4,4'-Bis(methoxycarbonly)-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Bis(methoxycarbonly)-2,2'-bipyridine
• CAS No.: 71071-46-0
• Molecular Formula: C14H12N2O4
• Molecular Weight: 272.26
• Hs Code.: 29333990
• Mol file: 71071-46-0.mol

Synonyms:[2,2'-Bipyridine]-4,4'-dicarboxylicacid, dimethyl ester (9CI);4,4'-Dimethoxycarbonyl-2,2'-bipyridine;Dimethyl2,2'-bipyridine-4,4'-dicarboxylate;NSC 297840;

Chemical Property of 4,4'-Bis(methoxycarbonly)-2,2'-bipyridine

Chemical Property:

• Melting Point: 208.0 to 212.0 °C
• Boiling Point: 440.8 °C at 760 mmHg
• PKA: 1.85±0.30(Predicted)
• Flash Point: 220.4 °C
• PSA: 78.38000
• Density: 1.254 g/cm³
• LogP: 1.71680
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl 2,2'-Bipyridine-4,4'-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-Bis(methoxycarbonly)-2,2'-bipyridine

There total 12 articles about 4,4'-Bis(methoxycarbonly)-2,2'-bipyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methanol (67-56-1) + 2,2'-Bipyridine-4,4'-dicarboxylic acid (6813-38-3) → 4,4'-bis(carbomethoxy)-2,2'-bipyridine (71071-46-0)

Guidance literature:

With sulfuric acid; for 60h; Heating;

DOI:10.1021/ja068707u

Reference yield: 98.2%

[2,2]bipyridinyl (366-18-7) + methyl chloroformate (79-22-1) → 4,4'-bis(carbomethoxy)-2,2'-bipyridine (71071-46-0)

Guidance literature:

With phosphotungstic acid; sodium tungstate; titanium(IV) oxide; zirconium(IV) oxide; triethylamine; In methanol; at 90 ℃; for 5h; under 22502.3 Torr; Solvent; Temperature; Pressure; Inert atmosphere;

Reference yield: 85.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2,2'-Bipyridine-4,4'-dicarboxylic acid (6813-38-3) → 4,4'-bis(carbomethoxy)-2,2'-bipyridine (71071-46-0)

Guidance literature:

With potassium hydroxide; In diethyl ether; chloroform; at 20 ℃;

DOI:10.1016/j.tet.2015.09.032

upstream raw materials:

methanol

2,2'-Bipyridine-4,4'-dicarboxylic acid

4,4'-dimethyl-2,2'-bipyridines

picoline

Downstream raw materials:

[Re(C(2,4,6-Me₃C₆H₂))(4,4'-dimethoxycarbonyl-2,2'-bipyridine)(CO)2Cl]ClO₄

2,2'-Bipyridine-4,4'-dicarboxylic acid

C₃₀H₂₈N₂O₂

Refernces

• 1、 Collin, Diego E.,Kovacic, Kristina,Light, Mark E.,Linclau, Bruno. "Synthesis of Ortho-Functionalized 1,4-Cubanedicarboxylate Derivatives through Photochemical Chlorocarbonylation". . p. 5164 - 5169. Retrieved 2021.
• 2、 Amaral, Ronaldo C.,Murakami Iha, Neyde Y.. "Molecular engineered rhenium(i) carbonyl complexes to promote photoisomerization of coordinated stilbene-like ligands in the visible region". . p. 13081 - 13087. Retrieved 2018.
• 3、 Troian-Gautier, Ludovic,Beauvilliers, Evan E.,Swords, Wesley B.,Meyer, Gerald J.. "Redox Active Ion-Paired Excited States Undergo Dynamic Electron Transfer". . p. 16815 - 16826. Retrieved 2016.
• 4、 Blake, Alexander J.,Champness, Neil R.,Mason, Pamela V.,Wilson, Claire. "Dimethyl 2,2′-bipyridine-6,6′-dicarboxyl-ate and bis-(dimethyl 2,2′-bipyridine-6,6′-dicarboxyl-ato-2 N,N′)copper(I) tetra-fluoro-borate". . p. m280-m282. Retrieved 2007.