Lot numbers can be found on the outside label of a product:
2,5,6-Trichloronicotinic acid
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CAS No. 54718-39-7
- Cat. No. CS-W019671
- Purity≥98%
- MDL No.MFCD02070018
*For research and further manufacturing use only, not for direct human use.
Structure of 54718-39-7
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General Information
- CAS No. 54718-39-7
- Cat. No. CS-W019671
- Purity ≥98%
- MDL No. MFCD02070018
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₂Cl₃NO₂
- Molecular Weight 226.44
- Synonym(s) Trichloronicotinic acid
- SMILES O=C(C1=CC(Cl)=C(Cl)N=C1Cl)O
Description
2,5,6-Trichloronicotinic acid is a highly electron-deficient heterocyclic carboxylic acid featuring three chlorine substituents at the 2, 5, and 6 positions of the nicotinic ring. This arrangement enhances its reactivity in cross-coupling processes and facilitates incorporation into bioactive scaffolds requiring strong electron-withdrawing functionality. The compound exhibits robust stability under standard bench conditions and integrates efficiently into synthetic sequences demanding halogenated building blocks.
Application
2,5,6-Trichloronicotinic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering a highly functionalized pyridine core with orthogonal reactivity. Its three chlorine substituents enable selective nucleophilic substitution or transition-metal-catalyzed coupling reactions, facilitating rapid diversification of heterocyclic scaffolds. The carboxylic acid group provides a handle for amide formation, esterification, or salt generation, enhancing solubility and processability. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows requiring halogenated nitrogen heterocycles.
Synthesis
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Route1
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In-stock
29553-51-3 - ~51%
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In-stock
54718-39-7
References
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Laeckmann, Didier; Rogister, Francoise; Dejardin, Jean-Victor; Prosperi-Meys, Christelle; Geczy, Joseph; Delarge, Jacques; Masereel, Bernard Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 1793 - 1804
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Route2
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58584-80-8 - ~%
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In-stock
54718-39-7
References
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US5968875 A1, ;
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Route3
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52465-59-5 - ~%
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In-stock
54718-39-7
References
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Bioorganic and Medicinal Chemistry, , vol. 10, # 6 p. 1793 - 1804
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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 50.19
- LogP 2.74
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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