Abstract

1. The equilibrium constants (Kg) and the enthalpies of formation of H-bonds in complex-formating reactions of phenols with tertiary amines in aprotic solvents fall with a rise in the polarity of the medium and in its capacity for specific solvation with the phenols. 2. The introduction of the electron-accepting substituent chlorine into the para position of phenol leads to a considerable rise in Ke, but in the case of o-chlorophenol, because of the strong intramolecular H-bond the value of Ke is somewhat lower than for unsubstituted phenol. 3. With an increase in the steric accessibility of the N-atom of a tertiary amine and a rise in its basicity, Ke increases. The tertiary amines studied form the following sequence of decreasing Ke values: (C2H5)3N > (C4H9)3N > (CH2=CHCH2)3N.

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