Description

2-Fluoro-4-iodopyridine (CAS No. 22282-70-8) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₃FIN. This compound is a versatile building block in pharmaceutical, agrochemical, and materials science research, offering unique reactivity due to the synergistic effects of fluorine and iodine substituents on the pyridine ring. Its IUPAC name, 2-fluoro-4-iodopyridine, reflects its precise structural configuration. Available in >98% purity (HPLC), this product is rigorously tested for consistency and stability, making it ideal for nucleophilic substitution reactions, cross-coupling reactions (e.g., Suzuki-Miyaura, Stille), and as a precursor for advanced heterocyclic systems. Packaged under inert gas to prevent degradation, each batch includes comprehensive analytical data (GC/MS, ¹H/¹³C NMR).

Properties

• CAS Number: 22282-70-8
• Complexity: 78.8
• IUPAC Name: 2-fluoro-4-iodo-pyridine
• InChI: InChI=1S/C5H3FIN/c6-5-3-4(7)1-2-8-5/h1-3H
• InChI Key: ADPRIAVYIGHFSO-UHFFFAOYSA-N
• Exact Mass: 222.92942
• Molecular Formula: C5H3FIN
• Molecular Weight: 222.99
• SMILES: C1=CN=C(C=C1I)F
• Topological: 12.9
• Monoisotopic Mass: 222.92942
• Synonyms: 2-Fluoro-4-iodopyridine, 22282-70-8, DTXSID80427514, DTXCID10378348, 681-832-7, 4-Iodo-2-fluoropyridine, 2-fluoro-4-iodo-pyridine, MFCD03092926, 2-fluoro-4-iodo pyridine, Pyridine, 2-fluoro-4-iodo-, fluoro-4-iodo pyridine, SCHEMBL256099, SCHEMBL27795767, SCHEMBL28775958, ADPRIAVYIGHFSO-UHFFFAOYSA-N, BCP01627, CS-B0944, BBL101458, SBB054283, STL555254, ZB1367, AKOS005145717, AC-4556, PB12274, PS-7808, SY009117, DB-025011, DB-346997, F0773, EN300-136975

Application

2-Fluoro-4-iodopyridine serves as a critical intermediate in medicinal chemistry for the synthesis of fluorinated drug candidates, particularly kinase inhibitors and CNS-targeting molecules. Its iodine moiety facilitates palladium-catalyzed cross-coupling reactions to construct complex biaryl structures, while the fluorine enhances metabolic stability. In materials science, it is employed in the development of liquid crystals and organic semiconductors. Researchers also utilize it to introduce fluorine tags for ¹⁹F NMR studies.

Safety and Hazards

GHS Hazard Statements

• H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (33.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (11.1%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (88.9%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (33.3%)
• Acute Tox. 4 (33.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (11.1%)
• STOT SE 3 (88.9%)

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