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Structure of 268734-34-5
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Methyl 4-cyano-3-fluorobenzoate features a strategically positioned cyano and fluorine substituent on the aromatic ring, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables efficient coupling in transition-metal-catalyzed reactions, particularly in Suzuki-Miyaura and Buchwald-Hartwig transformations, where the fluorine acts as a traceless directing group. The ester functionality provides solubility in common organic solvents and facilitates downstream derivatization.
Methyl 4-cyano-3-fluorobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated heterocycles and bioactive scaffolds. Its orthogonal functionality—cyano, fluoro, and ester groups—permits selective transformations under standard conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthesis campaigns and process development.
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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: