Greg A. Urove, D. Peters
Jun 15, 1993
Citations
0
Influential Citations
10
Citations
Journal
Journal of Electroanalytical Chemistry
Abstract
Abstract Cyclic voltammograms for the reduction of phthaloyl dichloride at carbon and mercury electrodes in acetonitrile containing tetraethylammonium perchlorate exhibit six cathodic waves; the first wave is attributable to electrolytic cleavage of one CCl bond, whereas the remaining waves arise from the reductions of different electrolysis products, as well as from hydrolytically formed phthalic anhydride. From controlled-potential electrolyses of phthaloyl dichloride, one can obtain a variety of products — 3-chlorophthalide, phthalide, biphthalyl, and dihydrobiphthalide—the formation of which depends on the electrolysis potential and on whether or not a proton donor (glacial acetic acid) is introduced into the system. Hydrolysis of phthaloyl dichloride, caused by the presence of residual water in the solvent-supporting electrolyte, yields phthalic anhydride, which is reducible to diisocoumarin.