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CS-W001157 4
Total: USD 88.00

4-Chloro-2-(trifluoromethyl)phenol

  • CAS No. 53903-51-8

  • Cat. No. CS-W022136
  • Purity≥95%
  • MDL No.MFCD00060673

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

4-Chloro-2-(trifluoromethyl)phenol|CS-W022136

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General Information

  • CAS No. 53903-51-8
  • Cat. No. CS-W022136
  • Purity ≥95%
  • MDL No. MFCD00060673
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClF₃O
  • Molecular Weight 196.55
  • Synonym(s) phenol, 4-chloro-2-(trifluoromethyl)-
  • SMILES OC1=CC=C(Cl)C=C1C(F)(F)F

Description

4-Chloro-2-(trifluoromethyl)phenol features a trifluoromethyl group that imparts strong electron-withdrawing character and enhanced metabolic stability. The ortho-chloro substitution increases reactivity in electrophilic aromatic substitution, enabling efficient coupling reactions. This bench-stable phenolic scaffold serves as a key building block for agrochemicals and pharmaceutical intermediates.

Application

4-Chloro-2-(trifluoromethyl)phenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via electrophilic substitution or palladium-catalyzed coupling reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the phenolic hydroxyl facilitates direct derivatization or protection. The molecule exhibits good bench stability and is compatible with standard purification methods, making it a reliable reagent for multi-step syntheses.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2005/92835 A1, 2005 ; Location in patent: Page/Page column 37 ; WO 2005/092835 A1
  • Route2

    References

    • GLAXO GROUP LIMITED; WANG, Yonghui; YANG, Ting Patent: WO2012/100734 A1, 2012 ; Location in patent: Page/Page column 28-29 ; WO 2012/100734 A1
  • Route3

    References

    • Rohm and Haas Company Patent: US4259510 A1, 1981 ;

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   20.23
  • LogP   3.0644
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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