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Structure of 114736-25-3
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Ethyl (E)-4,4-dimethoxybut-2-enoate features a conjugated enoate system with dual methoxy groups at the gamma position, enhancing electron density and stabilizing the E-configuration. This stereochemically defined intermediate integrates readily into Michael additions and Diels-Alder reactions, offering high reactivity under mild conditions. The ethyl ester moiety enables straightforward functionalization, while the dimethoxy substitution improves solubility in polar organic solvents.
Ethyl (E)-4,4-dimethoxybut-2-enoate serves as a versatile synthon in synthetic organic chemistry, enabling efficient access to substituted dihydropyran and tetrahydropyran ring systems. Its conjugated enoate functionality facilitates Michael additions and Diels–Alder reactions, while the geminal dimethoxy group supports controlled hydrolysis and subsequent functionalization. The compound exhibits excellent bench stability and is readily purified by distillation or flash chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product development.
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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 : H227-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: