Trimethylsilylacetylene
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1.What is the Trimethylsilylacetylene ?
Trimethylsilylacetylene (TMSA), also known as ethynyltrimethylsilane, is a versatile reagent widely used in organic synthesis, particularly in palladium-catalyzed cross-coupling reactions (e.g., Sonogashira coupling) to introduce alkyne functionalities. It serves as a key building block in the preparation of conjugated dendrons, alkyne-dicobaltcarbonyl complexes, rhodium complexes, and supramolecular oligo-phenylene-ethynylene systems. Its trimethylsilyl group acts as a protective moiety, enabling selective deprotection for further functionalization. TMSA is also employed in zirconium-mediated reactions and GaCl3-promoted ethenylations, demonstrating its utility in stereoselective transformations and the synthesis of sterically hindered compounds. Its applications span nonlinear optics, molecular wires, and catalytic systems.
Trimethylsilylacetylene is a valuable reagent used in ethynylation by palladium(0)-catalyzed coupling/condensation with aryl and vinyl halides and triflates, or by nucleophilic attack of the corresponding acetylide on electrophilic centers; reacts with alkyl iodides, tin hydrides,6 and dichloroketene in a regioselective and stereoselective manner, participating in the following synthesis reactions: Ethynylations, Palladium(0)-Catalyzed Coupling Reactions,Reaction of Trimethylsilylacetylides with Electrophiles, Radical-Initiated and Transition Metal-Catalyzed Additions, Cycloaddition Reactions, Ethynylations, Cycloaddition Reactions, Further Transformations etc.
2.What is the CAS number for Trimethylsilylacetylene ?
The CAS number of Trimethylsilylacetylene is 1066-54-2.
More information of Trimethylsilylacetylene 1066-54-2 are:
|
CAS?Number |
1066-54-2 |
|
Density |
0.752 g/cm3 |
|
Melting Point |
>0 °C |
|
Boiling Point |
53 °C at 760 mmHg |
|
Flash Point |
<?30°F |
|
Vapor Pressure |
4.18 psi ( 20 °C) |
|
Refractive Index |
n20/D 1.388(lit.) |
|
HS CODE |
29310095 |
|
PSA |
0.00000 |
|
LogP |
1.49700 |
3.What is the molecular formula of Trimethylsilylacetylene ?
The chemical formula of?Trimethylsilylacetylene is C5H10Si which containing 5 Carbon atoms,10 Hydrogen atoms and 1 Silicon atoms,and the molecular weight, and the molecular weight of Trimethylsilylacetylene is 98.2199
4.What is Trimethylsilylacetylene(1066-54-2)used for?
Trimethylsilylacetylene (TMSA), also known as ethynyltrimethylsilane, is a versatile reagent widely used in organic synthesis, particularly in palladium-catalyzed cross-coupling reactions (e.g., Sonogashira coupling) to introduce alkyne functionalities. It serves as a key building block in the preparation of conjugated dendrons, alkyne-dicobaltcarbonyl complexes, rhodium complexes, and supramolecular oligo-phenylene-ethynylene systems. Its trimethylsilyl group acts as a protective moiety, enabling selective deprotection for further functionalization. TMSA is also employed in zirconium-mediated reactions and GaCl3-promoted ethenylations, demonstrating its utility in stereoselective transformations and the synthesis of sterically hindered compounds. Its applications span nonlinear optics, molecular wires, and catalytic systems.
InChI:InChI=1/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3
Relevant articles related to Trimethylsilylacetylene:
|
Article |
Source |
|
Silylation of Alcohols, Phenols, and Silanols with Alkynylsilanes – an Efficient Route to Silyl Ethers and Unsymmetrical Siloxanes |
Kuciński, Krzysztof,Stachowiak, Hanna,Hreczycho, Grzegorz , p. 4042 - 4049 (2020) |
|
REACTION OF DIALKYLAMIDES OF TRIMETHYLSILYLPROPIOLIC ACID WITH TRIETHYLGERMYLLITHIUM |
Bravo-Zhivotovskii, D. A.,Pigarev, S. D.,Vyazankina, O. A.,Medvedeva, A. S.,Safronova, L. P.,Vyazankin, N. S. , p. 1733 - 1734 (1984) |
5.Reputable factory supply Trimethylsilylacetylene 1066-54-2 in bulk at low price
Handan Xindiya Chemicals Co. Ltd is a quality supplier of Trimethylsilylacetylene. Our main goal is customer satisfaction. Contact us to negotiate the best price for your business on Trimethylsilylacetylene 1066-54-2.
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