Description
4-Bromo-3-(dimethylamino)phenol (CAS No. 1243354-86-0) is a high-purity brominated phenolic compound with the molecular formula C8H10BrNO. This specialized chemical features a dimethylamino group adjacent to a hydroxyl group on a brominated benzene ring, making it a valuable intermediate for organic synthesis and pharmaceutical research. With a molecular weight of 216.08 g/mol, it is supplied as a crystalline solid with >95% purity (HPLC) and is rigorously tested for consistency, stability, and trace solvent residues. Ideal for use in cross-coupling reactions, ligand synthesis, and as a building block for bioactive molecules. Packaged under inert gas in amber glass vials to ensure long-term stability. SDS and analytical data (NMR, MS, FTIR) available upon request.
Properties
- CAS Number: 1243354-86-0
- Complexity: 129
- IUPAC Name: 4-bromo-3-(dimethylamino)phenol
- InChI: InChI=1S/C8H10BrNO/c1-10(2)8-5-6(11)3-4-7(8)9/h3-5,11H,1-2H3
- InChI Key: OVRSKSJATHDPBH-UHFFFAOYSA-N
- Exact Mass: 214.99458
- Molecular Formula: C8H10BrNO
- Molecular Weight: 216.07
- SMILES: CN(C)C1=C(C=CC(=C1)O)Br
- Topological: 23.5
- Monoisotopic Mass: 214.99458
- Synonyms: 4-BROMO-3-(DIMETHYLAMINO)PHENOL, 1243354-86-0, MB24761, DB-205804, F81575
Application
4-Bromo-3-(dimethylamino)phenol serves as a key intermediate in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions for pharmaceutical development. Its electron-rich dimethylamino group enables chelation in catalytic systems, while the bromine moiety facilitates selective functionalization. Researchers utilize this compound in the synthesis of tyrosine kinase inhibitors and heterocyclic scaffolds for drug discovery programs.
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