Abstract
The OH stretching band of 57 selected saturated alcohols has been investigated in two different apolar solvents, CCl 4 and CS 2, as an initial step to recognise and understand weak hydrogen bonding phenomena. Based on rotamer classification and mathematical curve fitting, complex OH bandshapes have been unraveled successfully. A detailed analysis shows that ten different classes of rotamers, AK, suffice to correlate molecular structure and band parameters. The sensing properties for variation in the local molecular structure are shown to be reflected in the band maximum, v ̃ OH , the half band with, HBW CCl4 OH and the solvent shift value, v ̃ d . A scheme is presented to classify saturated mono-hydroxy alcohols. For bicyclic alcohols and adamantanol-2 derivatives a sterical lever effect is established. No experimental evidence is found to support the involvement of an oxygen lone pair·C αH of primary and secondary alcohols in the band maximum nor in the relative intensity of the rotamers.
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