The conformational free energies of allylic hydroxy-, acetoxy-, and methoxy-groups in cyclohexenes
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 1417-1420
- https://doi.org/10.1039/j39670001417
Abstract
Equilibration of cis- and trans-5-t-butylcyclohex-2-enol indicates that, in aqueous solvents, the allylic hydroxy-group favours the quasi-equatorial orientation by 0·4 kcal./mole. The acetoxy- and methoxy-groups of the derived acetates and methyl ethers (studied in acetic acid and methanol, respectively) show no significant orientational preference.Keywords
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