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CS-W001157 4
Total: USD 88.00

8-Fluoroquinoline

  • CAS No. 394-68-3

  • Cat. No. CS-W001560
  • Purity≥95%
  • MDL No.MFCD01685514

*For research and further manufacturing use only, not for direct human use.

8-Fluoroquinoline|CS-W001560

Structure of 394-68-3

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General Information

  • CAS No. 394-68-3
  • Cat. No. CS-W001560
  • Purity ≥95%
  • MDL No. MFCD01685514
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FN
  • Molecular Weight 147.15
  • Synonym(s) Quinoline, 8-fluoro-
  • SMILES Fc1cccc2c1nccc2

Description

8-Fluoroquinoline delivers a potent electron-withdrawing fluorine at the quinoline C8 position, enhancing reactivity in metal-catalyzed coupling and enabling precise tuning of photophysical properties. This bench-stable heterocycle integrates readily into advanced organic frameworks for pharmaceuticals, agrochemicals, and functional materials.

Application

8-Fluoroquinoline serves as a versatile heterocyclic building block in medicinal chemistry and catalysis, enabling direct functionalization at the C8 position via palladium-catalyzed cross-coupling. Its electron-deficient aromatic core enhances reactivity in nucleophilic substitution and facilitates metal coordination in asymmetric synthesis. Bench-stable and readily purified by column chromatography, it functions as a key scaffold for kinase inhibitors and fluorescent probes.

Synthesis

  • Route1

    References

    • Barfield, M.; Walter, S. R.; Clark, K. A.; Gribble, G. W.; Haden, K. W.; et al. Organic Magnetic Resonance, 1982 , vol. 20, # 2 p. 92 - 101
  • Route2

    References

    • PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; TANG, Pingping Patent: WO2012/142162 A2, 2012 ; Location in patent: Page/Page column 24 ;
  • Route3

    References

    • Chambers, Richard D; Holling, Darren; Sandford, Graham; Puschmann, Horst; Howard, Judith A.K Journal of Fluorine Chemistry, 2002 , vol. 117, # 2 p. 99 - 101

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.3739
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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