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CS-W001157 4
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4-Bromo-2-(trifluoromethyl)thiazole

  • CAS No. 141761-77-5

  • Cat. No. CS-0132709
  • Purity≥96%
  • MDL No.None

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

4-Bromo-2-(trifluoromethyl)thiazole|CS-0132709

Structure of 141761-77-5

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General Information

  • CAS No. 141761-77-5
  • Cat. No. CS-0132709
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄HBrF₃NS
  • Molecular Weight 232.02
  • Synonym(s) 4-bromo-2-(trifluoromethyl)-1,3-thiazole
  • SMILES FC(C1=NC(Br)=CS1)(F)F

Description

4-Bromo-2-(trifluoromethyl)thiazole is a bench-stable, electron-deficient heterocycle featuring a bromine at the 4-position and a trifluoromethyl group at the 2-position. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive molecules and advanced materials.

Application

4-Bromo-2-(trifluoromethyl)thiazole serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the thiazole core provides a rigid heteroaromatic scaffold with favorable pharmacokinetic properties. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • Nickson, Thomas E. Journal of Fluorine Chemistry, 1991 , vol. 55, # 2 p. 173 - 178

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H302-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.9244
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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