81998-04-1

Basic information

• Product Name: 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl
• Synonyms: 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl;4-Hydroxymethyl-4'-methyl-2,2'-bipyridine 4'-Methyl-2,2'-bipyridine-4-methanol;(4'-Methyl-[2,2'-bipyridin]-4-yl)methanol;[2-(4-Methylpyridin-2-yl)pyridin-4-yl]methanol
• CAS NO: 81998-04-1
• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.23648
• Mol File: 81998-04-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 119.0 to 123.0 °C
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl(81998-04-1)
• EPA Substance Registry System: 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl(81998-04-1)

Safety Data

• Hazardous Substances Data: 81998-04-1(Hazardous Substances Data)

Usage

General Description

4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl is a chemical compound with the molecular formula C13H12N2O. It is a bipyridine derivative with a hydroxymethyl group and a methyl group attached to the pyridine rings. 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl is commonly used as a ligand in coordination chemistry and metal-organic frameworks. It can form complexes with transition metal ions, which have potential applications in catalysis, sensors, and materials science. 4-HydroxyMethyl-4'-Methyl-2,2'-bipyridyl also has potential medicinal applications, particularly in the development of pharmaceuticals and treatments for various medical conditions. Overall, this compound has diverse uses in both academic and industrial settings.

Upstream product

• 712-61-8 2,2'-dimethyl-4,4'-bipyridine 
• 81998-03-0 4,4’-dimethyl-2,2’-bipyridine N-oxide 
• 108-89-4 picoline 
• 1134-35-6 4,4'-dimethyl-2,2'-bipyridines 
• 104704-09-8 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde 

Downstream Products

• 96897-04-0 1,2-bis(4′-methyl-[2,2′-bipyridin]-4-yl)ethane 
• 81998-05-2 4-bromomethyl-4'-methyl-2,2'-bipyridine 
• 104704-09-8 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde 

Relevant articles and documents

An efficient ruthenium tris(bipyridine)-based luminescent chemosensor for recognition of Cu(ii) and sulfide anion in water

A novel efficient luminescent chemosensor based on a 1,4,7,10- tetraazacyclododecane (cyclen)-tethered Ru(bpy)32+ derivative (Ru-cyclen) has been synthesized and characterized. It displays an ON-OFF-type luminescence change with excellent selectivity towards Cu(ii) amongst 16 metal ions in 100% aqueous solution. The binding stoichiometry of Ru-cyclen with Cu2+ was established by Job plot analysis and mass spectral evidence. Furthermore, the in situ generated Ru-cyclen-Cu ensemble recovered luminescence in the presence of S2-, indicating an 'OFF-ON'-type sensing process. Similar phenomena were not observed with other common anions and biothiols, making it a high selective sulfide probe. Finally, the sensing mechanism is confirmed to be displacement approach by NMR, mass and emission spectrometry.

Multi-stimuli Photo and Redox-active Nanostructured Mesoporous Silica Films on Transparent Electrodes

Silica matrices hosting transition metal guest complexes may offer remarkable platforms for the development of advanced functional devices. We report here the elaboration of ordered and vertically oriented mesoporous silica thin films containing covalently attached tris(bipyridine)iron derivatives using a combination of electrochemically assisted self-assembly (EASA) method and Huisgen cycloaddition reaction. Such a versatile approach is primarily used to bind nitrogen-based chelating ligands such as (4-[(2-propyn-1-yloxy)]4’-methyl-2,2’-bypiridine, bpy’) inside the nanochannels. Further derivatization of the bpy’-functionalized silica thin films is then achieved via a subsequent in-situ complexation step to generate [Fe(bpy)2(bpy’)]2+ inside the mesopore channels. After giving spectroscopic evidences for the presence of such complexes in the functionalized film, electrochemistry is used to transform the confined diamagnetic (S=0) (Formula presented.) species to paramagnetic (S=1/2) oxidized (Formula presented.) species in a reversible way, while blue light irradiation (λ=470 nm) enables populating the short-lived paramagnetic (S=2) (Formula presented.) excited state. [Fe(bpy)2(bpy’)]2+-functionalized ordered films are therefore both electro- and photo-active through the manipulation of the oxidation state and spin state of the confined complexes, paving the way for their integration in optoelectronic devices.

Light-Activated Electron Transfer and Turnover in Ru-Modified Aldehyde Deformylating Oxygenases

Conversion of biological molecules into fuels or other useful chemicals is an ongoing chemical challenge. One class of enzymes that has received attention for such applications is aldehyde deformylating oxygenase (ADO) enzymes. These enzymes convert aliphatic aldehydes to the alkanes and formate. In this work, we prepared and investigated ADO enzymes modified with RuII(tris-diimine) photosensitizers as a starting point for probing intramolecular electron transfer events. Three variants were prepared, with RuII-modification at the wild type (WT) residue C70, at the R62C site in one mutant ADO, and at both C62 and C70 in a second mutant ADO protein. The single-site modification of WT ADO at C70 using a cysteine-reactive label is an important observation and opens a way forward for new studies of electron flow, mechanism, and redox catalysis in ADO. These Ru-ADO constructs can perform the ADO catalytic cycle in the presence of light and a sacrificial reductant. In this work, the Ru photosensitizer serves as a tethered, artificial reductase that promotes turnover of aldehyde substrates with different carbon chain lengths. Peroxide side products were detected for shorter chain aldehydes, concomitant with less productive turnover. Analysis using semiclassical electron transfer theory supports proposals for hopping pathway for electron flow in WT ADO and in our new Ru-ADO proteins.