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CS-W001157 4
Total: USD 88.00

3,4-Dihydroxy-5-nitrobenzoic acid

  • CAS No. 84211-30-3

  • Cat. No. CS-0157757
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD00872080

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

3,4-Dihydroxy-5-nitrobenzoic acid|CS-0157757

Structure of 84211-30-3

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General Information

  • CAS No. 84211-30-3
  • Cat. No. CS-0157757
  • Purity ≥97%
  • MDL No. MFCD00872080
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO₆
  • Molecular Weight None
  • Synonym(s) Entacapone Impurity 26
  • SMILES C1=C(C=C(C(=C1[N+](=O)[O-])O)O)C(=O)O

Description

3,4-Dihydroxy-5-nitrobenzoic acid features a conjugated aromatic core bearing two hydroxyl groups and a nitro substituent in close proximity to the carboxylic acid. This arrangement imparts strong electron-withdrawing character and enhances redox activity, enabling its use in synthesizing functionalized scaffolds for bioactive molecules and materials with tunable electronic properties.

Application

3,4-Dihydroxy-5-nitrobenzoic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates. Its ortho-dihydroxy and nitro groups enable selective functionalization, while the carboxylic acid facilitates coupling reactions. The molecule exhibits sufficient bench stability for routine handling and purification, making it suitable for use in medicinal chemistry campaigns requiring oxidizable phenolic motifs or nitro-to-amino transformations.

Synthesis

  • Route1

    References

    • Kiss, Laszlo E.; Ferreira, Humberto S.; Torrao, Leonel; Bonifacio, Maria Joao; Palma, P. Nuno; Soares-Da-Silva, Patricio; Learmonth, David A. Journal of Medicinal Chemistry, 2010 , vol. 53, # 8 p. 3396 - 3411
  • Route2

    References

    • Schkeryantz, Jeffrey M.; Danishefsky, Samuel J. Journal of the American Chemical Society, 1995 , vol. 117, # 16 p. 4722 - 4723
  • Route3

    References

    • Schkeryantz, Jeffrey M.; Danishefsky, Samuel J. Journal of the American Chemical Society, 1995 , vol. 117, # 16 p. 4722 - 4723

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   120.9
  • LogP   0.7042
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   2

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