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CS-W001157 4
Total: USD 88.00

4-((Trifluoromethyl)thio)benzoic acid

  • CAS No. 330-17-6

  • Cat. No. CS-W014240
  • Purity≥98%
  • MDL No.MFCD00040906

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

4-((Trifluoromethyl)thio)benzoic acid|CS-W014240

Structure of 330-17-6

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General Information

  • CAS No. 330-17-6
  • Cat. No. CS-W014240
  • Purity ≥98%
  • MDL No. MFCD00040906
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃O₂S
  • Molecular Weight 222.18
  • Synonym(s) 4-trifluoromethylthiobenzoic acid
  • SMILES OC(=O)C1=CC=C(SC(F)(F)F)C=C1

Description

4-((Trifluoromethyl)thio)benzoic acid features a para-trifluoromethylthio group that imparts strong electron-withdrawing character and enhanced lipophilicity, enabling efficient incorporation into bioactive scaffolds. This bench-stable carboxylic acid derivative facilitates direct coupling reactions in medicinal chemistry workflows without requiring activation steps.

Application

4-((Trifluoromethyl)thio)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the introduction of a strongly electron-withdrawing trifluoromethylthio group at the para position of an aromatic ring. Its carboxylic acid functionality facilitates direct coupling reactions, amidation, esterification, and salt formation, while maintaining stability under standard bench conditions. The molecule exhibits good functional group tolerance and is particularly useful in constructing bioactive scaffolds where enhanced metabolic stability and lipophilicity are required.

Synthesis

  • Route1
    • Methyl 4-(trifluoromethylthio)benzoate|CS-0205366
      88489-60-5
    • ~94%
    • In-stock
      4-((Trifluoromethyl)thio)benzoic acid|CS-W014240
      330-17-6

    References

    • Kondratenko, N. V.; Kolomeitsev, A. A.; Popov, V. I.; Il'chenko, A. Ya.; Korzhenevskaya, N. G.; et al. J. Gen. Chem. USSR (Engl. Transl.), 1983 , vol. 53, # 11 p. 2500 - 2505,2254 - 2258
  • Route2
    • In-stock
      (4-Bromophenyl)(trifluoromethyl)sulfane|CS-W012555
      333-47-1
    • null|null
      590-29-4
    • ~76%
    • In-stock
      4-((Trifluoromethyl)thio)benzoic acid|CS-W014240
      330-17-6

    References

    • Korsager, Signe; Taaning, Rolf H.; Skrydstrup, Troels Journal of the American Chemical Society, 2013 , vol. 135, # 8 p. 2891 - 2894
  • Route3
    • 4-((Trifluoromethyl)thio)benzonitrile|CS-0313211
      332-26-3
    • ~%
    • In-stock
      4-((Trifluoromethyl)thio)benzoic acid|CS-W014240
      330-17-6

    References

    • Zhurnal Obshchei Khimii, , vol. 24, p. 887 J. Gen. Chem. USSR (Engl. Transl.), , vol. 24, p. 885,886

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   37.3
  • LogP   2.9967
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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