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Structure of 2836-00-2
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3-Amino-4-methylphenol features a strategically positioned amino group adjacent to a phenolic hydroxyl, enabling robust hydrogen bonding and enhanced solubility in polar solvents. This ortho-dipolar arrangement supports efficient coupling reactions and stabilizes intermediates under standard conditions. The methyl substituent introduces mild steric influence and electron-donating character, improving reactivity in electrophilic substitutions. Widely employed in pharmaceutical synthesis and dye chemistry, this compound delivers high functional group tolerance during multi-step transformations.
3-Amino-4-methylphenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling access to substituted phenolic scaffolds via standard coupling and functional group transformation protocols. Its ortho-difunctionalized structure—featuring an amino group adjacent to a hydroxyl—facilitates efficient heterocycle formation and provides excellent reactivity in electrophilic substitution and transition-metal-catalyzed cross-coupling reactions. The methyl group enhances metabolic stability and modulates electronic properties, while the compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthetic workflows and scale-up applications.
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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: