638353-16-9

Basic information

• Product Name: 2,2-Bipyridine,6-methoxy-5-methyl-(9CI)
• Synonyms: 2,2-Bipyridine,6-methoxy-5-methyl-(9CI);6'-Methoxy-5-methyl-[2,2']bipyridinyl
• CAS NO: 638353-16-9
• Molecular Formula: C12H12N2O
• Molecular Weight: 200.24
• Product Categories: PYRIDINE;METHOXY
• Mol File: 638353-16-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-Bipyridine,6-methoxy-5-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Bipyridine,6-methoxy-5-methyl-(9CI)(638353-16-9)
• EPA Substance Registry System: 2,2-Bipyridine,6-methoxy-5-methyl-(9CI)(638353-16-9)

Safety Data

• Hazardous Substances Data: 638353-16-9(Hazardous Substances Data)

Usage

General Description

2,2-Bipyridine,6-methoxy-5-methyl-(9CI) is a chemical compound with the molecular formula C12H12N2O. It is a derivative of bipyridine, which is a heterocyclic organic compound. The 6-methoxy-5-methyl substitution on the bipyridine ring alters its chemical properties, making it useful in a variety of applications. 2,2-Bipyridine,6-methoxy-5-methyl-(9CI) may be used as a ligand in coordination chemistry, particularly in the formation of metal complexes. It has also been studied for its potential biological activity, including its role as an antioxidant and its ability to inhibit protein kinase activity. Additionally, 2,2-Bipyridine,6-methoxy-5-methyl-(9CI) has been investigated for its potential use in materials science, such as in the development of functionalized polymers or as a building block in organic synthesis. Overall, 2,2-Bipyridine,6-methoxy-5-methyl-(9CI) has diverse potential applications in the fields of chemistry, biology, and materials science.

Upstream product

• 3510-66-5 2-Bromo-5-methylpyridine 
• 17228-64-7 6-chloro-2-methoxypyridine 
• 1133971-47-7 6-methoxy-2-pyridineboronic acid N-phenyldiethanolamine ester 
• 40473-07-2 6-bromo-2-methoxypyridine 
• 1192224-63-7 5-methylpyridine-2-boronic acid N-phenyldiethanolamine ester 

Relevant articles and documents

Reductive couplings of 2-halopyridines without external ligand: Phosphine-free nickel-catalyzed synthesis of symmetrical and unsymmetrical 2,2'-bipyridines

An unexpectedly facile synthetic approach for symmetrical and unsymmetrical 2,2'-bipyridines through the Ni-catalyzed reductive couplings of 2-halopyridines was developed. The couplings were efficiently catalyzed by 5 mol % of NiCl2.6H2O without the use of external ligands. A variety of 2,2'-bipyridines including caerulomycin F have been efficiently synthesized.

Synthesis of 2,2-Bipyridines via Suzuki-Miyaura Cross-Coupling

For a long time, the Suzuki-Miyaura cross-coupling reaction could not be used for the synthesis of 2,2′-bipyridines due to the lack of sufficiently stable 2-pyridylboron compounds. Stabilized 2-pyridylboronic acid esters recently developed by Hodgson, however, were found to be ideally suited for this purpose. Two general protocols could be developed and demonstrated to be valuable alternatives, which can be used very efficiently for the synthesis of functionalized 2,2-bipyridines.

Synthesis of Differently Disubstituted 2,2′-Bipyridines by a Modified Negishi Cross-Coupling Reaction

A general practical approach to a number of differently disubstituted 2,2′-bipyridines from substituted 2-bromo- and 2-chloropyridines by application of modified Negishi cross-coupling conditions has been developed. These 2,2′-bipyridines carry versatile functional groups that can be elaborated further, as demonstrated for some examples. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.