Lot numbers can be found on the outside label of a product:
[2,2'-Bipyridine]-3,3'-dicarboxylic acid
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CAS No. 4433-01-6
- Cat. No. CS-W004579
- Purity≥97%
- MDL No.MFCD00226068
*For research and further manufacturing use only, not for direct human use.
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Structure of 4433-01-6
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General Information
- CAS No. 4433-01-6
- Cat. No. CS-W004579
- Purity ≥97%
- MDL No. MFCD00226068
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₈N₂O₄
- Molecular Weight 244.21
- Synonym(s) Acide 2,2'-bipyridine-3,3'-dicarboxylique
- SMILES O=C(O)C1=CC=CN=C1C=2N=CC=CC2C(=O)O
Description
This bipyridine derivative features two carboxylic acid groups at the 3 and 3' positions, enabling strong metal chelation and coordination in transition metal complexes. The electron-deficient pyridine rings facilitate redox activity and enhance binding affinity for lanthanides and actinides. Designed for stability under standard conditions, it integrates readily into supramolecular architectures and functional materials.
Application
[2,2'-Bipyridine]-3,3'-dicarboxylic acid serves as a versatile chelating ligand in transition metal catalysis, enabling stable coordination to metals such as ruthenium and iron. Its dual carboxylic acid groups enhance solubility and facilitate purification, while the bipyridine core provides robust π-acceptor character. Functions effectively in homogeneous catalytic systems and as a building block for coordination polymers and photoactive materials.
Synthesis
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Route1
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In-stock
2942-59-8 - ~48%
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In-stock
4433-01-6
References
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Axiva GmbH Patent: US6500956 B1, 2002 ;
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Route2
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In-stock
66-71-7 - ~82%
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In-stock
4433-01-6
References
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Yu, Xiaoguang; Jin, Xueliang; Tang, Guipeng; Zhou, Jun; Zhang, Wei; Peng, Dahai; Hu, Jiaomei; Zhong, Chaofan European Journal of Organic Chemistry, 2013 , # 26 p. 5893 - 5901
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Route3
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In-stock
27318-90-7 - ~42%
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In-stock
4433-01-6
References
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Baxter, Paul N. W.; Connor, Joseph A.; Wallis, John D.; Povey, David C.; Powell, Anne K. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 13 p. 1601 - 1606
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 100.38
- LogP 1.54
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 3
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Other Classifications
- Material Science Material Building Blocks Ligands for Functional Metal Complexes Bipyridine Ligands, Terpyridine Ligands
- Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules
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Key Words
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