74173-48-1

Basic information

• Product Name: 4-Vinyl-4'-methyl-2,2'-bipyridine
• Synonyms: 4-Ethenyl-4'-methyl-2,2'-bipyridine;4-Vinyl-4'-methyl-2,2'-bipyridine;4-Methyl-4'-vinyl-2,2'-bipyridine
• CAS NO: 74173-48-1
• Molecular Formula: C13H12N2
• Molecular Weight: 196.24778
• Mol File: 74173-48-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 347.3±30.0 °C(Predicted)
• Appearance: /
• Density: 1.070±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.68±0.30(Predicted)
• CAS DataBase Reference: 4-Vinyl-4'-methyl-2,2'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Vinyl-4'-methyl-2,2'-bipyridine(74173-48-1)
• EPA Substance Registry System: 4-Vinyl-4'-methyl-2,2'-bipyridine(74173-48-1)

Safety Data

• Hazardous Substances Data: 74173-48-1(Hazardous Substances Data)

Usage

General Description

4-Vinyl-4'-methyl-2,2'-bipyridine is a chemical compound also known under the CAS Number 7698-19-3. It often appears as a white crystalline powder with a specific aromatic smell. 4-Vinyl-4'-methyl-2,2'-bipyridine belongs to the bipyridine group of chemicals, which are widely used in analytical chemistry and in the preparation of various coordination compounds. Due to its rigid structure and ambivalent nature, 4-Vinyl-4'-methyl-2,2'-bipyridine has been applied in coordination chemistry and macromolecular chemistry, playing a significant role in the formation of polymer-metal complex systems. It is often used as a ligand in the synthesis of many transition metal complexes, some of which have unique optical, electrochemical, and magnetic properties. Misuse or mishandling of this compound can be harmful and it should be properly stored in a sealed and dry place, and kept away from substances such as oxidizing agents.

Upstream product

• 1134-35-6 4,4'-dimethyl-2,2'-bipyridines 
• 104704-10-1 4-(2-bromoethyl)-4'-methyl-2,2'-bipyridine 
• 74173-47-0 4-hydroxyethyl-4’-methyl-2,2’-bipyridine 
• 95314-35-5 4-(2-methoxyethyl)-4'-methyl-2,2'-bipyridine 
• 108-89-4 picoline 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 104704-09-8 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde 

Relevant articles and documents

Light harvesting and energy transfer in a ruthenium-coumarin-2 copolymer

Copolymers containing Ru(bpy)3 and coumarin-2 chromophores prepared using both grafting and copolymerization approaches exhibit Foerster-type energy-transfer efficiencies ranging from 70% to above 98%.

Electropolymerization of Ruthenium Bis(1,10-phenanthroline)(4-methyl-4'-vinyl-2,2'-bipyridine) Complexes through Direct Attack on the Ligand Ring System

Mixed ligand complexes of the general type RuP2(4-methyl-4'-vinyl-2,2'-bipyridine)2+ (where P represents phenanthroline or a substituted phenanthroline) undergo rapid electropolymerization following initial two-electron reduction.The polymerization yields redox-conductive electrode coatings and appears to proceed via radical-radical coupling between the vinyl moiety and a phenanthroline carbon, with the 4- and 7-positions of the phenanthroline being the most reactive.When the phenanthroline ligands possess substituents in the 4- and 7-positions, polymerization still proceeds, but an unexpected reversible electrochemical response near -0.2 V vs.SSCE is generated.The response is attributed to an intermediate which can exist in a stable ligand-centered free-radical form.This radical species has been observed by EPR spectroscopy and is stabilized by 4,7-disubstitution and/or the presence of proton donors.The mechanistic pathways involved in the electropolymerization are complex and lead to multiple products.Polymerized films display unusual electrochemistry, including prominent "charge-trapping" peaks for which a mechanistic system is proposed.

Asymmetric Elelctron Transfer from a Chiral Ruthenium Complex Donor to an Atropisometric Chiral 2,2'-Bipyridine Acceptor

We report asymmetric light-induced electron transfer (ET) in water in the system (Λ)-Ru(methylvinylbipyridine)32+/(+)- and (-)-1,1'-tetramethylene-2,2'-bipyridine-3,3'-dicarboxylic acid at pH => 5 (zwitterionic form).This reaction is activation controlled; ΔG0 was made nearly zero by manipulation of molecular structure, pH, and solvent.Then reverse ET to the excited donor occurs which renders the quenching reaction asymmetric.The asymmetry of ET is small as expected for high-DK solvents.From our results we infer that chiral recognition takes place in a diastereomeric exciplex.

A self-deformable gel system with asymmetric shape change based on a gradient structure

A self-deformable gel system is constructed by coupling a gradient structured gel with a chemical oscillating reaction. The system exhibits periodic and asymmetric shape change. The asymmetric shape change of the gel is based on the gradient structure.