Cas no 4101-81-9 (Methyl 5-acetylthiophene-2-carboxylate)

Methyl 5-acetylthiophene-2-carboxylate is a heterocyclic organic compound featuring both acetyl and ester functional groups on a thiophene backbone. This structure makes it a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. The acetyl group enhances reactivity for further derivatization, while the ester moiety offers stability and compatibility with a range of reaction conditions. Its well-defined molecular framework is advantageous for precise modifications in medicinal chemistry and material science applications. The compound's high purity and consistent performance make it a reliable choice for research and industrial processes requiring controlled functionalization of thiophene-based systems.
Methyl 5-acetylthiophene-2-carboxylate structure
4101-81-9 structure
Product Name:Methyl 5-acetylthiophene-2-carboxylate
CAS No:4101-81-9
MF:C8H8O3S
MW:184.212321281433
MDL:MFCD06204049
CID:926487
PubChem ID:13156400
Update Time:2025-10-28

Methyl 5-acetylthiophene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-acetylthiophene-2-carboxylate
    • 5-Acetyl-thiophen-2-carbonsaeure-methylester
    • 5-acetyl-thiophene-2-carboxylic acid methyl ester
    • methyl 2-acetylthiophene-5-carboxylate
    • methyl 5-acetyl-2-thiophene-carboxylate
    • methyl 5-acetylthiophen-2-carboxylate
    • methyl 5-ethanoylthiophene-2-carboxylate
    • AKOS006242953
    • SCHEMBL277203
    • BS-28154
    • (S)-Glycericacid
    • CS-0452257
    • MFCD06204049
    • DTXSID20522895
    • A825394
    • methyl 5-acetyl-2-thiophenecarboxylate
    • 4101-81-9
    • E87686
    • J-516631
    • Methyl5-Acetylthiophene-2-carboxylate
    • ZZCGDQGSNGPPBQ-UHFFFAOYSA-N
    • 2-Thiophenecarboxylic acid, 5-acetyl-, methyl ester
    • DB-125291
    • MDL: MFCD06204049
    • Inchi: 1S/C8H8O3S/c1-5(9)6-3-4-7(12-6)8(10)11-2/h3-4H,1-2H3
    • InChI Key: ZZCGDQGSNGPPBQ-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)OC)=CC=C1C(C)=O

Computed Properties

  • Exact Mass: 184.01900
  • Monoisotopic Mass: 184.01941529g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 203
  • 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: 2
  • XLogP3: 1.8
  • Topological Polar Surface Area: 71.6?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 305.4±27.0 °C at 760 mmHg
  • Flash Point: 138.5±23.7 °C
  • PSA: 71.61000
  • LogP: 1.73730
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

Methyl 5-acetylthiophene-2-carboxylate Security Information

Methyl 5-acetylthiophene-2-carboxylate Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Methyl 5-acetylthiophene-2-carboxylate

Comprehensive Overview of Methyl 5-acetylthiophene-2-carboxylate (CAS No. 4101-81-9): Properties, Applications, and Industry Trends

Methyl 5-acetylthiophene-2-carboxylate (CAS No. 4101-81-9) is a specialized organic compound belonging to the thiophene derivative family. This compound, characterized by its acetyl and carboxylate functional groups, has garnered significant attention in pharmaceutical and material science research due to its versatile reactivity and structural uniqueness. With the rising demand for heterocyclic building blocks in drug discovery, this compound serves as a critical intermediate for synthesizing bioactive molecules, agrochemicals, and advanced materials.

The molecular structure of Methyl 5-acetylthiophene-2-carboxylate combines a thiophene ring with an acetyl group at the 5-position and a methyl ester at the 2-position. This configuration enables diverse chemical transformations, such as nucleophilic substitutions and condensations, making it valuable for constructing complex molecular architectures. Researchers frequently explore its role in polymer chemistry and organic electronics, where thiophene derivatives are pivotal for developing conductive polymers and organic semiconductors.

In recent years, the compound’s relevance has surged alongside trends in green chemistry and sustainable synthesis. As industries seek eco-friendly alternatives, CAS 4101-81-9 is investigated for its potential in catalytic processes and biodegradable material design. Its compatibility with microwave-assisted reactions and flow chemistry techniques aligns with modern lab practices aimed at reducing solvent waste and energy consumption.

From a commercial perspective, Methyl 5-acetylthiophene-2-carboxylate is supplied by leading chemical manufacturers under stringent purity standards (≥98%). Analytical techniques like HPLC, GC-MS, and NMR are employed to verify its quality, ensuring suitability for high-value applications. Storage recommendations typically include protection from moisture and light, with stability data indicating optimal performance when handled under inert conditions.

Frequently asked questions about this compound include: "What are the synthetic routes for Methyl 5-acetylthiophene-2-carboxylate?" or "How does CAS 4101-81-9 compare to other thiophene esters in reactivity?" Addressing these, studies highlight its superiority in Friedel-Crafts acylation efficiency and esterification yields. Additionally, its low toxicity profile makes it preferable for academic and industrial use compared to halogenated analogs.

Emerging applications in OLED technology and photovoltaic cells further elevate the compound’s profile. Its electron-rich thiophene core enhances charge transport properties, a feature exploited in next-gen optoelectronic devices. Collaborative research between academia and corporations continues to uncover novel uses, reinforcing its status as a high-potential intermediate.

To summarize, Methyl 5-acetylthiophene-2-carboxylate (CAS No. 4101-81-9) represents a convergence of synthetic utility and innovation-driven demand. Its adaptability across multiple disciplines—from medicinal chemistry to renewable energy—positions it as a compound of enduring scientific and commercial interest.

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