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4,5-Difluoro-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

  • CAS No. 217813-00-8

  • Cat. No. CS-0528668
  • Purity≥98%
  • MDL No.MFCD28969390

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

4,5-Difluoro-2-(trimethylsilyl)phenyl trifluoromethanesulfonate|CS-0528668

Structure of 217813-00-8

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General Information

  • CAS No. 217813-00-8
  • Cat. No. CS-0528668
  • Purity ≥98%
  • MDL No. MFCD28969390
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁F₅O₃SSi
  • Molecular Weight None
  • Synonym(s) Methanesulfonic acid, 1,1,1-trifluoro-, 4,5-difluoro-2-(trimethylsilyl)phenyl ester
  • SMILES O=S(C(F)(F)F)(OC1=CC(F)=C(F)C=C1[Si](C)(C)C)=O

Description

4,5-Difluoro-2-(trimethylsilyl)phenyl trifluoromethanesulfonate serves as a highly reactive aryl triflate for cross-coupling reactions. The electron-deficient aryl ring enhances reactivity in palladium-catalyzed transformations, while the trimethylsilyl group provides steric protection and facilitates orthogonal deprotection. This derivative enables efficient C–C bond formation under mild conditions.

Application

4,5-Difluoro-2-(trimethylsilyl)phenyl trifluoromethanesulfonate serves as a highly effective aryl triflate building block for palladium-catalyzed cross-coupling reactions. The ortho-trimethylsilyl group enhances stability and facilitates regioselective functionalization, while the difluoro substitution pattern improves electrophilicity and compatibility with diverse coupling partners. This reagent enables efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, offering predictable reactivity and straightforward purification, making it a reliable choice for complex molecule synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H290-H314
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.7384
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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