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CS-W001157 4
Total: USD 88.00

2-Chloro-3-fluoro-4-nitropyridine

  • CAS No. 109613-90-3

  • Cat. No. CS-W005819
  • Molecule weight176.53
  • Purity≥98%
  • MDL No.MFCD16251524

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

2-Chloro-3-fluoro-4-nitropyridine|CS-W005819

Structure of 109613-90-3

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General Information

  • CAS No. 109613-90-3
  • Cat. No. CS-W005819
  • Purity ≥98%
  • MDL No. MFCD16251524
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂ClFN₂O₂
  • Molecular Weight 176.53
  • Synonym(s) None
  • SMILES O=[N+](C1=C(F)C(Cl)=NC=C1)[O-]

Description

2-Chloro-3-fluoro-4-nitropyridine is a halogenated pyridine derivative featuring strategically positioned chloro, fluoro, and nitro substituents. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions and serves as a key intermediate in medicinal chemistry. The molecule exhibits enhanced reactivity due to the combined inductive withdrawal of the nitro and fluorine groups, facilitating nucleophilic substitution at the chloro position under mild conditions.

Application

2-Chloro-3-fluoro-4-nitropyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The nitro group facilitates downstream reduction and cyclization pathways, while the fluorine enhances metabolic stability and modulates electronic properties. Its bench-stable crystalline form simplifies handling and purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Dehmlow, Eckehard V.; Schulz, Hans-Joachim Liebigs Annalen der Chemie, 1987 , p. 857 - 862
  • Route2
    • null|null
      85386-94-3
    • ~%
    • In-stock
      2-Chloro-3-fluoro-4-nitropyridine|CS-W005819
      109613-90-3

    References

    • Dehmlow, Eckehard V.; Schulz, Hans-Joachim Liebigs Annalen der Chemie, 1987 , p. 857 - 862
  • Route3
    • null|null
      101664-56-6
    • ~36%
    • In-stock
      2-Chloro-3-fluoro-4-nitropyridine|CS-W005819
      109613-90-3

    References

    • Dehmlow, Eckehard V.; Schulz, Hans-Joachim Liebigs Annalen der Chemie, 1987 , p. 857 - 862

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.7823
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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