EPOXIDATION OF UNSATURATED FATTY MATERIALS WITH PERACETIC ACID IN GLACIAL ACETIC ACID SOLUTION
EPOXIDATION OF UNSATURATED FATTY MATERIALS WITH PERACETIC ACID IN GLACIAL ACETIC ACID SOLUTION
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DOI：
10.1021/ja01219a018
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发表时间：
1945-01-01
影响因子：
15
通讯作者：
SCANLAN, JT
中科院分区：
文献类型：
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作者：
FINDLEY, TW;SWERN, D;SCANLAN, JT
通过无水氯化氢在乙醚中的溶液。与仔细纯化的环氧化合物，制备过苯甲酸氧化，这种方法被发现得到的结果在1%的理论值。尼科莱和Poulter已经证明9，10-二羟基硬脂酸和10-酮硬脂酸不干扰。我们已经发现，该试剂既不与油醇的双键或伯醇基团反应，也不与二氧六环和四氢糠醇中的脂肪族环醚基团反应。当纯环氧化合物没有被分离时，如在甘油三酯的环氧化中，重要的是要知道碘醚还原的百分比是由于环氧乙烷衍生物的形成。环氧乙烷环形成与总氧化的比率的降低（通过碘值减少测量），这无疑是由于存在更高度不饱和的成分。对这一现象的解释将具有相当大的意义，目前正在以此为目标开展进一步的工作。
by means of a solution of anhydrous hydrogen chloride in ether. With carefully purified epoxy compounds, prepared by perbenzoic acid oxidation, this method was found to give results within 1% of the theoretical value. Nicolet and Poulter have shown that 9, 10-dihydroxystearic acid and 10-ketostearic acid do not interfere. We have found that the reagent does not react with either the double bond or the primary alcohol group of oleyl alcohol nor with the aliphatic, cyclic ether groups in dioxane and tetrahydrofurfuryl alcohol. This specificity of reaction was especially valuable when pure epoxy compounds were not isolated, as in the epoxidation of triglycerides, and it was important to know what percentage of the iodinenumber reduction was due to the formation of oxirane derivatives.The decrease in ratio of oxirane ring formation to total oxidation (measured by iodine-number reduction) observed with triglycerides of increas-ing iodine number (Table I) is undoubtedly due to the presence of the more highly unsaturated constituents. An explanation of this phenomenon would be of considerable interest and further work is being done with this as the objective.