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2,3-Pyrazinedicarboxylic acid

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2,3-Pyrazinedicarboxylic acid Basic information

Product Name:
2,3-Pyrazinedicarboxylic acid
Synonyms:
  • PYRAZINE-2,3-DICARBOXYLIC ACID
  • RARECHEM AL BO 1311
  • IFLAB-BB F2124-0042
  • AKOS BBS-00001996
  • 2,3-PYRAZINEDICARBOXYLIC ACID FOR SYNTHE
  • 2,3-PYRAZINEDICARBOXYLIC ACID
  • 2,3-dicarboxypyrazine
  • 3-Pyrazinedicarboxylic acid
CAS:
89-01-0
MF:
C6H4N2O4
MW:
168.11
EINECS:
201-875-3
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Building Blocks
  • Heterocyclic Building Blocks
  • Pesticide intermediates
  • 1
  • Carboxylic Acids
  • Pyrazines, Pyrimidines & Pyridazines
  • Pyrazine
  • Pyrazinecarboxylic Acid & Derivatives
  • Carboxylic Acids
  • Pyrazines, Pyrimidines & Pyridazines
  • Heterocycles
  • Heterocyclic Building Blocks
  • Organic acids
  • Pyrazines
Mol File:
89-01-0.mol
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2,3-Pyrazinedicarboxylic acid Chemical Properties

Melting point:
188 °C (dec.) (lit.)
Boiling point:
297.01°C (rough estimate)
Density 
1.6328 (rough estimate)
refractive index 
1.4738 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble
pka
1.66±0.10(Predicted)
form 
Solid
color 
Off-White to Pale Brown
Water Solubility 
soluble
Merck 
14,7958
BRN 
147982
InChIKey
ZUCRGHABDDWQPY-UHFFFAOYSA-N
LogP
-1.257 (est)
CAS DataBase Reference
89-01-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
F,C
Risk Statements 
36/37/38-34-11
Safety Statements 
22-24/25-45-36/37/39-26-16
WGK Germany 
3
RTECS 
UQ2500000
TSCA 
N
HS Code 
29339900

MSDS

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2,3-Pyrazinedicarboxylic acid Usage And Synthesis

Chemical Properties

white to pale brown crystalline powder

Uses

2,3-Pyrazinedicarboxylic Acid has been found to exhibit antifungal and antibacterial acitivity. It has also been used as a reagent in the preparation of transition metal pyrazinedicarboxylate complexes.

Description

2,3-Pyrazinedicarboxylic acid is an antibacterial compound, and its anions have been of great interest in coordination and supra-molecular chemistry as they generally tend to react with metal salts to yield insoluble polynuclear materials. Its anion has been shown to have critical applications in crystal engineering because of the crystal formation of 2,3-Pyrazinedicarboxylic acid with creatinine and 2-amino-4-hydroxy-6-methylpyrimidine. 2,3-Pyrazinedicarboxylic acid (pzdc) is a dicarboxylate ligand. This compound could bridge two neighboring metal atoms to form a 1D chain in complexes. The pzdc ligands also could coordinate with the central Nd(III) atoms in bridging tetradentate, hexadentate, or heptadentate modes. 2,3-pyrazinedicarboxylic acid (pzdc) and neodymium nitrate could synthesize the coordination polymer [Nd2(pzdc)3(H2O)]n·nH2O (complex I) with a three-dimensional framework through hydrothermal synthesis[1-4].

Purification Methods

Crystallise the dicarboxylic acid from water and dry it at 100o. The dimethyl ester has m 62-63o (from Et2O or Et2O/pet ether). [Beilstein 25 H 168, 25 II 164, 25 III/IV 1064.]

References

[1] Faizan, Mohd , et al. "Structural, vibrational and electronic absorption characteristics of the monohydrate organic salt of 2-amino-5-bromo-6-methyl-4-pyrimidinol and 2,3-pyrazinedicarboxylic acid: A combined experimental and computational study." Journal of Molecular Structure 1177(2019):229-241.
[2] Beaula, T Joselin , et al. "Quantum chemical computations, vibrational spectroscopic analysis and antimicrobial studies of 2,3-Pyrazinedicarboxylic acid." Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy 138C(2014):723-735.
[3] Yin, Hua , and S. X. Liu . "Copper and zinc complexes with 2,3-pyridinedicarboxylic acid or 2,3-pyrazinedicarboxylic acid: Polymer structures and magnetic properties." Journal of Molecular Structure 918.1-3(2009):165-173.
[4] Yang, Li Rong , et al. "Synthesis, structure and luminescent properties of neodymium(III) coordination polymers with 2,3-pyrazinedicarboxylic acid." Synthetic Metals 161. 9–10(2011):647-654.

2,3-Pyrazinedicarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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