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CS-W001157 4
Total: USD 88.00

4-(Pyrimidin-5-yl)benzoic acid

  • CAS No. 216959-91-0

  • Cat. No. CS-W022025
  • Purity≥95%
  • MDL No.MFCD05864811

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

4-(Pyrimidin-5-yl)benzoic acid|CS-W022025

Structure of 216959-91-0

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General Information

  • CAS No. 216959-91-0
  • Cat. No. CS-W022025
  • Purity ≥95%
  • MDL No. MFCD05864811
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈N₂O₂
  • Molecular Weight 200.20
  • Synonym(s) 4-Pyrimidin-5-yl-benzoic acid
  • SMILES O=C(O)C1=CC=C(C=C1)C2=CN=CN=C2

Description

4-(Pyrimidin-5-yl)benzoic acid features a rigid, electron-deficient pyrimidine ring linked via a phenylene spacer to a carboxylic acid group. This structural motif enables integration into conjugated systems, enhancing planarity and enabling hydrogen bonding or π–π interactions in supramolecular assemblies. The compound serves as a versatile scaffold for pharmaceutical intermediates and functional materials requiring precise spatial orientation and polar functionality.

Application

4-(Pyrimidin-5-yl)benzoic acid serves as a versatile building block for medicinal chemistry and materials science, enabling the construction of biologically active heterocyclic scaffolds. Its dual aromatic system—pyrimidine and benzene—confers enhanced planarity and π-stacking potential, while the carboxylic acid group facilitates direct coupling reactions or derivatization via amide, ester, or amidation protocols. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for high-throughput synthesis workflows and API development.

Synthesis

  • Route1

    References

    • Holzer, Marcel; Ziegler, Sigrid; Neugebauer, Alexander; Kronenberger, Bernd; Klein, Christian D.; Hartmann, Rolf W. Archiv der Pharmazie, 2008 , vol. 341, # 8 p. 478 - 484
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 3 p. 631 - 634
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 3 p. 631 - 634

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   63.08
  • LogP   1.8418
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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