2-Chloro-5-iodonicotinonitrile

Name: 2-Chloro-5-iodonicotinonitrile
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CAS No. 766515-34-8
Cat. No. CS-0186611
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chloro-5-iodonicotinonitrile|CS-0186611

Structure of 766515-34-8

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General Information

CAS No. 766515-34-8
Cat. No. CS-0186611
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂ClIN₂
Molecular Weight 264.45
Synonym(s) 2-Chloro-3-cyano-5-iodopyridine
SMILES C1=C(C#N)C(=NC=C1I)Cl

Description

2-Chloro-5-iodonicotinonitrile features a trifunctional pyridine core with complementary halogen handles, enabling seamless cross-coupling transformations. The electron-deficient ring facilitates palladium-catalyzed reactions, while the nitrile group provides a polar anchor for derivatization. This robust scaffold supports rapid access to bioactive heterocycles in medicinal chemistry and materials science workflows.

Application

2-Chloro-5-iodonicotinonitrile serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The chloro and iodo groups facilitate sequential functionalization, while the nitrile group enhances solubility and provides a handle for downstream transformations. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing complex pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  766515-33-7
- ~80%
- In-stock
  
  766515-34-8
References
- Lavecchia; Berteina-Raboin; Guillaumet Tetrahedron Letters, 2004 , vol. 45, # 35 p. 6633 - 6636
Route2
- In-stock
  
  20577-27-9
- ~%
- In-stock
  
  766515-34-8
References
- Tetrahedron Letters, , vol. 45, # 35 p. 6633 - 6636
Route3
- 6602-54-6
- ~%
- In-stock
  
  766515-34-8
References
- Tetrahedron Letters, , vol. 45, # 35 p. 6633 - 6636

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 2.21128
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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2-Chloro-5-iodonicotinonitrile

CAS No. 766515-34-8

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