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

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00614
Product name
Pyridine-2,6-dicarboxylic acid
Purity
for synthesis
Packaging
100g
Price
$94.8
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00614
Product name
Pyridine-2,6-dicarboxylic acid
Purity
for synthesis
Packaging
1kg
Price
$429
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00614
Product name
Pyridine-2,6-dicarboxylic acid
Purity
for synthesis
Packaging
25kg
Price
$9050
Updated
2024/03/01
Sigma-Aldrich
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
Sigma-Aldrich
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
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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

2,6-Lutidine Ethyl acetate Potassium permanganate Sulfuric acid

Preparation Products

2,6-Pyridinedicarboxylic acid chloride DIMETHYL 4-CHLOROPYRIDINE-2,6-DICARBOXYLATE Methyl 6-methoxyformamido-4-chloropyridin-2-ylcarbamate ,97% 2,6-DIAMINO-4-CHLOROPYRIDINE ETHYL 6-(HYDROXYMETHYL)PYRIDINE-2-CARBOXYLATE 4-CHLOROPYRIDINE-2,6-DICARBOHYDRAZIDE 2,6-Diacetylpyridine 4-CHLORO-PYRIDINE-2,6-DICARBOXYLIC ACID 6-(TERT-BUTOXYCARBONYLAMINO-METHYL)-PYRIDINE-2-CARBOXYLIC ACID ETHYL 6-(CHLOROMETHYL)PYRIDINE-2-CARBOXYLATE 6-(AMINOMETHYL)PYRIDINE-2-CARBOHYDRAZIDE 6-(AMINOMETHYL)-2-PYRIDINE CARBOXYLIC ACID Dimethyl 2,6-Pyridinedicarboxylate
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View Lastest Price from Pyridine-2,6-dicarboxylic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Pyridine-2,6-dicarboxylic acid 499-83-2
Price
US $100.00-70.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-16
Asia Chem I and E (Jiangsu) Co Ltd
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
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2,6-Pyridinedicarboxylic acid 499-83-2
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-18

499-83-2, Pyridine-2,6-dicarboxylic acidRelated Search:

Ethyl 2-(Chlorosulfonyl)acetate Isophthalic acid Potassium hydrogen phthalate 2-Picolinic acid OXALIC ACID Bis(2-ethylhexyl) phthalate 2,6-Lutidine Chromium picolinate Hyaluronic acid Citric acid 2,5-PYRIDINEDICARBOXYLIC ACID Phthalic acid Zinc picolinate Folic acid Pyridine Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 2,6-Pyridinedimethanol Ascoric Acid

  • 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
  • PYRIDINE-2,6-DICARBOXYLIC ACID
  • 2,6-Dicarboxypyridine
  • 2,6-Pyridinedicarboxylic acid-2,6-dipicolinic acid
  • dipicolinic
  • Pyridinedicarboxylic acid-(2,6)
  • JACS-499-83-2
  • 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-DIPICOLINIC ACID
  • 2,6-PYRIDINEDICARBOXYLIC ACID
  • AKOS 2002
  • DIPICOLINIC ACID
  • 'DIPICOLINIC ACID'
  • 6-Pyridinedicarboxylic acid
  • 2,6-PyridinedicarboxyL
  • 2,6-PYRIDINECARBOXYLIC 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
  • Pyridine-2,6-dicarboxylate
  • 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
  • 2,6-PyridinedicarboxylicAcid&gt
  • 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
  • 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