Lot numbers can be found on the outside label of a product:
[2,2'-Bipyridine]-6,6'-dicarbonitrile
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CAS No. 4411-83-0
- Cat. No. CS-W004557
- Purity≥96%
- MDL No.MFCD00797251
*For research and further manufacturing use only, not for direct human use.
![[2,2'-Bipyridine]-6,6'-dicarbonitrile|CS-W004557](https://file.chemscene.com/productPIC/CS-W004557.gif)
Structure of 4411-83-0
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General Information
- CAS No. 4411-83-0
- Cat. No. CS-W004557
- Purity ≥96%
- MDL No. MFCD00797251
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₆N₄
- Molecular Weight 206.21
- Synonym(s) 2,2'-Bipyridine-6,6'-dicarbonitrile
- SMILES N#CC=1N=C(C=CC1)C=2N=C(C#N)C=CC2
Description
This bipyridine derivative features two nitrile groups at the 6,6′-positions, enhancing electron-withdrawing character and enabling strong coordination with transition metals. The rigid, planar structure supports efficient π-conjugation, making it ideal for constructing redox-active ligands in catalytic systems and molecular electronics applications.
Application
[2,2'-Bipyridine]-6,6'-dicarbonitrile serves as a versatile chelating ligand in transition metal catalysis, enabling efficient coordination to metals such as ruthenium and iron. Its dual nitrile groups enhance electronic modulation of the metal center, improving catalytic activity in cross-coupling and oxidation reactions. The compound exhibits good bench stability, facilitates easy purification, and functions effectively in both homogeneous and solid-phase synthetic workflows.
Synthesis
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Route1
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In-stock
122918-25-6 - ~80%
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In-stock
4411-83-0
References
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Liao, Lian-Yan; Kong, Xing-Rui; Duan, Xin-Fang Journal of Organic Chemistry, 2014 , vol. 79, # 2 p. 777 - 782
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Route2
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In-stock
![[2,2'-Bipyridine] 1,1'-dioxide|CS-0128775](https://file.chemscene.com/productPIC/CS-0128775.gif)
7275-43-6 -
7677-24-9 - ~76%
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In-stock
4411-83-0
References
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Andreiadis, Eugen S.; Demadrille, Renaud; Imbert, Daniel; Pecaut, Jacques; Mazzanti, Marinella Chemistry - A European Journal, 2009 , vol. 15, # 37 p. 9458 - 9476
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Route3
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In-stock
7275-43-6
- ~%
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In-stock
4411-83-0
References
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Ciba-Geigy Corporation Patent: US4968804 A1, 1990 ;
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 73.36
- LogP 1.88696
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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