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CS-W001157 4
Total: USD 88.00

4-(Trifluoromethoxy)phenol

  • CAS No. 828-27-3

  • Cat. No. CS-W003970
  • Purity≥98%
  • MDL No.MFCD00040988

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

4-(Trifluoromethoxy)phenol|CS-W003970

Structure of 828-27-3

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General Information

  • CAS No. 828-27-3
  • Cat. No. CS-W003970
  • Purity ≥98%
  • MDL No. MFCD00040988
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅F₃O₂
  • Molecular Weight 178.11
  • Synonym(s) 4-Hydroxyphenyl Trifluoromethyl Ether
  • SMILES FC(Oc1ccc(cc1)O)(F)F

Description

4-(Trifluoromethoxy)phenol features a trifluoromethoxy group appended to the para position of a phenolic scaffold, imparting enhanced electron-withdrawing character and metabolic stability. This combination enables robust participation in coupling reactions and facilitates integration into bioactive scaffolds requiring halogenated aromatic handles.

Application

4-(Trifluoromethoxy)phenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl group. Its trifluoromethoxy substituent imparts enhanced metabolic stability and lipophilicity, while the aromatic framework supports diverse coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in standard cross-coupling, etherification, and electrophilic substitution protocols.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 55, # 4 p. 811 - 814
  • Route2
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      4-(Trifluoromethoxy)phenol|CS-W003970
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    References

    • EP566567 B1, ;
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 25, # 9 p. 1097 - 1101

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2922
Class : 8 (6.1)
Packing Group : Ⅱ
Hazard Statements : H227-H301-H314-H412
Precautionary Statements : P210-P260-P264-P270-P273-P280-P301+P330+P331-P304+P340-P330-P363-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.46
  • LogP   2.2908
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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