6556-06-5Relevant articles and documents
Structural information from OH stretching frequencies-XI. The orientation of the hydroxyl group in tertiary α-ethynyl alcohols
Visser, T.,Maas, J. H. Van der
, p. 241 - 244 (2007/10/02)
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.
The reaction of some propargyl alcohols with benzeneselenenyl chloride
Garratt, Dennis G.,Beaulieu, Pierre L.,Morisset, Veronique M.
, p. 927 - 934 (2007/10/02)
The reaction of benzeneselenenyl chloride with twenty-two propargyl alcohols in methylene chloride solution is reported.Products of both Markownikoff and anti-Markownikoff regiochemistry are formed in an anti stereospecific manner.The regioselectivity or specificity is found to be very dependent upon the nature of the substituents geminal to the alcoholic moiety.In general the presence of bulky substituents geminal to the alcoholic moiety tend to favour formation of the anti-Markownikoff adduct under conditions of kinetic control.The Markownikoff adducts are found to be favoured thermodynamically.
