Tetrachlorocyclopropene is a chemical compound with the formula C3Cl4. A colorless liquid, the compound is a reagent used to prepare acetylene derivatives and in organic synthesis.[1] It is prepared by addition of dichlorocarbene to trichloroethylene.[2] It can react with water and alcohols rapidly.[3]

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

  1. ^ Oliver Reiser; Armin de Meijere (2001). "Tetrachlorocyclopropene". EEROS. doi:10.1002/047084289X.rt028. ISBN 0-471-93623-5.
  2. ^ Glück, C; Poingée, V; Schwager, H (1987). "Improved Synthesis of 7,7-Difluorocyclopropabenzene". Synthesis. 1987 (3): 260–262. doi:10.1055/s-1987-27908. S2CID 96607067.
  3. ^ Pentachlorocyclopropane Stephen W. Tobey and Robert West. The University of Wisconsin (1965)
Allikas: http://en.wikipedia.org/wiki/Tetrachlorocyclopropene
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