90220-86-3Relevant academic research and scientific papers
Electrochemical Hydrotrifluoromethylation of Fumaronitrile
Uneyama, Kenji,Watanabe, Shunsuke
, p. 3909 - 3912 (1990)
Electrooxidation of trifluoroacetic acid in the presence of fumaronitrile (1) in an MeCN-H2O-(Pt) system provides 2-(trifluoromethyl)succinonitrile (2) in a 65percent yield.The electrochemical reaction is remarkably affected by the reaction temperature.That is, at the ice-cooling temperature, a simple hydrogenation of 1 predominates, while at 50-55 deg C, the desired hydrotrifluoromethylation proceeds exclusively.The anodically generated trifluoromethyl radicals recombine with the succinonitrile radicals produced at the cathode, leading to the formation of 2.
ELECTROCHEMICAL TRIFLUOROMETHYLATION OF OLEFINS; PRODUCT-SELECTIVITY AND MECHANISTIC ASPECTS
Uneyama, Kenji
, p. 555 - 562 (2007/10/02)
Trifluoroacetic acid (TFA) can be converted almost quantitatively to the trifluoromethyl radicals by electrochemical oxidation of TFA.The electrolysis is conducted in an MeCN-H2O-(Pt) system using an undivided cell.The electrochemically generated CF3. radicals can attack mostly electron-deficient olefins leading to the trifluoromethylated carbon radicals of which chemical and electrochemical fate can be controlled by current density, reaction temperature, and substituents of olefins.
