CAS 499-83-2 2,6-Pyridinedicarboxylic Acid - Materials / Alfa Chemistry

NAVIGATION

2,6-Pyridinedicarboxylic Acid

PRICE INQUIRY

Catalog Number

ACM499832

CAS Number

499-83-2

Product Name

2,6-Pyridinedicarboxylic Acid

Structure

Category

Monomers

Synonyms

DipicolinicAcid

Description

Solid

IUPAC Name

pyridine-2,6-dicarboxylic acid

Molecular Weight

167.12

Molecular Formula

C7H5NO4

Canonical SMILES

C1=CC(=NC(=C1)C(=O)O)C(=O)O

InChI

InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)

InChI Key

WJJMNDUMQPNECX-UHFFFAOYSA-N

Melting Point

252 °C(dec.)

Flash Point

188°C

Purity

>98.0%(GC)(T)

Solubility

0.03 M;5 mg/mL at 25 °C

Appearance

White to Almost white powder to crystaline

Application

2,6-Pyridinedicarboxylic Acid (PDCA) serves a multifaceted purpose in various scientific and industrial applications. This white crystalline powder, known for its insolubility in ethanol, is primarily employed in the creation of dipicolinato-ligated lanthanide and transition metal complexes, and acts as a chelating agent for metals such as chromium, zinc, manganese, copper, iron, and molybdenum. Its capacity to form a complex with calcium enhances the stability of deoxyribonucleic acid (DNA) by protecting it from heat denaturation, which is crucial in maintaining DNA integrity. Furthermore, PDCA is instrumental in the development of metal-organic frameworks and coordination polymers, used in applications involving gas storage, separation, catalysis, magnetism, and sensing. It is an important marker for the effectiveness of sterilization processes and is found in high concentrations in Bacillus endospores, contributing to their heat resistance. Additionally, PDCA is recognized as a microbial metabolite, indicating its natural occurrence in various bacterial and fungal species, making it a vital component in microbial identification and research.

Storage

Store under inert gas

Complexity

184

Covalently-Bonded Unit Count

EC Number

207-894-3

Exact Mass

167.021858g/mol

Formal Charge

Hazard Statements

H315 : Causes skin irritation.H319 : Causes serious eye irritation.

Heavy Atom Count

MDL Number

MFCD00006299

MeSH Entry Terms

2,6-dicarboxypyridine;2,6-pyridine dicarboxylate;2,6-pyridinedicarboxylate;2,6-pyridinedicarboxylic acid;3,4-pyridinedicarboxylate;dipicolinic acid;dipicolinic acid, calcium salt;dipicolinic acid, dipotassium salt;dipicolinic acid, disodium salt;dipicolinic acid, monosodium salt;dipicolinic acid, zinc salt;pyridine-2,6-dicarboxylic acid;zinc dipicolinate

Monoisotopic Mass

167.021858g/mol

NSC Number

176

Precautionary Statements

P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.

Refractive Index

1.62

Rotatable Bond Count

Safety Description

26-36-24/25-37

Signal Word

Warning

Specific Gravity

1.16

Supplemental Hazard Statements

H315-H319-H335

UNII