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CS-W001157 4
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2-Fluoro-4,5-dimethoxybenzoic acid

  • CAS No. 79474-35-4

  • Cat. No. CS-0150613
  • Purity≥97%
  • MDL No.MFCD06208568

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

2-Fluoro-4,5-dimethoxybenzoic acid|CS-0150613

Structure of 79474-35-4

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General Information

  • CAS No. 79474-35-4
  • Cat. No. CS-0150613
  • Purity ≥97%
  • MDL No. MFCD06208568
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉FO₄
  • Molecular Weight 200.16
  • Synonym(s) Benzoic acid,2-fluoro-4,5-dimethoxy
  • SMILES COC1=C(C=C(C(=C1)C(=O)O)F)OC

Description

2-Fluoro-4,5-dimethoxybenzoic acid features a fluorinated aromatic core with two methoxy groups positioned ortho to the carboxylic acid, enhancing electron donation and metabolic stability. This combination imparts high solubility in polar organic solvents and enables direct coupling in amide bond formation. The molecule's defined substitution pattern supports efficient incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS-penetrant compounds.

Application

2-Fluoro-4,5-dimethoxybenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its ortho-fluoro substitution enables enhanced metabolic stability and modulates electronic properties, while the 4,5-dimethoxy groups provide steric and electronic tuning for target engagement. The carboxylic acid functionality facilitates direct coupling reactions or derivatization into amides, esters, and other bioactive scaffolds. Bench-stable and readily purified by recrystallization, it functions efficiently in standard peptide coupling, Suzuki-Miyaura, and Ullmann-type transformations.

Synthesis

  • Route1

    References

    • Nie, Jun-ying; Kirk, Kenneth L. Journal of Fluorine Chemistry, 1995 , vol. 74, # 2 p. 297 - 302
  • Route2

    References

    • Stegmann, Hartmut B.; Deuschle, Gabriele; Schuler, Paul Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1994 , # 3 p. 547 - 556
  • Route3
    • 1-(2-Fluoro-4,5-dimethoxyphenyl)ethanone|CS-0194343
      142265-69-8
    • ~%
    • In-stock
      2-Fluoro-4,5-dimethoxybenzoic acid|CS-0150613
      79474-35-4

    References

    • Stegmann, Hartmut B.; Deuschle, Gabriele; Schuler, Paul Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1994 , # 3 p. 547 - 556

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

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   1.5411
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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