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Structure of 56962-12-0
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4-Chloro-3-hydroxybenzaldehyde features a hydroxyl group ortho to the aldehyde, enabling intramolecular hydrogen bonding that enhances stability and influences reactivity. The electron-withdrawing chlorine at the para position modulates electrophilicity, making this scaffold valuable for synthesizing bioactive compounds and functional materials under standard conditions.
4-Chloro-3-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds. The ortho-hydroxyl group facilitates directed metalation and cyclization reactions, while the aldehyde function supports reductive amination, Ugi-type condensations, and Schiff base formation. Bench-stable and readily purified by recrystallization, it offers reliable functional group tolerance 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: