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2-Amino-3,4,5,6-tetrafluorobenzoic acid

  • CAS No. 1765-42-0

  • Cat. No. CS-0204433
  • Molecule weight209.10
  • Purity≥98%
  • MDL No.MFCD00077592

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

2-Amino-3,4,5,6-tetrafluorobenzoic acid|CS-0204433

Structure of 1765-42-0

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General Information

  • CAS No. 1765-42-0
  • Cat. No. CS-0204433
  • Purity ≥98%
  • MDL No. MFCD00077592
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃F₄NO₂
  • Molecular Weight 209.10
  • Synonym(s) TETRAFLUOROANTHRANILIC ACID
  • SMILES O=C(O)C=1C(F)=C(F)C(F)=C(F)C1N

Description

2-Amino-3,4,5,6-tetrafluorobenzoic acid features a highly electron-deficient aromatic core paired with a polar amino group, enabling robust conjugation in bioconjugation and medicinal chemistry applications. The tetrafluoro substitution enhances metabolic stability and modulates electronic properties for targeted reactivity. This bench-stable derivative integrates readily into diverse synthetic scaffolds under standard conditions.

Application

2-Amino-3,4,5,6-tetrafluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of fluorinated heterocycles and bioactive scaffolds. Its ortho-amino and carboxylic acid functionalities offer complementary reactivity for coupling reactions, amide formation, and cyclization processes. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • null|null
      551-62-2
    • ~%
    • In-stock
      2-Amino-3,4,5,6-tetrafluorobenzoic acid|CS-0204433
      1765-42-0

    References

    • Tetrahedron, , vol. 23, p. 4719 - 4727
  • Route2

    References

    • Tetrahedron, , vol. 23, p. 4719 - 4727
  • Route3
    • 2-Bromo-3,4,5,6-tetrafluoroaniline|CS-1006272
      5580-82-5
    • ~%
    • In-stock
      2-Amino-3,4,5,6-tetrafluorobenzoic acid|CS-0204433
      1765-42-0

    References

    • Tetrahedron, , vol. 23, p. 4719 - 4727

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   63.32
  • LogP   1.5234
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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