On the formation of surface active by-products during the electrochemical fluorination of tertiary amines

Article abstract of DOI:10.1016/0022-1139(93)02920-A

The electrochemical fluorination (ECF) of 2-phenyl-3,4-dimethylmorpholine led to the solubilization of the perfluoro products and HF foaming, which may be traced back to the formation of partially fluorinated, HF-soluble compounds which exhibit surface activity in HF.Some of the perfluoro products contain an asymmetric carbon atom attached directly to a cyclohexyl ring.This asymmetric centre leads to the non-equivalence of the fluorines bound to carbon atoms 2 and 6, respectively, of the cyclohexyl ring allowing them to be distinguished in the 19F NMR spectra.