4,4',6,6'-Tetramethyl-2,2'-bipyridine

Name: 4,4',6,6'-Tetramethyl-2,2'-bipyridine
Brand: ChemScene
Availability: InStock
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CAS No. 4444-27-3
Cat. No. CS-0203107
Purity≥98%
MDL No.None

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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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4,4',6,6'-Tetramethyl-2,2'-bipyridine|CS-0203107

Structure of 4444-27-3

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Description

4,4',6,6'-Tetramethyl-2,2'-bipyridine is a sterically hindered bipyridine ligand featuring methyl groups at the 4,4',6,6' positions. This substitution pattern enhances solubility in organic solvents and improves stability under ambient conditions. The molecule serves as an effective chelating agent for transition metals, particularly in catalytic systems requiring controlled coordination geometry. Its electron-rich character facilitates metal-ligand interactions while resisting oxidation.

Application

4,4',6,6'-Tetramethyl-2,2'-bipyridine serves as a robust chelating ligand in transition metal catalysis, particularly in palladium- and copper-mediated cross-coupling reactions. Its methyl substituents enhance solubility and steric protection, improving catalyst stability and selectivity. The ligand facilitates efficient C–C and C–heteroatom bond formations under mild conditions, offering reliable performance in synthetic workflows requiring functional group tolerance and ease of purification.

General Information

CAS No. 4444-27-3
Cat. No. CS-0203107
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆N₂
Molecular Weight 212.29
Synonym(s) 2-(4,6-dimethylpyridin-2-yl)-4,6-dimethylpyridine
SMILES CC1=NC(C2=CC(C)=CC(C)=N2)=CC(C)=C1

Computational Chemistry Data

TPSA 25.78
LogP 3.37728
H_Acceptors 2
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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4,4',6,6'-Tetramethyl-2,2'-bipyridine

CAS No. 4444-27-3

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