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CS-W001157 4
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4-Amino-3-nitrobenzoic acid

  • CAS No. 1588-83-6

  • Cat. No. CS-W008978
  • Purity≥96%
  • MDL No.MFCD00017009

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

4-Amino-3-nitrobenzoic acid|CS-W008978

Structure of 1588-83-6

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General Information

  • CAS No. 1588-83-6
  • Cat. No. CS-W008978
  • Purity ≥96%
  • MDL No. MFCD00017009
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₄
  • Molecular Weight 182.13
  • Synonym(s) 4-Amino-3-Nitro-Benzoic Acid
  • SMILES O=C(O)C1=CC=C(N)C([N+]([O-])=O)=C1

Description

4-Amino-3-nitrobenzoic acid features a strategically positioned amino group flanked by a nitro substituent and a carboxylic acid moiety, enabling direct integration into conjugate systems. This electron-deficient aromatic scaffold facilitates efficient coupling reactions under standard conditions, offering a robust platform for synthesizing bioactive intermediates and functionalized materials.

Application

4-Amino-3-nitrobenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling the construction of substituted benzimidazoles, benzothiazoles, and other heterocyclic scaffolds. Its complementary amino and nitro groups facilitate sequential functionalization, while the carboxylic acid provides a handle for amidation or esterification. The compound exhibits good bench stability and is amenable to standard purification methods.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

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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