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CS-W001157 4
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5-Fluoro-2-nitrobenzoic acid

  • CAS No. 320-98-9

  • Cat. No. CS-W002269
  • Purity≥96%
  • MDL No.MFCD00055635

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

5-Fluoro-2-nitrobenzoic acid|CS-W002269

Structure of 320-98-9

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General Information

  • CAS No. 320-98-9
  • Cat. No. CS-W002269
  • Purity ≥96%
  • MDL No. MFCD00055635
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO₄
  • Molecular Weight 185.11
  • Synonym(s) 5-fluoro-2-nitrobenzoate
  • SMILES O=C(O)C1=CC(F)=CC=C1[N+]([O-])=O

Description

5-Fluoro-2-nitrobenzoic acid features a fluorine atom at the meta position relative to a nitro group, creating a strongly electron-deficient aromatic ring. This configuration enhances reactivity in nucleophilic aromatic substitution and facilitates conjugation in synthetic intermediates. The carboxylic acid functionality enables direct coupling reactions and salt formation for improved solubility.

Application

5-Fluoro-2-nitrobenzoic acid serves as a versatile building block for nitroarene functionalization and heterocycle synthesis, enabling efficient derivatization via nucleophilic aromatic substitution. Its ortho-nitro and meta-fluoro substituents provide orthogonal reactivity for sequential transformations, while the carboxylic acid group supports direct coupling or salt formation. Bench-stable and compatible with standard purification methods, it facilitates streamlined access to complex scaffolds in medicinal chemistry and agrochemical research.

Synthesis

  • Route1

    References

    • The Rockefeller University; Alteon Inc. Patent: US5514676 A1, 1996 ;
  • Route2

    References

    • Takeda Chemical Industries, Inc. Patent: US6407116 B1, 2002 ;
  • Route3

    References

    • US2006/14807 A1, ; Page/Page column sheet 2; 44-45 ; US 20060014807 A1

Safety Information

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

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Computational Chemistry Data

  • TPSA   80.44
  • LogP   1.4321
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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