Description

2-(Benzyloxy)-4-bromo-6-nitroaniline (CAS No. 713530-47-3) is a high-purity brominated nitroaniline derivative with the molecular formula C₁₃H₁₁BrN₂O₃. This compound features a benzyloxy group at the 2-position and a nitro group at the 6-position, making it a versatile intermediate for organic synthesis and pharmaceutical research. Its IUPAC name, 4-bromo-2-nitro-6-phenylmethoxyaniline, reflects its precise structural configuration. This product is supplied as a fine powder with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Ideal for use in Suzuki coupling reactions, heterocycle synthesis, and as a precursor for dyes or bioactive molecules. Packaged under inert gas in amber glass vials to ensure stability.

Properties

• CAS Number: 713530-47-3
• Complexity: 305
• IUPAC Name: 2-benzyloxy-4-bromo-6-nitro-aniline
• InChI: InChI=1S/C13H11BrN2O3/c14-10-6-11(16(17)18)13(15)12(7-10)19-8-9-4-2-1-3-5-9/h1-7H,8,15H2
• InChI Key: DFUKAZCXDQPEIR-UHFFFAOYSA-N
• Exact Mass: 321.99530
• Molecular Formula: C13H11BrN2O3
• Molecular Weight: 323.14
• SMILES: C1=CC=C(C=C1)COC2=CC(=CC(=C2N)[N+](=O)[O-])Br
• Topological: 81.1
• Monoisotopic Mass: 321.99530
• Synonyms: 2-(benzyloxy)-4-bromo-6-nitroaniline, 713530-47-3, DTXSID40736639, DTXCID30687383, 4-bromo-2-nitro-6-phenylmethoxyaniline, Benzenamine, 4-bromo-2-nitro-6-(phenylmethoxy)-, 4-Bromo-2-nitro-6-(phenylmethoxy)benzenamine, 2-(benzyloxy)-4-bromo-6-nitrobenzenamine, 2-Benzyloxy-4-bromo-6-nitro-phenylamine, 4-bromo-2-nitro-6-[(phenylmethyl)oxy]aniline, SCHEMBL1944404, DFUKAZCXDQPEIR-UHFFFAOYSA-N, MFCD20484433, 2-benzyloxy-4-bromo-6-nitro-aniline, SY278300, 2-benzyloxy-4-bromo-6-nitro-phenyl amine, DB-312771, F70755

Application

2-(Benzyloxy)-4-bromo-6-nitroaniline serves as a key building block in medicinal chemistry for the development of brominated aromatic compounds. It is particularly useful in palladium-catalyzed cross-coupling reactions to create complex biaryl structures. Researchers employ this intermediate in the synthesis of potential kinase inhibitors and antimicrobial agents. Its nitro and benzyloxy groups allow for further functionalization via reduction or nucleophilic substitution.

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