A kinetic study of the N-bromosuccinimide bromination of some 4-substituted 3-cyanotoluenes was written by Fisher, T. H.;Meierhoefer, A. W.. And the article was included in Journal of Organic Chemistry in 1978.Application In Synthesis of 5-Methyl-2-nitrobenzonitrile This article mentions the following:
The log of the relative rates of the N-bromosuccinimide bromination of I (R = H, MeO, PhN2, Me, Ph, iodo, Br, Cl, F, Ac, CN, NO2) were linear in σ+ with ρ 1.13 ± 0.12. The substituent effects were discussed in terms of polar transition states and bond dissociation energies. The electron withdrawing substituents exhibited extra-resonance in this free radical reaction. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Application In Synthesis of 5-Methyl-2-nitrobenzonitrile).
5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Application In Synthesis of 5-Methyl-2-nitrobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts