5,5'-Divinyl-2,2'-bipyridine

Name: 5,5'-Divinyl-2,2'-bipyridine
Brand: ChemScene
Availability: InStock
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CAS No. 932396-96-8
Cat. No. CS-0110659
Purity≥95%
MDL No.MFCD16876215

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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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General Information

CAS No. 932396-96-8
Cat. No. CS-0110659
Purity ≥95%
MDL No. MFCD16876215
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₂N₂
Molecular Weight 208.26
Synonym(s) 5-ethenyl-2-(5-ethenylpyridin-2-yl)pyridine
SMILES C=CC1=CN=C(C=C1)C2=NC=C(C=C2)C=C

Description

5,5'-Divinyl-2,2'-bipyridine features two vinyl groups positioned at the 5- and 5'-positions of the bipyridine core, enabling facile conjugation in cross-coupling reactions. This electron-deficient ligand integrates readily into coordination architectures, offering enhanced π-conjugation and tunable redox properties for use in catalysis and materials assembly.

Application

5,5'-Divinyl-2,2'-bipyridine serves as a versatile bis-chelating ligand scaffold for transition metal catalysis, enabling the construction of robust coordination complexes in homogeneous catalysis. The vinyl groups facilitate post-functionalization via cross-coupling or radical addition, enhancing ligand tunability. Its bench-stable nature and compatibility with palladium- and nickel-catalyzed reactions make it valuable for catalyst design and materials synthesis.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 25.78
LogP 3.4296
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Key Words

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5,5'-Divinyl-2,2'-bipyridine

CAS No. 932396-96-8

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