[2,2'-Bipyridine]-4,4'-dicarbonitrile

Name: [2,2'-Bipyridine]-4,4'-dicarbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 67491-43-4
Cat. No. CS-0091246
Purity≥95%
MDL No.MFCD06637688

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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]-4,4'-dicarbonitrile|CS-0091246

Structure of 67491-43-4

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Description

This bipyridine derivative features two nitrile groups at the 4 and 4′ positions, enhancing electron deficiency and enabling strong coordination with transition metals. The rigid planar structure supports efficient π-conjugation, making it ideal for constructing redox-active ligands in catalysis and molecular electronics.

Application

[2,2'-Bipyridine]-4,4'-dicarbonitrile serves as a versatile ligand in transition metal catalysis, enabling efficient coordination with late-stage metals such as palladium and ruthenium. Its dual nitrile groups enhance electronic modulation of the bipyridine core, improving catalyst stability and selectivity in cross-coupling and C–H functionalization reactions. The compound exhibits excellent bench stability and ease of purification, making it well-suited for reproducible, high-throughput synthetic workflows in medicinal chemistry and materials science.

General Information

CAS No. 67491-43-4
Cat. No. CS-0091246
Purity ≥95%
MDL No. MFCD06637688
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₆N₄
Molecular Weight 206.20
Synonym(s) 4,4'-Dicyano-2,2'-bipyridine
SMILES N#CC1=CC(C2=NC=CC(C#N)=C2)=NC=C1

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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Key Words

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[2,2'-Bipyridine]-4,4'-dicarbonitrile

CAS No. 67491-43-4

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