Pyridine-2,6-dicarboxylic acid
- CAS No.
- 499-83-2
- Chemical Name:
- Pyridine-2,6-dicarboxylic acid
- Synonyms
- PYRIDINE-2,6-DICARBOXYLIC ACID;DIPICOLINIC ACID;2,6-DIPICOLINIC ACID;Pyridine-2,6-dicarboxylate;2,6-PYRIDINECARBOXYLIC ACID;26DPA;L-042134;AKOS 2002;dipicolinic;JACS-499-83-2
- CBNumber:
- CB1457234
- Molecular Formula:
- C7H5NO4
- Molecular Weight:
- 167.12
- MOL File:
- 499-83-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/4 14:04:14
| 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) |
| Flash point | 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
Pyridine-2,6-dicarboxylic acid price More Price(21)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | P63808 | 2,6-Pyridinedicarboxylic acid 99% | 499-83-2 | 25G | ₹1970.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P63808 | 2,6-Pyridinedicarboxylic acid 99% | 499-83-2 | 100G | ₹5022.8 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P63808 | 2,6-Pyridinedicarboxylic acid 99% | 499-83-2 | 500G | ₹18272.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.00614 | Pyridine-2,6-dicarboxylic acid for synthesis | 499-83-2 | 100G | ₹16419.99 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.00614 | Pyridine-2,6-dicarboxylic acid for synthesis | 499-83-2 | 1KG | ₹57950 | 2022-06-14 | Buy |
Pyridine-2,6-dicarboxylic acid Chemical Properties,Uses,Production
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.
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
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
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| GLR Innovations | 58 |
| Terma Medicare India Pvt.,Ltd | 58 |
| Resonance Specialties Limited | 58 |
| Mahrshee Laboratories Pvt Ltd | 58 |
| SVR API Pvt Ltd | 58 |
| ALS INDIA LIFE SCIENCES | 58 |
| Garuda Chemicals | 58 |
| Amsal Chem Private Limited | 58 |
| Jubilant Ingrevia | 58 |
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