Description
3-(Dimethylamino)-4-iodophenol (CAS No. 1243344-64-0) is a high-purity organic compound with the molecular formula C8H10INO. This iodinated phenol derivative features a dimethylamino substituent, making it a valuable intermediate in synthetic organic chemistry and pharmaceutical research. With a molecular weight of 263.08 g/mol, this compound is characterized by its distinct structural properties, including an iodine atom at the para position relative to the hydroxyl group. It is supplied as a crystalline solid with >95% purity (HPLC) and is ideal for use in cross-coupling reactions, ligand synthesis, and as a building block for advanced materials. Proper storage under inert conditions is recommended to ensure stability.
Properties
- CAS Number: 1243344-64-0
- Complexity: 129
- IUPAC Name: 3-(dimethylamino)-4-iodo-phenol
- InChI: InChI=1S/C8H10INO/c1-10(2)8-5-6(11)3-4-7(8)9/h3-5,11H,1-2H3
- InChI Key: VUYOYKYVVWZVMQ-UHFFFAOYSA-N
- Exact Mass: 262.98071
- Molecular Formula: C8H10INO
- Molecular Weight: 263.08
- SMILES: CN(C)C1=C(C=CC(=C1)O)I
- Topological: 23.5
- Monoisotopic Mass: 262.98071
- Synonyms: 3-(DIMETHYLAMINO)-4-IODOPHENOL, 1243344-64-0, Phenol, 3-(dimethylamino)-4-iodo-, SCHEMBL12320869, AKOS030632839, MB24745, DS-19500, DB-211893, C71961
Application
3-(Dimethylamino)-4-iodophenol is widely utilized as a key intermediate in the synthesis of pharmaceuticals and agrochemicals. Its iodine moiety makes it suitable for palladium-catalyzed coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig reactions. Researchers also employ this compound in the development of fluorescent probes and dyes due to its electron-rich aromatic system. Additionally, it serves as a precursor for ligands in catalysis and coordination chemistry.
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