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The rate constants for the reaction of three isomeric pyridine mono-carbo- cylic acid N-oxides with diazodiphenylmethane were determined at 30 oC 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 by means of multiple re- gression analysis. The sign of the equation coefficients were in agreement with the postulated reaction mechanism. The mode of the influences of the solvent is discus- sed on the basis of the correlation coefficients, taking into account the specific struc- tures of the pyridine mono-carboxylic acid N-oxides.

journal of the serbian chemical society

Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part I. Pyridine mono-carboxylic acids