Description

8-Iodoquinoline (CAS No. 1006-47-9) is a high-purity halogenated quinoline derivative with the molecular formula C₉H₆IN. This compound is widely utilized in organic synthesis, pharmaceutical research, and material science due to its versatile reactivity as a building block for complex heterocyclic frameworks. The iodine substituent at the 8-position enhances its utility in cross-coupling reactions, such as Suzuki-Miyaura and Sonogashira couplings, making it invaluable for constructing advanced molecular architectures. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC) and is supplied as a crystalline solid with excellent batch-to-batch consistency. Suitable for use under inert conditions, it is packaged in amber glass vials to prevent degradation.

Key Features:

• IUPAC Name: 8-iodoquinoline
• Synonyms: 8-Iodoquinoline, DTXSID60590477
• Molecular Weight: 255.06 g/mol
• Storage: Store at 2-8°C in a dry, inert atmosphere
• Hazard Codes: Handle with appropriate PPE (gloves, goggles)

Properties

• CAS Number: 1006-47-9
• Complexity: 138
• IUPAC Name: 8-iodoquinoline
• InChI: InChI=1S/C9H6IN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
• InChI Key: OBEGSKDGFBFMFJ-UHFFFAOYSA-N
• Exact Mass: 254.95450
• Molecular Formula: C9H6IN
• Molecular Weight: 255.05
• SMILES: C1=CC2=C(C(=C1)I)N=CC=C2
• Topological: 12.9
• Monoisotopic Mass: 254.95450
• Synonyms: 8-Iodoquinoline, 1006-47-9, DTXSID60590477, DTXCID00541241, 811-836-8, Quinoline, 8-iodo-, 8-Iodo quinoline, MFCD08062396, SCHEMBL1282001, SCHEMBL1927152, OBEGSKDGFBFMFJ-UHFFFAOYSA-N, SMSSF-0625474, AKOS005200033, SB11192, AMS_CNC_ID-1827713337, DS-13270, SY051231, DB-058471, CS-0041399, I0965, EN300-67222, P10543

Application

8-Iodoquinoline serves as a critical intermediate in the synthesis of bioactive quinoline derivatives, including antimalarial and anticancer agents. Its iodine moiety facilitates palladium-catalyzed cross-coupling reactions, enabling the construction of complex pharmaceuticals and functional materials. Researchers also employ it in ligand design for catalytic systems and as a fluorescent probe precursor due to quinoline’s photophysical properties.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): 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+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (50%)

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