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

Name: 2,2',6,6'-Tetramethyl-4,4'-bipyridine
Brand: ChemScene
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CAS No. 6662-72-2
Cat. No. CS-0565024
Purity≥98%
MDL No.MFCD00160455

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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',6,6'-Tetramethyl-4,4'-bipyridine|CS-0565024

Structure of 6662-72-2

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Description

2,2',6,6'-Tetramethyl-4,4'-bipyridine is a sterically hindered bipyridyl scaffold featuring methyl groups at the 2 and 6 positions of each pyridine ring. This substitution pattern enhances solubility in organic solvents while stabilizing the radical cation intermediate formed during redox processes. The molecule serves as a robust ligand in coordination chemistry and an effective electron-transfer mediator in electrochemical systems.

Application

2,2',6,6'-Tetramethyl-4,4'-bipyridine serves as a robust chelating ligand in transition metal catalysis, particularly in copper- and ruthenium-mediated cross-coupling reactions. Its sterically hindered pyridine rings enhance stability and solubility in organic media, while the bidentate nitrogen coordination facilitates efficient complex formation. The compound exhibits excellent bench stability and simplifies purification due to its low volatility and high crystallinity, making it well-suited for scalable synthetic applications.

General Information

CAS No. 6662-72-2
Cat. No. CS-0565024
Purity ≥98%
MDL No. MFCD00160455
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆N₂
Molecular Weight 212.30
Synonym(s) 4,4-Bi-2,6-lutidine
SMILES N=1C(=CC(=CC1C)C=2C=C(N=C(C2)C)C)C

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-P330-P362+P364-P405-P501

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

CAS No. 6662-72-2

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