Description

1-(2-Bromo-6-methoxyphenyl)ethanone (CAS No. 380225-68-3) is a high-purity brominated aromatic ketone with the molecular formula C₉H₉BrO₂. This compound features a methoxy group and a bromine substituent on the phenyl ring, making it a versatile intermediate for organic synthesis and pharmaceutical research. With a molecular weight of 229.07 g/mol, it is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Ideal for use in Suzuki couplings, Grignard reactions, and as a precursor for heterocyclic compounds. Packaged under inert gas to enhance stability and shipped with detailed analytical certificates (COA, MSDS). Store in a cool, dry place away from light.

Properties

• CAS Number: 380225-68-3
• Complexity: 170
• IUPAC Name: 1-(2-bromo-6-methoxy-phenyl)ethanone
• InChI: InChI=1S/C9H9BrO2/c1-6(11)9-7(10)4-3-5-8(9)12-2/h3-5H,1-2H3
• InChI Key: MIYSKSQWTYYYMX-UHFFFAOYSA-N
• Exact Mass: 227.97859
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.07
• SMILES: CC(=O)C1=C(C=CC=C1Br)OC
• Topological: 26.3
• Monoisotopic Mass: 227.97859
• Synonyms: 1-(2-Bromo-6-methoxyphenyl)ethanone, 380225-68-3, 1-(2-bromo-6-methoxy-phenyl)ethanone, 1-(2-bromo-6-methoxyphenyl)ethan-1-one, MFCD22573041, Ethanone, 1-(2-bromo-6-methoxyphenyl)-, SCHEMBL25707113, AKOS022178084, CS-W005927, DS-7871, SY038187, DB-161163, O10259, EN300-1896836, 6 inverted exclamation mark -Bromo-2 inverted exclamation mark -methoxyacetophenone

Application

1-(2-Bromo-6-methoxyphenyl)ethanone is widely employed as a key building block in medicinal chemistry for the synthesis of bioactive molecules, including kinase inhibitors and antipsychotic agents. Its bromine moiety facilitates cross-coupling reactions (e.g., Buchwald-Hartwig amination) to construct complex aromatic systems. Researchers also utilize it in material science for developing organic semiconductors and photoactive compounds. The methoxy group enhances solubility and electronic properties, making it valuable in ligand design.

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