Abstract The addition of propylene oxide with methanol was carried out over solid bases and a detailed mechanism of the reaction over MgO was investigated by using FT-IR method. It was found that 1-methoxy-2-propanol could be selectively synthesized on MgO, which had base sites of moderate strength, while CaO and Al2O3 showed either low activity or selectivity toward the production of 1-methoxy-2-propanol. In situ FT-IR revealed that methanol dissociation into methoxide and proton took place readily on MgO, and that propylene oxide adsorbed on MgO could generate propylene-like species via carbanion intermediates. As a result, methanol dissociated into adsorbed methoxide and reacted with the propylene-like specie in anti-Markownikov fashion, which led to the high selectivity to 1-methoxy-2-propanol on MgO.

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甲醇和环氧丙烷在氧化镁上合成1-甲氧基-2-丙醇的机理

摘要 在固体碱上进行环氧丙烷与甲醇的加成反应，并采用FT-IR方法研究了MgO反应的详细机理。研究发现，1-甲氧基-2-丙醇可以在具有中等强度碱基的MgO上选择性合成，而CaO和Al2O3对1-甲氧基-2-丙醇的生产表现出低活性或选择性。原位 FT-IR 显示甲醇在 MgO 上很容易分解成甲醇盐和质子，并且吸附在 MgO 上的环氧丙烷可以通过碳负离子中间体生成类丙烯物质。结果，甲醇解离成吸附的甲醇盐，并与丙烯类物质以反马尔科尼科夫方式反应，这导致在 MgO 上对 1-甲氧基-2-丙醇具有高选择性。