Pyridine-2,6-dicarboxylic acid
- Product Name
- 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
- Formula Weight
- 167.12
- MOL File
- 499-83-2.mol
Pyridine-2,6-dicarboxylic acid Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 8.00614
- Product name
- Pyridine-2,6-dicarboxylic acid
- Purity
- for synthesis
- Packaging
- 100g
- Price
- $94.8
- Updated
- 2024/03/01
- Product number
- 8.00614
- Product name
- Pyridine-2,6-dicarboxylic acid
- Purity
- for synthesis
- Packaging
- 1kg
- Price
- $429
- Updated
- 2024/03/01
- Product number
- 8.00614
- Product name
- Pyridine-2,6-dicarboxylic acid
- Purity
- for synthesis
- Packaging
- 25kg
- Price
- $9050
- Updated
- 2024/03/01
- Product number
- 02321
- Product name
- 2,6-Pyridinedicarboxylic acid
- Purity
- for ion chromatography, ≥99.5% (T)
- Packaging
- 5G
- Price
- $48.2
- Updated
- 2022/05/15
- Product number
- 02321
- Product name
- 2,6-Pyridinedicarboxylic acid
- Purity
- for ion chromatography, ≥99.5% (T)
- Packaging
- 10g
- Price
- $79.2
- Updated
- 2022/05/15
Pyridine-2,6-dicarboxylic acid Chemical Properties,Usage,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.
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.
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-).
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.
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
Preparation Products
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View Lastest Price from Pyridine-2,6-dicarboxylic acid manufacturers
- Product
- Pyridine-2,6-dicarboxylic acid 499-83-2
- Price
- US $15.00-50.00/kg
- Min. Order
- 1kg
- Purity
- NLT99%
- Supply Ability
- 5 ton per month
- Release date
- 2023-03-26
- Product
- 2,6-Pyridinedicarboxylic acid 499-83-2
- Price
- US $79.54/Kg/Drum
- Min. Order
- 25Kg/Drum
- Purity
- 99.00%HPLC
- Supply Ability
- 5tons/month
- Release date
- 2021-11-09
- Product
- Pyridine-2,6-dicarboxylic acid 499-83-2
- Price
- US $35.00-20.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 15 ton
- Release date
- 2023-09-14