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CS-W001157 4
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5-Fluoro-2-nitropyridine

  • CAS No. 779345-37-8

  • Cat. No. CS-D0783
  • Purity≥98%
  • MDL No.MFCD03092917

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

5-Fluoro-2-nitropyridine|CS-D0783

Structure of 779345-37-8

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General Information

  • CAS No. 779345-37-8
  • Cat. No. CS-D0783
  • Purity ≥98%
  • MDL No. MFCD03092917
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃FN₂O₂
  • Molecular Weight 142.09
  • Synonym(s) 5-Fluoro-2-nitro-pyridine
  • SMILES O=[N+](C1=NC=C(F)C=C1)[O-]

Description

5-Fluoro-2-nitropyridine features a fluorine atom at the 5-position and a nitro group at the 2-position on a pyridine core, creating a highly electron-deficient heteroaromatic system. This combination enables efficient coupling reactions in cross-coupling and C–H functionalization processes, particularly under palladium catalysis. The molecule exhibits enhanced reactivity due to synergistic electronic effects from both substituents.

Application

5-Fluoro-2-nitropyridine serves as a versatile building block in synthetic organic chemistry, enabling regioselective nucleophilic substitution reactions due to the ortho-fluorine relative to the nitro group. Its compatibility with palladium-catalyzed cross-coupling processes and utility in constructing nitrogen-containing heterocycles make it valuable for medicinal chemistry and agrochemical research. The compound exhibits good bench stability and facilitates straightforward purification, supporting scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Salvati, Mark E.; Illig, Carl R.; Wilson, Kenneth Jerome; Chen, Jinsheng; Meegalla, Sanath K.; Wall, Mark James Patent: US2004/209886 A1, 2004 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.1289
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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