Polyfluorocyclopentadienes. Part VI. Synthesis of 1- and 5-chloropentafluorocyclopentadiene
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 18,p. 2531-2535
- https://doi.org/10.1039/j39700002531
Abstract
Pyrolysis of pentachloropentafluorocyclopentane over mild steel at ca. 430 °C yields perfluorocyclopentadiene, 1-chloro-2,3,4,5,5-pentafluorocyclopentadiene, 5-chloro-1,2,3,4,5-pentafluorocyclopentadiene, trichloropentafluorocyclopentenes, and perfluoronaphthalene contaminated with traces of chlorofluoronaphthalenes and blue material that might be perfluorofulvalene. Both 1- and 5- chloropentafluorocyclopentadiene readily combine with trifluoronitrosomethane to give Diels–Alder adducts, and 1,4-addition across the dienic system in the 5-chloroisomer also occurs with dimethyl acetylenedicarboxylate. The 19F n.m.r. spectra of 1- and 5-chloropentafluorocyclopentadiene are discussed and a reassignment of data for hexafluorocyclopentadiene is proposed.Keywords
This publication has 0 references indexed in Scilit: