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2-Bromo-6-(trifluoromethyl)benzoic acid

  • CAS No. 177420-64-3

  • Cat. No. CS-0060303
  • Purity≥95%
  • MDL No.None

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

2-Bromo-6-(trifluoromethyl)benzoic acid|CS-0060303

Structure of 177420-64-3

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General Information

  • CAS No. 177420-64-3
  • Cat. No. CS-0060303
  • Purity ≥95%
  • 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) 2-bromo-6-trifluoromethylbenzoic acid
  • SMILES C1=CC(=C(C(=C1)Br)C(=O)O)C(F)(F)F

Description

2-Bromo-6-(trifluoromethyl)benzoic acid features a strategically positioned trifluoromethyl group enhancing electron-withdrawal and metabolic stability, while the bromine substituent enables facile palladium-catalyzed cross-coupling. This combination delivers a robust scaffold for pharmaceutical intermediates and functional materials.

Application

2-Bromo-6-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid facilitates derivatization via amide, ester, or amidation protocols. Bench-stable and compatible with standard purification methods, it functions effectively in Suzuki-Miyaura, Stille, and Negishi coupling workflows for constructing complex aryl architectures.

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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