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CS-W001157 4
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2-Amino-5-(trifluoromethyl)phenol

  • CAS No. 454-82-0

  • Cat. No. CS-0108762
  • Purity≥96%
  • MDL No.MFCD08056279

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

2-Amino-5-(trifluoromethyl)phenol|CS-0108762

Structure of 454-82-0

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General Information

  • CAS No. 454-82-0
  • Cat. No. CS-0108762
  • Purity ≥96%
  • MDL No. MFCD08056279
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆F₃NO
  • Molecular Weight 177.12
  • Synonym(s) Phenol, 2-amino-5-(trifluoromethyl)-
  • SMILES NC1=CC=C(C(F)(F)F)C=C1O

Description

2-Amino-5-(trifluoromethyl)phenol features a strategically positioned trifluoromethyl group that enhances electron-withdrawing character and metabolic stability. This phenolic scaffold integrates a primary amine for conjugation, enabling direct use in bioconjugation and medicinal chemistry applications. The compound exhibits robust bench stability and solubility in common organic solvents, facilitating straightforward handling in synthetic workflows.

Application

2-Amino-5-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and functionalized aromatic scaffolds. Its dual amino and phenolic functionalities offer orthogonal reactivity for sequential derivatization, while the electron-withdrawing trifluoromethyl group enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for use in iterative synthetic campaigns targeting pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Perez-Bolivar, Cesar; Takizawa, Shin-Ya; Nishimura, Go; Montes, Victor A.; Anzenbacher, Pavel Chemistry - A European Journal, 2011 , vol. 17, # 33 p. 9076 - 9082
  • Route2
    • null|null
      75-63-8
    • null|null
      95-55-6
    • ~30%
    • In-stock
      2-Amino-5-(trifluoromethyl)phenol|CS-0108762
      454-82-0
    • In-stock
      2-Amino-3-(trifluoromethyl)phenol|CS-0079857
      106877-48-9

    References

    • Tordeux, Marc; Langlois, Bernard; Wakselman, Claude Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 8 p. 2293 - 2299
  • Route3

    References

    • Kozic, Jan; Novotna, Eva; Volkova, Marie; Stolarikova, Jirina; Trejtnar, Frantisek; Wsol, Vladimir; Vinsova, Jarmila European Journal of Medicinal Chemistry, 2012 , vol. 56, p. 108 - 119

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   46.25
  • LogP   1.9932
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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