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| | 2,2'-Bipyridine-4,4'-dicarboxylic acid Basic information |
| Product Name: | 2,2'-Bipyridine-4,4'-dicarboxylic acid | | Synonyms: | RARECHEM AL BE 0816;4,4'-DICARBOXY-2,2'-BIPYRIDINE;2,2'-BIPYRIDINE-4,4'-DICARBOXYLIC ACID;2,2'-BIPYRIDYL-4,4'-DICARBOXYLIC ACID;2,2'-DIPYRIDYL-4,4'-DICARBOXYLIC ACID;2,2'-BIPYRIDINE-4,4'-DICARBOXYLIC ACID,98 %;2,2'-BIPYRIDINE-4,4'-DICARBOXYLIC ACID, TECH., 90%;2,2'-BIPYRIDINE-4,4' | | CAS: | 6813-38-3 | | MF: | C12H8N2O4 | | MW: | 244.2 | | EINECS: | 626-224-4 | | Product Categories: | Achiral Nitrogen;Py-N;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;API intermediates | | Mol File: | 6813-38-3.mol |  |
| | 2,2'-Bipyridine-4,4'-dicarboxylic acid Chemical Properties |
| Melting point | >310°C | | Boiling point | 387.12°C (rough estimate) | | density | 1.3468 (rough estimate) | | refractive index | 1.6360 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Powder | | pka | 1.67±0.10(Predicted) | | color | White to white-gray | | Water Solubility | insoluble | | BRN | 212894 | | InChI | InChI=1S/C12H8N2O4/c15-11(16)7-1-3-13-9(5-7)10-6-8(12(17)18)2-4-14-10/h1-6H,(H,15,16)(H,17,18) | | InChIKey | FXPLCAKVOYHAJA-UHFFFAOYSA-N | | SMILES | C1(C2=NC=CC(C(O)=O)=C2)=NC=CC(C(O)=O)=C1 | | CAS DataBase Reference | 6813-38-3(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2,2'-Bipyridine-4,4'-dicarboxylic acid Usage And Synthesis |
| Chemical Properties | white to white-grey powder | | Uses | 2,2'-Bipyridine-4,4'-dicarboxylic acid can be used as an organic chemical synthesis intermediate | | Uses | 2,2'-Bipyridine-4,4'-dicarboxylic acid is used as an organic chemical synthesis intermediate. | | Synthesis | General procedure for the synthesis of 2,2'-bipyridine-4,4'-dicarboxylic acid from 4,4'-dimethyl-2,2'-bipyridine: 1.0 g (5.4 mmol) of 4,4'-dimethyl-2,2'-bipyridine was added to a reaction flask, and 18 mL of concentrated sulfuric acid was added slowly dropwise with stirring. This process was accompanied by a large amount of exothermic heat, and after the solution was cooled to room temperature, 3.3 g (11.3 mmol) of potassium dichromate was added, and the solution then changed to a dark green color. Subsequently, the reaction mixture was stirred at 65°C for 6 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction was poured into 1000 mL of water, which immediately produced a large white flocculent precipitate. The precipitate was collected by filtration and washed sequentially with water and methanol until the filtrate was clarified. Finally, the resulting white solid was dried under vacuum at 60 °C for 18 h to obtain the target product in 98% yield. | | References | [1] Chemical Communications, 2010, vol. 46, # 13, p. 2197 - 2199
[2] Transition Metal Chemistry, 2011, vol. 36, # 8, p. 897 - 900
[3] Patent: CN107417737, 2017, A. Location in patent: Paragraph 0051-0054
[4] Helvetica Chimica Acta, 2018, vol. 101, # 5,
[5] Chemical Communications, 2006, # 1, p. 85 - 87 |
| | 2,2'-Bipyridine-4,4'-dicarboxylic acid Preparation Products And Raw materials |
| Raw materials | 2,2'-Bipyridine, 4,4',5,5'-tetramethyl--->4,4'-DIBROMO-2,2'-BIPYRIDINE-->4,4'-Dimethyl-2,2'-bipyridyl-->4,4',6,6'-bipyridine tetracarboxylic acid-->2,2'-BIPYRIDINE, 4,4'-DIETHYL--->4,4',6,6'-TETRAMETHYL-2,2'-BIPYRIDINE-->4-Formyl-4'-methyl-2,2'-bipyridine-->4-Carboxy-4'-methyl-2,2'-bipyridine-->2-Chloro-4-pyridinecarboxylic acid-->Carbon dioxide-->2-Bromo-4-methylpyridine | | Preparation Products | 4,4'-Bis(bromomethyl)-2,2'-bipyridine-->4,4'-Bis(hydroxymethyl)-2,2'-bipyridine-->4,4'-Bis(methoxycarbonly)-2,2'-bipyridine |
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