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3-Hydroxy-5-nitrobenzoic acid

  • CAS No. 78238-14-9

  • Cat. No. CS-0098711
  • Purity≥95%
  • MDL No.MFCD01098212

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

3-Hydroxy-5-nitrobenzoic acid|CS-0098711

Structure of 78238-14-9

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General Information

  • CAS No. 78238-14-9
  • Cat. No. CS-0098711
  • Purity ≥95%
  • MDL No. MFCD01098212
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO₅
  • Molecular Weight 183.12
  • Synonym(s) 5-Hydroxy-3-nitrobenzoic acid
  • SMILES O=C(C1=CC([N+]([O-])=O)=CC(O)=C1)O

Description

3-Hydroxy-5-nitrobenzoic acid features a conjugated system enhanced by electron-withdrawing nitro and hydroxyl groups, enabling precise tuning of reactivity in synthetic transformations. This bench-stable derivative integrates readily into complex molecular architectures, particularly in pharmaceutical intermediates and functional materials.

Application

3-Hydroxy-5-nitrobenzoic acid serves as a versatile building block for nitroaromatic and polyfunctionalized benzoic acid scaffolds. Its ortho-hydroxyl and meta-nitro groups enable sequential functionalization, facilitating coupling reactions, derivatization, and heterocycle formation. The molecule exhibits good bench stability and is readily purified by recrystallization, supporting its use in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Hartung, Ingo V.; Rude, Mathew A.; Schnarr, Nathan A.; Hunziker, Daniel; Khosla, Chaitan Journal of the American Chemical Society, 2005 , vol. 127, # 32 p. 11202 - 11203
  • Route2
    • null|null
      99-34-3
    • ~%
    • In-stock
      3-Hydroxy-5-nitrobenzoic acid|CS-0098711
      78238-14-9

    References

    • Journal of the American Chemical Society, , vol. 127, # 32 p. 11202 - 11203
  • Route3
    • 3-Amino-5-nitrobenzoic acid|CS-0128390
      618-84-8
    • ~44%
    • In-stock
      3-Hydroxy-5-nitrobenzoic acid|CS-0098711
      78238-14-9

    References

    • Wang, Ying; Xiang, Junfeng; Jiang, Hua Chemistry - A European Journal, 2011 , vol. 17, # 2 p. 613 - 619

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   100.67
  • LogP   0.9986
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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