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CS-W001157 4
Total: USD 88.00

6-Nitropyridine-2-carboxylic acid

  • CAS No. 26893-68-5

  • Cat. No. CS-W019156
  • Purity≥98%
  • MDL No.MFCD04114205

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

6-Nitropyridine-2-carboxylic acid|CS-W019156

Structure of 26893-68-5

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General Information

  • CAS No. 26893-68-5
  • Cat. No. CS-W019156
  • Purity ≥98%
  • MDL No. MFCD04114205
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O₄
  • Molecular Weight 168.11
  • Synonym(s) 6-Nitro-2-pyridinecarboxylic acid
  • SMILES [N+](=O)([O-])C1=CC=CC(=N1)C(=O)O

Description

6-Nitropyridine-2-carboxylic acid features a pyridine ring bearing both a nitro group at the 6-position and a carboxylic acid at the 2-position, creating a dual functionalized scaffold with strong electron-withdrawing character. This arrangement enhances its utility in metal coordination, pharmaceutical intermediates, and as a building block for heterocyclic systems requiring precise electronic tuning.

Application

6-Nitropyridine-2-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at both the pyridine nitrogen and carboxylic acid terminus. Its dual functionality facilitates amide coupling, nucleophilic substitution, and metal-catalyzed cross-coupling reactions under standard conditions. The nitro group enhances electrophilicity for further derivatization, while the carboxylic acid provides a handle for conjugation or salt formation. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of complex nitrogen-containing scaffolds.

Synthesis

  • Route1

    References

    • Brown Journal of the American Chemical Society, 1954 , vol. 76, p. 3167

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   93.33
  • LogP   0.688
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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