Description

2-(Benzyloxy)-4-nitroaniline (CAS No. 25945-96-4) is a high-purity nitro-substituted aniline derivative with the molecular formula C₁₃H₁₂N₂O₃. This compound, also known by its IUPAC name 4-nitro-2-phenylmethoxyaniline, features a benzyloxy group at the 2-position and a nitro group at the 4-position of the aniline ring, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its well-defined structure and reactivity are ideal for use in coupling reactions, azo dye synthesis, and as a precursor for more complex heterocyclic compounds. Suitable for researchers in medicinal chemistry, material science, and fine chemical production, this product is supplied with comprehensive analytical data (including ¹H NMR, HPLC, and MS) to ensure quality and consistency. Store in a cool, dry place away from light and oxidizing agents.

Properties

• CAS Number: 25945-96-4
• Complexity: 274
• IUPAC Name: 2-benzyloxy-4-nitro-aniline
• InChI: InChI=1S/C13H12N2O3/c14-12-7-6-11(15(16)17)8-13(12)18-9-10-4-2-1-3-5-10/h1-8H,9,14H2
• InChI Key: OTBQGZCBYVALOL-UHFFFAOYSA-N
• Exact Mass: 244.08479225
• Molecular Formula: C13H12N2O3
• Molecular Weight: 244.25
• SMILES: C1=CC=C(C=C1)COC2=C(C=CC(=C2)[N+](=O)[O-])N
• Topological: 81.1
• Monoisotopic Mass: 244.08479225
• Synonyms: 2-(benzyloxy)-4-nitroaniline, 25945-96-4, 4-nitro-2-phenylmethoxyaniline, Benzenamine, 4-nitro-2-(phenylmethoxy)-, 2-Benzyloxy-4-nitrophenylamine, MFCD00276800, ghl.PD_Mitscher_leg0.610, SCHEMBL3298587, 2-benzyloxy-4-nitro-phenylamine, DTXSID70379699, OTBQGZCBYVALOL-UHFFFAOYSA-N, AKOS027383360, BS-16791, DB-046797, CS-0156197, D82034, AE-562/12222111

Application

2-(Benzyloxy)-4-nitroaniline is widely utilized as a key intermediate in the synthesis of dyes, pigments, and pharmaceutical active ingredients. Its nitro and amino functional groups enable participation in electrophilic substitution and reduction reactions, making it valuable for creating azo compounds and heterocyclic scaffolds. Researchers also employ this compound in the development of photoactive materials and as a building block for ligands in catalysis. Its structural features are particularly relevant in medicinal chemistry for designing novel bioactive molecules.

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