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Structure of 6213-88-3
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(E)-Methyl 3-iodoacrylate features a stereodefined double bond enabling precise conjugate additions in synthetic routes. The iodovinyl moiety serves as a robust handle for palladium-catalyzed coupling reactions, while the methyl ester group provides compatibility with diverse reaction conditions. This compound delivers high regioselectivity in C–C bond formations under mild thermal or catalytic activation.
(E)-Methyl 3-iodoacrylate serves as a versatile vinyl halide building block in transition-metal-catalyzed cross-coupling reactions. Its conjugated iodovinyl moiety enables efficient Suzuki, Stille, and Negishi couplings under mild conditions, offering high chemoselectivity and functional group tolerance. The (E)-configuration ensures predictable stereochemistry in downstream transformations, while the methyl ester facilitates further derivatization. Bench-stable and readily purified by distillation, it functions as a reliable intermediate for complex molecule synthesis.
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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: