Cas no 907945-62-4 (Ethyl 6-bromo-1-benzofuran-2-carboxylate)

Ethyl 6-bromo-1-benzofuran-2-carboxylate is a brominated benzofuran derivative with significant utility in organic synthesis and pharmaceutical research. Its key structural features include a reactive bromine substituent at the 6-position and an ester group at the 2-position, enabling versatile functionalization through cross-coupling reactions, nucleophilic substitutions, or further derivatization. The ethyl ester moiety enhances solubility in organic solvents, facilitating purification and handling. This compound serves as a valuable intermediate in the development of heterocyclic compounds, bioactive molecules, and materials science applications. Its well-defined reactivity profile and stability under standard conditions make it a reliable building block for synthetic chemists.
Ethyl 6-bromo-1-benzofuran-2-carboxylate structure
907945-62-4 structure
Product Name:Ethyl 6-bromo-1-benzofuran-2-carboxylate
CAS No:907945-62-4
MF:C11H9BrO3
MW:269.091362714767
MDL:MFCD16038162
CID:1084811
PubChem ID:10683370
Update Time:2025-06-07

Ethyl 6-bromo-1-benzofuran-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 6-bromobenzofuran-2-carboxylate
    • ethyl 6-bromo-1-benzofuran-2-carboxylate
    • 907945-62-4
    • DTXSID70443501
    • MFCD16038162
    • CS-0315415
    • GK-0703
    • A843638
    • SCHEMBL3499531
    • Ethyl6-bromobenzofuran-2-carboxylate
    • E79891
    • AKOS022183725
    • DB-319515
    • Ethyl 6-bromo-1-benzofuran-2-carboxylate
    • MDL: MFCD16038162
    • Inchi: 1S/C11H9BrO3/c1-2-14-11(13)10-5-7-3-4-8(12)6-9(7)15-10/h3-6H,2H2,1H3
    • InChI Key: BHQBSMLYZIRFHX-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C=C(C(=O)OCC)OC=2C=1

Computed Properties

  • Exact Mass: 267.97351g/mol
  • Monoisotopic Mass: 267.97351g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 244
  • 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: 3.6
  • Topological Polar Surface Area: 39.4?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 328.3±22.0 °C at 760 mmHg
  • Flash Point: 152.4±22.3 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

Ethyl 6-bromo-1-benzofuran-2-carboxylate Security Information

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Additional information on Ethyl 6-bromo-1-benzofuran-2-carboxylate

Ethyl 6-bromo-1-benzofuran-2-carboxylate (CAS No. 907945-62-4): An Overview of Its Properties, Applications, and Recent Research Developments

Ethyl 6-bromo-1-benzofuran-2-carboxylate (CAS No. 907945-62-4) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound is characterized by its unique benzofuran core and bromo substituent, which confer it with a range of chemical and biological properties that make it a valuable intermediate in various synthetic pathways.

The molecular structure of Ethyl 6-bromo-1-benzofuran-2-carboxylate consists of a benzofuran ring system fused to a carboxylic acid ester moiety, with a bromine atom attached to the 6-position of the benzofuran ring. The presence of the bromine substituent makes this compound an excellent starting material for Suzuki-Miyaura coupling reactions, which are widely used in the synthesis of biologically active compounds and pharmaceuticals.

Recent research has highlighted the potential of Ethyl 6-bromo-1-benzofuran-2-carboxylate in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry reported that derivatives of this compound exhibited potent anti-inflammatory and anti-cancer activities. The bromo substituent allows for the introduction of various functional groups through cross-coupling reactions, thereby expanding the scope of its applications in drug discovery.

In addition to its medicinal applications, Ethyl 6-bromo-1-benzofuran-2-carboxylate has been explored for its potential in materials science. Researchers at the University of California, Berkeley, have demonstrated that this compound can be used as a building block for the synthesis of conjugated polymers with tunable electronic properties. These polymers have shown promise in organic electronics, such as organic field-effect transistors (OFETs) and organic photovoltaic (OPV) devices.

The synthetic accessibility of Ethyl 6-bromo-1-benzofuran-2-carboxylate is another factor contributing to its widespread use. The compound can be prepared through a multi-step synthesis involving the condensation of ethyl acetoacetate with resorcinol to form ethyl 1-benzofuran-2-carboxylate, followed by bromination at the 6-position. This synthetic route is well-documented and can be readily adapted to large-scale production processes.

From a safety perspective, Ethyl 6-bromo-1-benzofuran-2-carboxylate is generally considered to be stable under standard laboratory conditions. However, as with any chemical compound, appropriate handling and storage practices should be followed to ensure safety. It is recommended to store the compound in a cool, dry place away from direct sunlight and incompatible materials.

In conclusion, Ethyl 6-bromo-1-benzofuran-2-carboxylate (CAS No. 907945-62-4) is a multifaceted compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique chemical structure and reactivity make it an indispensable tool for researchers and chemists working in these fields. As ongoing research continues to uncover new possibilities for this compound, its importance in both academic and industrial settings is likely to grow.

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