Tetrachlorocyclopropene
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| Properties | |
| C3Cl4 | |
| Molar mass | 177.83 g·mol−1 |
| Appearance | Colorless solid |
| Melting point | 130–133 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tetrachlorocyclopropene is a chemical compound with the formula C3Cl4. A colorless solid, the compound is a reagent used to prepare acetylene derivatives.[1] It is prepared by addition of dichlorocarbene to tetrachloroethylene.[2]
The compound is used to prepare arylpropiolic acids:
- C3Cl4 + ArH + 2 H2O → ArC2CO2H + 4 HCl
Under some circumstances, diarylation occurs, giving diarylcyclopropenones, which decarbonylate to give diarylacetylenes. These reactions are thought to proceed via the intermediacy of trichlorocyclopropenium electrophile (C3Cl3+).
References
- ↑ Oliver Reiser, Armin de Meijere (2001). "Tetrachlorocyclopropene". eEROS. doi:10.1002/047084289X.rt028.
- ↑ Glück, C; Poingée, V; Schwager, H (1987). "Improved Synthesis of 7,7-Difluorocyclopropabenzene". Synthesis. 1987 (3): 260–262. doi:10.1055/s-1987-27908.
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