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CS-W001157 4
Total: USD 88.00

2-Fluoroquinoline

  • CAS No. 580-21-2

  • Cat. No. CS-D1247
  • Molecule weight147.15
  • Purity≥97%
  • MDL No.MFCD02751909

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

2-Fluoroquinoline|CS-D1247

Structure of 580-21-2

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General Information

  • CAS No. 580-21-2
  • Cat. No. CS-D1247
  • Purity ≥97%
  • MDL No. MFCD02751909
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FN
  • Molecular Weight 147.15
  • Synonym(s) 2-Fluor-chinolin
  • SMILES FC1=NC2=CC=CC=C2C=C1

Description

2-Fluoroquinoline serves as a pivotal heterocyclic scaffold in medicinal chemistry, featuring a fluorine atom at the 2-position that enhances metabolic stability and modulates electronic properties. This electron-deficient core integrates readily into bioactive molecules, enabling efficient coupling reactions and serving as a key building block for pharmaceuticals and functional materials.

Application

2-Fluoroquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling efficient late-stage fluorination and transition-metal-catalyzed coupling reactions. Its electron-deficient aromatic core enhances reactivity in Pd- and Ni-mediated cross-couplings, while the fluoro substituent provides favorable metabolic stability and modulates electronic properties. Bench-stable and readily purified, it functions effectively in diverse synthetic workflows for heterocyclic scaffold elaboration.

Synthesis

  • Route1
    • null|null
      91-22-5
    • ~54%
    • In-stock
      2-Fluoroquinoline|CS-D1247
      580-21-2

    References

    • Chambers, Richard D.; Parsons, Mandy; Sandford, Graham; Skinner, Christopher J.; Atherton, Malcolm J.; Moilliet, John S. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 7 p. 803 - 810
  • Route2

    References

    • Marsais, F.; Godard, A.; Queguiner, G. Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 1589 - 1594
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 71, p. 1785

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P264-P302+P352-P304+P340

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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