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CS-W001157 4
Total: USD 88.00

4-Amino-3-(trifluoromethyl)phenol

  • CAS No. 445-04-5

  • Cat. No. CS-W005845
  • Purity≥97%
  • MDL No.MFCD01862068

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

4-Amino-3-(trifluoromethyl)phenol|CS-W005845

Structure of 445-04-5

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General Information

  • CAS No. 445-04-5
  • Cat. No. CS-W005845
  • Purity ≥97%
  • MDL No. MFCD01862068
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆F₃NO
  • Molecular Weight None
  • Synonym(s) 4-Amino-3-(trifluoromethyl)phenol, 4-Hydroxy-2-(trifluoromethyl)aniline
  • SMILES NC1=C(C=C(O)C=C1)C(F)(F)F

Description

4-Amino-3-(trifluoromethyl)phenol features a strategically positioned trifluoromethyl group that enhances metabolic stability and lipophilicity, while the ortho-amino functionality enables direct coupling in Suzuki-Miyaura and Ullmann reactions. This bifunctional scaffold integrates readily into bioactive molecules, offering improved membrane permeability and resistance to oxidative degradation under standard bench conditions.

Application

4-Amino-3-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds and functionalized arylamines. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the amino and phenolic functionalities offer orthogonal reactivity for coupling, acylation, and electrophilic substitution reactions. The compound exhibits good bench stability and is compatible with standard purification methods, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Boros, Eric E.; Kaldor, Istvan; Turnbull, Philip S. Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 3 p. 733 - 736
  • Route2

    References

    • Whalley Journal of the Chemical Society, 1949 , p. 3016,3019
  • Route3
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    • In-stock
      4-Amino-3-(trifluoromethyl)phenol|CS-W005845
      445-04-5

    References

    • Whalley Journal of the Chemical Society, 1949 , p. 3016,3019

Safety Information

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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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