Open AccessInvestigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents: Part II: Pyridine mono-carboxylic acid N-oxides
Author(s) -
Saša Ž. Drmanić,
Bratislav Ž. Jovanović,
Aleksandar D. Marinković,
Milica Mišić-Vuković
Publication year - 2006
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/jsc0602089d
Subject(s) - chemistry , pyridine , picolinic acid , solvatochromism , reaction rate constant , carboxylic acid , solvent , reactivity (psychology) , solvent effects , inorganic chemistry , organic chemistry , kinetics , quantum mechanics , medicine , physics , alternative medicine , pathology
The rate constants for the reaction of three isomeric pyridine mono-carbocylic acid N-oxides with diazodiphenylmethane were determined at 30 ?C in thirty two protic and aprotic solvents by the well known UV spectrophotometric method. The rate constants are generally higher than for pyridine mono-carboxylic acids in a similar range of solvents, except for picolinic acid N-oxide, and also higher in protic than in aprotic solvents. The determined rate constants were correlated with solvent parameters using the Kamlet-Taft solvatochromic equation bymeans of multiple regression analysis. The sign of the equation coefficients were in agreement with the postulated reaction mechanism. The mode of the influences of the solvent is discussed on the basis of the correlation coefficients, taking into account the specific structures of the pyridine mono-carboxylic acid N-oxides.