PERFLUORINATED INTERNAL α-OXIDES IN REACTION WITH SODIUM METHOXIDE
Perfluorinated internal α-oxides interact with sodium methoxide in methanol, giving the products from "haloform" dissociation of the intermediately formed α-methoxy-perfluoro ketones.In unsymmetrical disubstituted perfluorinated internal α-oxides nucleophilic attack by the methoxide ion is directed at both carbon atoms of the epoxide ring, while the trisubstituted perfluorinated α-oxides from the products from regiospecyfic opening of the ring.The stability of the α-oxides to the action of sodium methoxide increases with increase in the size of the perfluoroalkyl substituents in the epoxide ring.
Zapevalov, A. Ya.,Filyakova, T. I.,Peschanskii, N. V.,Kodess, M. I.,Kolenko, I. P.
p. 441 - 445
(2007/10/02)
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