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CS-W001157 4
Total: USD 88.00

3-Bromo-4-(trifluoromethyl)benzoic acid

  • CAS No. 581813-17-4

  • Cat. No. CS-W021859
  • Purity≥96%
  • MDL No.None

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

3-Bromo-4-(trifluoromethyl)benzoic acid|CS-W021859

Structure of 581813-17-4

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General Information

  • CAS No. 581813-17-4
  • Cat. No. CS-W021859
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrF₃O₂
  • Molecular Weight 269.02
  • Synonym(s) Benzoic acid, 3-bromo-4-(trifluoromethyl)-
  • SMILES O=C(O)C1=CC=C(C(F)(F)F)C(Br)=C1

Description

3-Bromo-4-(trifluoromethyl)benzoic acid features a bromine atom at the meta position and a strongly electron-withdrawing trifluoromethyl group at the para position relative to the carboxylic acid. This combination enhances electrophilic reactivity while maintaining stability under standard conditions, enabling direct functionalization in cross-coupling reactions. The molecule serves as a key scaffold for synthesizing bioactive compounds and advanced materials.

Application

3-Bromo-4-(trifluoromethyl)benzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the trifluoromethyl and carboxylic acid functionalities offer enhanced metabolic stability and strategic points for derivatization. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • US2004/157849 A1, ; US 20040157849 A1

Safety Information

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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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.1661
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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