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CS-W001157 4
Total: USD 88.00

2-Fluoro-5-nitroaniline

  • CAS No. 369-36-8

  • Cat. No. CS-W007866
  • Purity≥98%
  • MDL No.MFCD00007652

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

2-Fluoro-5-nitroaniline|CS-W007866

Structure of 369-36-8

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General Information

  • CAS No. 369-36-8
  • Cat. No. CS-W007866
  • Purity ≥98%
  • MDL No. MFCD00007652
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FN₂O₂
  • Molecular Weight 156.11
  • Synonym(s) Fluoronitroaniline1
  • SMILES NC1=CC([N+]([O-])=O)=CC=C1F

Description

2-Fluoro-5-nitroaniline features a fluorine atom at the ortho position relative to the amino group and a nitro group at the meta position, creating a strongly electron-deficient aromatic system. This combination enhances reactivity in electrophilic substitution and facilitates coupling reactions under mild conditions. The molecule exhibits bench-stable handling characteristics and integrates readily into advanced synthetic sequences for pharmaceutical intermediates and functional materials.

Application

2-Fluoro-5-nitroaniline serves as a key building block for fluorinated heterocycles and pharmaceutical intermediates, enabling direct coupling reactions via its amino and nitro functionalities. Its bench-stable nature and compatibility with Pd-catalyzed cross-coupling protocols facilitate efficient synthesis of complex arylated scaffolds. Functional group tolerance supports sequential transformations in multi-step sequences.

Synthesis

  • Route1
    • null|null
      70-34-8
    • ~17%
    • In-stock
      2-Fluoro-5-nitroaniline|CS-W007866
      369-36-8

    References

    • FMC Corporation Patent: US5105012 A1, 1992 ;
  • Route2
    • null|null
      70-34-8
    • ~87%
    • In-stock
      4-Fluoro-3-nitroaniline|CS-W019572
      364-76-1
    • In-stock
      2-Fluoro-5-nitroaniline|CS-W007866
      369-36-8

    References

    • Theodoridis; Manfredi; Krebs Tetrahedron Letters, 1990 , vol. 31, # 43 p. 6141 - 6144
  • Route3
    • null|null
      64-17-5
    • null|null
      70-34-8
    • ~%
    • In-stock
      2-Fluoro-5-nitroaniline|CS-W007866
      369-36-8

    References

    • Swarts Recueil des Travaux Chimiques des Pays-Bas, 1916 , vol. 35, p. 142 Chem. Zentralbl., 1913 , vol. 84, # II p. 760

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H315-H319-H335
Precautionary Statements : P210-P240-P241-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-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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