Collect. Czech. Chem. Commun. 1983, 48, 1401-1407

Substituent effect in addition of cyanide ion to p-substituted 1-benzyl-3-carbamoylpyridinium chlorides

Františka Pavlíková-Raclová and Josef Kuthan

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


The rate constants k2 and equilibrium constants K = k2/k-2 of the title process (A) have been measured in aqueous solutions of eight quaternary salts of nicotinamide I (R = p-XC6H4CH2) at 298 K. The substituent effects of X = CH3O, CH3, H, F, Cl, COOCH3, CN, and NO2 exhibiting the Hammett dependence have been correlated with half-wave potentials of reduction of the depolarizers I, and the correlation results have been discussed with respect to mechanism of the reaction (A).