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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-nitroaniline

  • CAS No. 369-35-7

  • Cat. No. CS-W002161
  • Molecule weight156.11
  • Purity≥95%
  • MDL No.MFCD00034560

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

2-Fluoro-4-nitroaniline|CS-W002161

Structure of 369-35-7

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General Information

  • CAS No. 369-35-7
  • Cat. No. CS-W002161
  • Purity ≥95%
  • MDL No. MFCD00034560
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FN₂O₂
  • Molecular Weight 156.11
  • Synonym(s) 2-Fluor-4-nitro-anilin
  • SMILES NC1=CC=C(C=C1F)[N+]([O-])=O

Description

2-Fluoro-4-nitroaniline features a fluorine atom at the ortho position and a nitro group at the para position relative to the amino functionality. This electron-deficient aromatic scaffold enables direct incorporation into coupling reactions, serving as a key building block for functionalized heterocycles and pharmaceutical intermediates under standard conditions.

Application

2-Fluoro-4-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of fluorinated aryl motifs into complex scaffolds. Its dual functionality—electron-withdrawing nitro group and electrophilic fluoro substituent—facilitates palladium-catalyzed cross-coupling reactions and nucleophilic aromatic substitution. The compound exhibits excellent bench stability, minimal handling requirements, and compatibility with standard purification methods, making it ideal for high-throughput synthetic workflows and API intermediate development.

Synthesis

  • Route1

    References

    • Makosza, Mieczyslaw; Bialecki, Maciej Journal of Organic Chemistry, 1998 , vol. 63, # 15 p. 4878 - 4888
  • Route2
    • 2-Fluoro-4-nitroacetanilide|CS-0206188
      348-19-6
    • ~86%
    • In-stock
      2-Fluoro-4-nitroaniline|CS-W002161
      369-35-7

    References

    • Behrman; Chen, Ssuhen Organic Preparations and Procedures International, 2003 , vol. 35, # 4 p. 422 - 425
  • Route3

    References

    • FMC Corporation Patent: US5310723 A1, 1994 ;

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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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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