Fluoropyridine
Fluoropyridines are organic compounds belonging to the heterocycles (more specifically, heteroaromatics). They consist of a pyridine ring substituted with fluorine (–F). Depending on the position of substitution, three constitutional isomers exist, all with the molecular formula C5H4FN.
| Fluoropyridines | |||
| Name | 2-Fluoropyridine | 3-Fluoropyridine | 4-Fluoropyridine |
| Structural formula |  |
 |
 |
| CAS number | 372-48-5 | 372-47-4 | 694-52-0 |
| PubChem | 9746 | 67794 | 136504 |
| Molecular formula | C5H4FN | ||
| Molar mass | 97.09 g·mol−1 | ||
| Physical state | liquid | liquid | liquid |
| Boiling point | 125 °C | 107 °C | 108 °C |
| Density | 1.128 g/cm3 | ||
The fluoropyridines are prepared from the corresponding 2-, 3-, and 4-aminopyridines via diazotization using the Balz-Schiemann reaction.[1] The literature for 2-fluoropyridine is greater than that for the other two isomers. The C-F bond is readily displaced by amine nucleophiles to give diverse 2-aminopyridines.[2]
Related compounds
[edit]References
[edit]- ↑ Desai, Prabhakar B. (1973). "Preparation and stability of 4-fluoropyridine". Journal of the Chemical Society, Perkin Transactions 1: 1865. doi:10.1039/P19730001865.
- ↑ Fort, Yves; Forgione, Pat (2007). "2-Fluoropyridine". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289x.rn00559.pub2. ISBN 978-0-471-93623-7.
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