1802-28-4

Basic information

• Product Name: 2,2'-BIPYRIDINE-5-CARBONITRILE
• Synonyms: 2,2'-BIPYRIDINE-5-CARBONITRILE;6-pyridin-2-ylpyridine-3-carbonitrile
• CAS NO: 1802-28-4
• Molecular Formula: C11H7N3
• Molecular Weight: 181.19
• Mol File: 1802-28-4.mol

Chemical Properties

• Melting Point: 143-144 °C
• Boiling Point: 351.4±32.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• PKA: 3.26±0.22(Predicted)
• CAS DataBase Reference: 2,2'-BIPYRIDINE-5-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPYRIDINE-5-CARBONITRILE(1802-28-4)
• EPA Substance Registry System: 2,2'-BIPYRIDINE-5-CARBONITRILE(1802-28-4)

Safety Data

• Hazardous Substances Data: 1802-28-4(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
2,2'-Bipyridine-5-carbonitrile is used as a ligand for the formation of metal complexes, which are essential in various applications such as catalysis and materials science. Its strong coordination abilities make it a valuable component in creating stable and functional metal complexes.
Used in Catalysis:
In the field of catalysis, 2,2'-Bipyridine-5-carbonitrile is utilized as a component of metal complexes that can act as catalysts, facilitating chemical reactions with enhanced efficiency and selectivity.
Used in Materials Science:
2,2'-Bipyridine-5-carbonitrile contributes to the development of novel materials through its role in metal complex formation, which can be used in the creation of materials with unique properties for various applications.
Used in Organic Synthesis:
2,2'-BIPYRIDINE-5-CARBONITRILE is also used in organic synthesis, where it can be a building block or a reagent in the synthesis of more complex organic molecules.
Used in Pharmaceutical Research:
2,2'-Bipyridine-5-carbonitrile has potential applications in pharmaceutical research, where it may be used in the design and synthesis of new pharmaceutical compounds or as a tool in biological assays and screenings.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 33252-28-7 6-chloronicotinonitrile 
• 15862-19-8 5-bromo-2,2'-bipyridyl 
• 143-33-9 sodium cyanide 
• 13737-04-7 2-(trimethylsilyl)pyridine 
• 139585-70-9 2-bromo-5-cyanopyridine 

Relevant articles and documents

Iridium/Bipyridine-Catalyzed ortho-Selective C-H Borylation of Phenol and Aniline Derivatives

An iridium-catalyzed ortho-selective C-H borylation of phenol and aniline derivatives has been successfully developed. Iridium/bipyridine-catalyzed C-H borylation generally occurred at the meta- and para-positions of aromatic substrates. Introduction of an electron-withdrawing substituent on the bipyridine-type ligand and a methylthiomethyl group on the hydroxy and amino groups of the phenol and aniline substrates, however, dramatically altered the regioselectivity, affording exclusively ortho-borylated products. The reaction proceeded in good to excellent yields with good functional group tolerance. C-H borylation was applied to the synthesis of a calcium receptor modulator.

Palladium(0)-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides

A general method for the Hiyama coupling reaction between aryl halides and 2-trimethylsilylpyridine has been developed. These conditions have been successfully applied to the synthesis of bis-heteroaryl systems, a key disconnection for the pharmaceutical industry in the synthesis of drug-like molecules.

The synthesis of poly-nitrile aromatic and oligopyridine ligands via palladium-catalyzed cyanation of aryl halides

Modification of Seller's palladium-catalyzed cyanation procedure for simple aromatic halides leads to a versatile and rapid route to complex multi-nitrile aryl and oligopyridyl ligands that improves on known literature methods. By heating the reagents in the high boiling solvent mesitylene to reflux temperatures at ambient pressure, we have observed the conversion of halogenated precursors to the corresponding nitrile compounds. The resulting compounds can be precipitated from CH2Cl2 solutions of the reaction mixtures and isolated as pure compounds in moderate to high yields. The current approach offers a safer alternative to the pressure tube method, as it does not involve the use of KCN at high pressures. Georg Thieme Verlag Stuttgart.

Synthesis of 5-substituted 2,2′-bipyridines from substituted 2-chloropyridines by a modified Negishi cross-coupling reaction

A new and practical approach to a number of differently 5-substituted 2,2′-bipyridines starting from substituted 2-chloropyridines has been found through the application of modified Negishi cross-coupling conditions. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.