2-Chloro-5-iodo-3-nitropyridine

Name: 2-Chloro-5-iodo-3-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 426463-05-0
Cat. No. CS-W020533
Purity≥95%
MDL No.None

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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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2-Chloro-5-iodo-3-nitropyridine|CS-W020533

Structure of 426463-05-0

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Description

2-Chloro-5-iodo-3-nitropyridine features a trifunctional pyridine core with orthogonal reactivity, enabling sequential cross-coupling in late-stage diversification. The electron-deficient ring facilitates palladium-catalyzed transformations, while the chloro and iodo groups offer complementary handling under standard conditions. This scaffold integrates readily into complex molecular architectures.

Application

2-Chloro-5-iodo-3-nitropyridine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The chloro group facilitates nucleophilic substitution under mild conditions, while the iodo moiety supports efficient Suzuki, Stille, or Negishi couplings. Its nitro group provides a handle for reduction to an amino functionality, enabling access to diverse pyridyl scaffolds. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step synthetic sequences.

General Information

CAS No. 426463-05-0
Cat. No. CS-W020533
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂ClIN₂O₂
Molecular Weight 284.44
Synonym(s) 2-chloro-5-iodo-3-nitro-Pyridine
SMILES O=[N+](C1=CC(I)=CN=C1Cl)[O-]

Computational Chemistry Data

TPSA 56.03
LogP 2.2478
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-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 Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-5-iodo-3-nitropyridine

CAS No. 426463-05-0

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