98820-73-6

Basic information

• Product Name: [2,2'-Bipyridine]-4-carboxylic acid, methyl ester
• Synonyms: [2,2'-Bipyridine]-4-carboxylic acid, methyl ester;Methyl 2,2'-bipyridine-4-carboxylate;4-carbomethoxy-2,2'-bipyridine
• CAS NO: 98820-73-6
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22
• Mol File: 98820-73-6.mol

Chemical Properties

• Boiling Point: 367.7±32.0 °C(Predicted)
• Appearance: /
• Density: 1.196±0.06 g/cm3(Predicted)
• PKA: 3.70±0.22(Predicted)
• CAS DataBase Reference: [2,2'-Bipyridine]-4-carboxylic acid, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [2,2'-Bipyridine]-4-carboxylic acid, methyl ester(98820-73-6)
• EPA Substance Registry System: [2,2'-Bipyridine]-4-carboxylic acid, methyl ester(98820-73-6)

Safety Data

• Hazardous Substances Data: 98820-73-6(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
[2,2'-Bipyridine]-4-carboxylic acid, methyl ester is used as a ligand in coordination complexes for its strong metal-ligand bonding properties. This allows for the creation of stable and functional coordination compounds.
Used in Organic Synthesis:
As a catalyst, [2,2'-Bipyridine]-4-carboxylic acid, methyl ester is utilized in organic synthesis to facilitate and enhance the efficiency of various chemical reactions.
Used as a Fluorescence Probe:
[2,2'-Bipyridine]-4-carboxylic acid, methyl ester is employed as a fluorescence probe for detecting metal ions, thanks to its ability to exhibit changes in fluorescence properties upon interaction with these ions.
Used in Research and Development:
The methyl ester group in [2,2'-Bipyridine]-4-carboxylic acid, methyl ester allows for easy manipulation and modification of the compound, making it suitable for specific research purposes and the development of new applications in various industries.

Upstream product

• 26156-48-9 methyl 2-bromoisonicotinate 
• 17997-47-6 2-tri-n-butylstannylpyridine 

Downstream Products

• 1748-89-6 2,2'-bipyridine-4-carboxylic acid 
• 220340-37-4 4-hydroxymethyl-2,2'-bipyridine 

Relevant articles and documents

Synthesis and linear and nonlinear optical properties of metal-terminated bis(dioxaborine) polymethines

RhIII and IrIII can be complexed to bipyridine groups attached to the termini of bis(dioxaborine)-capped heptamethines; these chromophores exhibit large third-order polarisabilities at 1.55 μm, while retaining good film-forming properties and linear optical transparency in the near infrared. The Royal Society of Chemistry 2011.

Synthesis and properties of a functionalized heterobimetallic Re(I)-Gd(III) complex as a potential dual-contrast agent for molecular imaging

In the design of dual-imaging probes, the first functionalized and neutral heterobimetallic Re(I)-Gd(III) complex, highly soluble in aqueous solutions, has been prepared. This system exhibits interesting photophysical properties (λem = 578 nm, φ = 1.4%) for optical imaging and substantial higher relaxivity (r1 = 6.6 mM-1 s -1 at 0.47 T and 37 C) than the clinically used MRI contrast agents. Moreover, this system incorporates an aromatic ester functionality suitable for bioconjugation.

Optical and relaxometric properties of monometallic (EuIII, TbIII, GdIII) and heterobimetallic (ReI/GdIII) systems based on a functionalized bipyridine-containing acyclic ligand

A series of lanthanide complexes of [LnL(H2O)]2- composition where Ln = EuIII, TbIII or GdIII has been studied for determining their photophysical and relaxometric properties in aqueous solution. The bifunctional ligand L (H5BPMNTA) is an acyclic chelator based on a central functionalized 2,2′-bipyridine core and two iminodiacetate coordinating arms. The mono-aqua EuIII and TbIII complexes display attractive spectroscopic properties with an excitation wavelength at 316 nm, similar excited state lifetimes and overall quantum yields (in the ranges 0.5-0.6 ms and 10-13%, respectively) in Tris buffer (pH 7.4). The proton longitudinal relaxivity, r1, of the GdIII complex is 4.4 mM-1 s-1 at 20 MHz and 310 K, which is comparable to that of the clinically used Gd-DTPA (Magnevist). Interestingly, the water exchange rate between the coordination site and the bulk solvent is very fast (Kex = 2.6 × 108 s-1 at 310 K). The ability of the complex to bind non-covalently to human serum albumin (HSA) was also examined by relaxometric measurements. We also report the synthesis and properties of a bimetallic complex based on Gd-BPMNTA and ReI(bpy)(CO)3 components. In this system, the Re core exhibits interesting photophysical properties (λem = 588 nm, Φ = 1.4%) and the Gd-BPMNTA core displays improved relaxivity (r1 = 6.6 mM-1 s-1 at 20 MHz and 310 K), due to an increase of the rotational correlation time. Besides these appealing optical and relaxometric properties, the presence of a reactive function on the structure proposes this potential dual imaging probe for conjugation to biomolecules or nanomaterials.