Closure to “Discussion of ‘Effect of Chain Branching on Electrochemical Carbon-Halogen Bond Fission. Possible Mechanism for the Process’ [Philip J. Elving, Joseph M. Markowitz, and Isadore Rosenthal (pp. 195–202)]”

Catalytic and Kinetic Waves in Polarography

“…Also related to the depolarizer adsorption, as was mentioned by Elving and co-workers [689,690] , are deviations from correlations between the half-wave potentials of waves for certain organic compounds and other characteristics of these same compounds. Examples are the relationship to the Hammett and Taft constants and also to the chemical shift of nuclear magnetic resonance spectra.…”

“…This occurs in reduction of a-bromoalkanoic [155], chloroacetic [156], and iodomethanesulfonic acids [157]. Rowever, the change in the half-wave potential of the waves with pR in these cases indicates a separate reduction of anions and molecules.…”

Direct electrochemical reduction of a bromo-propargyloxy ester at vitreous carbon cathodes in dimethylformamide

“…Early work pertaining to the electrolytic reduction of halogenated esters was carried out by Elving et al [3] and by Lambert [4] in studies of the polarographic behavior of ethyl bromoalkanoates. In a later investigation of the electrochemistry of several halogenated ethyl acetates, Baizer and Chruma [5] demonstrated that direct reduction of ethyl bromoacetate at mercury is a two-electron process which leads to formation of the ethoxycarbonylmethyl anion; once produced, this anion engages in non-electrochemical reactions to form ethyl acetate, diethyl succinate, 1,2,3-cyclopropane tricarboxylic acid triethyl ester, 1,2,3-propanetricarboxylic acid triethyl ester, and diethyl fumarate.…”

Oxidation and Reduction of Halogen‐containing Compounds

“…In aqueous media, α-halocarboxylic acids and their esters undergo twoelectron, one-proton reductive cleavage [101]. Electrolysis of ethyl bromoacetate at mercury affords mainly ethyl acetate and diethyl succinate, along with small amounts of diethyl fumarate, 1,2,3-tricarbethoxycyclopropane, and 1,2,3-tricarbethoxypropane [35].…”