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Thermo Scientific Chemicals
1-Trimethylsilyl-1-propyne, 98%
CAS: 6224-91-5 | C6H12Si | 112.247 g/mol
化学物質識別子
CAS6224-91-5
IUPAC Nametrimethyl(prop-1-yn-1-yl)silane
Molecular FormulaC6H12Si
InChI KeyDCGLONGLPGISNX-UHFFFAOYSA-N
SMILESCC#C[Si](C)(C)C
さらに表示
仕様
スペックシート
スペックシートAppearance (Color)Clear colorless
FormLiquid
Assay (GC)≥97.5%
Refractive Index1.4180-1.4220 @ 20°C
1-Trimethylsilyl-1-propyne is employed in the preparation of alkynyl silane derivatives. It is also used to prepare highly substituted indenes using palladium-catalyzed carboannulation. Further, it plays an important role in the preparation of indenones through a rhodium-catalyzed reaction with 2-bromophenylboronic acids.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
1-Trimethylsilyl-1-propyne is employed in the preparation of alkynyl silane derivatives. It is also used to prepare highly substituted indenes using palladium-catalyzed carboannulation. Further, it plays an important role in the preparation of indenones through a rhodium-catalyzed reaction with 2-bromophenylboronic acids.
Solubility
Miscible with toluene.
Notes
Store in a cool place. Incompatible with strong oxidizing agents and strong bases.
1-Trimethylsilyl-1-propyne is employed in the preparation of alkynyl silane derivatives. It is also used to prepare highly substituted indenes using palladium-catalyzed carboannulation. Further, it plays an important role in the preparation of indenones through a rhodium-catalyzed reaction with 2-bromophenylboronic acids.
Solubility
Miscible with toluene.
Notes
Store in a cool place. Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only
General References:
- Alkylation of the lithio-derivative proceeds with only a small amount of allylic rearrangement to the allene, and is thus a useful route to substituted terminal alkynes: Tetrahedron Lett., 5041 (1968):
- Trost, B. M.; Koester, D. C.; Herron, A. N. Stereocontrolled Synthesis of Vinyl Boronates and Vinyl Silanes via Atom-Economical Ruthenium-Catalyzed Alkene-Alkyne Coupling. Angew. Chem. Int. Ed. 2015, 127 (52), 16089-16092.
- Thakur, A.; Louie, J. Advances in Nickel-Catalyzed Cycloaddition Reactions To Construct Carbocycles and Heterocycles. Acc. Chem. Res. 2015, 48 (8), 2354-2365.