5-Ethynyl-2,2'-bipyridine

Name: 5-Ethynyl-2,2'-bipyridine
Brand: ChemScene
Availability: InStock
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CAS No. 162318-34-5
Cat. No. CS-0091677
Purity≥98%
MDL No.MFCD27923087

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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*For research and further manufacturing use only, not for direct human use.

Structure of 162318-34-5

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Description

5-Ethynyl-2,2'-bipyridine delivers a reactive alkyne handle tethered to a rigid bipyridine scaffold, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and materials assembly. The electron-deficient pyridine rings enhance metal coordination affinity, facilitating integration into luminescent complexes and catalytic systems. This bench-stable, moisture-tolerant reagent streamlines the construction of functionalized ligands and surface-immobilized architectures under standard conditions.

Application

5-Ethynyl-2,2'-bipyridine serves as a versatile building block in transition metal-catalyzed coupling reactions, enabling efficient access to conjugated π-systems and functionalized heterocycles. Its terminal alkyne group facilitates reliable Sonogashira and Glaser-type couplings, while the bipyridine scaffold provides strong chelation for palladium and copper catalysts. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it ideal for modular synthesis of ligands, materials, and bioactive scaffolds.

General Information

CAS No. 162318-34-5
Cat. No. CS-0091677
Purity ≥98%
MDL No. MFCD27923087
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₈N₂
Molecular Weight 180.21
Synonym(s) None
SMILES C#CC(C=C1)=CN=C1C2=NC=CC=C2

Computational Chemistry Data

TPSA 25.78
LogP 2.1249
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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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5-Ethynyl-2,2'-bipyridine

CAS No. 162318-34-5

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