Organic Chemistry Experiment in University:Synthesis of 1-Phenyltriazene
ZHANG Yong-Hong1, LU Kuan1, LIU Chen-Jiang1,2
1. College of Chemical and Chemical Engineering, Xinjiang University, Urumqi 830046, China;
2. Physics and Chemical Test Center of Xinjiang University, Urumqi 830046, China
Abstract 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.
ZHANG Yong-Hong, LU Kuan, LIU Chen-Jiang. Organic Chemistry Experiment in University:Synthesis of 1-Phenyltriazene[J]. Chinese Journal of Chemical Education, 2017, 38(22): 46-49.