Product Name
2,3-Pyrazinedicarboxylic Acid
Category
Metal Organic Frameworks (MOFs); Monomers
Synonyms
3-Pyrazinedicarboxylic acid
IUPAC Name
Pyrazine-2,3-dicarboxylic acid
Molecular Formula
C6H4N2O4
Canonical SMILES
C1=CN=C(C(=N1)C(=O)O)C(=O)O
InChI
InChI=1S/C6H4N2O4/c9-5(10)3-4(6(11)12)8-2-1-7-3/h1-2H,(H,9,10)(H,11,12)
InChI Key
ZUCRGHABDDWQPY-UHFFFAOYSA-N
Density
1.6328 g/mL at 25 °C(lit.)
Appearance
White to Almost white powder to crystal
Application
2,3-Pyrazinedicarboxylic Acid serves multiple purposes, primarily recognized for its antifungal and antibacterial properties. It plays a crucial role as a reagent in the synthesis of transition metal pyrazinedicarboxylate complexes. The compound's anionic form has garnered significant interest in both coordination and supra-molecular chemistry due to its tendency to react with metal salts, producing insoluble polynuclear materials. This property extends its applications to crystal engineering, particularly in forming complexes with creatinine and 2-amino-4-hydroxy-6-methylpyrimidine. As a dicarboxylate ligand, 2,3-Pyrazinedicarboxylic Acid can link neighboring metal atoms to create one-dimensional chains in various complexes. Additionally, it demonstrates versatility by coordinating with neodymium(III) atoms in multiple bonding modes. When combined with neodymium nitrate, it facilitates the synthesis of coordination polymers with intricate three-dimensional frameworks through hydrothermal methods.
Storage
Store under inert gas
Covalently-Bonded Unit Count
1
Hazard Statements
H315 : Causes skin irritation.H319 : Causes serious eye irritation.
MeSH Entry Terms
2,3-pyrazinedicarboxylic acid
Monoisotopic Mass
168.01710661
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
n20/D 1.4738(lit.)
Storage Conditions
Dry place,Room Temperature
Topological Polar Surface Area
100 Ų