Description
(8-Bromoquinolin-4-yl)methanol (CAS No. 1190315-99-1) is a high-purity brominated quinoline derivative with the molecular formula C10H8BrNO. This compound is a versatile intermediate in organic synthesis and pharmaceutical research, featuring a reactive bromine substituent at the 8-position and a hydroxymethyl group at the 4-position of the quinoline scaffold. Its well-defined structure (IUPAC name: (8-bromoquinolin-4-yl)methanol) makes it valuable for metal-catalyzed cross-coupling reactions, nucleophilic substitutions, and as a precursor for fluorescent probes or bioactive molecules. Supplied as an off-white to light yellow crystalline powder with ≥95% purity (HPLC), it is packaged under inert gas to ensure stability. Suitable for research use only (RUO) in medicinal chemistry, materials science, and coordination chemistry applications.
Properties
- CAS Number: 1190315-99-1
- Complexity: 176
- IUPAC Name: (8-bromo-4-quinolyl)methanol
- InChI: InChI=1S/C10H8BrNO/c11-9-3-1-2-8-7(6-13)4-5-12-10(8)9/h1-5,13H,6H2
- InChI Key: FIRODXFCQOQZSE-UHFFFAOYSA-N
- Exact Mass: 236.97893
- Molecular Formula: C10H8BrNO
- Molecular Weight: 238.08
- SMILES: C1=CC2=C(C=CN=C2C(=C1)Br)CO
- Topological: 33.1
- Monoisotopic Mass: 236.97893
- Synonyms: (8-bromoquinolin-4-yl)methanol, 1190315-99-1, 4-Quinolinemethanol, 8-bromo-, MFCD12828255, DTXSID40676541, AKOS015856578, FS-2317, DB-061482
Application
(8-Bromoquinolin-4-yl)methanol serves as a key building block in the synthesis of quinoline-based pharmaceuticals and agrochemicals. Researchers utilize its bromine moiety for Suzuki-Miyaura or Buchwald-Hartwig couplings to create complex heterocyclic systems. The hydroxymethyl group enables further derivatization into esters, ethers, or carbamates for drug discovery programs. It is also investigated as a potential ligand for transition metal catalysts in asymmetric synthesis.
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