Abstract

The substitution of Cl in chlorofluoropropionic esters is a necessary reaction step for synthesis of fluoroacrylic esters. This reaction can carried out selectively by an electron transfer reaction (k et) of α-ether or ketyl radicals ( 2 or 6 ) with propionic esters 3 . Such radicals are produced ▪ by light induced CC bond scission (λ = 300–350 nm) of benzoine derivatives or benzile ketales. In solvents like i-propanole or tetrahydrofurane a chain reaction is possible. The discussed reaction mechanism (see Schme) is detected by the determination of k et by means of flash photolysis experiments, by quantitative measurements of 5 -formation and protonic acid formation in dependence of 3 -concentration. It was found, that also the CCl bond in β-position to the ester group can reduced selectively by this way. But, this reaction possesses smaller k et. Vicinal dichloro group is substitutable with a higher quantum yield as the monochloro substituent.

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