Description
2,2-Dibromo-1-(4-methoxyphenyl)ethanone (CAS No. 13664-92-1) is a high-purity brominated aromatic ketone with the molecular formula C9H8Br2O2. This compound is characterized by its dibromo substitution at the 2-position of the ethanone moiety and a methoxy group at the para position of the phenyl ring, offering unique reactivity for electrophilic and nucleophilic transformations. It is supplied as a crystalline solid with >98% purity (HPLC), ensuring consistency for synthetic applications. Ideal for use in organic synthesis, pharmaceutical intermediates, and material science research, this reagent is packaged under inert conditions to maintain stability. Available in quantities ranging from grams to kilograms, it is suitable for both laboratory-scale experiments and industrial-scale production.
Properties
- CAS Number: 13664-92-1
- Complexity: 174
- IUPAC Name: 2,2-dibromo-1-(4-methoxyphenyl)ethanone
- InChI: InChI=1S/C9H8Br2O2/c1-13-7-4-2-6(3-5-7)8(12)9(10)11/h2-5,9H,1H3
- InChI Key: WZCPFTTUVDBPOG-UHFFFAOYSA-N
- Exact Mass: 307.88706
- Molecular Formula: C9H8Br2O2
- Molecular Weight: 307.97
- SMILES: COC1=CC=C(C=C1)C(=O)C(Br)Br
- Topological: 26.3
- Monoisotopic Mass: 305.88910
- Synonyms: 13664-92-1, MFCD29066743, 2,2-dibromo-1-(4-methoxyphenyl)ethanone, SCHEMBL3360353, 2,2-Dibromo-p-methoxyacetophenone, SY299153, 2,2-Dibromo-p-methoxyacetophenone; 98%, F94248, 2,2-Dibromo-4 inverted exclamation mark -methoxyacetophenone
Application
2,2-Dibromo-1-(4-methoxyphenyl)ethanone is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its dibromo functionality makes it a valuable precursor for cross-coupling reactions, cyclizations, and the construction of heterocyclic frameworks. Researchers also employ it in photoinitiator systems and as a building block for advanced materials. The methoxy group enhances solubility in organic solvents, facilitating reaction optimization.
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