STRUCTURE OF PEROXIDES DERIVED FROM CYCLOHEXANONE AND HYDROGEN PEROXIDE
STRUCTURE OF PEROXIDES DERIVED FROM CYCLOHEXANONE AND HYDROGEN PEROXIDE
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DOI：
10.1021/jo01103a021
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发表时间：
1958-01-01
影响因子：
3.6
通讯作者：
SOSNOVSKY, G
中科院分区：
文献类型：
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作者：
KHARASCH, MS;SOSNOVSKY, G
环己酮和过氧化氢水溶液在没有无机酸催化剂的情况下反应生成1, 1-二羟基-二环己基过氧化物(I)。然而，在痕量无机酸存在下，唯一的产物是1-羟基-1'氢过氧化二环己基过氧化物(V)。由于 I 可通过过氧化氢和痕量无机酸的作用转化为 V，因此 I 似乎是形成 V 的中间体。II 的 2-氯和 2-溴类似物肯定是过氧化氢与相应 2-卤代环己酮之间的反应产物这一事实表明，1-羟基-1-氢过氧环己烷 (II) 也是这些反应中的中间体。亚铁离子对 I 和 V 的分解已被重新研究。已经制备了几种相关的过氧化物，并记录了它们的红外光谱。
Cyclohexanone and aqueous hydrogen peroxide react in the absence of a mineral acid catalyst to form 1, 1-dihydroxy-dicyclohexyl peroxide (I). In the presence of traces of mineral acids, however, the only product is 1-hydroxy-l'hydroperoxydicyclohexyl peroxide (V). Since I can be convertedto V by the action of hydrogen peroxide and traces of mineral acids, I appears to be an intermediate in the formation of V. That 1-hydroxy-l-hydroperoxycyclohexane (II) is also an intermediate in these reactions is suggested by the fact that the2-chloro and 2-bromo analogs of II certainly are products of the reactions between hydrogen peroxide with the corresponding 2-halocydohexanones. The decompositions of I and V by ferrous ion have been reinvestigated. Several related peroxides have been prepared, and their infrared spectra recorded.