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Cas Database |
| Name |
2,2'-Bipyridine-4,4'-dicarboxylic acid |
EINECS | -0 |
| CAS No. | 6813-38-3 | Density | 1.469 g/cm3 |
| PSA | 100.38000 | LogP | 1.54000 |
| Solubility | insoluble in water | Melting Point |
>310 °C |
| Formula | C12H8N2O4 | Boiling Point | 677 °C at 760 mmHg |
| Molecular Weight | 244.207 | Flash Point | 363.2 °C |
| Transport Information | N/A | Appearance | white to white-grey powder |
| Safety | 26-36-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
2,2'-Biisonicotinicacid (6CI);4,4'-Dicarboxy-2,2'-bipyridine;4,4'-Dicarboxyl-2,2'-bipyridine;[2,2'-Bipyridine]-4,4'-dicarboxylicacid; |
Article Data | 105 |
2,2'-Bipyridine-4,4'-dicarboxylic acid Synthetic route
- 71071-46-0
4,4'-bis(carbomethoxy)-2,2'-bipyridine
- 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol Reflux; | 96% |
| With water; potassium hydroxide In tetrahydrofuran; methanol at 20℃; Cooling with ice; |
| Conditions | Yield |
|---|---|
| With K2Cr2O7; sulfuric acid | 95% |
| With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20 - 60℃; for 24h; Time; | 94 %Spectr. |
- 18511-71-2
4,4'-dibromo-2,2'-bipyridine
- 124-38-9
carbon dioxide
- 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 4,4'-dibromo-2,2'-bipyridine With palladium diacetate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 10h; Schlenk technique; Sealed tube; | 91% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; palladium In methanol; water | 85% |
| Conditions | Yield |
|---|---|
| With potassium dichromate; sulfuric acid; water; nitric acid at 160℃; for 36h; | 55% |
- 104704-09-8
4'-methyl-2,2'-bipyridine-4-carboxylaldehyde
- 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylaldehyde With silver nitrate; acetic acid In ethanol; water for 24h; Stage #2: With sodium hydroxide In ethanol; water for 0.333333h; | 49.8% |
- 1134-35-6
4,4'-dimethyl-2,2'-bipyridines
A
- 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid
B
- 103946-54-9
4'-methyl-2,2'-bipyridine-4-carboxylic acid
| Conditions | Yield |
|---|---|
| With potassium permanganate; sulfuric acid for 12h; Heating; | A 45% B 4% |
| With manganese(II) sulfate; potassium permanganate In pyridine; water for 120h; Ambient temperature; | A n/a B 7% |
| With sodium hydroxide; selenium(IV) oxide; silver nitrate 1.) 1,4-dioxane, reflux, 24 h, 2.) EtOH, water, 15 h; Yield given. Multistep reaction. Yields of byproduct given; | |
| With chromium(VI) oxide; periodic acid In dichloromethane; acetonitrile at 20℃; for 16h; Overall yield = 0.099 g; | A 35 %Spectr. B 6 %Spectr. |
- 1127385-14-1
4,4’,6,6’-tetracarboxy-2,2’-bipyridine
- 6813-38-3
2,2'-Bipyridine-4,4'-dicarboxylic acid
| Conditions | Yield |
|---|---|
| With nitric acid In water at 180℃; for 36.17h; Heating; | 45% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: Raney nickel 2: oxidation View Scheme | |
| Multi-step reaction with 2 steps 1: 2 percent / 10percent Pd/C / 72 h / Heating 2: KMnO4 / H2O / 12 h / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: FeCl3 2: KMnO4; H2O View Scheme | |
| Multi-step reaction with 2 steps 1: palladium 10% on activated carbon / Heating 2: potassium permanganate; water / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: manganese(IV) oxide; palladium on activated charcoal / neat (no solvent) / 168 h / 140 °C 2: potassium permanganate; water; sodium hydroxide / ethanol / 12 h / pH 11 / Reflux View Scheme |
2,2'-Bipyridine-4,4'-dicarboxylic acid Chemical Properties
Following is the structure of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3):
Empirical Formula: C12H8N2O4
Molecular Weight: 244.2029 g/mol
Molar Refractivity: 60.88 cm3
Molar Volume: 166.2 cm3
Density: 1.469 g/cm3
Flash Point: 363.2 °C
Melting point: >310 °C
Index of Refraction: 1.653
Surface Tension: 77.4 dyne/cm
Enthalpy of Vaporization: 104.4 kJ/mol
Boiling Point: 677 °C at 760 mmHg
Vapour Pressure: 2.96E-19 mmHg at 25 °C
Product Categories of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3): Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids; API intermediates
Appearance of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3): white to white-grey powder
Water solubility of 2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3): insoluble
SMILES: c1cnc(cc1C(=O)O)c2cc(ccn2)C(=O)O
InChI: InChI=1/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-UHFFFAOYAQ
2,2'-Bipyridine-4,4'-dicarboxylic acid Toxicity Data With Reference
2,2'-Bipyridine-4,4'-dicarboxylic acid (CAS NO.6813-38-3) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.
2,2'-Bipyridine-4,4'-dicarboxylic acid Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
2,2'-Bipyridine-4,4'-dicarboxylic acid Specification
2,2'-Bipyridine-4,4'-dicarboxylic acid , its cas register number is 6813-38-3. It also can be called 4,4'-Dicarboxy-2,2'-bipyridine .
2,2'-Bipyridine-4,4'-dicarboxylic acid (CASNO.6813-38-3) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with other materials incompatible materials, halogens. And also prevent it to broken down into hazardous decomposition nitrogen oxides, carbon monoxide, carbon dioxide. While, its hazardous polymerization will not occur.
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