Cas no 1022151-47-8 (3-Bromoquinolin-6-yl acetate)

3-Bromoquinolin-6-yl acetate is a brominated quinoline derivative featuring an acetoxy substituent at the 6-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmacologically active quinoline-based scaffolds. The bromine atom at the 3-position enhances reactivity for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the acetate group offers a handle for selective deprotection or transformation. Its well-defined structure and stability under standard conditions make it suitable for applications in medicinal chemistry and materials science. The compound is typically handled under inert conditions to preserve its integrity.
3-Bromoquinolin-6-yl acetate structure
3-Bromoquinolin-6-yl acetate structure
Product Name:3-Bromoquinolin-6-yl acetate
CAS No:1022151-47-8
MF:C11H8BrNO2
MW:266.090722084045
MDL:MFCD19687231
CID:1040777
PubChem ID:68530047
Update Time:2025-05-21

3-Bromoquinolin-6-yl acetate Chemical and Physical Properties

Names and Identifiers

    • 3-Bromoquinolin-6-yl acetate
    • (3-bromoquinolin-6-yl) acetate
    • 6-?Quinolinol, 3-?bromo-?, 6-?acetate
    • 6-Acetoxy-3-bromoquinoline
    • acetic acid 3-bromo-quinolin-6-yl ester
    • AK103452
    • ANW-64784
    • CTK8C0504
    • KB-53264
    • SureCN3150403
    • 6-Quinolinol, 3-bromo-, 6-acetate
    • 6-Acetoxy-3-bromoquinoline, Acetic acid 3-bromoquinolin-6-yl ester
    • AKOS016005051
    • SB69362
    • ZXPMRDCMTBPCLA-UHFFFAOYSA-N
    • PS-5192
    • 1022151-47-8
    • CS-0439892
    • DTXSID70738545
    • MFCD19687231
    • SCHEMBL3150403
    • A896848
    • 3-Bromoquinolin-6-ylacetate
    • XQB15147
    • DB-339293
    • MDL: MFCD19687231
    • Inchi: 1S/C11H8BrNO2/c1-7(14)15-10-2-3-11-8(5-10)4-9(12)6-13-11/h2-6H,1H3
    • InChI Key: ZXPMRDCMTBPCLA-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C2C=CC(=CC2=C1)OC(C)=O

Computed Properties

  • Exact Mass: 264.97384g/mol
  • Monoisotopic Mass: 264.97384g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 247
  • 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: 2.6
  • Topological Polar Surface Area: 39.2?2

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3-Bromoquinolin-6-yl acetate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:1022151-47-8)3-Bromoquinolin-6-yl acetate
Order Number:A896848
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:56
Price ($):374.0

Additional information on 3-Bromoquinolin-6-yl acetate

3-Bromoquinolin-6-yl Acetate: A Comprehensive Overview

3-Bromoquinolin-6-yl acetate, with the CAS number 1022151-47-8, is a chemical compound that has garnered significant attention in recent years due to its unique properties and potential applications in various fields. This compound belongs to the class of quinoline derivatives, which are known for their versatility and wide-ranging uses in pharmaceuticals, agrochemicals, and materials science. The structure of 3-bromoquinolin-6-yl acetate consists of a quinoline ring system with a bromine atom at the 3-position and an acetate group attached at the 6-position, making it a valuable intermediate in organic synthesis.

The synthesis of 3-bromoquinolin-6-yl acetate typically involves multi-step reactions, often starting from quinoline or its derivatives. Recent advancements in synthetic chemistry have enabled more efficient and selective methods for its preparation, leveraging catalytic systems and green chemistry principles. These methods not only enhance the yield but also reduce the environmental impact, aligning with the growing demand for sustainable chemical processes.

In terms of applications, 3-bromoquinolin-6-yl acetate has shown promise in drug discovery efforts. Its quinoline backbone is a common structural motif in many bioactive compounds, including antimalarials, anticancer agents, and antimicrobial agents. For instance, studies have demonstrated that derivatives of this compound exhibit potent inhibitory activity against certain enzymes involved in cancer progression, making them valuable leads for further drug development.

Beyond pharmaceuticals, 3-bromoquinolin-6-yl acetate has also found applications in materials science. Its ability to act as a precursor for more complex structures has made it useful in the synthesis of advanced materials such as coordination polymers and metal-organic frameworks (MOFs). These materials hold potential for gas storage, catalysis, and sensing technologies.

Recent research has delved into the electronic properties of 3-bromoquinolin-6-yl acetate, particularly its role as an electron-deficient aromatic system. This property makes it an attractive candidate for use in organic electronics, where electron-deficient aromatic compounds are often employed as acceptors in donor–acceptor systems. Experimental studies have shown that incorporating this compound into organic photovoltaic devices can enhance their efficiency by improving charge separation and transport properties.

In addition to its functional applications, 3-bromoquinolin-6-yl acetate serves as a valuable tool in chemical education and research. Its well-defined structure and reactivity make it an ideal model compound for studying various chemical transformations, such as nucleophilic aromatic substitution and coupling reactions.

The safety profile of 3-bromoquinolin-6-yl acetate is another critical aspect to consider. While it is not classified as a hazardous material under normal handling conditions, proper precautions should be taken to avoid exposure during synthesis and use. Storage should be carried out in accordance with standard laboratory practices to ensure stability and prevent degradation.

In conclusion, 3-bromoquinolin-6-yl acetate, CAS number 1022151-47-8, stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties, combined with recent advancements in synthesis and application techniques, position it as a key player in both academic research and industrial development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1022151-47-8)3-Bromoquinolin-6-yl acetate
A896848
Purity:99%
Quantity:1g
Price ($):374.0
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