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CS-W001157 4
Total: USD 88.00

4-Amino-2-(trifluoromethyl)phenol

  • CAS No. 1535-76-8

  • Cat. No. CS-0079892
  • Purity≥96%
  • MDL No.MFCD01862105

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

4-Amino-2-(trifluoromethyl)phenol|CS-0079892

Structure of 1535-76-8

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General Information

  • CAS No. 1535-76-8
  • Cat. No. CS-0079892
  • Purity ≥96%
  • MDL No. MFCD01862105
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆F₃NO
  • Molecular Weight 177.12
  • Synonym(s) 4-Propoxy-3-trifluoromethyl-phenylamine
  • SMILES OC1=CC=C(N)C=C1C(F)(F)F

Description

4-Amino-2-(trifluoromethyl)phenol features a strategically positioned trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the ortho-amino functionality enables direct coupling in pharmaceutical intermediates. This bench-stable compound integrates readily into complex heterocycles under mild conditions, offering high functional group tolerance for synthetic applications.

Application

4-Amino-2-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-amino and trifluoromethyl groups provide complementary reactivity for electrophilic substitution, coupling reactions, and directed metalation. The compound exhibits good bench stability and facilitates efficient functionalization under standard conditions, making it valuable for scaffold diversification in drug discovery programs.

Synthesis

  • Route1
    • null|null
      39062-69-6
    • ~87%
    • In-stock
      4-Amino-2-(trifluoromethyl)phenol|CS-0079892
      1535-76-8

    References

    • SCHERING CORPORATION Patent: WO2007/97937 A1, 2007 ; Location in patent: Page/Page column 175 ; WO 2007/097937 A1
  • Route2

    References

    • Udagawa, Chikako; Fukuyoshi, Shuichi; Morimoto, Shotaro; Tanimoto, Yoshifumi; Nakagaki, Ryoichi Journal of Photochemistry and Photobiology A: Chemistry, 2011 , vol. 226, # 1 p. 57 - 63
  • Route3

    References

    • GLAXO GROUP LIMITED; WANG, Yonghui; YANG, Ting Patent: WO2012/100734 A1, 2012 ; WO 2012/100734 A1

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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