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CS-W001157 4
Total: USD 88.00

3-Fluoro-5-nitrobenzoic acid

  • CAS No. 14027-75-9

  • Cat. No. CS-0030566
  • Purity≥96%
  • MDL No.MFCD05864360

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

3-Fluoro-5-nitrobenzoic acid|CS-0030566

Structure of 14027-75-9

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General Information

  • CAS No. 14027-75-9
  • Cat. No. CS-0030566
  • Purity ≥96%
  • MDL No. MFCD05864360
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO₄
  • Molecular Weight 185.11
  • Synonym(s) Benzoic acid, 3-fluoro-5-nitro-
  • SMILES O=C(O)C1=CC([N+]([O-])=O)=CC(F)=C1

Description

3-Fluoro-5-nitrobenzoic acid features a fluorine atom at the meta position and a nitro group at the para position relative to the carboxylic acid, creating a strongly electron-deficient aromatic ring. This combination enhances reactivity in nucleophilic substitution and coupling reactions. The compound exhibits bench-stable handling characteristics and integrates readily into synthetic pathways requiring polar, activated aryl intermediates.

Application

3-Fluoro-5-nitrobenzoic acid serves as a versatile building block for the synthesis of substituted heterocycles and bioactive molecules. The ortho-fluoro and meta-nitro groups enable directed metalation and selective functionalization, while the carboxylic acid facilitates derivatization via amide, ester, or acyl chloride formation. Its bench-stable crystalline form and compatibility with standard coupling reactions make it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

Synthesis

  • Route1
    • 3-Amino-5-nitrobenzoic acid|CS-0128390
      618-84-8
    • null|null
      95-50-1
    • ~62%
    • In-stock
      3-Fluoro-5-nitrobenzoic acid|CS-0030566
      14027-75-9

    References

    • Zeneca Ltd. Patent: US5478820 A1, 1995 ;
  • Route2

    References

    • Adams; Rinehart Journal of Antibiotics, 1994 , vol. 47, # 12 p. 1456 - 1465
  • Route3

    References

    • Journal of Antibiotics, , vol. 47, # 12 p. 1456 - 1465

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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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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