ChemicalBook >> CAS DataBase List >>Pyridine-2,6-dicarboxylic acid

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
MDL Number:
MFCD00006299
MOL File:
499-83-2.mol
MSDS File:
SDS
Last updated:2024-04-22 13:56:47

Pyridine-2,6-dicarboxylic acid 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)
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)
Indirect Additives used in Food Contact Substances 2,6-PYRIDINEDICARBOXYLIC ACID
EWG's Food Scores 1
FDA UNII UE81S5CQ0G
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)  GHS hazard pictograms
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
1
2 1

Pyridine-2,6-dicarboxylic acid price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00614 Pyridine-2,6-dicarboxylic acid for synthesis 499-83-2 100g $94.8 2024-03-01 Buy
Sigma-Aldrich 8.00614 Pyridine-2,6-dicarboxylic acid for synthesis 499-83-2 1kg $429 2024-03-01 Buy
Sigma-Aldrich 8.00614 Pyridine-2,6-dicarboxylic acid for synthesis 499-83-2 25kg $9050 2024-03-01 Buy
Sigma-Aldrich 02321 2,6-Pyridinedicarboxylic acid for ion chromatography, ≥99.5% (T) 499-83-2 5G $48.2 2022-05-15 Buy
Sigma-Aldrich 02321 2,6-Pyridinedicarboxylic acid for ion chromatography, ≥99.5% (T) 499-83-2 10g $79.2 2022-05-15 Buy
Product number Packaging Price Buy
8.00614 100g $94.8 Buy
8.00614 1kg $429 Buy
8.00614 25kg $9050 Buy
02321 5G $48.2 Buy
02321 10g $79.2 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.

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.

2402-78-0
124-38-9
499-83-2
Synthesis of Pyridine-2,6-dicarboxylic acid from 2,6-Dichloropyridine and Carbon dioxide
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View Lastest Price from Pyridine-2,6-dicarboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,6-Pyridinedicarboxylic acid pictures 2024-04-26 2,6-Pyridinedicarboxylic acid
499-83-2
US $50.00 / kg 1kg 99% 100mt Jinan Finer Chemical Co., Ltd
Pyridine-2,6-dicarboxylic acid pictures 2024-04-26 Pyridine-2,6-dicarboxylic acid
499-83-2
US $35.00-20.00 / kg 1kg 99% 15 ton Hebei Dangtong Import and export Co LTD
2,6-Pyridinedicarboxylic acid pictures 2024-04-26 2,6-Pyridinedicarboxylic acid
499-83-2
US $79.54 / Kg/Drum 25Kg/Drum 99.00%HPLC 5tons/month Asia Chem I and E (Jiangsu) Co Ltd
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 2,6-Pyridinedicarboxylic acid-2,6-dipicolinic acid dipicolinic Pyridinedicarboxylic acid-(2,6) 2,6-Pyridinedicarboxylic acid 99% 2,6-Pyridinedicarboxylic Acid(DPA) 2,6-Pyridinedicarboxylic acid concentrate Dipicolinic Acid 〔Pyridine-2,6-dicarboxylic Acid〕 Pyridine-2,6-dicarboxylic acid for synthesis 2,6-PYRIDINEDICARBOXYLIC ACID AKOS 2002 'DIPICOLINIC ACID' DIPLCOLINIC ACID OR PYRIDINE-2,6-DCA PYRIDINE-2,6-DICARBOXYLIC ACID 2,6-PYRIDINEDICARBOXYLIC ACID (DIPICOLINIC ACID) PYRIDINE-2,6-DICARBOXYLIC ACID extrapure 2,6-Pyridinedicarboxylic acid solution Dipicolinic acid solution 6-Carboxypicolinic acid L-042134 Pyridine-2,6-biscarboxylic acid 2,6-Pyridine Dicarboxylic Acid 98% Min 2,6-Pyridinedicarboxylic acid, 99% 100GR 2,6-Pyridinedicarboxylic acid, 99% 25GR 2,6-Pyridinedicarboxylic acid, 99% 500GR 2,6-Pyridinedicarboxylic acid , Pyridine-2,6-dicarboxylic acid PYRIDINE-2,6-DICARBOXYLIC ACID FOR SYNTH 2,6-Pyridin-dicarboxylic acid Pyridinedicarboxylic aci JACS-499-83-2 6-Pyridinedicarboxylic acid 2,6-PyridinedicarboxyL 2,6-PyridinedicarboxylicAcid> ipicolinicaci 2,6-Pyridinedicarboxylic acid ISO 9001:2015 REACH Pyridine-2,6-dimethyl acid 2,6-Pyridinedicarboxylic acida CAS No. 499-83-2 Pyridin-2,6-dicarbonsure 2,6-Pyridinedicarboxylic acid/Pyridine-2,6-dicarboxylic acid/Dipicolinic acid/DPA PYRIDINE-2,6-DICARBOXYLIC ACID 2,6-DIPICOLINIC ACID DIPICOLINIC ACID 2,6-PYRIDINECARBOXYLIC ACID Pyridine-2,6-dicarboxylate 3-Fluoropropiophenone 455-67-4 2,6-Pyridinedicarboxylic acid (8CI, 9CI, ACI) 2,6-Dipyridinecarboxylic acid 26DPA 499-83-2 207-894-3 Analytical Reagents