Related Experiment Video
Updated: Jul 10, 2026

Evaluation of Oxidative Stress in Biological Samples Using the Thiobarbituric Acid Reactive Substances Assay
Published on: May 12, 2020
Electrophilicity of 5-benzylidene-1,3-dimethylbarbituric and -thiobarbituric acids
Florian Seeliger1, Stefan T A Berger, Grygoriy Y Remennikov
1Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377, München, Germany.
Abstract:
The kinetics of reactions of acceptor-stabilized carbanions 2a-m with benzylidenebarbituric and -thiobarbituric acids 1a-e has been determined in a dimethyl sulfoxide solution at 20 degrees C. Second-order rate constants were employed to determine the electrophilicity parameters E of the benzylidenebarbituric and -thiobarbituric acids 1a-e according to the correlation equation log k(20 degrees C) = s(N + E). With E parameters in the range of -10.4 to -13.9, the electrophilicities of 1a-e are comparable to those of analogously substituted benzylidenemalononitriles.
Related Concept Videos
Electrophilic Aromatic Substitution: Sulfonation of Benzene
NMR Spectroscopy of Benzene Derivatives
Directing and Steric Effects in Disubstituted Benzene Derivatives
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Acidity and Basicity of Alcohols and Phenols
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene

