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- W2374049909 abstract "The p-toluenesulfonates of 2-substituted 1,3-dioxane-5-ol with 2-substituents being hydrogen,isopropyl,phenyl,and p-nitrophenyl and of 1,3-di-O-alkylglycerol with alkyls as methyl,ethyl,isopropyl,and benzyl groups are subject to the reaction with sodium iodide in boiling butanone.It is found that the cyclic sulfonates do not react,but the linear esters undergo slow exchange to form the corresponding iodides. It is shown that addition of a little pyridine in the reaction mixture does not affect the exchange at all and thus proved that 2-phenyl-1,3-dioxane-5-ol p-toluenesulfonate which undergoes rapid exchange with sodium iodide as alleged by Angyal etc.is erroneous,because its benzylidene residue is split off by a little hydriodio acid which steals into the reaction mixture prior to the exchange. The difference in reactivities between these two structurally very similar types of compounds is discussed in the light of electronic and stereochemical environments." @default.
- W2374049909 created "2016-06-24" @default.
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- W2374049909 date "1982-01-01" @default.
- W2374049909 modified "2023-09-25" @default.
- W2374049909 title "THE FINKELSTEIN REACTION OF 2-SUBSTITUTED 1, 3-DIOXANE-5-OL AND 1, 3-DI-O-ALKYLGLYCEROL p-TOLUENESULFONATES WITH SODIUM IODIDE" @default.
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