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Kolbe electrolysis of CF3COONa, CF2ClCOONa and CF2BrCOONa in acetronitrile solution—1. Product identification and Faradaïc yield

1978; Elsevier BV; Volume: 23; Issue: 9 Linguagem: Inglês

10.1016/0013-4686(78)87013-3

1873-3859

J.P. Waefler, P. Tissot,

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To study the influence on the Kolbe reaction of different halogene substituents, the electrochemical behaviour of CF3COONa, CF2ClCOONa and CF2BrCOONa in acetonitrile solution was compared. It has been shown that in all three cases there is a one electron transfer reaction and that coupling of the radicals formed is the main reaction. However, side chemical reactions are leading to different other products: CH3H for CF3COONa and CF2ClH for CF2ClCOONa. In the case of CF2BrCOONa we obtained several side products: CF2BrH, CF2Br2 and C2F4. This last product is certainly formed from CF2: and we have so an interesting new route for the preparation of difluorocarbene at room temperature.