Description
3-Bromo-4,5-dimethoxyphenol (CAS No. 93092-14-9) is a high-purity brominated dimethoxy phenol derivative with the molecular formula C8H9BrO3. This compound is characterized by its aromatic phenol core substituted with bromine at the 3-position and methoxy groups at the 4- and 5-positions, making it a valuable intermediate in organic synthesis and pharmaceutical research. With a molecular weight of 233.06 g/mol, it is supplied as a crystalline solid with >95% purity (HPLC), ensuring consistency for sensitive applications. Ideal for use in cross-coupling reactions, electrophilic substitutions, and as a building block for bioactive molecules. Store in a cool, dry place under inert conditions to maintain stability. Available in research quantities with certificates of analysis (CoA) upon request.
Properties
- CAS Number: 93092-14-9
- Complexity: 142
- IUPAC Name: 3-bromo-4,5-dimethoxy-phenol
- InChI: InChI=1S/C8H9BrO3/c1-11-7-4-5(10)3-6(9)8(7)12-2/h3-4,10H,1-2H3
- InChI Key: KOUSUSBFSYVBFK-UHFFFAOYSA-N
- Exact Mass: 231.97351
- Molecular Formula: C8H9BrO3
- Molecular Weight: 233.06
- SMILES: COC1=C(C(=CC(=C1)O)Br)OC
- Topological: 38.7
- Monoisotopic Mass: 231.97351
- Synonyms: 3-bromo-4,5-dimethoxyphenol, 93092-14-9, DTXSID20348875, phenol, 3-bromo-4,5-dimethoxy-, DTXCID50299947, inchi=1/c8h9bro3/c1-11-7-4-5(10)3-6(9)8(7)12-2/h3-4,10h,1-2h, SCHEMBL2386116, SCHEMBL28797931, AKOS016006633, DB-339193, E83745, EN300-1222019, F2185-1864
Application
3-Bromo-4,5-dimethoxyphenol serves as a versatile synthon in medicinal chemistry for the development of kinase inhibitors and antimicrobial agents. Its bromine moiety enables participation in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to construct complex heterocycles. Researchers also utilize it as a precursor for synthesizing lignin-derived antioxidants and polyphenolic analogs. In material science, it finds use in the preparation of functionalized polymers and dyes.
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