Issue 1, 1972

Equilibration of diamantan-1-ol and diamantan-4-ol. Conformational enthalpy of the hydroxy-group, and an unusual example of how entropy and symmetry factors can influence relative thermodynamic stabilities

Abstract

The isomeric diamantan-1- and -4-ols establish an equilibrium in 98% sulphuric acid at 273–473 K via a hydride transfer mechanism, and are equally thermo-dynamically stable at 321 K owing to differences in entropy values due to symmetry factors; the conformational enthalpy of the hydroxy-group is found to be 1·1 kcal mol–1.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1972, 29-30

Equilibration of diamantan-1-ol and diamantan-4-ol. Conformational enthalpy of the hydroxy-group, and an unusual example of how entropy and symmetry factors can influence relative thermodynamic stabilities

D. E. Johnston, M. A. McKervey and J. J. Rooney, J. Chem. Soc., Chem. Commun., 1972, 29 DOI: 10.1039/C39720000029

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