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CS-W001157 4
Total: USD 88.00

2-Amino-6-fluorobenzoic acid

  • CAS No. 434-76-4

  • Cat. No. CS-W001131
  • Purity≥98%
  • MDL No.MFCD00067781

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

2-Amino-6-fluorobenzoic acid|CS-W001131

Structure of 434-76-4

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General Information

  • CAS No. 434-76-4
  • Cat. No. CS-W001131
  • Purity ≥98%
  • MDL No. MFCD00067781
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) None
  • SMILES FC1=C(C(O)=O)C(N)=CC=C1

Description

2-Amino-6-fluorobenzoic acid features a strategically positioned amino group and fluorine atom on the aromatic ring, enabling strong electronic modulation and enhanced metabolic stability. This ortho-substituted configuration supports direct incorporation into bioactive scaffolds, particularly in kinase inhibitors and fluorescent probes. The carboxylic acid moiety facilitates conjugation and salt formation under standard conditions.

Application

2-Amino-6-fluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and bioactive scaffolds. Its ortho-amino and carboxylic acid functionalities offer complementary reactivity for amide coupling, cyclization, and metal-catalyzed transformations. Bench-stable and readily purified by recrystallization, it functions effectively in standard peptide and small-molecule synthesis workflows.

Synthesis

  • Route1

    References

    • Michel, Justine; Gueguen, Genevieve; Vercauteren, Joseph; Moreau, Serge Tetrahedron, 1997 , vol. 53, # 25 p. 8457 - 8478
  • Route2

    References

    • Hamprecht, Gerhard; Wuerzer, Bruno; Witschel, Matthias Chimia, 2004 , vol. 58, # 3 p. 117 - 122
  • Route3

    References

    • Hamprecht, Gerhard; Wuerzer, Bruno; Witschel, Matthias Chimia, 2004 , vol. 58, # 3 p. 117 - 122

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.1061
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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