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Atomfair 2-Amino-4-nitrobenzaldehyde C7H6N2O3 CAS 109466-84-4

2-Amino-4-nitrobenzaldehyde (CAS No. 109466-84-4) is a high-purity nitro-substituted benzaldehyde derivative with the molecular formula C7H6N2O3. This bright yellow to orange crystalline powder is a versatile intermediate in organic synthesis, particularly for pharmaceuticals, dyes, and agrochemicals. With a molecular weight of 166.14 g/mol, it features both an aldehyde (-CHO) and an amino (-NH2) group ortho to each other, alongside a nitro (-NO2) group at the para position, enabling diverse reactivity. Ideal for Suzuki couplings, Schiff base formation, and heterocyclic synthesis. Packaged under inert gas to ensure stability, with ≥95% purity (HPLC). Store at 2-8°C in a tightly sealed container. Hazard code:…

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Description

2-Amino-4-nitrobenzaldehyde (CAS No. 109466-84-4) is a high-purity nitro-substituted benzaldehyde derivative with the molecular formula C7H6N2O3. This bright yellow to orange crystalline powder is a versatile intermediate in organic synthesis, particularly for pharmaceuticals, dyes, and agrochemicals. With a molecular weight of 166.14 g/mol, it features both an aldehyde (-CHO) and an amino (-NH2) group ortho to each other, alongside a nitro (-NO2) group at the para position, enabling diverse reactivity. Ideal for Suzuki couplings, Schiff base formation, and heterocyclic synthesis. Packaged under inert gas to ensure stability, with ≥95% purity (HPLC). Store at 2-8°C in a tightly sealed container. Hazard code: Xi (Irritant).

Properties

  • CAS Number: 109466-84-4
  • Complexity: 190
  • IUPAC Name: 2-amino-4-nitro-benzaldehyde
  • InChI: InChI=1S/C7H6N2O3/c8-7-3-6(9(11)12)2-1-5(7)4-10/h1-4H,8H2
  • InChI Key: DKVANZONLCMNBC-UHFFFAOYSA-N
  • Exact Mass: 166.03784206
  • Molecular Formula: C7H6N2O3
  • Molecular Weight: 166.13
  • SMILES: C1=CC(=C(C=C1[N+](=O)[O-])N)C=O
  • Topological: 88.9
  • Monoisotopic Mass: 166.03784206
  • Synonyms: 2-AMINO-4-NITROBENZALDEHYDE, 109466-84-4, MFCD09264065, SCHEMBL2616938, SCHEMBL28774866, DKVANZONLCMNBC-UHFFFAOYSA-N, JEA46684, AKOS006330879, AB50505, DS-8848, DA-15627, CS-0043821, EN300-133520, F15864, Z1198219348

Application

2-Amino-4-nitrobenzaldehyde serves as a key precursor in synthesizing quinoxaline derivatives for fluorescent probes and pharmaceutical scaffolds. Its nitro and aldehyde groups facilitate condensation reactions to form imidazoles and benzimidazoles, used in corrosion inhibitors and optoelectronic materials. Researchers also employ it to develop antimicrobial agents via Mannich reactions or as a ligand in metal-organic frameworks (MOFs).

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