Cas no 42877-08-7 (2-Acetyl-3-bromothiophene)

2-Acetyl-3-bromothiophene is a brominated thiophene derivative featuring an acetyl functional group at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds and pharmaceutical precursors. The presence of both bromine and acetyl groups enhances its reactivity, enabling selective cross-coupling reactions such as Suzuki or Stille couplings. Its well-defined structure and stability make it suitable for applications in medicinal chemistry and material science. The product is typically supplied with high purity, ensuring consistent performance in synthetic workflows. Proper handling under inert conditions is recommended due to its sensitivity to moisture and air.
2-Acetyl-3-bromothiophene structure
2-Acetyl-3-bromothiophene structure
Product Name:2-Acetyl-3-bromothiophene
CAS No:42877-08-7
MF:C6H5BrOS
MW:205.072299718857
MDL:MFCD00794287
CID:89519
PubChem ID:24882535
Update Time:2025-05-20

2-Acetyl-3-bromothiophene Chemical and Physical Properties

Names and Identifiers

    • 2-Acetyl-3-bromothiophene
    • 1-(3-Bromo-2-thienyl)-1-ethanone
    • 1-(3-bromothiophen-2-yl)ethanone
    • MFCD00794287
    • DTXSID20377468
    • 2-Acetyl-3-boromothiophene
    • EN300-36968
    • Ethanone, 1-(3-bromo-2-thienyl)-
    • FT-0658159
    • 1-(3-bromo-thiophen-2-yl)-ethanone
    • 9J-900
    • SCHEMBL507698
    • J-503113
    • SY062236
    • ZUXPELAHJQSZTE-UHFFFAOYSA-N
    • AB07140
    • Z381006388
    • 1-(3-BROMOTHIOPHEN-2-YL)ETHAN-1-ONE
    • AKOS005071342
    • A826046
    • 1-(3-bromanylthiophen-2-yl)ethanone
    • 42877-08-7
    • 1-(3-bromo-2-thiophenyl)ethanone
    • 2-Acetyl-3-bromothiophene, 97%
    • 2-Acetyl3-bromothiophene
    • DB-000824
    • MDL: MFCD00794287
    • Inchi: 1S/C6H5BrOS/c1-4(8)6-5(7)2-3-9-6/h2-3H,1H3
    • InChI Key: ZUXPELAHJQSZTE-UHFFFAOYSA-N
    • SMILES: BrC1C=CSC=1C(C)=O
    • BRN: 116973

Computed Properties

  • Exact Mass: 203.92400
  • Monoisotopic Mass: 203.924
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 126
  • 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: 45.3A^2
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 2.3

Experimental Properties

  • Color/Form: liquid
  • Density: 1.619
  • Melting Point: 28-35?°C
  • Boiling Point: 283.5°C at 760 mmHg
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: n20/D 1.612
  • PSA: 45.31000
  • LogP: 2.71320
  • Solubility: Not determined
  • Sensitiveness: Stench

2-Acetyl-3-bromothiophene Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302-H317-H319
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:UN 2810
  • WGK Germany:3
  • Hazard Category Code: 22-36-43
  • Safety Instruction: S26-S36/37/39-S45
  • Hazardous Material Identification: T Xi Xn
  • Packing Group:III
  • Hazard Level:6.1
  • Risk Phrases:R23/24/25
  • Packing Group:III
  • Safety Term:6.1
  • HazardClass:6.1
  • PackingGroup:III
  • Storage Condition:Keep in dark place,Sealed in dry,2-8°C

2-Acetyl-3-bromothiophene 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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2-Acetyl-3-bromothiophene Production Method

2-Acetyl-3-bromothiophene Related Literature

Additional information on 2-Acetyl-3-bromothiophene

2-Acetyl-3-bromothiophene (CAS No. 42877-08-7): A Versatile Building Block in Organic Synthesis

2-Acetyl-3-bromothiophene (CAS No. 42877-08-7) is a highly valuable heterocyclic compound that has gained significant attention in the field of organic chemistry and material science. This brominated thiophene derivative serves as a crucial intermediate in the synthesis of various pharmaceuticals, agrochemicals, and functional materials. Its unique molecular structure, featuring both an acetyl group and a bromine atom on the thiophene ring, makes it an excellent substrate for diverse chemical transformations.

The growing interest in thiophene-based compounds stems from their wide range of applications in medicinal chemistry and electronic materials. Researchers frequently search for "2-Acetyl-3-bromothiophene synthesis," "bromothiophene derivatives applications," and "CAS 42877-08-7 properties," reflecting the compound's importance in contemporary chemical research. The presence of both electron-withdrawing (acetyl) and electron-donating (thiophene) groups creates interesting electronic properties that are valuable for designing new materials.

From a structural perspective, 2-Acetyl-3-bromothiophene offers multiple reactive sites for chemical modifications. The bromine atom at the 3-position enables various cross-coupling reactions, particularly in palladium-catalyzed reactions that are fundamental to modern organic synthesis. Meanwhile, the acetyl group at the 2-position can participate in condensation reactions, making this compound a versatile precursor for constructing more complex molecular architectures.

In pharmaceutical research, brominated thiophene derivatives have shown promising biological activities. Many researchers investigate "2-Acetyl-3-bromothiophene medicinal uses" and "thiophene-based drug discovery," as these compounds often serve as key intermediates in developing new therapeutic agents. The compound's molecular framework is particularly valuable for creating potential candidates with anti-inflammatory, antimicrobial, or anticancer properties.

The material science applications of 2-Acetyl-3-bromothiophene are equally impressive. With increasing searches for "conductive thiophene polymers" and "organic electronic materials," this compound plays a crucial role in developing advanced materials for organic light-emitting diodes (OLEDs), organic photovoltaics, and field-effect transistors. The ability to fine-tune its electronic properties through various synthetic modifications makes it particularly attractive for these applications.

From a synthetic chemistry standpoint, CAS 42877-08-7 offers excellent opportunities for creating diverse molecular libraries. The compound's reactivity profile allows for selective functionalization at different positions, enabling the construction of various thiophene-containing scaffolds. This versatility explains why "2-Acetyl-3-bromothiophene reactions" is such a popular search term among synthetic chemists.

The stability and handling characteristics of 2-Acetyl-3-bromothiophene make it particularly suitable for industrial applications. Unlike some reactive intermediates, this compound demonstrates good shelf stability under proper storage conditions, which contributes to its widespread use in both academic and industrial settings. Researchers often look for information on "2-Acetyl-3-bromothiophene storage" and "handling bromothiophene derivatives," highlighting practical considerations in its application.

Recent advances in green chemistry have also focused on developing more sustainable methods for synthesizing and utilizing brominated thiophene compounds. The search terms "eco-friendly thiophene synthesis" and "green approaches to heterocyclic chemistry" reflect this growing trend. 2-Acetyl-3-bromothiophene serves as an important test case for these new methodologies due to its commercial and scientific significance.

The analytical characterization of 2-Acetyl-3-bromothiophene is another area of interest, with many researchers seeking information on "42877-08-7 spectral data" and "thiophene derivative characterization." Modern spectroscopic techniques, including NMR, IR, and mass spectrometry, provide detailed insights into the compound's structure and purity, which are essential for quality control in both research and production environments.

Looking toward the future, 2-Acetyl-3-bromothiophene (CAS No. 42877-08-7) continues to attract attention as a building block for innovative materials and bioactive compounds. Its combination of synthetic versatility and interesting electronic properties ensures its ongoing relevance in multiple fields of chemical research. As the demand for specialized organic intermediates grows, this bromothiophene derivative remains a valuable tool for chemists exploring new frontiers in molecular design and application.

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