscopy (both 1H and 13C) for structural confirmation. Recent quality control trends emphasize the use of advanced chromatographic methods coupled with mass spectrometry to ensure batch-to-batch consistency, especially for pharmaceutical applications.

The market for 3-ethoxy-4-hydroxy benzonitrile has shown steady growth, driven by increasing demand from the pharmaceutical and agrochemical sectors. Manufacturers are focusing on process optimization to improve yields and reduce production costs. Current market analysis suggests particular growth potential in Asia-Pacific regions, where pharmaceutical and agricultural chemical production continues to expand rapidly.

Future research directions for 3-Ethoxy-4-hydroxybenzonitrile CAS No. 60758-79-4 include exploring its potential in material science applications, particularly in the development of specialty polymers and liquid crystal materials. Its aromatic structure and functional groups make it a candidate for creating novel organic electronic materials, aligning with the growing interest in flexible electronics and organic photovoltaics.

For researchers and industry professionals working with 3-Ethoxy-4-hydroxybenzonitrile, it's crucial to stay updated on the latest synthetic methodologies and application developments. The compound's versatility ensures its continued relevance across multiple chemical disciplines, from medicinal chemistry to advanced material synthesis. As regulatory requirements evolve, particularly in pharmaceutical applications, proper documentation of quality parameters and safety profiles remains essential.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:60758-79-4)3-Ethoxy-4-hydroxybenzonitrile
A18974
Purity:99%
Quantity:100mg
Price ($):207.0
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