Description

6-Bromoquinoline (CAS No. 5332-25-2) is a high-purity brominated quinoline derivative with the molecular formula C₉H₆BrN. This heterocyclic aromatic compound is widely utilized in organic synthesis, pharmaceutical research, and material science due to its versatile reactivity as a building block. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with trace metal analysis available upon request. Supplied as a crystalline solid with typical lot-specific characterization data including ¹H/¹³C NMR spectra and mass spectrometry reports. Properly packaged under inert atmosphere in amber glass vials with secure closures to ensure stability during transport and storage. Suitable for use in cross-coupling reactions (Buchwald-Hartwig, Suzuki-Miyaura), medicinal chemistry scaffold development, and coordination chemistry applications.

Properties

• CAS Number: 5332-25-2
• Complexity: 138
• IUPAC Name: 6-bromoquinoline
• InChI: InChI=1S/C9H6BrN/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-6H
• InChI Key: IFIHYLCUKYCKRH-UHFFFAOYSA-N
• Exact Mass: 206.96836
• Molecular Formula: C9H6BrN
• Molecular Weight: 208.05
• SMILES: C1=CC2=C(C=CC(=C2)Br)N=C1
• Topological: 12.9
• Monoisotopic Mass: 206.96836
• Synonyms: 6-Bromoquinoline, 5332-25-2, Quinoline, 6-bromo-, 6-bromo quinoline, KS7HD5UJ94, NSC 3996, NSC-3996, EINECS 226-238-7, DTXSID5063788, DTXCID8041400, 226-238-7, ifihylcukyckrh-uhfffaoysa-n, inchi=1/c9h6brn/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-6, 6-Bromo-quinoline, MFCD00024023, NSC3996, 6-Bromoquinoline, 97%, UNII-KS7HD5UJ94, SCHEMBL9003, CHEMBL59518, SCHEMBL208135, SCHEMBL358850, SCHEMBL944985, BCP32570, SBB001559, STK760082, AKOS005199980, AB01417, AC-3293, CCG-321550, CS-W007403, HY-W007403, PS-4259, Quinoline, 6-bromo-;6-Bromo-quinoline, ST081061, SY004614, B2015, EU-0018623, NS00032716, EN300-51894, AG-205/12083031, SR-01000523992, SR-01000523992-1, Z732220500

Application

6-Bromoquinoline serves as a key intermediate in the synthesis of quinoline-based pharmaceuticals and agrochemicals. Researchers employ this compound in palladium-catalyzed cross-coupling reactions to construct complex heterocyclic systems. The bromine substituent at the 6-position makes it particularly valuable for creating functionalized quinolines with potential biological activity. In materials science, it acts as a precursor for organic semiconductors and luminescent materials. The compound’s rigid planar structure also facilitates its use in metal-organic framework (MOF) development.

Safety and Hazards

GHS Hazard Statements

• H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (95.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.7%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (95.5%)
• STOT SE 3 (97.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.