Description

1-Bromo-3-chloro-2-fluoro-4-methoxybenzene (CAS No. 909122-18-5) is a high-purity halogenated aromatic compound with the molecular formula C₇H₅BrClFO. This versatile building block features a benzene ring substituted with bromo, chloro, fluoro, and methoxy functional groups, enabling precise regioselective modifications in synthetic chemistry. Ideal for pharmaceutical intermediates, agrochemical synthesis, and material science research, this compound is supplied as a crystalline solid with ≥98% purity (HPLC). Its unique substitution pattern facilitates cross-coupling reactions, nucleophilic aromatic substitutions, and metal-catalyzed transformations. Packaged under inert gas to ensure stability, this product is rigorously tested by GC-MS and ¹H/¹³C NMR to meet stringent research standards.

Properties

• CAS Number: 909122-18-5
• Complexity: 136
• IUPAC Name: 1-bromo-3-chloro-2-fluoro-4-methoxy-benzene
• InChI: InChI=1S/C7H5BrClFO/c1-11-5-3-2-4(8)7(10)6(5)9/h2-3H,1H3
• InChI Key: QVRJTVSQKSSESZ-UHFFFAOYSA-N
• Exact Mass: 237.91963
• Molecular Formula: C7H5BrClFO
• Molecular Weight: 239.47
• SMILES: COC1=C(C(=C(C=C1)Br)F)Cl
• Topological: 9.2
• Monoisotopic Mass: 237.91963
• Synonyms: 1-Bromo-3-chloro-2-fluoro-4-methoxybenzene, 909122-18-5, 4-BROMO-2-CHLORO-3-FLUOROANISOLE, SCHEMBL2883982, DTXSID00697196, WLZ3710, MFCD18782091, AT28694, BS-33114, DA-18187

Application

This compound serves as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) requiring multi-halogenated aromatic scaffolds. Its electron-deficient ring system enables efficient Suzuki-Miyaura and Buchwald-Hartwig couplings for drug discovery. The orthogonal reactivity of bromo and chloro substituents allows sequential functionalization in agrochemical development. Researchers also utilize it to construct liquid crystal materials and OLED precursors due to its stable aromatic core with tunable electronic properties.

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