柏木烷-8,9-二醇的合成及结构鉴定  

Synthesis and Identification of Cedrane-8,9-diol

作　　者：郑德勇[1] 

机构地区：[1]福建农林大学材料工程学院,福建福州350002

出　　处：《林产化学与工业》2014年第1期86-90,共5页Chemistry and Industry of Forest Products

基　　金：福建省教育厅基金项目资助(K8011029)

摘　　要：以柏木烯为原料,采用过氧化反应和水合反应一步法合成了柏木烷-8,9-二醇,总产率为52.5%。产物经静置分离、减压蒸馏,并经结晶、重结晶得到白色针状晶体,柏木烷-8,9-二醇的GC含量为99.3%。采用元素分析法和质谱法(MS)确定相对分子质量为238和分子式为C15H26O2。由红外光谱(IR)的主要吸收峰确定柏木烷-8,9-二醇的分子结构中无羰基,是一种邻二羟基化合物。结合合成原料和反应机理,合理解释了其质谱图中主要的高m/z离子峰和低m/z离子峰,说明其和原料柏木烯具有相同的碳骨架,并进一步采用1H NMR对其氢质子进行归属,确定分子结构。Cedrane-8,9-diol （ 1 H-3 a, 11 -Methanoazulen-8,9-diol, octahydro-2,6,6,8-tetramethyl ） was synthesized from cedrene by peroxidation and hydration reactions in one pot, and the total yield was 52.5 %. Then the white needle crystal was produced by the process of settlement, vacuum distillation, crystallization and recrystallization. The GC content of cedrane-8,9-diol in the crystal was 99.3 %. The relative molecular weight and the molecular formula were determined by method of element analysis and mass spectrum （MS）. The main peaks of Infrared spectrum （IR） showed that, there was no carbonyl group in the molecular structure of cedrane-8,9-dio], but there was two adjacent hydroxyls in it. The main high m/z ion peaks and low m/z ion peaks produced from the title compound by MS could be reasonably interpreted according to the raw materials and synthesis reaction mechanism. The MS detection results showed that the title compound has the same carbon skeleton with cedrene. The protons in the compound were exactly attached by ^1H NMR spectrum, and the molecule＇s structure was determined.

关 键 词：柏木烯 柏木烷-8 9-二醇 合成 分子结构 

分 类 号：TQ35[化学工程] O621.15[理学—有机化学]