University Chemistry ›› 2023, Vol. 38 ›› Issue (2): 192-196.doi: 10.3866/PKU.DXHX202204039

• Chemistry Laboratory • Previous Articles     Next Articles

Tandem Cyclization Reaction of Diphenyl 3, 5-Di-tert-butyl-p-quinone Phosphonate Catalyzed by Trifluoromethanesulfonic Acid: Introduce a Comprehensive Experiment of Organic Chemistry

Jing Huang, Shengnan Sun, Ruilong Zhang, Yushuang Liang, Zhiwei Miao()   

  • Received:2022-04-12 Accepted:2022-06-14 Published:2022-07-01
  • Contact: Zhiwei Miao E-mail:miaozhiwei@nankai.edu.cn

Abstract:

Synthesis and structural characterization of organic compounds are important content of organic chemistry laboratory teaching. This article introduces a comprehensive organic chemistry experiment carried out at College of Chemistry, Nankai University. In this experiment, diphenyl 3, 5-di-tert-butyl-p-quinone phosphonate and 2-methylbenzene-1, 3-diol are the reactants, and the tandem cyclization reaction occurred under the catalysis of trifluoromethanesulfonic acid to generate benzo[d] [1,2] oxaphosphole 2-oxide. The structure of the product is characterized by 1H NMR, 13C NMR, 13P NMR and HRMS.

Key words: Organic chemistry comprehensive experiment, Tandem cyclization reaction, Benzo[d] [1,2] oxaphosphole 2-oxide, Synthesis and structural characterization