| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1314179 | Journal of Fluorine Chemistry | 2011 | 8 Pages |
Convenient and preparative synthetic procedures of 2,4,6-tris(chlorosulfonyl)- and 2,4,6-tris(fluorosulfonyl)phenol, -chlorobenzene and -aniline have been elaborated. Chlorine exchange for fluorine by KF interaction on 2,4,6-tris(chlorosulfonyl)aniline and especially 2,4,6-tris(chlorosulfonyl)phenol proceeds easily and selectively under anhydrous conditions in dioxane. Unlike, 2,4,6-tris(chlorosulfonyl)chlorobenzene transformation requires the presence of water. On the basis of 2,4,6-tris(fluorosulfonyl)phenol and some of its salts, XRD measurements demonstrated the structural similarity to picric acid and its derivatives in the solid state.
Graphical abstractConvenient and preparative synthetic procedures of 2,4,6-tris(chlorosulfonyl)- and 2,4,6-tris(fluorosulfonyl)phenol, -chlorobenzene and -aniline have been elaborated. Chlorine exchange for fluorine by KF interaction on 2,4,6-tris(chlorosulfonyl)aniline and especially 2,4,6-tris(chlorosulfonyl)phenol proceeds easily and selectively under anhydrous conditions in dioxane. Unlike, 2,4,6-tris(chlorosulfonyl)chlorobenzene transformation requires the presence of water.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Convenient procedure to prepare 2,4,6-tris(fluorosulfonyl)phenol, chlorobenzene and aniline. ► Chlorine to fluorine exchange in chlorosulfonyl group depends on quantity of water in KF used. ► 2,4,6-Tris(fluorosulfonyl)phenol and its salts X-ray structure confirmed that they may compete with picric acid and its derivatives but being safety ones.
