Abstract
AbstractThe temperatuure dependence of the vicinal OCH2CH2 coupling constant in the six‐membered ring δ‐valerolactone suggests the presence of at least two conformers of unequal energy. Analysis of this temperature dependence by the Wood‐Fickett‐Kirkwood method in six solvents produces free energy differences in the narrow range 0.8–1.4 kcal mol−1, with a mean of 1.0 kcal mol−1 and no apparent dependence on solvent polarity. Thus the two conformers, probably the half‐chair and the classic boat, have similar polarities. The analogous four‐ and five‐membered lactones show little or no temperature dependence for their analogous coupling constants, in agreement with the presence of a single conformation for these rings.
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