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Triisopropylsilylacetylene

Catalog Number ACM89343066-2
CAS Number 89343-06-6
Structure
Synonyms Ethynyltriisopropylsilane
Molecular Weight 182.38 g/mol
Molecular Formula C11H22Si
Boiling Point 100 °C(20 mmHg)
Flash Point 56 °C
Purity 0.97
Appearance Colorless to Almost colorless clear liquid
Application Triisopropylsilylacetylene (TIPS-acetylene) is a versatile and cost-effective monoprotected acetylene used in various chemical processes due to its enhanced stability and safety features compared to trimethylsilylacetylene It finds application in the rhodium-catalyzed asymmetric alkynylation of αβ-unsaturated ketones and facilitates the enantioselective synthesis of β-alkynylated nitroalkanes Its bulkier silyl protecting group offers improved stability across a broader range of reaction conditions while its higher boiling point enhances handling and safety during use TIPS-acetylene is notably useful in transition metal-catalyzed carbon-carbon bond formations including but not limited to coupling reactions reaction with electrophiles polyyne synthesis and various addition and cycloaddition reactions Furthermore it is effective in asymmetric addition to unsaturated carbonyl compounds using cobalt/Duphos catalysts and plays a role in Sonogashira coupling reactions
Storage Ambient temperatures.
MDL Number MFCD00075452
Reaxys Registry Number 3536241
Specific Gravity 0.82
Custom Reviews
November 11, 2024

Excellent Reagent for Asymmetric Alkynylation in Research Applications

I've been using (Triisopropylsilyl) Acetylene from Alfa Chemistry for rhodium-catalyzed asymmetric alkynylation of α,β-unsaturated ketones. It's user-friendly and stable, making it perfect for precise, enantioselective synthesis projects.

November 13, 2024

Title: Versatile and Reliable Reagent for Synthesis

Triisopropylsilylacetylene is fantastic for rhodium-catalyzed asymmetric alkynylation. Its stability made it invaluable in our synthesis of β-alkynylated nitroalkanes. Highly recommend for various transition metal-catalyzed reactions.

  Please kindly noted that this product is for research use only.

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