Phenolic compounds are an important component of pyrolysis oil (bio-oil). Understanding their reaction behaviours during hydrogenation helps to clarify the reaction network during hydrotreatment of bio-oil. This study investigated the hydrogenation of typical phenolic compounds in bio-oil in water, which is an important fraction of bio-oil, and in methanol, which is used to esterify bio-oil. The results indicated that hydrogenation of the phenolics is more efficient in water than in methanol. With water medium, both the unsaturated oxygen-containing functionalities and the benzene ring of the phenolics can be effectively hydrogenated. In comparison, with methanol medium, only the unsaturated oxygen-containing functionality can be hydrogenated, while the hydrogenation of the benzene ring is rather difficult. Stereoselectivity was also observed in the hydrogenation of phenolics with three or more hydroxyl groups/methoxyl groups. For phenolics with two hydroxyl groups/methoxyl groups, the hydrogenation produces both cis- and trans-configurations.

中文翻译：

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水中和甲醇中14种生物质衍生的酚的氢化反应：它们独特的反应行为†

酚类化合物是热解油（生物油）的重要成分。了解它们在氢化过程中的反应行为有助于澄清生物油加氢处理过程中的反应网络。这项研究调查了水中生物油中的重要部分中典型酚类化合物的氢化作用，水是生物油的重要组成部分，而甲醇中的氢化作用是用于酯化生物油。结果表明，酚醛化合物的加氢在水中比在甲醇中更有效。在水介质中，不饱和含氧官能团和酚类化合物的苯环都可以有效地氢化。相比之下，在甲醇介质中，只有不饱和的含氧官能团可以被氢化，而苯环的氢化则相当困难。在具有三个或更多个羟基/甲氧基的酚类的氢化中也观察到立体选择性。对于具有两个羟基/甲氧基的酚醛，加氢会产生顺式和反式构型。