Lot numbers can be found on the outside label of a product:
6-Chloro-2,2'-bipyridine
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CAS No. 13040-77-2
- Cat. No. CS-W004549
- Purity≥96%
- MDL No.MFCD00216561
*For research and further manufacturing use only, not for direct human use.
Structure of 13040-77-2
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General Information
- CAS No. 13040-77-2
- Cat. No. CS-W004549
- Purity ≥96%
- MDL No. MFCD00216561
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₇ClN₂
- Molecular Weight 190.63
- Synonym(s) 2-chloro-6-pyridin-2-ylpyridine
- SMILES ClC1=CC=CC(C2=NC=CC=C2)=N1
Description
6-Chloro-2,2'-bipyridine is a bench-stable, moisture-tolerant ligand featuring a chlorine substituent at the 6-position of one pyridine ring. This electron-deficient bipyridine derivative facilitates coordination to transition metals, enabling efficient assembly of catalytic complexes for cross-coupling and oxidation reactions.
Application
6-Chloro-2,2'-bipyridine serves as a versatile ligand scaffold in transition metal catalysis, particularly in palladium- and nickel-catalyzed cross-coupling reactions. The chloro substituent enables further functionalization via Pd-catalyzed C–Cl activation, while the bipyridine core provides strong chelation to late-transition metals. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing functionalized heterocyclic architectures in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
2402-78-0 -
17997-47-6 - ~98%
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In-stock
13040-77-2
References
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Shinonogi and Co., Ltd Patent: US2011/28468 A1, 2011 ; Location in patent: Page/Page column 22 ;
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Route2
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![[2,2'-Bipyridin]-6(1H)-one|CS-0621402](https://file.chemscene.com/productPIC/CS-0621402.gif)
101001-90-5 - ~75%
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In-stock
13040-77-2
References
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Pornsuriyasak, Papapida; Rath, Nigam P.; Demchenko, Alexei V. Chemical Communications, 2008 , # 43 p. 5633 - 5635
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Route3
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101001-90-5
- ~%
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101001-78-9
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In-stock
13040-77-2
References
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American Cyanamid Company Patent: US4550166 A1, 1985 ;
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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 2.797
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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