Description

4-Bromo-2-methoxyaniline (CAS No. 59557-91-4) is a high-purity aromatic amine derivative with the molecular formula C₇H₈BrNO. This compound is an essential intermediate in organic synthesis, particularly in pharmaceuticals, agrochemicals, and dye manufacturing. Its unique bromo- and methoxy-substituted aniline structure makes it a versatile building block for coupling reactions, nucleophilic substitutions, and functional group transformations. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with minimal impurities for optimal performance in sensitive applications. Available in crystalline powder form, it is packaged under inert conditions to ensure stability and longevity. Suitable for research, industrial R&D, and process optimization.

Properties

• CAS Number: 59557-91-4
• Complexity: 110
• IUPAC Name: 4-bromo-2-methoxy-aniline
• InChI: InChI=1S/C7H8BrNO/c1-10-7-4-5(8)2-3-6(7)9/h2-4H,9H2,1H3
• InChI Key: WRFYIYOXJWKONR-UHFFFAOYSA-N
• Exact Mass: 200.97893
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.05
• SMILES: COC1=C(C=CC(=C1)Br)N
• Topological: 35.3
• Monoisotopic Mass: 200.97893
• Synonyms: 4-bromo-2-methoxyaniline, 59557-91-4, 4-bromo-2-methoxybenzenamine, DTXSID50332621, DTXCID40283714, 641-300-7, 4-Bromo-2-methoxy-phenylamine, 2-Amino-5-bromoanisole, 2-methoxy-4-bromoaniline, 4-Bromo-o-anisidine, 4-bromo-2-methoxy-aniline, 4-bromo-2-methoxyphenylamine, MFCD01204266, EN300-121196, Benzenamine, 4-bromo-2-methoxy-, 4-bromo-2-methoxy aniline, SCHEMBL155113, 4-bromo-2-(methyloxy)aniline, CHEMBL4991363, SCHEMBL28600596, BDBM625995, (4-bromo-2-methoxy-phenyl)-amine, SBB051732, STL194301, AKOS005215993, AC-2621, CS-W009042, PS-4816, SB77819, HY-50822, SY018328, DB-006702, A2027, ST50949467, AN-584/11607260

4-Bromo-2-methoxyaniline is widely used as a precursor in synthesizing active pharmaceutical ingredients (APIs) and specialty chemicals. It serves as a key intermediate for heterocyclic compounds and chiral auxiliaries. Researchers leverage its reactivity in palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura) to construct complex molecular architectures. Additionally, it finds utility in dye synthesis and as a ligand modifier in catalysis.

Safety and Hazards

GHS Hazard Statements

• H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H317 (88.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H411 (90.9%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501

Hazard Classes and Categories

• Acute Tox. 4 (88.6%)
• Skin Sens. 1 (88.6%)
• Aquatic Chronic 2 (90.9%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.