2,6-Difluoro-3-iodopyridine

Name: 2,6-Difluoro-3-iodopyridine
Brand: ChemScene
Availability: InStock
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CAS No. 685517-67-3
Cat. No. CS-0036467
Purity≥96%
MDL No.MFCD09743595

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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 685517-67-3

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General Information

CAS No. 685517-67-3
Cat. No. CS-0036467
Purity ≥96%
MDL No. MFCD09743595
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂F₂IN
Molecular Weight 240.98
Synonym(s) 3-Iodo-2,6-difluoropyridine
SMILES C1=CC(=NC(=C1I)F)F

Description

2,6-Difluoro-3-iodopyridine offers a strategically fluorinated pyridine scaffold with enhanced electrophilicity at the 3-position due to iodine substitution. This combination enables efficient cross-coupling reactions under mild conditions, particularly in palladium-catalyzed transformations. The molecule's bench-stable nature and compatibility with diverse reaction environments streamline synthetic workflows in medicinal chemistry and materials science.

Application

2,6-Difluoro-3-iodopyridine serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted pyridines via palladium-catalyzed reactions. The ortho-fluoro substituents enhance reactivity in nucleophilic aromatic substitution, while the iodine moiety provides a reliable handle for Suzuki, Stille, and Negishi couplings. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1513-65-1
- ~96%
- In-stock
  
  685517-67-3
References
- Schlosser, Manfred; Rausis, Thierry European Journal of Organic Chemistry, 2004 , # 5 p. 1018 - 1024
Route2
- In-stock
  
  1513-65-1
- 4111-54-0
- ~%
- In-stock
  
  685517-67-3
References
- US5204477 A1, ;

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

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Computational Chemistry Data

TPSA 12.89
LogP 1.9644
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,6-Difluoro-3-iodopyridine

CAS No. 685517-67-3

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