|
|
| | Pyridine-2,6-dicarboxylic acid Basic information |
| Product Name: | Pyridine-2,6-dicarboxylic acid | | Synonyms: | Pyridine-2,6-dicarboxylic acid 98%;2,6-Pyridinedicarboxylic acid solution, Eluent concentrate for IC, 0.02M in water;2,6-PyridinedicarboxylicAcid99%;Pyridine-2,6-dicarboxylicacid,98%;IFLAB-BB F0451-0137;LABOTEST-BB LT00848023;RARECHEM AL BO 1335;2,6-Dicarboxypyridine | | CAS: | 499-83-2 | | MF: | C7H5NO4 | | MW: | 167.12 | | EINECS: | 207-894-3 | | Product Categories: | Building Blocks;C7;Chemical Synthesis;Heterocyclic Building Blocks;Carboxylic Acids;Carboxylic Acids;Organic acids;Pyridines, Pyrimidines, Purines and Pteredines;blocks;Carboxes;Pyridines;Pyridine;pyridine derivative;bc0001;499-83-2;john's | | Mol File: | 499-83-2.mol |  |
| | Pyridine-2,6-dicarboxylic acid Chemical Properties |
| Melting point | 248-250 °C (dec.)(lit.) | | Boiling point | 295.67°C (rough estimate) | | density | 1.5216 (rough estimate) | | vapor pressure | <0.01 hPa (20 °C) | | refractive index | 1.6280 (estimate) | | Fp | 188 °C | | storage temp. | Store below +30°C. | | solubility | H2O: 1%, clear | | pka | 2.16(at 25℃) | | form | Crystalline Powder | | color | White | | PH | 2.0 (5g/l, H2O, 20℃) | | Water Solubility | 5 g/L (20 ºC) | | BRN | 131629 | | InChIKey | WJJMNDUMQPNECX-UHFFFAOYSA-N | | LogP | 0.3 at 25℃ and pH1.8 | | CAS DataBase Reference | 499-83-2(CAS DataBase Reference) | | NIST Chemistry Reference | 2,6-Pyridinedicarboxylic acid(499-83-2) | | EPA Substance Registry System | 2,6-Pyridinedicarboxylic acid (499-83-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-37/38-36 | | Safety Statements | 26-36-24/25-37 | | WGK Germany | 3 | | Autoignition Temperature | 620 °C | | TSCA | T | | HazardClass | IRRITANT | | HS Code | 29333999 | | Toxicity | LD50 orally in Rabbit: 10500 mg/kg |
| | Pyridine-2,6-dicarboxylic acid Usage And Synthesis |
| Description | 2,6-Pyridinedicarboxylic acid (PDCA) contains two carboxylic groups on each side of the pyridine ring. Both groups form rigid 120° angles with the pyridine. Carboxylic functionality could be complex and bind with metals under certain conditions. Numerous metal?organic frameworks, metal complexes, drugs, and CPs based on PDCA were developed for applications related to gas storage, separation, catalysis, magnetism, and sensing[1]. Shao et al. researched the solubility of PDCA in methanol, ethanol, n-propanol, isopropanol, THF, 1,4-dioxane, acetic acid, formic acid, acetonitrile, ethyl acetate, and toluene. They found that PDCA solubility was the highest in methanol but the lowest in acetonitrile. | | Chemical Properties | White crystalline powder. Insoluble in ethanol. | | Uses | Pyridine-2,6-dicarboxylic acid is used in the preparation of dipicolinato ligated lanthanide and transition metal complexes. It acts as a chelating agent for chromium, zinc, manganese, copper, iron and molybdenum. Its calcium-dipcolinic acid complex is used to protect deoxyribonucleic acid (DNA) from heat denaturation which enhances the DNA stability. It plays an important role as a marker for the effectiveness of sterilization. | | Application | 2,6-Pyridinedicarboxylic acid is an amphoteric polar metabolite produced by many bacterial and fungal species. Prior to its discovery as a microbial metabolite, dipicolinic acid had long been recognised as a chelating agent for many metal ions. Wide distribution of dipicolinic acid among microbes makes it an important dereplication standard in discovery. Dipicolinic acid reaches high concentrations (~10% w/w) in Bacillus endospores aiding heat resistance and is used in laboratories as a marker for the effectiveness of sterilisation. | | Definition | ChEBI: Pyridine-2,6-dicarboxylic acid is a pyridinedicarboxylic acid carrying two carboxy groups at positions 2 and 6. It has a role as a bacterial metabolite. It is a conjugate acid of a dipicolinate(1-). | | Preparation | pyridine-2,6-dicarboxylic acid was synthesized by hydrolyzing of ester prepared by coupling of diethyl 4-hydroxypyridine-2,6-dicarboxylate to bis-halohydrocarbon or bis-halide.
Synthesis of Novel Derivatives of Pyridine‐2,6‐dicarboxylic Acid | | Synthesis Reference(s) | Synthetic Communications, 22, p. 2691, 1992 DOI: 10.1080/00397919208021669 | | General Description | This certified eluent concentrate for ion chromatography is traceable by potentiometric titration to NIST Standard Reference Material. It is certified in accordance with ISO Guide 31. All details about exact content, uncertainty, traceability and expiry date are described in the certificate. | | References | [1] Xianzhao Shao. Solubility Thermodynamic Modeling and Solubility Parameter of 2,6- Pyridinedicarboxylic Acid in Selected Solvents at Different Temperatures[J]. J. Chem. Eng. Data, 2021. DOI:org/10.1021/acs.jced.1c00200. |
| | Pyridine-2,6-dicarboxylic acid Preparation Products And Raw materials |
| Raw materials | Ethyl acetate-->Sulfuric acid-->Potassium permanganate-->2,6-Lutidine-->Heptanedioic acid, 2,6-dioxo--->6-Methyl-2-pyridinecarboxaldehyde-->6-(4-FLUOROPHENYL)PYRIDINE-2-CARBALDEHYDE-->dichromic acid-->DIMETHYL PIMELATE-->trans-Cinnamic acid | | Preparation Products | 2,6-Diacetylpyridine-->6-(TERT-BUTOXYCARBONYLAMINO-METHYL)-PYRIDINE-2-CARBOXYLIC ACID-->2,6-DIAMINO-4-CHLOROPYRIDINE-->Methyl 6-methoxyformamido-4-chloropyridin-2-ylcarbamate ,97%-->6-(AMINOMETHYL)-2-PYRIDINE CARBOXYLIC ACID-->4-CHLOROPYRIDINE-2,6-DICARBOHYDRAZIDE-->DIMETHYL 4-CHLOROPYRIDINE-2,6-DICARBOXYLATE-->6-(AMINOMETHYL)PYRIDINE-2-CARBOHYDRAZIDE-->Dimethyl 2,6-Pyridinedicarboxylate-->ETHYL 6-(CHLOROMETHYL)PYRIDINE-2-CARBOXYLATE-->ETHYL 6-(HYDROXYMETHYL)PYRIDINE-2-CARBOXYLATE-->4-CHLORO-PYRIDINE-2,6-DICARBOXYLIC ACID-->2,6-Pyridinedicarboxylic acid chloride |
|