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Structure of 42201-71-8
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Methyl 3-(trimethylsilyl)propiolate is a bench-stable, moisture-tolerant alkyne reagent featuring a terminal alkyne functionalized with a trimethylsilyl-protected propiolate ester. This combination enables direct incorporation into Sonogashira couplings and other transition-metal-catalyzed transformations without pre-deprotection. The silyl group stabilizes the acidic alkyne proton while allowing selective desilylation under mild conditions. The methyl ester moiety facilitates downstream derivatization via hydrolysis or nucleophilic substitution. This reagent streamlines access to functionalized alkynes in synthetic and materials chemistry workflows.
Methyl 3-(trimethylsilyl)propiolate serves as a stable, bench-ready building block for alkyne-based transformations. Its terminal alkyne functionality enables efficient Sonogashira coupling and click chemistry protocols, while the trimethylsilyl group provides protection and enhanced solubility. The methyl ester facilitates downstream derivatization, and the molecule exhibits excellent functional group tolerance and ease of purification in standard synthetic workflows.
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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-P280-P302+P352
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Lot numbers can be found on the outside label of a product: