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CS-W001157 4
Total: USD 88.00

4-Amino-2-nitrobenzoic acid

  • CAS No. 610-36-6

  • Cat. No. CS-W010748
  • Purity≥98%
  • MDL No.MFCD00189376

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

4-Amino-2-nitrobenzoic acid|CS-W010748

Structure of 610-36-6

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General Information

  • CAS No. 610-36-6
  • Cat. No. CS-W010748
  • Purity ≥98%
  • MDL No. MFCD00189376
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₄
  • Molecular Weight 182.13
  • Synonym(s) 2-Nitro-4-aminobenzoic acid
  • SMILES O=C(O)C1=CC=C(N)C=C1[N+]([O-])=O

Description

4-Amino-2-nitrobenzoic acid features a conjugated system bridging electron-rich and electron-deficient moieties, enabling robust participation in cross-coupling and cyclization reactions. The carboxylic acid group facilitates direct derivatization, while the para-amino and ortho-nitro substituents offer tunable redox behavior and enhanced solubility under standard conditions.

Application

4-Amino-2-nitrobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling access to substituted benzene scaffolds through selective functional group manipulation. The amino and nitro groups offer orthogonal reactivity for sequential transformations, while the carboxylic acid facilitates derivatization via amide, ester, or acyl chloride formation. Bench-stable and readily purified by recrystallization, it functions effectively in coupling reactions, heterocycle synthesis, and the construction of medicinally relevant core structures.

Synthesis

  • Route1
    • null|null
      610-30-0
    • ~57%
    • In-stock
      4-Amino-2-nitrobenzoic acid|CS-W010748
      610-36-6

    References

    • Phytochemistry, , vol. 41, # 6 p. 1473 - 1475
  • Route2
    • 4-Acetamido-2-nitrobenzoic acid|CS-0681676
      21573-29-5
    • ~%
    • In-stock
      4-Amino-2-nitrobenzoic acid|CS-W010748
      610-36-6

    References

    • Journal of the American Chemical Society, , vol. 31, p. 847
  • Route3
    • null|null
      28144-70-9
    • null|null
      610-30-0
    • ~%
    • In-stock
      4-Amino-2-nitrobenzoic acid|CS-W010748
      610-36-6

    References

    • US5872115 A1, ;

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

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