Structural information from OH stretching frequencies-XI. The orientation of the hydroxyl group in tertiary α-ethynyl alcohols

Article abstract of DOI:10.1016/0584-8539(83)80142-1

The presence of different OH-rotamers in 11 tertiary α-ethynyl alcohols dissolved in CCl4 has been studied by means of the i.r. absorption band.In all compounds the hydroxyl appears to be present only in a position next to the triple bond.It is demonstrated that this phenomenon arises from OH...? interactions.The existence of OH...? hydrogen bonding could not unambiguously be established.Like in saturated compounds the orientation of the OH proves to be influenced by β- and γ-CH3 groups.