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CS-W001157 4
Total: USD 88.00

4-Cyano-3-nitrobenzoic acid

  • CAS No. 153775-42-9

  • Cat. No. CS-0042923
  • Purity≥98%
  • MDL No.MFCD16876894

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

4-Cyano-3-nitrobenzoic acid|CS-0042923

Structure of 153775-42-9

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General Information

  • CAS No. 153775-42-9
  • Cat. No. CS-0042923
  • Purity ≥98%
  • MDL No. MFCD16876894
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄N₂O₄
  • Molecular Weight 192.13
  • Synonym(s) 4-cyano-3-nitro-benzoic acid
  • SMILES O=C(O)C1=CC=C(C#N)C([N+]([O-])=O)=C1

Description

4-Cyano-3-nitrobenzoic acid features a conjugated triad of electron-withdrawing groups—cyano, nitro, and carboxylic acid—positioned ortho to one another, enhancing its utility in constructing electron-deficient scaffolds. This arrangement promotes strong intermolecular interactions and facilitates coupling reactions under mild conditions. The compound serves as a key building block for functionalized heterocycles, advanced materials, and bioactive molecule synthesis.

Application

4-Cyano-3-nitrobenzoic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted quinoline and benzimidazole scaffolds. Its orthogonal functionality—cyano, nitro, and carboxylic acid groups—supports sequential transformations under standard conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process development workflows.

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 : 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   104.23
  • LogP   1.16468
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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