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Reactions involving fluoride ion. Part IX. Syntheses involving octafluoroisobutene
- Source :
- Journal of the Chemical Society, Perkin Transactions 1. :1716
- Publication Year :
- 1973
- Publisher :
- Royal Society of Chemistry (RSC), 1973.
-
Abstract
- Octafluoroisobutene reacts with pentafluoropyridine in the presence of fluoride ion, at 80°, to give perfluoro-2,4,6-tri-t-butylpyridine whereas, at 20°, perfluoro-4-t-butylpyridine is formed. Reaction of Octafluoroisobutene with tetrafluoropyridazine, at 80°, gives perfluoro-3,6-di-t-butylpyridazine exclusively, although at lower temperatures perfluoro-4-t-butyl or-3,5-t-butyl derivatives are obtained. The variation in the orientation of products formed with the olefin used in polyfluoroalkylations with tetrafluoropyridazine is discussed. Perfluoro-t-butylpyridines show no indication of restricted rotation even at low temperatures and this illustrates how increased crowding can lower a rotational barrier.
Details
- ISSN :
- 13645463 and 0300922X
- Database :
- OpenAIRE
- Journal :
- Journal of the Chemical Society, Perkin Transactions 1
- Accession number :
- edsair.doi...........29da5596b339a2df3da83a29a90dfefa