LONG CHAIN ALKANOIC AND ALKENOIC ACIDS WITH PERFLUOROALKYL TERMINAL SEGMENTS
LONG CHAIN ALKANOIC AND ALKENOIC ACIDS WITH PERFLUOROALKYL TERMINAL SEGMENTS
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DOI：
10.1021/jo01059a090
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发表时间：
1962-01-01
影响因子：
3.6
通讯作者：
BRACE, NO
中科院分区：
文献类型：
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作者：
BRACE, NO
结果过氧化物或偶氮腈诱导的碘代全氟烷烃与不饱和酸在80-150 ℃的加成反应远上级热或紫外光诱导的反应。在短的反应时间内以优异的产率和高转化率获得初始加合物;蒸馏或结晶表I中列出的那些。在大多数情况下，这种相当敏感的碘代化合物不作进一步提纯，而是通过在醇中用锌还原直接转化为固体饱和酸衍生物，还原酸的许多加合物和酯是高沸点的粘性油，即使用精密分馏柱也不易提纯。然而，固体酸在每种情况下重结晶至恒定mp，并且在纯的条件下获得。所有具有全氟烷基链段的新链烷酸列于表II中，而所用的替代方法和制备的链烯酸描述于实验中。
ResultsPeroxide-or azonitrile-induced addition at 80-150 of iodoperfluoroalkanes to unsaturated acids proved to be far superior to thermally or ultraviolet light-induced reactions. 11 The initial adduct was obtained in excellent yield and high conversion in a short reaction time; those listed in Table I were distilled or crystallized. In most cases the rather sensitive iodo compound was not purified further but was converted directly to the solid, saturated acid derivative by reduction with zinc in alcohol.Many of the adducts and esters of the reduced acids were high boiling viscous oils which could not be readily purified, even by precision fraction-ating columns. However, the solid acids were in each case recrystallized to a constant mp, and were obtained in pure condition. All of the new alkanoic acids with perfluoroalkyl segments are listed in Table II, while the alternative methods used and alkenoic acids prepared are described in the Experimental.