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5-Bromo-3-(trifluoromethyl)picolinic acid

  • CAS No. 1211580-84-5

  • Cat. No. CS-0130956
  • Purity≥95%
  • MDL No.MFCD13185433

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

5-Bromo-3-(trifluoromethyl)picolinic acid|CS-0130956

Structure of 1211580-84-5

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General Information

  • CAS No. 1211580-84-5
  • Cat. No. CS-0130956
  • Purity ≥95%
  • MDL No. MFCD13185433
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrF₃NO₂
  • Molecular Weight 270.00
  • Synonym(s) 5-Bromo-3-(trifluoromethyl)pyridine-2-carboxylic acid
  • SMILES O=C(C1=NC=C(Br)C=C1C(F)(F)F)O

Description

5-Bromo-3-(trifluoromethyl)picolinic acid features a strategically positioned trifluoromethyl group and bromine substituent on the picolinic acid scaffold, delivering enhanced electron-withdrawal and enabling direct functionalization in cross-coupling reactions. This bench-stable derivative serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

Application

5-Bromo-3-(trifluoromethyl)picolinic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid moiety facilitates derivatization through amide formation or esterification. Its bench-stable crystalline form and compatibility with standard reaction conditions make it ideal for iterative synthetic campaigns targeting heterocyclic scaffolds and bioactive molecules.

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.5611
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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