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Structure of 74440-80-5
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4-Amino-3-bromophenol features a bromine substituent at the meta position relative to the hydroxyl group, enabling selective functionalization in synthetic sequences. The electron-donating amino group enhances reactivity at adjacent sites, while the phenolic OH facilitates hydrogen bonding and solubility in polar solvents. This compound serves as a key intermediate in pharmaceutical and agrochemical synthesis.
4-Amino-3-bromophenol serves as a versatile building block in medicinal chemistry, enabling direct access to substituted anilines and heterocyclic scaffolds via standard coupling reactions. Its ortho-bromo and amino groups offer complementary reactivity for palladium-catalyzed cross-couplings and electrophilic substitutions, while the phenolic hydroxyl supports derivatization or protection strategies. The compound exhibits good 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: