2,5-Dichloro-4-iodopyridine

Name: 2,5-Dichloro-4-iodopyridine
Brand: ChemScene
Availability: InStock
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CAS No. 796851-03-1
Cat. No. CS-W021519
Purity≥97%
MDL No.MFCD13185538

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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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Structure of 796851-03-1

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General Information

CAS No. 796851-03-1
Cat. No. CS-W021519
Purity ≥97%
MDL No. MFCD13185538
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂Cl₂IN
Molecular Weight 273.89
Synonym(s) None
SMILES IC1=CC(Cl)=NC=C1Cl

Description

2,5-Dichloro-4-iodopyridine is a halogenated pyridine derivative featuring complementary reactivity at the 4-iodo and 2,5-dichloro positions. This trifunctional scaffold enables selective cross-coupling and sequential functionalization in synthetic workflows. The electron-deficient ring facilitates nucleophilic substitution under mild conditions, while the iodide serves as a high-efficiency coupling handle. Bench-stable and moisture-tolerant, it integrates seamlessly into complex molecule assembly for medicinal chemistry and materials science applications.

Application

2,5-Dichloro-4-iodopyridine serves as a versatile building block for C–H functionalization and cross-coupling reactions in medicinal chemistry. The iodine moiety enables palladium-catalyzed coupling with diverse nucleophiles, while the dichloro substituents provide orthogonal reactivity and enhanced stability under standard synthetic conditions. Its bench-stable solid form facilitates handling and purification, making it well-suited for modular heterocycle synthesis and API intermediate development.

Synthesis

Route1
- In-stock
  
  16110-09-1
- ~58%
- In-stock
  
  796851-03-1
References
- Awad, Hacan; Mongin, Florence; Trecourt, Francois; Queguiner, Guy; Marsais, Francis Tetrahedron Letters, 2004 , vol. 45, # 42 p. 7873 - 7877
Route2
- In-stock
  
  16110-09-1
- ~33%
- In-stock
  
  942206-23-7
- 1353056-41-3
- 1353056-42-4
- In-stock
  
  796851-03-1
References
- Chemistry - A European Journal, , vol. 17, # 47 p. 13284 - 13297

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.993
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,5-Dichloro-4-iodopyridine

CAS No. 796851-03-1

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