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CS-W001157 4
Total: USD 88.00

2-(4-Fluoro-3-nitrophenyl)acetic acid

  • CAS No. 192508-36-4

  • Cat. No. CS-W006625
  • Purity≥95%
  • MDL No.None

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

2-(4-Fluoro-3-nitrophenyl)acetic acid|CS-W006625

Structure of 192508-36-4

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General Information

  • CAS No. 192508-36-4
  • Cat. No. CS-W006625
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FNO₄
  • Molecular Weight 199.14
  • Synonym(s) 4-Fluoro-3-nitrophenylacetic acid
  • SMILES O=C(O)CC1=CC=C(F)C([N+]([O-])=O)=C1

Description

This fluorinated arylacetic acid features a para-nitro group enhancing electrophilicity for cross-coupling reactions. The 4-fluoro substituent enables selective functionalization via palladium catalysis. Bench-stable and moisture-tolerant, it integrates readily into pharmaceutical intermediates requiring electron-deficient aromatic motifs.

Application

2-(4-Fluoro-3-nitrophenyl)acetic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-fluoro and meta-nitro substituents enable directed functionalization, while the carboxylic acid group facilitates straightforward derivatization via amide, ester, or acyl chloride formation. The compound exhibits good bench stability and is compatible with standard coupling reactions, making it well-suited for medicinal chemistry campaigns requiring nitro-aryl motifs.

Synthesis

  • Route1
    • null|null
      405-50-5
    • ~92%
    • In-stock
      2-(4-Fluoro-3-nitrophenyl)acetic acid|CS-W006625
      192508-36-4

    References

    • DECIPHERA PHARMACEUTICALS, LLC; ELI LILLY AND COMPANY; FLYNN, Daniel L.; KAUFMAN, Michael D.; VOGETI, Lakshminarayana; WISE, Scott C.; LU, Wei-Ping; SMITH, Bryan D.; CALDWELL, Timothy M.; PATT, William C.; HENRY, James Robert; HIPSKIND, Philip Arthur; PENG, Sheng-Bin Patent: WO2013/134298 A1, 2013 ; Location in patent: Page/Page column 35 ;
  • Route2

    References

    • Wang, You-Chu; Georghiou, Paris E. Organic Letters, 2002 , vol. 4, # 16 p. 2675 - 2678
  • Route3

    References

    • Beugelmans, Rene; Roussi, Georges; Zamora, Eduardo Gonzalez; Carbonnelle, Annie-Claude Tetrahedron, 1999 , vol. 55, # 16 p. 5089 - 5112

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

Quality Control

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Computational Chemistry Data

  • TPSA   80.44
  • LogP   1.361
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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