Name | 2,6-Pyridinedicarboxylic acid |
Synonyms | dipicolinic acid Dipicolinic acid IFLAB-BB F0451-0137 RARECHEM AL BO 1335 LABOTEST-BB LT00848023 pyridine-2,6-dicarboxylate 2.6-pyridine carboxylic acid 2,6-Pyridinedicarboxylic acid PYRIDINE-2,6-DICARBOXYLIC ACID 2,6-pyridine dicarboxylic acid pyridine-2,6-dicarboxylic acid 2,6-Pyridinedicarboxylic acid solution, Eluent concentrate for IC, 0.02M in water |
CAS | 499-83-2 |
EINECS | 207-894-3 |
InChI | InChI=1/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)/p-2 |
InChIKey | WJJMNDUMQPNECX-UHFFFAOYSA-N |
Molecular Formula | C7H5NO4 |
Molar Mass | 167.12 |
Density | 1.5216 (rough estimate) |
Melting Point | 248-250°C (dec.)(lit.) |
Boling Point | 295.67°C (rough estimate) |
Flash Point | 188 °C |
Water Solubility | 5 g/L (20 ºC) |
Solubility | H2O: 1%, clear |
Vapor Presure | <0.01 hPa (20 °C) |
Appearance | Crystallization |
Color | White |
BRN | 131629 |
pKa | 2.16(at 25℃) |
PH | 2.0 (5g/l, H2O, 20℃) |
Storage Condition | Store below +30°C. |
Refractive Index | 1.6280 (estimate) |
MDL | MFCD00006299 |
Physical and Chemical Properties | Character needle-like crystal. Melting Point: 252 ℃ (decomposition) solubility: insoluble in ethanol. |
Use | As a competitive inhibitor of bovine liver glutamate dehydrogenase |
Hazard Symbols | Xi - Irritant |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R37/38 - Irritating to respiratory system and skin. R36 - Irritating to the eyes |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. S37 - Wear suitable gloves. |
WGK Germany | 3 |
TSCA | T |
HS Code | 29333999 |
Hazard Class | IRRITANT |
Toxicity | LD50 orally in Rabbit: 10500 mg/kg |
LogP | 0.3 at 25℃ and pH1.8 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | pyridine -2, 6-dicarboxylic acid is an important intermediate in pharmaceutical synthesis and has a wide range of uses. Pyridine-2, 6-dicarboxylic acid naturally exists in bacterial spores, but its content is small, it cannot meet the demand, and it is not easy to extract. It is not conducive to industrial production and application. The earliest synthetic literature reported that ALVIN.W.Singer and S.M.MCELVAIN of the University of Wisconsin oxidized 2, 6-dimethylpyridine with potassium permanganate in water as solvent with a yield of 64%. In industry, it is generally prepared by oxidation of 2, 6-dimethylpyridine. |
Use | Pyridine-2, 6-dicarboxylic acid is released from the spores of the genus Thermophila by autoclave; it induces chitosan stable gold nanoparticles Aggregation, changing the color of the solution from red to blue. Used as a competitive inhibitor of bovine liver glutamate dehydrogenase Used to prepare ligand complexes dipicolinato lanthanum and transition metals |
preparation | 500ml of water, 2.0g of initiator ammonium persulfate, 1.0g of catalyst CuTPP1.0g, 100g of raw material 2,6-dimethylpyridine are injected into a 1000ml three-neck flask with thermometer, stirring is started, air is introduced (until the reaction is over), heating is heated to 80 ℃, temperature is controlled to 80 ℃, reaction is carried out for 3 hours, HPLC detection is carried out, and the conversion rate is 98.0%, stop passing air, filter and recover the catalyst, drop sodium hydroxide solution with a mass percentage concentration of 15% into the filtrate, adjust the pH to 9, let it stand for stratification, separate the liquid, acidify the lower water layer with hydrochloric acid with a mass percentage concentration of 15%, adjust the pH to 5, precipitate, filter, and dry the filter cake under room pressure to obtain 150.3g of product. Molar yield: 96.4%. The purity of the product was 99.84% by HPLC. |
spontaneous combustion temperature | 620°C |