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2-Fluoro-6-nitroaniline

  • CAS No. 17809-36-8

  • Cat. No. CS-D0998
  • Purity≥96%
  • MDL No.MFCD04112583

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

2-Fluoro-6-nitroaniline|CS-D0998

Structure of 17809-36-8

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General Information

  • CAS No. 17809-36-8
  • Cat. No. CS-D0998
  • Purity ≥96%
  • MDL No. MFCD04112583
  • 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-Nitro-6-fluoroaniline
  • SMILES NC1=C([N+]([O-])=O)C=CC=C1F

Description

2-Fluoro-6-nitroaniline features a fluorine atom at the ortho position and a nitro group at the para position relative to the amino functionality, creating a strongly electron-deficient aromatic system. This combination enhances reactivity in electrophilic substitution processes and supports efficient coupling reactions. The compound exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures.

Application

2-Fluoro-6-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aniline nitrogen and ortho-fluorine positions. Its electron-deficient aromatic ring facilitates nucleophilic substitution, while the nitro group supports subsequent reductions and coupling reactions. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for multi-step syntheses involving Suzuki-Miyaura, Buchwald-Hartwig, or amide bond formation.

Synthesis

  • Route1

    References

    • Kawamoto, Kyoko; Uchiyama, Seiichi Chemistry Letters, 2012 , vol. 41, # 11 p. 1451 - 1452
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 61, # 2 p. 442 - 443
  • Route3
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    • ~%
    • In-stock
      2-Fluoro-6-nitroaniline|CS-D0998
      17809-36-8

    References

    • Journal of Fluorine Chemistry, , vol. 42, p. 245 - 256

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

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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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