Lot numbers can be found on the outside label of a product:
5-Chloro-3-nitropicolinonitrile
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CAS No. 181123-11-5
- Cat. No. CS-W018920
- Purity≥98%
- MDL No.MFCD06657552
*For research and further manufacturing use only, not for direct human use.
Structure of 181123-11-5
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General Information
- CAS No. 181123-11-5
- Cat. No. CS-W018920
- Purity ≥98%
- MDL No. MFCD06657552
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₂ClN₃O₂
- Molecular Weight 183.55
- Synonym(s) 5-Chloro-2-Cyano-3-Nitropyridine
- SMILES N#CC1=NC=C(Cl)C=C1[N+]([O-])=O
Description
5-Chloro-3-nitropicolinonitrile features a trifunctional pyridine core with electron-withdrawing chlorine, nitro, and cyano groups positioned for strategic conjugation. This combination imparts high electrophilicity and stability under standard conditions, enabling direct incorporation into complex heterocyclic architectures via cross-coupling or nucleophilic substitution reactions.
Application
5-Chloro-3-nitropicolinonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via nucleophilic substitution and tandem cyclization reactions. Its orthogonal functionality—chloride, nitro, and nitrile groups—supports sequential transformations under mild conditions, facilitating the construction of complex nitrogen-containing architectures. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable medicinal chemistry campaigns and process development.
Synthesis
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Route1
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In-stock
75806-86-9 -
544-92-3 - ~80%
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In-stock
181123-11-5
References
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Zhou, Zhang-Lin; Navratil, James M.; Cai, Sui Xiong; Whittemore, Edward R.; Espitia, Stephen A.; Hawkinson, Jon E.; Tran, Minhtam; Woodward, Richard M.; Weber, Eckard; Keana, John F.W. Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 8 p. 2061 - 2071
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Route2
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In-stock
21427-62-3 -
544-92-3
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In-stock
181123-11-5
References
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WO2005/97805 A1, ; Page/Page column 57-58 ;
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Route3
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In-stock
75806-86-9
- ~%
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In-stock
181123-11-5
References
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US5801183 A1, ; US 5801183 A
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS06
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Signal Word : Danger
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UN#: 2923
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Class : 8(6.1)
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Packing Group : Ⅲ
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Hazard Statements : H301-H312+H332-H315-H318-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 79.82
- LogP 1.51488
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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