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Structure of 24393-53-1
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Ethyl (E)-3-(4-bromophenyl)acrylate features a conjugated E-configured double bond flanked by an electron-deficient acrylate ester and a para-brominated phenyl group. This structural motif enables efficient participation in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Stille couplings, where the bromine serves as a reliable coupling handle. The compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures requiring precise stereochemical control.
Ethyl (E)-3-(4-bromophenyl)acrylate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and styrenyl architectures. The conjugated enoate system exhibits high stability under standard bench conditions, while the pendant bromide facilitates palladium-catalyzed coupling with boronic acids, amines, and nucleophiles. Its defined (E)-configuration ensures stereochemical fidelity in downstream transformations, making it well-suited for the synthesis of functionalized aromatic systems and pharmaceutical intermediates.
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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 : H315-H319-H335
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Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
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Lot numbers can be found on the outside label of a product: