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Usage

Uses

Used in Chemical Reactions:
2,2'-Dimethyl-4,4'-bipyridine is used as a ligand in various chemical reactions for its ability to act as a bridge between central atoms, facilitating or stabilizing certain atomic arrangements.
Used in Pharmaceutical Industry:
2,2'-Dimethyl-4,4'-bipyridine is used as a chemical intermediate in the synthesis of pharmaceutical compounds, leveraging its properties as a ligand to aid in the formation of desired molecular structures.
Used in Material Science:
In the field of material science, 2,2'-dimethyl-4,4'-bipyridine is employed as a component in the development of new materials, where its ligand properties can influence the properties and performance of the resulting materials.
Used in Research and Development:
2,2'-Dimethyl-4,4'-bipyridine is utilized in research and development settings, particularly in the exploration of new chemical reactions and the synthesis of novel compounds, thanks to its versatile ligand characteristics.

Upstream product

• 109-06-8 α-picoline 
• 22282-65-1 4-iodo-2-methyl-pyridine 
• 553-26-4 4,4'-bipyridine 
• 64-19-7 acetic acid 
• 98-88-4 benzoyl chloride 
• 79534-90-0 2-methyl-4-(trimethylstannyl)pyridine 
• 22282-99-1 4-bromo-2-methylpyridine 
• 18437-58-6 3-methyl-4-pyridinamine 
• 2719-27-9 cyclohexanylcarbonyl chloride 

Downstream Products

• 114546-92-8 2,2'-bis(benzyloxyethyl)-4,4'-bipyridine 
• 81998-04-1 4-(hydroxymethyl)-4'-methyl-2,2'-bipyridine 

Relevant academic research and scientific papers

Photochromism of Benzylviologens Containing Methyl Groups on Pyridinium Rings and Embedded in Solid Poly(N-vinyl-2-pyrrolidone) Matrix

Benzylviologens with 2,2'- and 3,3'-dimethyl groups embedded in poly (N-vinyl-2-pyrrolidone) matrix indicate reversible photochromisms with absorption maxima at 605 and 775 nm under light, respectively, which are different from those (610, 570 nm) of conventional benzylviologens.

Synthesis of crown-ester-bipyridines and crown-ester-viologens

Six novel 4,4′-bipyridine-crown-esters, derived from [4,4′]bipyridinyl-3,3′-dicarboxylic acid, [4,4′]bipyridinyl-2, 2′-dicarboxylic acid and [4,4′]bipyridinyl-2,2′,6,6′- tetra-carboxylic acid were synthesized employing a procedure closely related to the 'cesium carbonate method'. The 4,4′-bipyridine-crown-esters differ in their substitution positions of the aromatic bipyridine-units, as well as in the geometric extensions of their crown-ester moieties. Addition of 1,3-propane sultone to the 4,4′-bipyridine-crown-esters resulted in five novel propanesultonated 4,4′-bipyridine-crown-ester viologens. Georg Thieme Verlag Stuttgart.

A Molecular Switch for Control of Conformation: Strained Intramolecular Co-ordination in 4,4'-Bipyridyl-capped Zinc Porphyrins

Intramolecular co-ordination between the nitrogens of the cap and the central metal ion in the title compounds forces the porphyrin and bipyridyl groups to be perpendicular: addition of an external ligand releases the bipyridyl ligand which then lies parallel to the porphyrin.

Synthesis of Bipyridyl-, Viologen-, and Quinone-bridged Porphyrins

Mesoporphyrin-II has been bridged by several 2,2'-hydroxymethyl-substituted 4,4'-bipyridine compounds.N-Methylation of the bipyridine bridge groups yielded viologen-bridged porphyrins which have unusual aggregation and fluorescence properties.An improved route to quinone-bridged porphyrins is also reported.

The Synthesis and Electrochemical Study of New Electrochromic Viologen-based Materials

A range of diquaternary salts of 4,4'-bipyridine and 3,8-phenanthroline were prepared and subsequently screened using electrochemical and spectroscopic techniques.It was determined that the stability of the radical film deposited on cathodic reduction of aqueous solutions of these salts may be strongly influenced by symmetry, steric, and electronic factors.From this basis, it was possible to design a viologen, 1,1'-bis-(2-methylbenzyl)-2-methyl-4,4'-bipyridinium dibromide (9), having electrochromic properties for electronic display applications superior to those already in existence.A radical film of mixed composition was found to be less susceptible to ageing effects than films generated from the individual dicationic salts.

Studies on Organometallic Compounds. III. Reaction of Trimethylstannylazines with Acyl Chlorides. A Novel C-C Bond Formation of Pyridine Nuclei

Introduction of an acyl group at the α-, β-, and γ-positions of pyridine nuclei was accomplished. 2-Trimethylstannyl-pyridine and -quinoline and 1-trimethylstannylisoquinoline directly reacted with various acyl chlorides to give the corresponding 2-pyridyl, 2-quinolyl, and 1-isoquinolyl ketones, respectively.Reaction of 3-trimethylstannylpyridine, -quinoline, and -isoquinoline with acyl chlorides proceeded smoothly under catalysis by PdCl2 or PdCl2(PPh3)2 to afford the corresponding ketones in good yields.Similary, 4-pyridyl, -quinolyl, and -isoquinolyl ketones were prepared from corresponding 4-trimethylstannyl derivatives and acyl chlorides.Keywords--trimethylstannylazine; palladium-catalyzed reaction; acylation; palladium dichloride; dichlorobis(triphenylphosphine)palladium(II)

Process for substituting and dequaternizing pyridylethyl quaternary salts of pyridine and bypyridine bases

A process for dequaternizing a 2-(2-pyridyl)ethyl or 2-(4-pyridyl)ethyl quaternary salt of a pyridine or bipyridine base comprising the step of heating or reacting the pyridylethyl quaternary salt with a caustic material such as sodium hydroxide. Also included is a process for preparing a second pyridine base (or a bipyridine base) in which a first pyridine base is initially selected and its 2-(2-pyridyl)ethyl or 2-(4-pyridyl)ethyl quaternary salt or its acid salt prepared. An electrophilic, nucleophilic or coupling reaction can then be performed on the quaternary salt to change the substituent or to form the bipyridyl coupling and the resultant salt dequaternized with a caustic material, such as sodium hydroxide, to produce a second pyridine or a bipyridine base.