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Structure of 159087-46-4
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Trimethyl((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane features a boronate-protected alkyne moiety flanked by a stable dioxaborolane ring and a trimethylsilyl group. This combination delivers enhanced stability and compatibility with palladium-catalyzed coupling reactions under standard conditions. The silyl-protected alkyne enables orthogonal functionalization in complex synthesis workflows.
Trimethyl((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane serves as a stable, bench-ready building block for Sonogashira coupling reactions. Its boronate ester and silyl acetylene functionalities enable efficient cross-coupling with aryl and vinyl halides under palladium catalysis, facilitating rapid access to conjugated enynes and alkyne-containing scaffolds. The molecule exhibits excellent functional group tolerance, minimal protodeboronation, and straightforward purification, making it ideal for iterative synthesis in medicinal chemistry and materials science applications.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Lot numbers can be found on the outside label of a product: