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CS-W001157 4
Total: USD 88.00

Phenyl((Trimethylsilyl)ethynyl)iodonium trifluoromethanesulfonate

  • CAS No. 133816-00-9

  • Cat. No. CS-0757959
  • Purity≥98%
  • MDL No.None

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

Phenyl((Trimethylsilyl)ethynyl)iodonium trifluoromethanesulfonate|CS-0757959

Structure of 133816-00-9

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General Information

  • CAS No. 133816-00-9
  • Cat. No. CS-0757959
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄F₃IO₃SSi
  • Molecular Weight 450.29
  • Synonym(s) None
  • SMILES [O-]S(=O)(=O)C(F)(F)F.C[Si](C)(C)C#C[I+]C1=CC=CC=C1

Description

Phenyl((trimethylsilyl)ethynyl)iodonium trifluoromethanesulfonate delivers a highly reactive phenylacetylene moiety under mild conditions. This bench-stable reagent enables efficient C–C bond formation via transition-metal-catalyzed coupling, leveraging the trimethylsilyl group for temporary stabilization and subsequent desilylation.

Application

Phenyl((trimethylsilyl)ethynyl)iodonium trifluoromethanesulfonate serves as a stable, bench-ready electrophilic silynylation reagent enabling efficient transfer of (trimethylsilyl)ethynyl groups under mild conditions. It facilitates C–H silynylation and cross-coupling reactions with broad functional group tolerance, offering high chemoselectivity and ease of purification. Its compatibility with palladium-catalyzed processes makes it a practical tool for constructing alkynylated scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS06,GHS08
Signal Word : Danger
UN#: 2923
Class : 8,6.1
Packing Group : Ⅲ
Hazard Statements : H301-H314-H335-H360
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P330-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   57.2
  • LogP   -0.1651
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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