Lot numbers can be found on the outside label of a product:
2-Amino-4,5-dichlorophenol
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CAS No. 28443-57-4
- Cat. No. CS-0157828
- Purity≥98%
- MDL No.MFCD12406838
*For research and further manufacturing use only, not for direct human use.
Structure of 28443-57-4
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General Information
- CAS No. 28443-57-4
- Cat. No. CS-0157828
- Purity ≥98%
- MDL No. MFCD12406838
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅Cl₂NO
- Molecular Weight 178.02
- Synonym(s) 2-amino-4,5-dichloro-phenol
- SMILES C1=C(C(=CC(=C1N)O)Cl)Cl
Description
2-Amino-4,5-dichlorophenol features a phenolic hydroxyl group flanked by two chlorine substituents and an amino functionality at the para position relative to the OH. This combination imparts enhanced electrophilicity and polarity, enabling efficient coupling in nucleophilic substitution reactions. The molecule exhibits bench-stable behavior under standard conditions and integrates readily into heterocyclic syntheses and agrochemical intermediates.
Application
2-Amino-4,5-dichlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted heterocycles via electrophilic substitution and coupling reactions. Its dual functionality—phenolic hydroxyl and primary amine—facilitates orthogonal derivatization, while the dichloro substitution pattern supports regioselective functionalization. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for scalable synthesis workflows.
Synthesis
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Route1
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In-stock
39224-65-2 - ~89%
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In-stock
28443-57-4
References
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Lok, Roger; Leone, Ronald E.; Williams, Antony J. Journal of Organic Chemistry, 1996 , vol. 61, # 10 p. 3289 - 3297
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Route2
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95-77-2 - ~%
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In-stock
28443-57-4
References
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Kozic, Jan; Novotna, Eva; Volkova, Marie; Stolarikova, Jirina; Trejtnar, Frantisek; Wsol, Vladimir; Vinsova, Jarmila European Journal of Medicinal Chemistry, 2012 , vol. 56, p. 108 - 119
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Route3
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116278-64-9
- ~10%
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In-stock
634-67-3 -
In-stock
28443-57-4
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116278-68-3
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116278-67-2
References
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Novak, Michael; Lagerman, Robert K. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4762 - 4769
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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 2.2812
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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