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3,4-Difluoro-2-hydroxybenzoic acid

  • CAS No. 189283-51-0

  • Cat. No. CS-0067839
  • Purity≥97%
  • MDL No.MFCD03428564

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

3,4-Difluoro-2-hydroxybenzoic acid|CS-0067839

Structure of 189283-51-0

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General Information

  • CAS No. 189283-51-0
  • Cat. No. CS-0067839
  • Purity ≥97%
  • MDL No. MFCD03428564
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₂O₃
  • Molecular Weight 174.10
  • Synonym(s) 3,4-DIFLUOROSALICYLIC ACID
  • SMILES O=C(O)C1=CC=C(F)C(F)=C1O

Description

3,4-Difluoro-2-hydroxybenzoic acid features a trifunctional aromatic core with fluorine substituents at the 3 and 4 positions, a hydroxyl group at C2, and a carboxylic acid moiety. This arrangement imparts enhanced electron-withdrawing character, improved metabolic stability, and favorable solubility for use in medicinal chemistry scaffolds and bioactive molecule synthesis.

Application

3,4-Difluoro-2-hydroxybenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via standard esterification, amidation, and coupling reactions. The ortho-hydroxyl group facilitates chelation and enhances solubility, while the difluorinated aromatic ring improves metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring high functional group tolerance.

Synthesis

  • Route1

    References

    • Ihara Chemical Industry Co., Ltd. Patent: US6166246 A1, 2000 ;
  • Route2

    References

    • Umezu, Kazuto; Tabuchi, Fumiya; Kimura, Yoshikazu Journal of Fluorine Chemistry, 2003 , vol. 121, # 1 p. 97 - 99
  • Route3

    References

    • Synthesis, , # 10 p. 1609 - 1618

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   57.53
  • LogP   1.3686
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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