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CS-W001157 4
Total: USD 88.00

5-Fluoro-2-nitroaniline

  • CAS No. 2369-11-1

  • Cat. No. CS-W001110
  • Purity≥97%
  • MDL No.None

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

5-Fluoro-2-nitroaniline|CS-W001110

Structure of 2369-11-1

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General Information

  • CAS No. 2369-11-1
  • Cat. No. CS-W001110
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FN₂O₂
  • Molecular Weight 156.11
  • Synonym(s) 5-FLUORO-2-NITROBENZENAMINE
  • SMILES Fc1ccc(c(c1)N)[N+](=O)[O-]

Description

5-Fluoro-2-nitroaniline features a fluorine atom at the 5-position and a nitro group at the 2-position, creating a highly electron-deficient aromatic scaffold. This configuration enables direct coupling in transition-metal-catalyzed reactions, particularly in the synthesis of functionalized heterocycles and conjugated materials. The compound exhibits excellent stability under standard bench conditions and facilitates efficient incorporation into complex molecular architectures.

Application

5-Fluoro-2-nitroaniline serves as a key building block for fluorinated heterocycles and pharmaceutical intermediates, enabling efficient access to bioactive scaffolds via standard nitro group reduction and coupling reactions. Its ortho-nitro and meta-fluoro substitution pattern provides predictable reactivity in cross-coupling, electrophilic aromatic substitution, and amine functionalization processes, with enhanced bench stability and ease of purification under standard laboratory conditions.

Synthesis

  • Route1

    References

    • Back, Jong-Beom; Harris, Frank W. Macromolecules, 2005 , vol. 38, # 2 p. 297 - 306
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 35, # 23 p. 4455 - 4463
  • Route3

    References

    • Goriya, Yogesh; Ramana Tetrahedron, 2010 , vol. 66, # 38 p. 7642 - 7650

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   69.16
  • LogP   1.3161
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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