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CS-W001157 4
Total: USD 88.00

2-Amino-5-nitrobenzoic acid

  • CAS No. 616-79-5

  • Cat. No. CS-W020043
  • Purity≥98%
  • MDL No.MFCD00017039

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

2-Amino-5-nitrobenzoic acid|CS-W020043

Structure of 616-79-5

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General Information

  • CAS No. 616-79-5
  • Cat. No. CS-W020043
  • Purity ≥98%
  • MDL No. MFCD00017039
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₄
  • Molecular Weight 182.13
  • Synonym(s) None
  • SMILES O=C(O)C1=CC([N+]([O-])=O)=CC=C1N

Description

2-Amino-5-nitrobenzoic acid features a carboxylic acid group flanked by an electron-deficient nitro moiety and an amino substituent, enabling diverse conjugation in synthetic pathways. This ortho-disubstituted aromatic scaffold integrates readily into bioactive frameworks and serves as a key intermediate in medicinal chemistry.

Application

2-Amino-5-nitrobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling access to substituted heterocycles and pharmaceutical intermediates. Its ortho-difunctionalized aromatic core facilitates selective transformations, while the carboxylic acid and nitro groups offer complementary reactivity for coupling, reduction, and derivatization. Bench-stable and readily purified, it functions effectively in standard amide coupling, electrophilic substitution, and metal-catalyzed cross-coupling protocols.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 75, # 10 p. 3311 - 3316
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 51, # 25 p. 5039 - 5040
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 41, # 4 p. 633 - 636

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   106.46
  • LogP   0.8752
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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