University Chemistry ›› 2022, Vol. 37 ›› Issue (12): 2111036.doi: 10.3866/PKU.DXHX202111036

• Chemistry Laboratory • Previous Articles     Next Articles

Synthesis and Characterization of (2R,3R)-1,4-Dimethoxyl-1,1,4,4-tetraphenyl-2,3-butanediol : A Recommended Comprehensive Chemistry Experiment

Xiaoyun Hu(), Ling Ma, Xinran Yin, Dan Chen, Zhongqiang Zhou, Daohong Zhang   

  • Received:2021-11-10 Accepted:2022-02-10 Published:2022-03-17
  • Contact: Xiaoyun Hu E-mail:xyhu@mail.scuec.edu.cn

Abstract:

Synthesis and characterization of (2R,3R)-1,4-dimethoxyl-1,1,4,4-tetraphenyl-2,3-butanediol is an innovative experiment from the "comprehensive chemistry experiment" course. While (2R,3R)-1,1,4,4-tetraphenylbutanetetraol has found diverse applications in asymmetric organic synthesis, its preparation cost is high, and the synthesis operation is cumbersome and dangerous. (2R,3R)-1,4-dimethoxyl-1,1,4,4-tetraphenyl-2,3-butanediol was synthesized via a highly regioselective reaction of (2R,3R)-1,1,4,4-tetraphenyl-butanetetraol. We propose a comprehensive chemistry experiment that includes classical reaction types, synthetic operations, and characterization analysis. This experiment will strengthen students' understanding of the theoretical knowledge of organic chemistry and cultivate and improve students' comprehensive experimental ability. In addition, this experiment also can establish the green chemistry concept among students and stimulate students' scientific research interest and their awareness of scientific research innovations. Therefore, this experiment is suitable for use as a college chemistry experiment.

Key words: Comprehensive experiment, Region-selective reaction, (2R,3R)-1,4-Dimethoxyl-1,1,4,4-tetraphenyl-2,3-butanediol, Green chemistry

MSC2000: 

  • G64