Cas no 20026-96-4 (Ethyl 3-(4-chlorophenyl)propiolate)

Ethyl 3-(4-chlorophenyl)propiolate is a versatile organic compound featuring a propiolate ester group and a 4-chlorophenyl substituent. This structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds and conjugated systems. The presence of the electron-withdrawing chlorine atom enhances reactivity in cross-coupling and cycloaddition reactions. Its ester functionality allows for further derivatization under mild conditions. The compound is commonly employed in pharmaceutical and agrochemical research due to its ability to serve as a precursor for bioactive molecules. High purity grades ensure consistent performance in synthetic applications. Proper handling and storage under inert conditions are recommended to maintain stability.
Ethyl 3-(4-chlorophenyl)propiolate structure
20026-96-4 structure
Product Name:Ethyl 3-(4-chlorophenyl)propiolate
CAS No:20026-96-4
MF:C11H9ClO2
MW:208.640962362289
MDL:MFCD00456510
CID:240655
PubChem ID:641307
Update Time:2025-06-14

Ethyl 3-(4-chlorophenyl)propiolate Chemical and Physical Properties

Names and Identifiers

    • 2-Propynoic acid,3-(4-chlorophenyl)-, ethyl ester
    • Ethyl 3-(4-chlorophenyl)propiolate
    • (4-chloro-phenyl)-propynoic acid ethyl ester
    • (4-Chlor-phenyl)-propiolsaeure-aethylester
    • 3-(4-chlorophenyl)propiolate
    • AC1LD2KJ
    • AG-E-46543
    • CTK4E3070
    • ethyl 4-chlorophenylpropiolate
    • ethyl 4-chlorophenylpropynoate
    • LS10147
    • PubChem12614
    • SureCN1977638
    • ethyl 3-(4-chlorophenyl)prop-2-ynoate
    • 4-(Chlorophenyl)propynoic acid ethyl ester
    • Ethyl3-(4-chlorophenyl)propiolate
    • 2-propynoic acid, 3-(4-chlorophenyl)-, ethyl ester
    • PSAMQLWFJMRMOG-UHFFFAOYSA-N
    • ethyl 3-(4-chlorophenyl)propalate
    • 9531AF
    • RP26464
    • CM13879
    • AS04602
    • 4-Chlorophenylpropio
    • (4-Chlorophenyl)-propynoic acid ethyl ester
    • EN300-743516
    • AKOS024261465
    • DS-8752
    • A814177
    • SCHEMBL1977638
    • ethyl 3-(4-chlorophenyl)prop-2-ynoate;Ethyl 3-(4-chlorophenyl)propiolate
    • J-521311
    • 20026-96-4
    • InChI=1/C11H9ClO2/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-4,6-7H,2H2,1H
    • DTXSID90348882
    • MFCD00456510
    • (4-chloro-phenyl)-propynoic acid ethyl ester;(4-chloro-phenyl)propynoic acid ethyl ester
    • MDL: MFCD00456510
    • Inchi: 1S/C11H9ClO2/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-4,6-7H,2H2,1H3
    • InChI Key: PSAMQLWFJMRMOG-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(C#CC(=O)OCC)=CC=1

Computed Properties

  • Exact Mass: 208.02917
  • Monoisotopic Mass: 208.0291072g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 253
  • 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
  • Topological Polar Surface Area: 26.3
  • XLogP3: 3.4

Experimental Properties

  • Density: 1.22±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 43-44 oC
  • Boiling Point: 123-125 oC (0.25 Torr)
  • Flash Point: 120.8±21.6 oC,
  • Refractive Index: 1.555
  • Solubility: Almost insoluble (0.031 g/l) (25 o C),
  • PSA: 26.3

Ethyl 3-(4-chlorophenyl)propiolate Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Storage Condition:Sealed in dry,Room Temperature

Ethyl 3-(4-chlorophenyl)propiolate Pricemore >>

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abcr
AB253645-250 mg
(4-Chlorophenyl)-propynoic acid ethyl ester, 95%; .
20026-96-4 95%
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€81.90 2023-07-20

Additional information on Ethyl 3-(4-chlorophenyl)propiolate

Recent Advances in the Application of Ethyl 3-(4-chlorophenyl)propiolate (CAS: 20026-96-4) in Chemical Biology and Pharmaceutical Research

Ethyl 3-(4-chlorophenyl)propiolate (CAS: 20026-96-4) is a chemical compound of significant interest in the fields of chemical biology and pharmaceutical research. This ester derivative, characterized by its propiolate moiety and 4-chlorophenyl group, has been increasingly studied for its potential applications in drug discovery, medicinal chemistry, and material science. Recent studies have explored its utility as a versatile building block in organic synthesis, as well as its biological activities, making it a compound of growing importance in the scientific community.

One of the key areas of research involving Ethyl 3-(4-chlorophenyl)propiolate is its role in the synthesis of heterocyclic compounds. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its effectiveness as a precursor in the construction of pyrazole and isoxazole derivatives, which are known for their broad spectrum of pharmacological activities. The study highlighted the compound's ability to undergo cycloaddition reactions with various nucleophiles, yielding high-value intermediates for drug development.

In addition to its synthetic utility, recent investigations have uncovered potential biological activities associated with Ethyl 3-(4-chlorophenyl)propiolate. A 2024 preprint article in Bioorganic & Medicinal Chemistry Letters reported preliminary findings on its inhibitory effects against certain kinase enzymes implicated in inflammatory pathways. While further validation is required, these findings suggest that the compound or its derivatives could serve as leads for developing novel anti-inflammatory agents.

The compound's physicochemical properties have also been a subject of recent research. Computational studies published in the Journal of Chemical Information and Modeling in early 2024 provided insights into its molecular interactions and stability, which are crucial for its application in drug formulation. These studies employed density functional theory (DFT) calculations to predict its reactivity and potential for forming stable complexes with biological targets.

From an industrial perspective, there has been growing interest in optimizing the synthesis of Ethyl 3-(4-chlorophenyl)propiolate. A patent application filed in late 2023 described an improved catalytic process for its production, emphasizing greener chemistry approaches with higher yields and reduced waste. This development is particularly significant for scaling up production while maintaining environmental sustainability.

Looking forward, researchers anticipate that Ethyl 3-(4-chlorophenyl)propiolate will continue to be a valuable tool in chemical biology. Its dual role as both a synthetic intermediate and a potential bioactive compound makes it a versatile candidate for various applications. Ongoing studies are exploring its use in targeted drug delivery systems and as a probe for studying protein-ligand interactions, further expanding its utility in pharmaceutical research.

In conclusion, recent research on Ethyl 3-(4-chlorophenyl)propiolate (CAS: 20026-96-4) highlights its multifaceted importance in chemical and pharmaceutical sciences. From synthetic applications to potential therapeutic uses, this compound represents an active area of investigation that bridges fundamental chemistry with practical medical applications. As research progresses, we can expect to see more innovative uses of this compound emerge in the coming years.

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