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CS-W001157 4
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2-Bromo-5-(trifluoromethyl)-1H-imidazole

  • CAS No. 219535-00-9

  • Cat. No. CS-0132638
  • Purity≥95%
  • MDL No.None

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

2-Bromo-5-(trifluoromethyl)-1H-imidazole|CS-0132638

Structure of 219535-00-9

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General Information

  • CAS No. 219535-00-9
  • Cat. No. CS-0132638
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrF₃N₂
  • Molecular Weight 214.97
  • Synonym(s) None
  • SMILES FC(C1=CN=C(Br)N1)(F)F

Description

2-Bromo-5-(trifluoromethyl)-1H-imidazole features a trifluoromethyl group that imparts strong electron-withdrawing character and enhanced metabolic stability, while the bromine substituent enables facile palladium-catalyzed cross-coupling reactions. This imidazole scaffold serves as a robust bioisostere in medicinal chemistry and provides a versatile handle for diversification in drug discovery and functional material design under standard conditions.

Application

2-Bromo-5-(trifluoromethyl)-1H-imidazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biologically relevant heterocyclic scaffolds. The bromine atom facilitates efficient C–C and C–N bond formation, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis workflows.

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   28.68
  • LogP   2.191
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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