Iodopyridine describes organoiodine compounds that consist of a pyridine ring wherein one or more hydrogen atoms is substituted by one or more iodide. Iodopyridines IUPAC name 2-iodopyridine 3-iodopyridine 4-iodopyridine Chemical structure CAS number 5029-67-4 1120-90-7 15854-87-2 PubChem Chemical formula IC5H4N Molar mass 205 g/mol Appearance colorless solid colorless solid colorless solid Melting point 118–120 °C 52–53 °C 98–99 °C Boiling point 202–203 °C 40 °C (10 Torr) – Density 1.928 g/cm3 – – Preparations 4-Iodopyridine can be prepared from 4-aminopyridine via diazotization followed by treatment with copper(I) iodide. 2-Iodopyridine can also be produced via diazotization, but a copper-catalyzed salt metathesis method from 2-chloropyridine is simpler Applications A known use of 2-iodopyridine is in the synthesis of dipraglurant (patented, last step is a Sonogashira coupling reaction).
A known use of 3-iodopyridine is in the synthesis of CI-844 (3-Phenoxypyridine).
Related compounds Fluoropyridine Chloropyridine Bromopyridine
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