Properties and reactions of 1,3-oxathiolans - V. Conformational energy of an axial 2-t-butyl group. An attempt to determine epimer equilibria by microcalorimetry

Autor: K. Pihlaja, Alpo Nikkilä, Raimo Keskinen
Rok vydání: 2010
Předmět:
Zdroj: Bulletin des Sociétés Chimiques Belges. 85:435-439
ISSN: 0037-9646
Popis: Chemical equilibration of epimeric 2-t-butyl-5-methyl-1, 3-oxathiolans led to -ΔHo=4.60±0.05 kJ mol−1 and -ΔSo=2.9±0.16 J mol−1K−1 for the trans cis equilibrium. From them and the values of 1H vicinal coupling constants the conformational energy of a ψ-axial 2-t-butyl group was estimated at 8.6±1.3 kJ mol−1. A microcalorimetric determination of the enthalpy difference for the epimer equilibrium resulted in a less accurate value of 4.5±1.0 kJ mol−1 and pointed out some disadvantages connected with the latter method.
Databáze: OpenAIRE