Thermodynamics of hydrolysis of aliphatic ketals. An entropy component of steric effects

KB Wiberg, RR Squires

Index: Wiberg,K.B.; Squires,R.R. Journal of the American Chemical Society, 1979 , vol. 101, p. 5512 - 5515

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Citation Number: 18

Abstract

Abstract: The enthalpies and free energies of the acid-catalyzed hydrolysis of a series of alkyl-substituted dimethyl ketals have been determined in a model study of steric effects. The measured enthalpy differences did not correlate with standard quantitative notions of the steric bulk of the substituents, although the overall free-energy changes fit the expected order. The entropy effect of the substituents is a dominant factor in determining the ...