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CS-W001157 4
Total: USD 88.00

2-Amino-5-(trifluoromethyl)benzoic acid

  • CAS No. 83265-53-6

  • Cat. No. CS-W005770
  • Purity≥95%
  • MDL No.None

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

2-Amino-5-(trifluoromethyl)benzoic acid|CS-W005770

Structure of 83265-53-6

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General Information

  • CAS No. 83265-53-6
  • Cat. No. CS-W005770
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₃NO₂
  • Molecular Weight 205.13
  • Synonym(s) Benzoicacid, 2-amino-5-(trifluoromethyl)-
  • SMILES O=C(O)C1=CC(C(F)(F)F)=CC=C1N

Description

2-Amino-5-(trifluoromethyl)benzoic acid features a trifluoromethyl group that imparts strong electron-withdrawing character and enhanced metabolic stability, while the ortho-amino functionality enables direct coupling in peptide synthesis. This scaffold integrates readily into bioactive molecules requiring polar, electron-deficient aromatic cores.

Application

2-Amino-5-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-amino and trifluoromethyl groups offer complementary reactivity for coupling reactions, electrophilic substitutions, and transition-metal-catalyzed transformations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1

    References

    • WO2004/48314 A1, ; Page 53-55 ;
  • Route2

    References

    • Carmellino; Pagani; Pregnolato; Terreni; Pastoni European Journal of Medicinal Chemistry, 1994 , vol. 29, # 10 p. 743 - 751
  • Route3
    • 2-(Hydroxyimino)-N-(4-(trifluoromethyl)phenyl)acetamide|CS-1382930
      402-59-5
    • ~%
    • In-stock
      2-Amino-5-(trifluoromethyl)benzoic acid|CS-W005770
      83265-53-6

    References

    • European Journal of Medicinal Chemistry, , vol. 29, # 10 p. 743 - 751

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   63.32
  • LogP   1.9858
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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