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

  • CAS No. 394-01-4

  • Cat. No. CS-W002147
  • Purity≥98%
  • MDL No.MFCD00024300

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

4-Fluoro-2-nitrobenzoic acid|CS-W002147

Structure of 394-01-4

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General Information

  • CAS No. 394-01-4
  • Cat. No. CS-W002147
  • Purity ≥98%
  • MDL No. MFCD00024300
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO₄
  • Molecular Weight 185.11
  • Synonym(s) 4-Fluoro-2-nitrobenzotc acid
  • SMILES O=C(C1=CC=C(C=C1[N+]([O-])=O)F)O

Description

4-Fluoro-2-nitrobenzoic acid features a fluorine atom at the para position and a nitro group at the ortho position relative to the carboxylic acid, creating a highly electron-deficient aromatic system. This combination enhances reactivity in nucleophilic substitution and facilitates coupling reactions under mild conditions. The molecule exhibits excellent bench stability and solubility in common organic solvents, enabling straightforward handling in synthetic workflows.

Application

4-Fluoro-2-nitrobenzoic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to substituted heterocycles and bioactive scaffolds. Its ortho-nitro and meta-fluoro groups provide orthogonal reactivity for sequential functionalization, while the carboxylic acid facilitates direct coupling or derivatization. The compound exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro Patent: US2003/187014 A1, 2003 ;
  • Route2

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2004/54985 A1, 2004 ; Location in patent: Page 17 ;
  • Route3
    • In-stock
      4-Fluoro-2-nitrobenzonitrile|CS-W002604
      80517-21-1
    • ~73%
    • In-stock
      4-Fluoro-2-nitrobenzoic acid|CS-W002147
      394-01-4
    • null|null
      316-00-7
    • null|null
      106754-79-4

    References

    • Protiva, Miroslav; Jilek, Jiri; Rajsner, Miroslav; Pomykacek, Josef; Ryska, Miroslav; et al. Collection of Czechoslovak Chemical Communications, 1986 , vol. 51, # 3 p. 698 - 722

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   1.4321
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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