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

Base Information

• Chemical Name: 2,2'-Bipyridine-4,4'-dicarboxylic acid
• CAS No.: 6813-38-3
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.207
• Hs Code.: 29333990
• European Community (EC) Number: 626-224-4
• Nikkaji Number: J284.372B
• ChEMBL ID: CHEMBL445558
• Mol file: 6813-38-3.mol

Synonyms:6813-38-3;2,2'-Bipyridine-4,4'-dicarboxylic acid;[2,2'-Bipyridine]-4,4'-dicarboxylic acid;2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid;4,4'-Dicarboxy-2,2'-bipyridine;2,2'-Dipyridyl-4,4'-dicarboxylic acid;MFCD00015430;2,2'-Bipyridyl-4,4'-dicarboxylic acid;2,2'-Biisonicotinic Acid;Maybridge3_003449;Oprea1_302046;SCHEMBL70700;YSWG069;2-(4-carboxy-2-pyridyl)pyridine-4-carboxylic acid;CHEMBL445558;FXPLCAKVOYHAJA-UHFFFAOYSA-N;HMS1440M17;BBL103095;CCG-41820;STL556905;AKOS015892755;CS-W002099;HY-W002099;SC11751;IDI1_014836;2,2`-Bipyridine-4,4`-dicarboxylic acid;AC-24660;AS-18500;SY009947;A9087;AM20061788;B1876;BB 0260965;FT-0636264;EN300-399251;2,2'-Bipyridine-4,4'-dicarboxylic acid, 98%;2-(4-CARBOXYPYRIDIN-2-YL)ISONICOTINIC ACID;SR-01000631869-1;W-200560;BRD-K55606676-001-01-4;2,2'-Bipyridine-4,4'-dicarboxylic acid, technical grade, 90%;2,2 inverted exclamation mark -Bipyridine-4,4 inverted exclamation mark -dicarboxylic Acid

Chemical Property of 2,2'-Bipyridine-4,4'-dicarboxylic acid

Chemical Property:

• Appearance/Colour: white to white-grey powder
• Melting Point: >310 °C
• Refractive Index: 1.6360 (estimate)
• Boiling Point: 677 °C at 760 mmHg
• PKA: 1.67±0.10(Predicted)
• Flash Point: 363.2 °C
• PSA: 100.38000
• Density: 1.469 g/cm³
• LogP: 1.54000
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• 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:

99% ^*data from raw suppliers

2,2′-Bipyridine-4,4′-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(=O)O)C2=NC=CC(=C2)C(=O)O
• Uses: 2,2'-Bipyridine-4,4'-dicarboxylic acid can be used as an organic chemical synthesis intermediate 2,2'-Bipyridine-4,4'-dicarboxylic acid is used as an organic chemical synthesis intermediate.

Technology Process of 2,2'-Bipyridine-4,4'-dicarboxylic acid

There total 18 articles about 2,2'-Bipyridine-4,4'-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: 100.0%

4,4'-dimethyl-2,2'-bipyridines (1134-35-6) → 2,2'-Bipyridine-4,4'-dicarboxylic acid (6813-38-3)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; periodic acid; In water; at 20 ℃; for 24h;

DOI:10.1080/00397911.2019.1618875

Reference yield: 96.0%

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

Guidance literature:

With sodium hydroxide; In methanol; Reflux;

DOI:10.1039/b914770e

Reference yield: 95.0%

4,4′-diethyl-2,2′-bipyridine (3052-28-6) → 2,2'-Bipyridine-4,4'-dicarboxylic acid (6813-38-3)

Guidance literature:

With K₂Cr₂O₇; sulfuric acid;

upstream raw materials:

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

picoline

2-Amino-4-methylpyridine

2-Bromo-4-picoline

Downstream raw materials:

[(H)Ru(CO)(PPh3)2(4,4′-dicarboxy-2,2′-bipyridyl)] hexafluorophosphate

[Ru(PPh₃)2(4,4'-dicarboxylic-2,2'-bipyridyl)(CO)(trifluoroacetate)]PF₆

methyl 4'-(phenylcarbamoyl)-2,2'-bipyridine-4-carboxylate

methyl 4'-(benzylcarbamoyl)-2,2'-bipyridine-4-carboxylate

Refernces

• 1、 Luo, Yang-Hui,Liu, Qing-Ling,Yang, Li-Jing,Sun, Yu,Wang, Jin-Wen,You, Chao-Qun,Sun, Bai-Wang. "Magnetic observation of above room-temperature spin transition in vesicular nano-spheres". . p. 8061 - 8069. Retrieved 2016.
• 2、 Greenway,Greenwood,Watts,Wiles. "Solid-supported chemiluminescence and electrogenerated chemiluminescence based on a tris(2,2′-bipyridyl)ruthenium(II) derivative". . p. 85 - 87. Retrieved 2006.
• 3、 Pucci, Daniela,Barberio, Giovanna,Bellusci, Anna,Crispini, Alessandra,Donnio, Bertrand,Giorgini, Loris,Ghedini, Mauro,La Deda, Massimo,Szerb, Elisabeta Ildyko. "Silver coordination complexes as room-temperature multifunctional materials". . p. 6738 - 6747. Retrieved 2006.
• 4、 Teesdale, Justin J.,Pistner, Allen J.,Yap, Glenn P.A.,Ma, Ying-Zhong,Lutterman, Daniel A.,Rosenthal, Joel. "Reduction of CO2 using a rhenium bipyridine complex containing ancillary BODIPY moieties". . p. 149 - 157. Retrieved 2014.
• 5、 Schwalbe, Matthias,Schaefer, Bernhard,Goerls, Helmar,Rau, Sven,Tschierlei, Stefanie,Schmitt, Michael,Popp, Juergen,Vaughan, Gavin,Henry, William,Vos, Johannes G.. "Synthesis and characterisation of poly(bipyridine)ruthenium complexes as building blocks for heterosupramolecular arrays". . p. 3310 - 3319. Retrieved 2008.
• 6、 Cheema, Hammad,Islam, Ashraful,Han, Liyuan,Gautam, Bhoj,Younts, Robert,Gundogdu, Kenan,El-Shafei, Ahmed. "Influence of mono versus bis-electron-donor ancillary ligands in heteroleptic Ru(ii) bipyridyl complexes on electron injection from the first excited singlet and triplet states in dye-sensitized solar cells". . p. 14228 - 14235. Retrieved 2014.
• 7、 Su, Rui,Elmorsy, Mohamed R.,Abed, Mira,Islam, Ashraful,Lord, Meghan,Fadda, Ahmed A.,El-Shafei, Ahmed. "A Comparative Study on Two RuII Complexes with Thiophene-Based Ancillary Ligands for High-Efficiency Dye-Sensitized Solar Cells". . p. 3690 - 3697. Retrieved 2017.
• 8、 Carvalho,Liandra-Salvador,Bettanin,Souza,Homem-De-Mello,Polo. "Synthesis, characterization and photoelectrochemical performance of a tris-heteroleptic ruthenium(II) complex having 4,7-dimethyl-1,10-phenanthroline". . p. 145 - 152. Retrieved 2014.
• 9、 Yamazaki, Shigekazu. "Chromium(VI) oxide-mediated oxidation of polyalkyl-polypyridines to polypyridine-polycarboxylic acids with periodic acid". supporting information. p. 2210 - 2218. Retrieved 2019/06/25.
• 10、 Huang, Tianci,Yu, Qi,Liu, Shujuan,Zhang, Kenneth Yin,Huang, Wei,Zhao, Qiang. "Rational Design of Phosphorescent Iridium(III) Complexes for Selective Glutathione Sensing and Amplified Photodynamic Therapy". . p. 576 - 586. Retrieved 2018/11/23.