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Structure of 14189-82-3
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3-(Methyl(phenyl)amino)acrylaldehyde is a reactive enal featuring a conjugated system that enables efficient coupling in synthetic transformations. The electron-rich amino group enhances nucleophilicity, while the aldehyde functionality supports selective derivatization under mild conditions. This compound integrates readily into complex molecular architectures requiring controlled reactivity and spatial orientation.
3-(Methyl(phenyl)amino)acrylaldehyde serves as a versatile α,β-unsaturated aldehyde building block for the synthesis of substituted pyridines, quinolines, and other heterocyclic scaffolds via condensation or cycloaddition reactions. Its conjugated enal system enables efficient Michael additions and Pictet–Spengler-type cyclizations, while the N-methyl-N-phenylamino group provides moderate electronic stabilization and favorable solubility in common organic solvents. The compound exhibits sufficient bench stability for routine handling and purification by flash chromatography, making it suitable for iterative synthetic sequences in medicinal chemistry and process development 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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Lot numbers can be found on the outside label of a product: