4444-27-3

Basic information

• Product Name: 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE
• Synonyms: 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE;2-(4,6-dimethylpyridin-2-yl)-4,6-dimethylpyridine
• CAS NO: 4444-27-3
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.29
• Mol File: 4444-27-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 142.5-143.0 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 307.4±37.0 °C(Predicted)
• Appearance: /
• Density: 1.029±0.06 g/cm3(Predicted)
• PKA: 5.90±0.42(Predicted)
• CAS DataBase Reference: 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE(4444-27-3)
• EPA Substance Registry System: 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE(4444-27-3)

Safety Data

• Hazardous Substances Data: 4444-27-3(Hazardous Substances Data)

Usage

General Description

4,4',6,6'-Tetramethyl-2,2'-bipyridine is a chemical compound with the molecular formula C20H20N2. It is a bipyridine derivative that is widely used as a ligand in coordination chemistry and catalysis. 4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE is known for its ability to form stable complexes with transition metals, making it a popular choice for various applications in synthetic chemistry and material science. In particular, 4,4',6,6'-Tetramethyl-2,2'-bipyridine is used in the development of catalysts for important organic reactions, such as hydrogenation and cross-coupling reactions. Additionally, it has been studied for its potential use in the field of photovoltaics due to its electronic properties and ability to facilitate charge transfer processes.

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 4926-26-5 2-bromo-4,6-dimethyl pyridine 

Downstream Products

• 426218-69-1 4,4'-bis[(p-dibutylamino)styryl]-α,α'-dimethyl-[2,2']-bipyridine 
• 793689-17-5 4,4'-bis(p-(N-methyl-N-octylamino)styryl)-6,6'-dimethyl-2,2'-bipyridine 
• 130645-18-0 4,4'-Bis(2-phenylethyl)-6,6'-dimethyl-2,2'-bipyridine 
• 84130-48-3 Cu(P(C₆H₅)3)2(C₅H₂N(CH₃)2C₅H₂N(CH₃)2)⁽¹⁺⁾*BF₄^(1-)=[Cu(P(C₆H₅)3)2(C₅H₂N(CH₃)2C₅H₂N(CH₃)2)]BF₄ 
• 1254575-03-5 [Cu(I)(bis[2-(diphenylphosphino)phenyl]ether)(4,4′,6,6′-tetramethyl-2,2′-bipyridyl)][BF₄] 
• 1569084-19-0 Cu(1,13-diphenyl-6,8-diisoindolemethene-H)(4,4′-6,6′-dimethyl-2,2′-bipyridine) 
• 1569084-23-6 Cu(1,13-diphenyl-3,11-di(trifluoromethyl)-6,8-diisoindolemethene-H)(4,4′-6,6′-dimethyl-2,2′-bipyridine) 
• 366-18-7 [2,2]bipyridinyl 
• 6813-38-3 2,2'-Bipyridine-4,4'-dicarboxylic acid 
• 1358811-15-0 [(2,2'-HN(4,6-Me₂)C₅H₂C₅H₂(4,6-Me₂)N][HB(C₆F₅)3] 
• 1127385-14-1 4,4’,6,6’-tetracarboxy-2,2’-bipyridine 

Relevant articles and documents

Reactions of tris(2-pyridyl)phosphine oxides with electrophiles: Formation of 5-substituted 2, 2′-bipyridyls

The reaction of tris (2-pyridyl)phosphine oxides with benzeneselenenyl chloride in methanol gave the corresponding 5-phenylseleno-2, 2′-bipyridyls together with a small amount of 2, 2′-bipyridyls. Similarly, the reaction with arenesulfenyl chlorides in aqueous acetonitrile afforded two kinds of coupling products, 5-phenylthio-2, 2′-bipyridyls and 2, 2′-bipyridyls. While in the reaction with arenesulfinyl chlorides in aqueous acetonitrile, four corresponding bipyridyl derivatives, 2, 2′-bipyridyls, 5-aryhhio-2, 2′-bipyridyls, 5-arylsulfinyl-2, 2′-bipyridyls, and 5-arylsulfonyl-2, 2′-bipyridyls, were formed.

New 2,2'-Bipyridine Derivatives and Their Luminescence Properties with Europium(III) and Terbium(III) Ions

Twenty differently substituted 2,2',2",2"'-III and TbIII ions.The relative luminescence yields, excitation maxima, and emission decay constants were determined for the corresponding EuIII and TbIII chelates.The substituents at the bipyridine moiety had a significant effect on the luminescence properties: the best relative luminescence yields R were obtained for ligands with electron-donating substituents (e.g.Me, Ph), electron-withdrawing substituents (e.g.NO2, COOH) had a reverse effect.However, no clear correlation between the relative luminescence yields and the substituent parameters was found.