Lot numbers can be found on the outside label of a product:
6,6'-Dichloro-2,2'-bipyridine
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CAS No. 53344-72-2
- Cat. No. CS-0096462
- Purity≥96%
- MDL No.MFCD11042483
*For research and further manufacturing use only, not for direct human use.
Structure of 53344-72-2
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General Information
- CAS No. 53344-72-2
- Cat. No. CS-0096462
- Purity ≥96%
- MDL No. MFCD11042483
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₆Cl₂N₂
- Molecular Weight 225.07
- Synonym(s) 2-chloro-6-(6-chloropyridin-2-yl)pyridine
- SMILES ClC1=CC=CC(C2=NC(Cl)=CC=C2)=N1
Description
6,6'-Dichloro-2,2'-bipyridine is a sterically hindered bipyridine ligand featuring two chlorine substituents at the 6 and 6' positions. This electron-deficient scaffold enhances metal coordination stability in transition metal complexes, particularly in catalytic systems requiring robust ligand frameworks. The dichloro substitution improves solubility in organic solvents and supports efficient complexation under standard conditions.
Application
6,6'-Dichloro-2,2'-bipyridine serves as a versatile ligand scaffold in transition metal catalysis, enabling robust coordination with palladium, ruthenium, and copper complexes. Its electron-deficient nature enhances catalyst stability and modulates reactivity in cross-coupling processes. The dichloro substitution provides improved bench stability and facilitates purification via standard chromatographic methods. Functions effectively in C–H activation, cyclization, and heterocycle synthesis applications.
Synthesis
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Route1
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109-09-1 - ~48%
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In-stock
53344-72-2
References
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CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.) Patent: US2010/298562 A1, 2010 ; Location in patent: Page/Page column 34 ;
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Route2
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In-stock
![[2,2'-Bipyridine]-6,6'(1H,1'H)-dione|CS-W006393](https://file.chemscene.com/productPIC/CS-W006393.gif)
103505-54-0 - ~90%
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In-stock
53344-72-2
References
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CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.) Patent: US2010/298562 A1, 2010 ; Location in patent: Page/Page column 34 ;
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Route3
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In-stock
2402-78-0 - ~46%
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1361327-25-4
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In-stock
53344-72-2
References
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Oliveira, Jadson L.; Silva, Maria J.; Florencio, Tupolevck; Urgin, Karne; Sengmany, Stephane; Leonel, Eric; Nedelec, Jean-Yves; Navarro, Marcelo Tetrahedron, 2012 , vol. 68, # 10 p. 2383 - 2390
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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 25.78
- LogP 3.4504
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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