21174-45-8Relevant articles and documents
Formation and transformations of cations obtained from 1,1-dialkoxyalkanes in fluorosulfonic acid
Akhmatdinov, R. T.,Kantor, E. A.,Imashev, U. B.,Yasman, Ya. B.,Rakhmankulov, D. L.
, p. 626 - 630 (2007/10/02)
The reaction of 1,1-dialkoxyalkanes with fluorosulfonic acid at -75 deg C leads to the formation of alkoxycarbenium ions and protonated alcohols.The methoxy- and ethoxymethylcarbenium ions are stable at room temperature.Methoxycarbenium undergoes further reactions at -5 deg C.At -15 deg C ethoxycarbenium is converted by a 1,3-hydride shift into methoxymethylcarbenium.At this temperature the latter reacts with ethanol, forming ethoxymethylcarbenium and methanol.At -45 deg C isopropoxycarbenium is converted also by a 1,3-hydride shift into methoxydimethylcarbenium.Methyl, ethyl, and isopropyl alcohols are converted into the corresponding fluorosulfonic esters.