84077-91-8Relevant articles and documents
MECHANISMS OF FREE-RADICAL REACTIONS. XXIV. QUANTITATIVE DESCRIPTION OF THE POLAR EFFECTS OF SUBSTITUENTS ON THE KINETICS OF THE FREE-RADICAL CHLORINATION OF ALIPHATIC COMPOUNDS BY N-CHLOROPIPERIDINE
Dneprovskii, A. S.,Mil'tsov, S. A.,Arbuzov, P. V.
, p. 1826 - 1835 (2007/10/02)
The free-radical chlorination of 1-substituted alkanes with electron-withdrawing substituents by N-chloropiperidine in trifluoroacetic acid was studied by the method of competing reactions, and the relative rate constants were obtained for all positions of the substrates.The data on the position selectivity can be described satisfactorily by means of an electrostatic model of the polar effect of the substituent, calculated according to the Kirkwood-Westheimer equation.The obtained characteristics of the electrostatic effect can be successfully applied to calculation of the substrate selectivity and the intermolecular relative rate constants for all the positions, beginning with the third.The Taft equation is unsuitable for description of the effect of substituents on the reaction rate.
Chlorination of Carboxylic Acid Derivatives. X. Chlorine Substitution on the Alcohol Chain of Aliphatic C2-C8 Alkyl Chloro-, Dichloro- and Trichloroacetates
Kophornen, Ilpo O. O.
, p. 721 - 724 (2007/10/02)
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