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Structure of 3308-02-9
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2-Phenylpyridin-3-ol features a rigid, planar architecture with a phenolic hydroxyl group positioned ortho to the pyridine nitrogen. This arrangement enables strong intramolecular hydrogen bonding, enhancing stability and influencing coordination behavior in transition metal complexes. The electron-rich pyridine ring facilitates π-stacking interactions, while the phenyl substituent contributes to extended conjugation. This compound serves as a key ligand scaffold in photophysical applications and catalytic systems requiring robust chelation.
2-Phenylpyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through palladium-catalyzed cross-coupling and cyclization reactions. Its ortho-hydroxypyridine motif provides strong chelation potential for transition metals, enhancing catalytic efficiency in C–H functionalization processes. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API 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 : 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: