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CS-W001157 4
Total: USD 88.00

4-Fluoro-3-nitrobenzoic acid

  • CAS No. 453-71-4

  • Cat. No. CS-W008650
  • Purity≥98%
  • MDL No.MFCD00007058

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

4-Fluoro-3-nitrobenzoic acid|CS-W008650

Structure of 453-71-4

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General Information

  • CAS No. 453-71-4
  • Cat. No. CS-W008650
  • Purity ≥98%
  • MDL No. MFCD00007058
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO₄
  • Molecular Weight 185.11
  • Synonym(s) 3-Nitro-4-fluorobenzoic acid; 4-Carboxy-2-nitrofluorobenzene; Benzene, 1-fluoro-4-(methylsulfonyl)-2-nitro-
  • SMILES O=C(O)C1=CC=C(F)C([N+]([O-])=O)=C1

Description

4-Fluoro-3-nitrobenzoic acid was used:as starting reagent in the preparation of novel benzimidazoles having antimycobacterial activityin preparation of series of novel acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitors containing benzimidazole core structurein preparation of bis(heterocyclic) skeletal precursors for the Pictet-Spengler reactionin solid-phase synthesis of trisubstituted [1,3,5]triazino[1,2-a]benzimidazole-2,4(3H,10H)-diones

Application

4-Fluoro-3-nitrobenzoic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling direct functionalization at the aromatic ring through nucleophilic substitution or transition-metal-catalyzed coupling reactions. The ortho-fluoro and meta-nitro groups provide complementary reactivity for selective transformations, while the carboxylic acid facilitates amide formation or salt generation. Its bench-stable crystalline form enables straightforward handling and purification, making it ideal for constructing bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Bleicher, Konrad; Christ, Andreas D.; Martin, Rainer E.; Mohr, Peter Patent: US2008/249101 A1, 2008 ; Location in patent: Page/Page column 20 ;
  • Route2

    References

    • LES LABORATOIRES SERVIER Patent: US2010/9974 A1, 2010 ; Location in patent: Page/Page column 22-23 ;
  • Route3
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • ~%
    • In-stock
      4-Fluoro-3-nitrobenzoic acid|CS-W008650
      453-71-4

    References

    • Oelschlaeger,H.; Schmersahl,P. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft, 1963 , vol. 296, p. 324 - 336

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-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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