Collect. Czech. Chem. Commun. 1994, 59, 898-904

Interpretation of Hydroxylic Solvent Effects Based on Correlations with Solvent Parameters. Reaction of Et3N with EtI

António R. T. Caladoa, Lídia M. V. Pinheiroa, Lídia M. P. C. Albuquerquea, Raquel M. C. Goncalvesa, Martí Rosésb, Clara Ràfolsb and Elisabeth Boschb

a Centro de Electroquímica e Cinética da Universidade de Lisboa (FFUL, FCUL), Cd. Bento da Rocha Cabral 14, 1200 Lisboa, Portugal
b Department de Química Analitica, Universitat de Barcelona, Diagonal 647, 08028, Barcelona, Spain


Hydroxylic solvent effects on 20 rate constants, k, of the Menschutkin reaction of Et3N with EtI are unravelled and rationalized by means of multiple linear regression equations. To perform this analysis new k values in 2 mono- and 9 dialcohols are obtained. New values are also presented for the Kamlet and Taft solvatochromic parameters π*, α and β of 1-hexanol. The results show that the solvent dipolarity, polarizability and cohesive energy density are the main properties influencing the reactivity, for the set of studied solvents.