Voltammetric behavior of triethylamine trihydrofluoride and anisole in acetonitrile as a first approach of studies for electro-fluorination of some adducts

Mihaela Raluca Ciumag (1) , Théodore Tzedakis (1) , Christiane André-Barrès (2)

1 LGC - Laboratoire de Génie Chimique
2 SPCMIB - Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique

This work focuses on kinetic studies of anisole and triethylamine trihydrofluoride (fluorinating agent) on platinum electrode and acetonitrile as solvent, in order to get a better understanding of their anodic behavior. Results show that both compounds can be oxidized and some kinetic parameters are calculated: the diffusion coefficient within the working media, the anodic electronic transfer coefficient and the apparent intrinsic heterogeneous electronic transfer constant. An unusual variation of these parameters occurs within the chosen reaction conditions, particularly by varying the triethylaminetrihydrofluoride concentration. Preliminary experiments for anodic fluorination of dimethoxy ethane (DME) and anisole were carried out and even if results show a possible electrofluorination for the DME (classically used as solvent), there is no fluorination of anisole when electrochemical microreactor was used.

Mots clés: Anisole; Triethylamine trihydrofluoride; Electrochemical kinetic; Diffusion coefficient; Anodic electronic transfer coefficient; Electrochemical fluorination

Domaines: Génie chimique; Milieux fluides et réactifs; Génie des procédés; Energie électrique

Mihaela Raluca Ciumag, Théodore Tzedakis, Christiane André-Barrès. Voltammetric behavior of triethylamine trihydrofluoride and anisole in acetonitrile as a first approach of studies for electro-fluorination of some adducts. Electrochimica Acta, 2012, 70, pp.142-152. ⟨10.1016/J.ELECTACTA.2012.03.045⟩. ⟨hal-03536857⟩