Pyridine-2,6-dicarboxylic acid

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;PYRIDINE-2,6-DICARBOXYLIC ACID
CAS:499-83-2
MF:C7H5NO4
MW:167.12
EINECS:207-894-3
Product Categories:Building Blocks;C7;Carboxylic Acids;Carboxylic Acids;Chemical Synthesis;Heterocyclic Building Blocks;blocks;Carboxes;Pyridines;Pyridine;pyridine derivative;Pyridines, Pyrimidines, Purines and Pteredines;Organic acids;bc0001;499-83-2
Mol File:499-83-2.mol
Pyridine-2,6-dicarboxylic acid Structure
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
pka2.16(at 25℃)
form Crystalline Powder
color White
PH2.0 (5g/l, H2O, 20℃)
Water Solubility 5 g/L (20 ºC)
BRN 131629
InChIKeyWJJMNDUMQPNECX-UHFFFAOYSA-N
LogP0.3 at 25℃ and pH1.8
CAS DataBase Reference499-83-2(CAS DataBase Reference)
NIST Chemistry Reference2,6-Pyridinedicarboxylic acid(499-83-2)
EPA Substance Registry System2,6-Pyridinedicarboxylic acid (499-83-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-37/38-36
Safety Statements 26-36-24/25-37
WGK Germany 3
Autoignition Temperature620 °C
TSCA T
HazardClass IRRITANT
HS Code 29333999
ToxicityLD50 orally in Rabbit: 10500 mg/kg
MSDS Information
ProviderLanguage
Dipicolinic acid English
SigmaAldrich English
ACROS English
ALFA English
Pyridine-2,6-dicarboxylic acid Usage And Synthesis
Chemical PropertiesWhite crystalline powder. Insoluble in ethanol.
UsesPyridine-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.
DefinitionChEBI: 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-).
Application2,6-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.
Preparationpyridine-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 DescriptionThis 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.
Potassium hydrogen phthalate Hyaluronic acid Pyridine-2,6-dicarboxylic acid Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid Isophthalic acid OXALIC ACID Folic acid 2,5-PYRIDINEDICARBOXYLIC ACID Phthalic acid Chromium picolinate 2,6-Lutidine Zinc picolinate 2-Picolinic acid Bis(2-ethylhexyl) phthalate Pyridine DIBUTYL 2,6-PYRIDINEDICARBOXYLATE, 99 Citric acid

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