Lot numbers can be found on the outside label of a product:
2,2',6,6'-Tetramethyl-4,4'-bipyridine
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CAS No. 6662-72-2
- Cat. No. CS-0565024
- Purity≥98%
- MDL No.MFCD00160455
*For research and further manufacturing use only, not for direct human use.
Structure of 6662-72-2
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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
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.
Synthesis
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Route1
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In-stock
5093-70-9 - ~69%
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In-stock
6662-72-2
References
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Yoshizawa, Michito; Nakagawa, Junichi; Kumazawa, Kazuhisa; Nagao, Muneki; Kawano, Masaki; Ozeki, Tomoji; Fujita, Makoto Angewandte Chemie - International Edition, 2005 , vol. 44, # 12 p. 1810 - 1813
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Route2
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108-48-5 - ~41%
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In-stock
6662-72-2
References
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Soto, Ernesto; MacDonald, John C.; Cooper, Christopher G. F.; McGimpsey, W. Grant Journal of the American Chemical Society, 2003 , vol. 125, # 10 p. 2838 - 2839
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Route3
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98-88-4
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81128-26-9
- ~0%
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59576-38-4 -
In-stock
6662-72-2
References
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Yamamoto, Yutaka; Yanagi, Akihiko Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 6 p. 2003 - 2010
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 25.78
- LogP 3.37728
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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