Cas no 791632-21-8 (8-bromoquinoline-6-carboxylic acid)

8-Bromoquinoline-6-carboxylic acid is a brominated quinoline derivative with a carboxylic acid functional group at the 6-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The bromine substituent enhances reactivity for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the carboxylic acid group allows for further derivatization via esterification or amidation. Its rigid quinoline scaffold contributes to stability and potential applications in ligand design for metal catalysis. The compound is typically handled under standard laboratory conditions, with purity and structural specificity ensuring consistent performance in synthetic workflows.
8-bromoquinoline-6-carboxylic acid structure
791632-21-8 structure
Product Name:8-bromoquinoline-6-carboxylic acid
CAS No:791632-21-8
MF:C10H6BrNO2
MW:252.064141750336
MDL:MFCD09754138
CID:2146002
PubChem ID:10658433
Update Time:2025-11-05

8-bromoquinoline-6-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 8-bromo-6-Quinolinecarboxylic acid
    • 8-bromoquinoline-6-carboxylic acid
    • EN300-3539266
    • RDUAIBVSZBTFKK-UHFFFAOYSA-N
    • AKOS023553396
    • RGB63221
    • SB71787
    • SCHEMBL4204593
    • 8-bromoquinoline-6-carboxylicAcid
    • AS-53681
    • P16870
    • 892-980-9
    • 791632-21-8
    • DB-369674
    • CS-0141931
    • MFCD09754138
    • MDL: MFCD09754138
    • Inchi: 1S/C10H6BrNO2/c11-8-5-7(10(13)14)4-6-2-1-3-12-9(6)8/h1-5H,(H,13,14)
    • InChI Key: RDUAIBVSZBTFKK-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C(=O)O)=CC2=CC=CN=C21

Computed Properties

  • Exact Mass: 250.95819Da
  • Monoisotopic Mass: 250.95819Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 234
  • 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: 2.4
  • Topological Polar Surface Area: 50.2?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 398.1±32.0 °C at 760 mmHg
  • Flash Point: 194.6±25.1 °C
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

8-bromoquinoline-6-carboxylic acid Security Information

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Additional information on 8-bromoquinoline-6-carboxylic acid

Comprehensive Guide to 8-Bromoquinoline-6-carboxylic Acid (CAS No. 791632-21-8): Properties, Applications, and Research Insights

8-Bromoquinoline-6-carboxylic acid (CAS No. 791632-21-8) is a high-value brominated quinoline derivative widely utilized in pharmaceutical research, material science, and organic synthesis. This compound features a quinoline backbone substituted with a bromine atom at the 8-position and a carboxylic acid group at the 6-position, making it a versatile intermediate for designing advanced molecules. Its unique structure enables applications in medicinal chemistry, particularly in developing antimicrobial agents and fluorescence probes, aligning with current trends in drug discovery and diagnostic tools.

The growing demand for heterocyclic compounds like 8-bromoquinoline-6-carboxylic acid reflects its relevance in addressing modern challenges such as antibiotic resistance and precision medicine. Researchers frequently search for "quinoline-based drug candidates" or "brominated heterocycles synthesis," highlighting its significance in cutting-edge studies. Its CAS number 791632-21-8 serves as a critical identifier for procurement and regulatory compliance, ensuring traceability in industrial and academic settings.

From a synthetic perspective, 8-bromoquinoline-6-carboxylic acid is pivotal for constructing complex architectures via cross-coupling reactions (e.g., Suzuki-Miyaura or Buchwald-Hartwig). Its carboxylic acid moiety allows further functionalization into esters, amides, or metal-organic frameworks (MOFs), catering to interests in "green chemistry" and "sustainable catalysis." Recent publications emphasize its role in developing OLED materials and bioimaging agents, responding to the surge in searches for "organic electronic materials."

Quality control of CAS 791632-21-8 involves rigorous analytical techniques like HPLC, NMR, and mass spectrometry, ensuring purity for sensitive applications. Suppliers often highlight "high-purity quinoline derivatives" or "custom bromination services" to meet diverse research needs. The compound’s stability under standard storage conditions (room temperature, inert atmosphere) further enhances its practicality for laboratories.

In conclusion, 8-bromoquinoline-6-carboxylic acid (CAS No. 791632-21-8) bridges fundamental research and industrial innovation. Its adaptability to drug design, material engineering, and catalytic systems positions it as a cornerstone in contemporary chemistry. As interest grows in "tailored heterocyclic scaffolds" and "multifunctional intermediates," this compound will remain a focal point for scientific advancement.

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