Structural information from OH stretching frequencies—V. On the presence of different rotamers in substituted tertiary cyclohexanol compounds

Abstract

The presence of different hydroxyl rotamers in a number of saturated aequatorial and axial tertiary cyclohexanols has been studied by means of the i.r. spectra of the OH stretching band. Band resolving experiments indicate that an OH positioned over a cyclohexylring contributes appreciably to the overall band. Frequencies have been assigned and the existence of some kind of non-bonding lone-pair effect has been established. Evidence has been found for a special type of rotamer in t,t,t-perhydrophenalen-9-ol.