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CS-W001157 4
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2-Amino-3-(trifluoromethyl)phenol

  • CAS No. 106877-48-9

  • Cat. No. CS-0079857
  • Purity≥95%
  • MDL No.None

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

2-Amino-3-(trifluoromethyl)phenol|CS-0079857

Structure of 106877-48-9

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General Information

  • CAS No. 106877-48-9
  • Cat. No. CS-0079857
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆F₃NO
  • Molecular Weight 177.12
  • Synonym(s) Phenol, 2-amino-3-(trifluoromethyl)-
  • SMILES OC1=CC=CC(C(F)(F)F)=C1N

Description

2-Amino-3-(trifluoromethyl)phenol features a strategically positioned trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the ortho-amino moiety enables direct coupling in heterocyclic synthesis. This bench-stable phenol integrates readily into bioactive scaffolds requiring polar, electron-deficient aryl components under standard conditions.

Application

2-Amino-3-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of trifluoromethylated heterocycles and bioactive scaffolds. Its ortho-amino and phenolic functionalities offer complementary reactivity for sequential functionalization, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • BIOLIPOX AB Patent: WO2008/110793 A1, 2008 ; Location in patent: Page/Page column 106 ;
  • Route2
    • null|null
      75-63-8
    • null|null
      95-55-6
    • ~18%
    • 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
    • null|null
      1431458-25-1
    • ~%
    • In-stock
      2-Amino-3-(trifluoromethyl)phenol|CS-0079857
      106877-48-9

    References

    • Yang, Xinglin; Shan, Gang; Rao, Yu Organic Letters, 2013 , vol. 15, # 10 p. 2334 - 2337

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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