Polyhalogeno-allenes and -acetylenes. Part 14. The reactions of perfluoro-1,2-dienes with dichloro- and difluoro-carbene, and a new route to 1,1-dichloroperfluoro-1,2-dienes
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2203-2206
- https://doi.org/10.1039/p19820002203
Abstract
Perfluoro-1,2-dienes RF(CF3)CCCF2(RF= CF3 or n-C3F7) react in the gas phase with difluoro- and dichlorocarbene to give methylenecyclopropanes RF(CF3)[graphic omitted]CCX2(RF= CF3, n-C3F7; X = F, Cl) in good yield by an addition–rearrangement sequence. Pyrolysis of 1-dichloromethylene-3,3-difluoro-2,2-bis(trifluoromethyl)cyclopropane results in extrusion of difluorocarbene and the formation of 1,1-dichloro-4,4,4-trifluoro-3-trifluoromethylbuta-1,2-diene in high yield. This new allene reacts readily with methanol and undergoes efficient Diels–Alder additions to the perfluoroalkyl-substituted double bond.Keywords
This publication has 0 references indexed in Scilit: