The comparative study of linear solvatation energy relationship for the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents
Author(s) -
Saša Drmanić,
Jasmiikolić,
Аleksandar Marinković,
Bratislav Jovanović
Publication year - 2012
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc120713078d
Subject(s) - chemistry , solvatochromism , pyridine , taft equation , solvent , reactivity (psychology) , picolinic acid , isonicotinic acid , solvent effects , reaction rate constant , kinetic energy , computational chemistry , organic chemistry , kinetics , hydrazide , medicine , alternative medicine , physics , pathology , quantum mechanics , substituent
Protic and aprotic solvent effects on the reactivity of picolinic, nicotinic and isonicotinic acid, as well as of some substituted nicotinic acids with diazodiphenylmethane (DDM) were investigated. In order to explain the kinetic results through solvent effects, the second-order rate constants for the reaction of the examined acids with DDM were correlated using the Kamlet-Taft solvatochromic equation. The correlations of the kinetic data were carried out by means of the multiple linear regression analysis and the solvent effects on the reaction rates were analyzed in terms of the contributions of the initial and the transition state. The signs of the equation coefficients support the already known reaction mechanism. The solvatation models for all the investigated acids are suggested and related to their specific structure
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