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1-Phenyl-1H-imidazole trifluoromethanesulfonate

  • CAS No. 361447-81-6

  • Cat. No. CS-0102921
  • Purity≥98%
  • MDL No.None

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

1-Phenyl-1H-imidazole trifluoromethanesulfonate|CS-0102921

Structure of 361447-81-6

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General Information

  • CAS No. 361447-81-6
  • Cat. No. CS-0102921
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉F₃N₂O₃S
  • Molecular Weight 294.25
  • Synonym(s) 1-Phenyl-1H-imidazol-3-ium Triflate
  • SMILES O=S(C(F)(F)F)(O)=O.N1(C2=CC=CC=C2)C=CN=C1

Description

1-Phenyl-1H-imidazole trifluoromethanesulfonate serves as a highly reactive electrophilic imidazolium source, enabling efficient C–H functionalization under mild conditions. The triflate counterion ensures excellent solubility and stability, facilitating its use in transition-metal-catalyzed coupling reactions and synthetic transformations requiring precise control over reactivity.

Application

1-Phenyl-1H-imidazole trifluoromethanesulfonate serves as a reliable electrophilic imidazole source in palladium-catalyzed cross-coupling reactions. Its triflate leaving group enables efficient C–N bond formation under mild conditions, offering excellent functional group tolerance and bench stability. This reagent facilitates the synthesis of biologically relevant imidazole-containing scaffolds and is particularly useful in the construction of heterocyclic frameworks common in medicinal chemistry and agrochemical development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   72.19
  • LogP   2.2663
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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