Cas no 4136-21-4 (2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone)

2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone is a substituted acetophenone derivative featuring a hydroxyl group at the 2-position and a methoxy group at the para position of the phenyl ring. This compound is of interest in organic synthesis due to its bifunctional reactivity, serving as a versatile intermediate for pharmaceuticals, fragrances, and fine chemicals. The presence of both hydroxyl and carbonyl groups allows for selective modifications, enabling applications in heterocyclic chemistry and asymmetric synthesis. Its methoxy substituent enhances electron density, influencing reactivity in electrophilic aromatic substitutions. The compound exhibits moderate stability under standard conditions, making it suitable for controlled synthetic processes. Analytical characterization is typically performed via NMR, IR, and mass spectrometry.
2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone structure
4136-21-4 structure
Product Name:2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone
CAS No:4136-21-4
MF:C9H10O3
MW:166.173902988434
MDL:MFCD00004668
CID:331609
PubChem ID:77786
Update Time:2025-11-01

2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone Chemical and Physical Properties

Names and Identifiers

    • 2-Hydroxy-1-(4-methoxyphenyl)ethanone
    • 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone
    • a-Hydroxy-4-methoxyacetophenone
    • Ethanone,2-hydroxy-1-(4-methoxyphenyl)-
    • NSC 67341
    • 2-hydroxy-1-(4-methoxyphenyl)-ethanone
    • CS-0308705
    • NSC-67341
    • EN300-128204
    • EINECS 223-955-7
    • A825529
    • SB83964
    • 2-hydroxy-1-(4-methoxyphenyl)ethanone;2-Hydroxy-4'-methoxyacetophenone
    • NSC67341
    • AKOS005070614
    • 2-hydroxy-1-(4-methoxyphenyl)ethan-1-one
    • 2-hydroxy-4'-methoxyacetophenone
    • SCHEMBL505810
    • alpha-Hydroxy-4'-methoxyacetophenone
    • DTXSID50194307
    • Z228585822
    • SY130958
    • 2-Hydroxy-4 inverted exclamation mark -methoxyacetophenone
    • NCIOpen2_000078
    • J-509602
    • Ethanone, 2-hydroxy-1-(4-methoxyphenyl)-
    • 2-Hydroxy-1-(4-methoxyphenyl)ethanone #
    • AI3-10587
    • 4X-0724
    • 1-(4-methoxyphenyl)-2-hydroxyethanone
    • NS00030970
    • 2-hydroxy-4'methoxyacetophenone
    • MFCD00004668
    • 4136-21-4
    • AC6103
    • FT-0635144
    • .alpha.-Hydroxy-4'-methoxyacetophenone
    • DB-013268
    • MDL: MFCD00004668
    • Inchi: 1S/C9H10O3/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5,10H,6H2,1H3
    • InChI Key: YTOKFOPFITZGDM-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC(C(CO)=O)=CC=1

Computed Properties

  • Exact Mass: 166.06300
  • Monoisotopic Mass: 166.063
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 148
  • 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: 1.1
  • Topological Polar Surface Area: 46.5A^2

Experimental Properties

  • Density: 1.166±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 196 °C (decomposition)
  • Boiling Point: 316.6±17.0 oC (760 Torr),
  • Flash Point: 129.4±14.4 oC,
  • Refractive Index: 1.537
  • Solubility: Slightly soluble (12 g/l) (25 o C),
  • PSA: 46.53000
  • LogP: 0.87020

2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone Security Information

  • HazardClass:IRRITANT

2-Hydroxy-1-(4-methoxyphenyl)-1-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%

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Additional information on 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone

Introduction to 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone (CAS No. 4136-21-4)

2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone, identified by its Chemical Abstracts Service (CAS) number 4136-21-4, is a significant organic compound that has garnered attention in the field of pharmaceutical chemistry and synthetic organic chemistry. This compound, featuring a hydroxyl group and a methoxy-substituted benzene ring, exhibits a unique structural framework that makes it a valuable intermediate in the synthesis of various biologically active molecules.

The molecular structure of 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone consists of a ketone functional group attached to a phenolic ring that is further substituted with a methoxy group at the para position. This arrangement imparts distinct electronic and steric properties, making it a versatile building block for medicinal chemists. The presence of both hydroxyl and methoxy groups allows for diverse chemical modifications, enabling the synthesis of more complex molecules with tailored biological activities.

In recent years, 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone has been explored in the development of novel therapeutic agents. Its structural motif is reminiscent of several natural products and pharmacophores that have shown promise in preclinical and clinical studies. For instance, derivatives of this compound have been investigated for their potential roles in modulating enzyme activities and interacting with biological targets relevant to neurological disorders, inflammation, and cancer.

One of the most compelling aspects of 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone is its role as a precursor in the synthesis of more complex heterocyclic compounds. Heterocycles are widely recognized for their importance in drug design due to their ability to mimic natural products and exhibit favorable pharmacokinetic properties. Researchers have leveraged the reactivity of the ketone and hydroxyl groups in 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone to construct nitrogen-containing heterocycles, which are known to possess significant therapeutic potential.

The pharmaceutical industry has shown particular interest in 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone due to its potential as a scaffold for developing drugs that target specific disease pathways. For example, studies have demonstrated its utility in generating compounds that inhibit certain kinases involved in tumor growth. Additionally, its derivatives have been explored for their anti-inflammatory properties, with some showing comparable efficacy to existing therapeutics while exhibiting improved selectivity and reduced side effects.

Synthetic methodologies for 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone have been optimized to ensure high yield and purity, making it accessible for industrial-scale production. Modern synthetic approaches often involve catalytic processes that minimize waste and enhance efficiency. These advancements align with the growing emphasis on sustainable chemistry practices within the pharmaceutical sector.

The biological activity of 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone and its derivatives continues to be a subject of extensive research. Computational modeling and high-throughput screening techniques have accelerated the discovery process, allowing researchers to rapidly identify promising candidates for further development. The integration of these technologies with traditional wet chemistry methods has significantly enhanced the pipeline for novel drug candidates derived from this compound.

Future directions in the study of 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone may include exploring its role in drug delivery systems and combination therapies. The compound’s structural features make it an attractive candidate for formulations designed to improve bioavailability or targeted release profiles. Furthermore, its potential as an adjuvant in combination therapies could lead to synergistic effects that enhance therapeutic outcomes.

In conclusion, 2-Hydroxy-1-(4-methoxyphenyl)-1-ethanone (CAS No. 4136-21-4) represents a valuable asset in pharmaceutical research and development. Its unique structural properties, coupled with its utility as an intermediate in synthetic chemistry, position it as a key component in the quest for novel therapeutic agents. As research progresses, the full potential of this compound is expected to be realized, contributing significantly to advancements in medicine.

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