Product Information
Name:ETHYNYLTRIMETHYLSILANE, 98%
Synonyms:
- TRIMETHYLSILYLACETYLENE
Brand:Gelest
Description:Alkynylsilane Cross-Coupling Agent
The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile.
Ethynyltrimethylsilane; Trimethylsilylacetylene
Vapor pressure, 20 °C: 214 mmUseful in Sonogashira reactions with differentiated reactivity at each terminus leading to unsymmetrical diaryl acetylenesReacts with aryl aldehydes to give diethynylmethanes (1,4-diynes)Doped polymer films are conductiveEthynylates aromatic compoundsPrecursor to trimethylsilylethynyl copper reagentLithiated derivative (n-BuLi treatment) reacts with halotriazines to produce monomersEmployed in ortho ethenylation of phenolsUndergoes Diels-Alder reactions with butadienesConverts imines to propargyl aminesForms propargylic amines from aldehydes and amines in aqueous systemRegioselectively forms either regioisomeric enyne upon addition to propargyl amines depending on catalyst employedReacts with aryl aldehydes to form diethynylmethane derivativesUseful in the preparation of unsymmetrical diarylacetylenesExtensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011
The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile.
Ethynyltrimethylsilane; Trimethylsilylacetylene
Vapor pressure, 20 °C: 214 mmUseful in Sonogashira reactions with differentiated reactivity at each terminus leading to unsymmetrical diaryl acetylenesReacts with aryl aldehydes to give diethynylmethanes (1,4-diynes)Doped polymer films are conductiveEthynylates aromatic compoundsPrecursor to trimethylsilylethynyl copper reagentLithiated derivative (n-BuLi treatment) reacts with halotriazines to produce monomersEmployed in ortho ethenylation of phenolsUndergoes Diels-Alder reactions with butadienesConverts imines to propargyl aminesForms propargylic amines from aldehydes and amines in aqueous systemRegioselectively forms either regioisomeric enyne upon addition to propargyl amines depending on catalyst employedReacts with aryl aldehydes to form diethynylmethane derivativesUseful in the preparation of unsymmetrical diarylacetylenesExtensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011
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Chemical properties
Molecular weight:98.22
Formula:C5H10Si
Purity:98%
Color/Form:Straw Liquid