J. Adcock, Huqiu Zhang
Jul 26, 1996
Citations
0
Influential Citations
4
Citations
Journal
Journal of Organic Chemistry
Abstract
Aerosol direct fluorination of 1-adamantyl acetate produces F-1-adamantyl trifluoroacetate and 2-hydryl-F-1-adamantyl trifluoroacetate in a near 1:1 ratio. Hydrolyses of these two esters give the corresponding alcohols, F-adamantan-1-ol and 2-hydryl-F-adamantan-1-ol. 2-Hydryl-F-adamantan-2-ol is synthesized by LiAlH4 reduction of F-adamantanone. The acidities of these alcohols and the rates of their acetylation reactions were measured. A 1H NMR study of their hydrogen bonding with t-BuOCH3 is described.