Nucleophilic reactions of fluoroolefins. I. Reactions of 1-(2-tetrahydrofuryl)-pentafluoropropene with alkoxide ions

Unlike unsubstituted perfluoropropene 1,2] 1-(2-tetrahydrofuryl)-pentafluoropropene $\text{1}$ reacts with sodium alkoxides in parent alcohol solutions to give 1-alkoxy-1-(2-tetrahydrofuryl)-tetrafluoropropenes $\text{2}$ as major products and 1-alkoxy-2H-1-(2-tetrahydrofuryl)-pentafluoropropanes $\text{3}$ as very minor products. The yield of adducts $\text{3}$ is, to some extent, increased by the reduced basicity of the alkoxide ion. Results are discussed in terms of the supposed properties of the carbanionic intermediates involved.N.m.r., m.s., and i.r. data for, and some chemical properties of compounds $\text{2}$, viz., further reactions with sodium alkoxides and hydrolysis are described.