[2,2'-Bipyridine]-6,6'-dicarbonitrile

Name: [2,2'-Bipyridine]-6,6'-dicarbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 4411-83-0
Cat. No. CS-W004557
Purity≥96%
MDL No.MFCD00797251

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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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[2,2'-Bipyridine]-6,6'-dicarbonitrile|CS-W004557

Structure of 4411-83-0

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Description

This bipyridine derivative features two nitrile groups at the 6,6′-positions, enhancing electron-withdrawing character and enabling strong coordination with transition metals. The rigid, planar structure supports efficient π-conjugation, making it ideal for constructing redox-active ligands in catalytic systems and molecular electronics applications.

Application

[2,2'-Bipyridine]-6,6'-dicarbonitrile serves as a versatile chelating ligand in transition metal catalysis, enabling efficient coordination to metals such as ruthenium and iron. Its dual nitrile groups enhance electronic modulation of the metal center, improving catalytic activity in cross-coupling and oxidation reactions. The compound exhibits good bench stability, facilitates easy purification, and functions effectively in both homogeneous and solid-phase synthetic workflows.

General Information

CAS No. 4411-83-0
Cat. No. CS-W004557
Purity ≥96%
MDL No. MFCD00797251
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₆N₄
Molecular Weight 206.21
Synonym(s) 2,2'-Bipyridine-6,6'-dicarbonitrile
SMILES N#CC=1N=C(C=CC1)C=2N=C(C#N)C=CC2

Computational Chemistry Data

TPSA 73.36
LogP 1.88696
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Safety Information

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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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Other Classifications

Catalysts and Ligands Ligands Pyridine Ligands Bipyridine Ligands

Material Science Material Building Blocks Ligands for Functional Metal Complexes Bipyridine Ligands, Terpyridine Ligands

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Catalysis Nitrogen-Donor Ligands Pyridine Ligands

Catalysis Nitrogen-Donor Ligands Bipyridine Ligands, Terpyridine Ligands

Key Words

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[2,2'-Bipyridine]-6,6'-dicarbonitrile

CAS No. 4411-83-0

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