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2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

  • CAS No. 1961266-44-3

  • Cat. No. CS-0132290
  • Purity≥97%
  • MDL No.None

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

2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate|CS-0132290

Structure of 1961266-44-3

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General Information

  • CAS No. 1961266-44-3
  • Cat. No. CS-0132290
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₆F₈O₃S₂
  • Molecular Weight 438.31
  • Synonym(s) 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium triflate
  • SMILES FC([S+]1C2=CC=C(F)C=C2C3=CC(F)=CC=C31)(F)F.O=S(C(F)(F)F)([O-])=O

Description

This dibenzothiophenium salt features a highly electron-deficient core stabilized by fluorinated substituents, enabling robust electrophilic reactivity in transition-metal-catalyzed couplings. The trifluoromethanesulfonate counterion ensures excellent solubility and handling under standard conditions, while the difluoro and trifluoromethyl groups confer enhanced stability and lipophilicity.

Application

2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate serves as a highly reactive electrophilic building block for the construction of fluorinated heterocyclic scaffolds. Its stable cationic core enables efficient arylation and cyclization reactions under mild conditions, with excellent functional group tolerance and bench stability. The triflate counterion facilitates smooth transmetalation in cross-coupling processes, making it a practical reagent for medicinal chemistry and materials science applications.

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 : H315-H319
Precautionary Statements : P261-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   57.2
  • LogP   5.548
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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