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Structure of 2454-72-0
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4-Hydroxy-5-methoxy-2-nitrobenzaldehyde features a nitro group at the para position relative to the aldehyde, enhancing electrophilicity for nucleophilic additions. The phenolic hydroxyl and methoxy substituents provide polar functionality, improving solubility in protic solvents. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and fluorescent probes due to its electron-deficient aromatic core and orthogonal functional handles.
4-Hydroxy-5-methoxy-2-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds. Its ortho-dihydroxy and nitro-aldehyde functionalities provide orthogonal reactivity for sequential transformations, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it facilitates reliable use in multi-step syntheses.
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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: