Abstract

The integrated intensity, <i>A,</i> of the free OH-stretching band of a large number of noncyclic and six-membered cyclic saturated monohydroxy compounds has been studied as a possible source of structural information. The intensity of primary alcohols proves to be constant, <i>viz.,</i> 16.8 ± 0.5 km/M. No factors have been found that influence this value. The standard <i>A</i>-value for secondary alcohols is 13.8 ± 0.4 km/M. OH-rotamers without trans-H-Oxygen-lone-pair interaction show a lower intensity; factors influencing the rotamer distribution might thus affect the overall <i>A</i>-value. A significant decrease is observed when a γ-methyl group is situated (very) close to and therefore strongly interacts with a lone pair of the oxygen atom. The standard <i>A</i>-value for tertiary alcohols is 11.2 ± 0.6 km/M. Initially all rotamers have the same <i>A</i>-value, but for the secondary ones a strongly interacting γ-methyl group may cause an appreciable intensity lowering. Besides, strong sterical interactions between the three alkyl substituents at the α-C-atom usually give rise to small changes in the intensity. The overall conclusion is that the integrated intensity proves to be a useful source of structural information.

PDF Article

Cited By

You do not have subscription access to this journal. Cited by links are available to subscribers only. You may subscribe either as an OSA member, or as an authorized user of your institution.

Contact your librarian or system administrator
or
Login to access OSA Member Subscription