Cas no 374933-76-3 ((6-Bromo-benzobthiophen-2-yl)-methanol)

(6-Bromo-benzobthiophen-2-yl)-methanol is a brominated benzothiophene derivative featuring a hydroxymethyl functional group at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the hydroxymethyl group offers a handle for derivatization or conjugation. Its rigid benzothiophene core contributes to stability and potential π-stacking interactions, making it valuable in materials science. The compound is typically handled under inert conditions due to its sensitivity. High-purity grades are available for research applications requiring precise stoichiometry or spectroscopic characterization.
(6-Bromo-benzobthiophen-2-yl)-methanol structure
374933-76-3 structure
Product Name:(6-Bromo-benzobthiophen-2-yl)-methanol
CAS No:374933-76-3
MF:C9H7BrOS
MW:243.120280504227
MDL:MFCD11841039
CID:1027294
PubChem ID:13567983
Update Time:2025-11-01

(6-Bromo-benzobthiophen-2-yl)-methanol Chemical and Physical Properties

Names and Identifiers

    • (6-Bromobenzo[b]thiophen-2-yl)methanol
    • (6-BROMO-1-BENZOTHIOPHEN-2-YL)METHANOL
    • (6-Bromo-benzo[b]thiophen-2-yl)-methanol
    • 6-Brombenzo[b]thiophen-2-methanol
    • 6-Brombenzo< b> thiophen-2-methanol
    • AGN-PC-00N3UA
    • ANW-55147
    • CTK8A2725
    • SBB099687
    • SureCN1530454
    • YGEBIGMLMWYGHE-UHFFFAOYSA-N
    • AKOS005073606
    • CS-0313201
    • E78509
    • A912892
    • SCHEMBL1530454
    • BP-20514
    • MFCD11841039
    • (6-bromo-benzo[b]thiophene-2-yl)-methanol
    • 374933-76-3
    • DB-257839
    • SB36904
    • MC-0783
    • DTXSID80544018
    • (6-Bromo-benzobthiophen-2-yl)-methanol
    • MDL: MFCD11841039
    • Inchi: 1S/C9H7BrOS/c10-7-2-1-6-3-8(5-11)12-9(6)4-7/h1-4,11H,5H2
    • InChI Key: YGEBIGMLMWYGHE-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C=C(CO)SC=2C=1

Computed Properties

  • Exact Mass: 241.94011
  • Monoisotopic Mass: 241.94010g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 165
  • 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: 2.8
  • Topological Polar Surface Area: 48.5?2

Experimental Properties

  • PSA: 20.23

(6-Bromo-benzobthiophen-2-yl)-methanol Security Information

  • Storage Condition:Sealed in dry,2-8°C

(6-Bromo-benzobthiophen-2-yl)-methanol Pricemore >>

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Additional information on (6-Bromo-benzobthiophen-2-yl)-methanol

Introduction to (6-Bromo-benzobthiophen-2-yl)-methanol (CAS No. 374933-76-3)

(6-Bromo-benzobthiophen-2-yl-methanol) is a specialized organic compound with the CAS number 374933-76-3. This compound has garnered significant attention in the field of pharmaceutical chemistry and materials science due to its unique structural properties and potential applications. The benzobthiophene core, combined with a bromine substituent and a hydroxymethyl group, makes it a versatile intermediate for synthesizing various bioactive molecules and functional materials.

The structural motif of benzobthiophene is known for its stability and electronic characteristics, which make it a valuable scaffold in medicinal chemistry. The presence of a bromine atom at the 6-position enhances the reactivity of the molecule, allowing for further functionalization through cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions are pivotal in constructing complex molecular architectures, including those found in modern drug candidates.

The hydroxymethyl group at the 2-position of the benzobthiophene ring introduces polarity and potential hydrogen bonding capabilities, which can be exploited in designing molecules with specific biological activities. This compound has been explored in the synthesis of kinase inhibitors, ligands for metalloproteinases, and other therapeutic agents targeting various diseases. The combination of these functional groups makes (6-Bromo-benzobthiophen-2-yl)-methanol a promising building block for drug discovery efforts.

Recent advancements in computational chemistry have enabled more efficient screening of compounds like (6-Bromo-benzobthiophen-2-yl)-methanol for their pharmacological potential. Molecular docking studies have shown that this molecule can interact with multiple targets, suggesting broad therapeutic applications. For instance, preliminary studies indicate that it may have inhibitory effects on certain enzymes involved in cancer progression and inflammation.

In materials science, the electronic properties of benzobthiophene derivatives are being leveraged to develop organic semiconductors and optoelectronic materials. The bromine substituent facilitates further modifications, allowing for the creation of polymers and small molecules with tailored optoelectronic properties. These materials are crucial for applications in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and other advanced technologies.

The synthesis of (6-Bromo-benzobthiophen-2-yl)-methanol typically involves multi-step organic transformations starting from commercially available precursors. Key steps include bromination of a benzobthiophene derivative followed by selective reduction to introduce the hydroxymethyl group. Advances in catalytic methods have improved the efficiency and selectivity of these reactions, making the synthesis more scalable and cost-effective.

The compound's stability under various conditions makes it suitable for long-term storage and transport, ensuring its availability for research and industrial applications. Its compatibility with standard solvents used in organic synthesis also simplifies its integration into larger synthetic schemes.

As research continues to uncover new applications for (6-Bromo-benzobthiophen-2-yl)-methanol, its importance in both academic and industrial settings is likely to grow. Collaborative efforts between chemists, biologists, and material scientists will be essential in fully realizing its potential across multiple domains.

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