推荐一个大学有机化学实验:1-苯基三氮烯的合成

Organic Chemistry Experiment in University:Synthesis of 1-Phenyltriazene

介绍了一个适合化学和化工专业开设的大学有机化学实验.首先苯胺在亚硝酸钠和浓盐酸的作用下发生重氮化反应生成苯基重氮盐,继而与四氢吡咯偶联得到1-苯基三氮烯.实验涉及低温反应、重结晶和熔点测定等实验操作技术以及红外光谱和核磁共振等化合物结构鉴定方法.其反应机理包括重氮化和偶联反应.该实验具有原料价廉、收率高、反应时间短和操作简便等特点,有利于培养和提高学生的实践能力和创新能力.

An organic chemistry experiment was recommended, which is suitable for the students of chemistry & chemical engineering majors. In the presence of sodium nitrite and hydrochloric acid, phenyl diazonium salt was synthesized by diazotization reaction of aniline. Then,1-phenyltriazene was afforded via the coupling reaction of phenyl diazonium salt with tetrahydropyrrole. The experiment involves the experimental operation including low temperature reaction,recrystallization, melting point determination, as well as NMR and IR spectroscopies for structural identification of the compound. The reaction mechanism includes diazotization and coupling reaction. The experiment has the advantages of inexpensive raw materials, high product yield,short reaction time and easy operation. The experiment is helpful for cultivating and improving students’ practical and innovative abilities.