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INVESTIGATIONS IN THE 2,4,6-TRINITROTHIOPHENOL SERIES. XIV. KINETICS OF THE REACTION OF 3-SUBSTITUTED 2,4,6-TRINITROCHLOROBENZENES WITH POTASSIUM SULFIDE IN DIMETHYLFORMAMIDE
Nurgatin, V. V.,Sharnin, G. P.,Ginzburg, B. M.
, p. 343 - 346 (2007/10/02)
The kinetics of the reaction of 3-R-2,4,6-trinitrochlorobenzenes with potassium sulfide in DMFA were studied by the method of the thermal maximum.The meta substituents can be arranged in the following order according to the degree of activation of the reaction: Cl > OCH3 > H > CH3 > NH2 > O-.A satisfactory correlation was obtained between the logarithms of the rate constants and the Hammett ?m constants.The existence of two-parameter correlations of log k with ?I0 and ?R0 and also with ?I and ?R+, which take account of the contribution from the resonance component to the overall effect of the meta substituent, was established.The good correlation on the ?R0 scale makes it possible to assign the investigated reactions to processes in which there is no direct polar conjugation between the reaction center and the substituent R.
