Lot numbers can be found on the outside label of a product:
3-Amino-4-methylphenol
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CAS No. 2836-00-2
- Cat. No. CS-W005693
- Purity≥98%
- MDL No.MFCD00075083
*For research and further manufacturing use only, not for direct human use.
Structure of 2836-00-2
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General Information
- CAS No. 2836-00-2
- Cat. No. CS-W005693
- Purity ≥98%
- MDL No. MFCD00075083
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₉NO
- Molecular Weight 123.15
- Synonym(s) phenol, 3-amino-4-methyl-
- SMILES OC1=CC=C(C)C(N)=C1
Description
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.
Application
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.
Synthesis
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Route1
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In-stock
2042-14-0 - ~99%
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In-stock
2836-00-2
References
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Sakuma, Shogo; Endo, Tsuyoshi; Kanda, Takashi; Nakamura, Hideki; Yamasaki, Satomi; Yamakawa, Tomio Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 1 p. 240 - 244
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Route2
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95-53-4 - ~21%
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In-stock
2836-00-2
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In-stock
53222-92-7
References
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Jacquesy, Jean-Claude; Jouannetaud, Marie-Paule; Morellet, Guy; Vidal, Yves Bulletin de la Societe Chimique de France, 1986 , # 4 p. 625 - 629
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Route3
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In-stock
5434-30-0 - ~%
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In-stock
2836-00-2
References
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Schtschukina et al. Zhurnal Obshchei Khimii, 1952 , vol. 22, p. 2019; engl. Ausg. S. 2075
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Safety Information
Download SDS|
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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Quality Control
Computational Chemistry Data
- TPSA 46.25
- LogP 1.28282
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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