2-Cyano-5-iodopyridine

Name: 2-Cyano-5-iodopyridine
Brand: ChemScene
Availability: InStock
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CAS No. 41960-47-8
Cat. No. CS-0041856
Purity≥96%
MDL No.MFCD10699132

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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 41960-47-8

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General Information

CAS No. 41960-47-8
Cat. No. CS-0041856
Purity ≥96%
MDL No. MFCD10699132
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃IN₂
Molecular Weight 230.01
Synonym(s) 5-Iodo-2-cyanopyridine
SMILES IC1=CN=C(C=C1)C#N

Description

2-Cyano-5-iodopyridine is a halogenated pyridine derivative featuring a cyano group at the 2-position and an iodine atom at the 5-position. This configuration enables direct functionalization in cross-coupling reactions, offering high reactivity and stability under standard conditions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, making it a valuable scaffold for synthesizing complex nitrogen-containing architectures in medicinal chemistry and materials science.

Application

2-Cyano-5-iodopyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its iodide functionality. The nitrile group provides additional reactivity for downstream transformations, such as hydrolysis or nucleophilic addition, while maintaining stability under standard reaction conditions. Its defined regiochemistry facilitates predictable functionalization in the construction of heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  55338-73-3
- ~%
- In-stock
  
  32046-43-8
- In-stock
  
  41960-47-8
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2009/70485 A1, 2009 ; Location in patent: Page/Page column 112-113 ; WO 2009/070485 A1
Route2
- In-stock
  
  97483-77-7
- ~99%
- In-stock
  
  41960-47-8
References
- Nara, Susheel J.; Jha, Mukund; Brinkhorst, Johan; Zemanek, Tony J.; Pratt, Derek A. Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9326 - 9333

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 36.68
LogP 1.55788
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Cyano-5-iodopyridine

CAS No. 41960-47-8

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