Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate

Base Information

• Chemical Name: Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate
• CAS No.: 117330-40-2
• Molecular Formula: C16H16N2O4
• Molecular Weight: 300.30900
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50556148
• Nikkaji Number: J2.630.960C
• Wikidata: Q82437630
• Mol file: 117330-40-2.mol

Synonyms:117330-40-2;Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate;methyl 2-(4-methoxycarbonyl-6-methylpyridin-2-yl)-6-methylpyridine-4-carboxylate;[2,2'-Bipyridine]-4,4'-dicarboxylic acid, 6,6'-dimethyl-, 4,4'-dimethyl ester;[2,2'-Bipyridine]-4,4'-dicarboxylic acid, 6,6'-dimethyl-, dimethyl ester;SCHEMBL9288795;DTXSID50556148;MFCD00233315;AKOS022175075;CS-W004592;BS-14501;A893389;Dimethyl 6,6'-dimethyl[2,2'-bipyridine]-4,4'-dicarboxylate;Dimethyl6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate;6,6'-dimethyl-[2,2'-Bipyridine]-4,4'-dicarboxylic acid dimethyl ester

Chemical Property of Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate

Chemical Property:

• Boiling Point: 439.6±45.0 °C(Predicted)
• PKA: 2.65±0.42(Predicted)
• PSA: 78.38000
• Density: 1.203±0.06 g/cm3(Predicted)
• LogP: 2.33360
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 300.11100700
• Heavy Atom Count: 22
• Complexity: 377

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C2=NC(=CC(=C2)C(=O)OC)C)C(=O)OC

Technology Process of Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate

There total 9 articles about Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate 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: 100.0%

methanol (67-56-1) + 6,6′-dimethyl-2,2′-bipyridine-4,4′-dicarboxylic acid (144342-49-4) → dimethyl 6,6'-dimethyl-2,2'-bipyridine-4,4'-dicarboxylate (117330-40-2)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1039/b808491b

Reference yield: 57.8%

2-chloro-6-methyl-isonicotinic acid methyl ester (3998-90-1) → dimethyl 6,6'-dimethyl-2,2'-bipyridine-4,4'-dicarboxylate (117330-40-2)

Guidance literature:

With tetraethylammonium iodide; bis(triphenylphosphine)nickel(II) chloride; In acetonitrile; at 50 ℃; for 24h; Inert atmosphere;

Reference yield: 14.0%

2-chloro-6-methyl-isonicotinic acid methyl ester (3998-90-1) + pyridin-2-yl trifluoromethanesulfonate (65007-00-3) → C13H12N2O2 + dimethyl 6,6'-dimethyl-2,2'-bipyridine-4,4'-dicarboxylate (117330-40-2)

Guidance literature:

With nickel(II) bromide dimethoxyethane; potassium fluoride; bis[2-(diphenylphosphino)phenyl] ether; 4,4'-di-tert-butyl-2,2'-bipyridine; palladium dichloride; zinc; In N,N-dimethyl-formamide; at 60 ℃; for 24h; Reagent/catalyst; Combinatorial reaction / High throughput screening (HTS); Inert atmosphere; Glovebox;

DOI:10.1021/jacs.1c10907

upstream raw materials:

methyl 2-methyl-6-<(p-toluenesulfonyl)oxy>pyridine-4-carboxylate

methyl 6-methyl-2-hydroxypyridine-4-carboxylate

methanol

6,6′-dimethyl-2,2′-bipyridine-4,4′-dicarboxylic acid

Downstream raw materials:

dimethyl 6-(bromomethyl)-6'-methyl-2,2'-bipyridine-4,4'-dicarboxylate

4,4'-dimethyl 6,6'-bis(bromomethyl)-[2,2'-bipyridine]-4,4'-dicarboxylate

Refernces

• 1、 -. "Lanthanide-series compound and preparation method and application thereof". Paragraph 0020. . Retrieved 2016/10/24.
• 2、 Bessho, Takeru,Constable, Edwin C.,Graetzel, Michael,Hernandez Redondo, Ana,Housecroft, Catherine E.,Kylberg, William,Nazeeruddin,Neuburger, Markus,Schaffner, Silvia. "An element of surprise - Efficient copper-functionalized dye-sensitized solar cells". body text. p. 3717 - 3719. Retrieved 2009/02/07.