B. C. Rudy, B. Senkowski
1974
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Abstract
Publisher Summary dl- Alpha-tocopheryl acetate is a racemic mixture of 2,5,7,8-tetramethy1- 2-(4',8',12'-trimethy1tridecy1)-6-chromarol acetate. dl-Alpha-tocopheryl acetate occurs as a yellow, nearly odorless, clear, viscous oil. There are four possible enantiomeric pairs of diastereoisomers which result from the three asymmetric centers present in the alpha-tocopheryl acetate molecule (the asymmetric centers are marked with a small circle in the above structural formula). dl-Alpha-tocopheryl acetate contains an equimolar mixture of the eight isomers. dl-Alpha-tocopheryl acetate is an equimolar mixture of the optical isomers of alpha-tocopheryl acetate and therefore exhibits no optical rotation. dl-Alpha-tocopheryl acetate is practically unaffected by the oxidizing influence of air and ultraviolet light. When it is refluxed in acidic and basic solutions in the absence of oxygen, the molecule is hydrolyzed to the free dl-alpha-tocopherol. If oxygen is present, the dl - alpha-tocopherol, once formed, will oxidize rapidly to the quinone. The rate of oxidation is much faster in the basic solution. This chapter highlights the physical properties, synthesis, stability degradation, metabolic products, and methods of analysis of dl- alpha-tocopheryl acetate.