Two unknown peaks were sometimes observed during analysis for terpene hydroperoxides (THPs) in various citrus oils using high‐performance liquid chromatography with post‐column luminol‐mediated chemiluminescence detection (HPLC‐CL). These two peaks showed behaviour similar to previously observed peroxyhemiacetals (PHAs) that formed from THPs and aldehydes in citrus oils. Like those PHAs, the unknown peaks also diminished in aqueous solution over time, but instead of liberating THPs, H₂O₂ was the product of dissociation. Working in tangerine oil, a similar investigation was performed as per our previously reported work on terpene‐derived PHAs, and these two unknown peaks were attributed to PHA adducts of H₂O₂ with octanal (C8 ald) or decanal (C10 ald), respectively. Each peak consisted of an enantiomeric pair, and the identification of these four compounds was made via HPLC‐CL retention time matching using two separation systems with different selectivity, and NMR analysis. The two enantiomeric adducts from H₂O₂ and octanal co‐eluted with linalool acetate hydroperoxide (Lin‐Ac‐HP) if it was present in the oil, but they can be distinguished by re‐injecting aged prepared samples. The H₂O₂‐derived PHAs will slowly dissociate and therefore be decreased by the sample preparation treatment while any Lin‐Ac‐HP that may be present will remain unchanged or increase.

中文翻译：

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使用柱后鲁米诺介导的化学发光检测和NMR分析通过高效液相色谱法鉴定柑桔油中的四种新化合物

使用高效液相色谱和柱后鲁米诺介导的化学发光检测（HPLC-CL）分析各种柑橘油中的氢过氧化物（THP）时，有时会观察到两个未知峰。这两个峰显示出与以前观察到的过氧化半缩醛（PHA）相似的行为，该过氧化物半缩醛由柑桔油中的THP和醛形成。像那些PHA一样，水溶液中的未知峰也会随着时间的流逝而减少，但是H ₂ O ₂并不是释放THP的产物，而是解离的产物。在橘油中工作时，根据我们先前报道的关于萜烯衍生的PHA的研究，进行了类似的研究，这两个未知峰均归因于H ₂ O _2的PHA加合物。分别使用八角形（C8醛）或can骨（C10醛）。每个峰由一个对映体对组成，这四个化合物的鉴定是通过使用两个具有不同选择性的分离系统和NMR分析，通过HPLC-CL保留时间匹配来进行的。如果存在于油中，则H ₂ O ₂和辛烷的两种对映体加合物与乙酸芳樟醇过氧化氢（Lin-Ac-HP）共洗脱，但可以通过重新注入陈旧的制备样品来区分它们。H ₂ O ₂衍生的PHA会缓慢分解，因此通过样品前处理会减少，而可能存在的任何Lin-Ac-HP则将保持不变或增加。