5-Chloro-3-nitropicolinonitrile

Name: 5-Chloro-3-nitropicolinonitrile
Brand: ChemScene
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CAS No. 181123-11-5
Cat. No. CS-W018920
Purity≥98%
MDL No.MFCD06657552

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Chloro-3-nitropicolinonitrile|CS-W018920

Structure of 181123-11-5

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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.

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

Computational Chemistry Data

TPSA 79.82
LogP 1.51488
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2923
Class : 8(6.1)	Packing Group : Ⅲ
Hazard Statements : H301-H312+H332-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Chloro-3-nitropicolinonitrile

CAS No. 181123-11-5

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