2,2'-Bipyridine-3,3'-dicarboxylic acid

Base Information

• Chemical Name: 2,2'-Bipyridine-3,3'-dicarboxylic acid
• CAS No.: 4433-01-6
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.207
• Hs Code.: 29333990
• European Community (EC) Number: 626-820-4
• DSSTox Substance ID: DTXSID90350521
• Nikkaji Number: J482.411C
• Wikidata: Q27186071
• ChEMBL ID: CHEMBL1577802
• Mol file: 4433-01-6.mol

Synonyms:2,2'-bipyridine-3,3'-dicarboxylic acid;4433-01-6;[2,2'-Bipyridine]-3,3'-dicarboxylic acid;2-(3-carboxypyridin-2-yl)pyridine-3-carboxylic acid;MLS000085982;MFCD00226068;SMR000021311;2-(3-carboxy-2-pyridinyl)-3-pyridinecarboxylic acid;2-(3-carboxy-2-pyridyl)pyridine-3-carboxylic acid;2,2'-bipyridyl-3,3'-dicarboxylic acid;2,2'-Binicotinic Acid;ChemDiv2_002789;Oprea1_020777;CBDivE_002636;YSWG613;SCHEMBL270419;cid_681885;CHEMBL1577802;BDBM68526;DTXSID90350521;CHEBI:107744;HMS1376O17;HMS2349A23;LT0045;STK369226;AKOS000268280;AC-8995;CS-W004579;2-(3-carboxy-2-pyridyl)nicotinic acid;2,2'-Bipyridine-3,3-dicarboxylic acid;DS-17417;SY052696;B3622;FT-0761526;2,2'-Bipyridine-3,3'-dicarboxylic acid, 97%;A918629;SR-01000091653;SR-01000091653-1;W-200588;Q27186071;F3055-0215;2,2 inverted exclamation mark -Bipyridine-3,3 inverted exclamation mark -dicarboxylic Acid

Chemical Property of 2,2'-Bipyridine-3,3'-dicarboxylic acid

Chemical Property:

• Melting Point: 261°C(dec.)(lit.)
• Boiling Point: 454.1±40.0 °C at 760 mmHg
• PKA: 1.40±0.36(Predicted)
• Flash Point: 228.5±27.3 °C
• PSA: 100.38000
• Density: 1.5±0.1 g/cm³
• LogP: 1.54000
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 244.04840674
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

98%min ^*data from raw suppliers

2,2′-Bipyridine-3,3′dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C2=C(C=CC=N2)C(=O)O)C(=O)O

Technology Process of 2,2'-Bipyridine-3,3'-dicarboxylic acid

There total 7 articles about 2,2'-Bipyridine-3,3'-dicarboxylic acid 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: 82.8%

1,10-Phenanthroline (66-71-7) → 3,3'-bis(hydroxycarbonyl)-2,2'-bipyridine (4433-01-6)

Guidance literature:

With potassium permanganate; sodium hydroxide; In water; for 6h; Reflux;

DOI:10.1002/ejoc.201300192

Reference yield: 69.0%

1,10-Phenanthroline (66-71-7) → 4,5-Diazafluoren-9-one (50890-67-0) + 3,3'-bis(hydroxycarbonyl)-2,2'-bipyridine (4433-01-6) + 1H-cyclopenta<2,1-b:3,4-b'>dipyridine-2,5-dione (143825-63-2)

Guidance literature:

With potassium hydroxide; potassium permanganate; Heating;

Reference yield: 48.0%

2-chloronicotinic acid (2942-59-8) → 3,3'-bis(hydroxycarbonyl)-2,2'-bipyridine (4433-01-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; palladium; In methanol; water;

upstream raw materials:

1,10-Phenanthroline

1,10-phenanthroline-5,6-dione

3,3′-dicyano-2,2′-bipyridine

2-chloronicotinic acid

Downstream raw materials:

3,3'-bis(ethoxycarbonyl)-2,2'-bipyridine

3,3'-Bis(hydroxymethyl)-2,2'-bipyridine

bis[(2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] 2,2'-bipyridine-3,3'-dicarboxylate