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CS-W001157 4
Total: USD 88.00

Pyrazine-2,3-dicarboxylic acid

  • CAS No. 89-01-0

  • Cat. No. CS-W017821
  • Purity≥98%
  • MDL No.MFCD00006131

*For research and further manufacturing use only, not for direct human use.

Pyrazine-2,3-dicarboxylic acid|CS-W017821

Structure of 89-01-0

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General Information

  • CAS No. 89-01-0
  • Cat. No. CS-W017821
  • Purity ≥98%
  • MDL No. MFCD00006131
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O₄
  • Molecular Weight None
  • Synonym(s) 2,3-Dicarboxypyrazine
  • SMILES O=C(O)C(N=CC=N1)=C1C(O)=O

Description

Pyrazine-2,3-dicarboxylic acid features a rigid heteroaromatic core with two carboxylic acid groups positioned at the 2 and 3 ring positions. This configuration enables strong coordination to metal ions, facilitating its use in constructing coordination polymers and metal-organic frameworks. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it well-suited for applications in catalysis and materials synthesis.

Application

Pyrazine-2,3-dicarboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science, enabling the synthesis of bioactive scaffolds and functional polymers. Its dual carboxylic acid functionality offers high reactivity in amide coupling, esterification, and metal coordination reactions. The molecule exhibits excellent bench stability and facilitates straightforward purification via recrystallization or chromatography, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1

    References

    • Obafemi, Craig A.; Pfleiderer, Wolfgang Helvetica Chimica Acta, 1994 , vol. 77, # 6 p. 1549 - 1556
  • Route2
    • 2,3-Diaminosuccinic acid|CS-0573649
      921-52-8
    • null|null
      131543-46-9
    • ~69%
    • In-stock
      Pyrazine-2,3-dicarboxylic acid|CS-W017821
      89-01-0

    References

    • Rao, A. V. Rama; Yadav, J. S.; Ravichandran, K.; Sahasrabudhe, A. B.; Chaurassia, S. S. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 9 p. 850
  • Route3

    References

    • Polyhedron, , vol. 45, # 1 p. 229 - 237,9

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   100.38
  • LogP   -0.127
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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