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5-Fluoro-2-hydroxy-3-nitrobenzoic acid

  • CAS No. 130046-91-2

  • Cat. No. CS-0106186
  • Purity≥98%
  • MDL No.MFCD18826200

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

5-Fluoro-2-hydroxy-3-nitrobenzoic acid|CS-0106186

Structure of 130046-91-2

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General Information

  • CAS No. 130046-91-2
  • Cat. No. CS-0106186
  • Purity ≥98%
  • MDL No. MFCD18826200
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO₅
  • Molecular Weight 201.11
  • Synonym(s) Benzoic acid, 5-fluoro-2-hydroxy-3-nitro- (9CI)
  • SMILES O=C(O)C1=CC(F)=CC([N+]([O-])=O)=C1O

Description

5-Fluoro-2-hydroxy-3-nitrobenzoic acid features a fluorine atom at the 5-position, a hydroxyl group ortho to the carboxylic acid, and a nitro group at the 3-position, creating a highly electron-deficient aromatic core. This combination enables direct functionalization in cross-coupling reactions and facilitates conjugation in bioconjugate chemistry. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

5-Fluoro-2-hydroxy-3-nitrobenzoic acid serves as a versatile building block for heterocyclic synthesis and medicinal chemistry campaigns. Its ortho-hydroxyl and meta-nitro groups enable directed metalation and regioselective functionalization, while the carboxylic acid facilitates derivatization via amide or ester formation. The fluorine substituent enhances metabolic stability and modulates electronic properties, offering favorable handling characteristics and compatibility with standard purification protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   100.67
  • LogP   1.1377
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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