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CS-W001157 4
Total: USD 88.00

1H-Pyrrole-2,5-dicarboxylic acid

  • CAS No. 937-27-9

  • Cat. No. CS-0102794
  • Molecule weight155.11
  • Purity≥97%
  • MDL No.MFCD09991932

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

1H-Pyrrole-2,5-dicarboxylic acid|CS-0102794

Structure of 937-27-9

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General Information

  • CAS No. 937-27-9
  • Cat. No. CS-0102794
  • Purity ≥97%
  • MDL No. MFCD09991932
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NO₄
  • Molecular Weight 155.11
  • Synonym(s) 2,5-Pyrroldicarboxylic acid
  • SMILES O=C(O)C1=CC=C(N1)C(=O)O

Description

1H-Pyrrole-2,5-dicarboxylic acid features a rigid, electron-rich pyrrole core with two strategically positioned carboxylic acid groups. This arrangement enables direct conjugation and facilitates metal coordination or amidation reactions under standard conditions. The molecule's planar structure supports integration into functional polymers and bioactive scaffolds.

Application

1H-Pyrrole-2,5-dicarboxylic acid serves as a versatile scaffold for the synthesis of heterocyclic compounds and bioactive molecules. Its dual carboxylic acid functionality enables straightforward derivatization via amide, ester, or hydrazide formation, while maintaining compatibility with standard coupling protocols. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Yoon, Dae-Wi; Gross, Dustin E.; Lynch, Vincent M.; Sessler, Jonathan L.; Hay, Benjamin P.; Lee, Chang-Hee Angewandte Chemie - International Edition, 2008 , vol. 47, # 27 p. 5038 - 5042
  • Route2
    • 5-(Methoxycarbonyl)-1H-pyrrole-2-carboxylic acid|CS-0106500
      1199-64-0
    • ~87%
    • In-stock
      1H-Pyrrole-2,5-dicarboxylic acid|CS-0102794
      937-27-9

    References

    • Zielinski, Tomasz; Jurczak, Janusz Tetrahedron, 2005 , vol. 61, # 16 p. 4081 - 4089
  • Route3

    References

    • US2003/212113 A1, ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   90.39
  • LogP   0.4111
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   2

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