Cas no 37470-42-1 (1-(4-Ethoxy-2-hydroxyphenyl)ethanone)

1-(4-Ethoxy-2-hydroxyphenyl)ethanone is a substituted acetophenone derivative featuring both ethoxy and hydroxyl functional groups on the aromatic ring. This compound is of interest in organic synthesis due to its reactive ketone moiety and phenolic hydroxyl group, which enable its use as an intermediate in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. The ethoxy substituent enhances solubility in organic solvents, facilitating further derivatization. Its structural features also make it a potential candidate for studying antioxidant or chelating properties. The compound’s well-defined reactivity profile and stability under standard conditions contribute to its utility in research and industrial applications.
1-(4-Ethoxy-2-hydroxyphenyl)ethanone structure
37470-42-1 structure
Product Name:1-(4-Ethoxy-2-hydroxyphenyl)ethanone
CAS No:37470-42-1
MF:C10H12O3
MW:180.200483322144
MDL:MFCD00100624
CID:304807
PubChem ID:24880974
Update Time:2025-06-12

1-(4-Ethoxy-2-hydroxyphenyl)ethanone Chemical and Physical Properties

Names and Identifiers

    • Ethanone, 1-(4-ethoxy-2-hydroxyphenyl)-
    • 1-(4-ethoxy-2-hydroxyphenyl)ethanone
    • 4-ETHOXY-2-HYDROXY ACETOPHENONE
    • 2-hydroxy-4-ethoxyacetophenone
    • 4′-Ethoxy-2′-hydroxyacetophenone
    • 4'-Ethoxy-2'-hydroxyacetophenone
    • DTXSID00379425
    • FT-0690673
    • SCHEMBL429049
    • A1-07807
    • (ARG6,D-TRP7,9,N-ME-PHE8)-SUBSTANCEP(6-11)
    • 37470-42-1
    • CS-0332532
    • 1-(4-ethoxy-2-hydroxyphenyl)ethan-1-one
    • 4'-Ethoxy-2'-hydroxyacetophenone, 97%
    • 1-(4-Ethoxy-2-hydroxy-phenyl)-ethanone
    • AKOS000296227
    • VBLALYJSGGGWHU-UHFFFAOYSA-N
    • MFCD00100624
    • G14697
    • 1-(4-Ethoxy-2-hydroxyphenyl)ethanone
    • MDL: MFCD00100624
    • Inchi: 1S/C10H12O3/c1-3-13-8-4-5-9(7(2)11)10(12)6-8/h4-6,12H,3H2,1-2H3
    • InChI Key: VBLALYJSGGGWHU-UHFFFAOYSA-N
    • SMILES: O(CC)C1C=CC(C(C)=O)=C(C=1)O

Computed Properties

  • Exact Mass: 180.07900
  • Monoisotopic Mass: 180.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 179
  • 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: 9
  • XLogP3: nothing
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • Density: 1.126
  • Melting Point: 40-45?°C (lit.)
  • Boiling Point: 314.7°C at 760 mmHg
  • Flash Point: >230?°F
  • Refractive Index: 1.531
  • PSA: 46.53000
  • LogP: 1.99350

1-(4-Ethoxy-2-hydroxyphenyl)ethanone Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H319
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36

1-(4-Ethoxy-2-hydroxyphenyl)ethanone Customs Data

  • HS CODE:2914509090
  • Customs Data:

    China Customs Code:

    2914509090

    Overview:

    2914509090 Ketones containing other oxygen-containing groups. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

1-(4-Ethoxy-2-hydroxyphenyl)ethanone Pricemore >>

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Additional information on 1-(4-Ethoxy-2-hydroxyphenyl)ethanone

Introduction to 1-(4-Ethoxy-2-hydroxyphenyl)ethanone (CAS No. 37470-42-1)

1-(4-Ethoxy-2-hydroxyphenyl)ethanone, with the chemical identifier CAS No. 37470-42-1, is a compound of significant interest in the field of pharmaceutical chemistry and bioorganic synthesis. This ketone derivative features a phenolic ether structure, making it a versatile intermediate in the development of various biologically active molecules. The presence of both hydroxyl and ethoxy substituents on the aromatic ring endows the compound with unique electronic and steric properties, which are exploited in medicinal chemistry for designing novel therapeutic agents.

The structural motif of 1-(4-Ethoxy-2-hydroxyphenyl)ethanone has garnered attention due to its potential applications in drug discovery. The hydroxyl group at the 2-position and the ethoxy group at the 4-position create a balance of polarity and lipophilicity, facilitating interactions with biological targets such as enzymes and receptors. This balance is crucial for achieving optimal pharmacokinetic profiles, including solubility, bioavailability, and metabolic stability.

In recent years, the synthesis and functionalization of 1-(4-Ethoxy-2-hydroxyphenyl)ethanone have been explored in several research studies. One notable area of investigation involves its use as a precursor in the preparation of flavonoid derivatives, which are known for their antioxidant and anti-inflammatory properties. The compound’s ability to undergo selective modifications at multiple sites allows chemists to tailor its structure for specific biological activities. For instance, palladium-catalyzed cross-coupling reactions have been employed to introduce additional aryl or heteroaryl groups, expanding the compound’s pharmacophoric space.

Another emerging application of 1-(4-Ethoxy-2-hydroxyphenyl)ethanone is in the development of photoactive molecules. The conjugated system formed by the aromatic ring and the ketone moiety makes it a candidate for photoinduced reactions, which are relevant in fields such as photodynamic therapy and optoelectronics. Researchers have demonstrated that this compound can be incorporated into systems designed to generate singlet oxygen or other reactive species upon irradiation, highlighting its potential in therapeutic applications where light-mediated drug delivery is desired.

The compound’s role as an intermediate in heterocyclic synthesis is also well-documented. By serving as a building block for more complex scaffolds, 1-(4-Ethoxy-2-hydroxyphenyl)ethanone contributes to the diversification of molecular libraries used in high-throughput screening campaigns. Its incorporation into thiazole, pyridine, and benzothiazole derivatives has shown promise in identifying compounds with antimicrobial and anticancer activities. The ease with which it can be functionalized underscores its value as a synthetic platform for medicinal chemists seeking novel lead structures.

Advances in computational chemistry have further enhanced the utility of 1-(4-Ethoxy-2-hydroxyphenyl)ethanone by enabling rapid virtual screening and molecular docking studies. These methodologies allow researchers to predict binding affinities and interactions with target proteins, thereby accelerating the drug discovery process. The compound’s favorable physicochemical properties make it an attractive candidate for virtual screening libraries aimed at identifying inhibitors of kinases and other enzyme targets relevant to diseases such as cancer and inflammatory disorders.

The environmental impact of synthesizing 1-(4-Ethoxy-2-hydroxyphenyl)ethanone has also been considered in recent research efforts. Green chemistry principles have been applied to develop more sustainable synthetic routes, minimizing waste generation and reducing reliance on hazardous reagents. For example, solvent-free reactions and catalytic methods have been explored to improve atom economy and energy efficiency during its preparation. Such innovations align with global trends toward greener pharmaceutical manufacturing practices.

In summary, 1-(4-Ethoxy-2-hydroxyphenyl)ethanone (CAS No. 37470-42-1) represents a valuable asset in modern drug discovery due to its structural versatility and functional reactivity. Its applications span across multiple therapeutic areas, from antimicrobial agents to photoactive materials, while its synthetic accessibility ensures continued relevance in both academic and industrial settings. As research progresses, this compound is expected to play an increasingly important role in developing next-generation pharmaceuticals that address unmet medical needs.

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