University Chemistry ›› 2024, Vol. 39 ›› Issue (10): 149-155.doi: 10.3866/PKU.DXHX202402050

Special Issue:

• Special Subject • Previous Articles     Next Articles

Synthesis and Photochromic Properties of 3,3-Diphenyl-3H-Naphthopyran: Design and Teaching Practice of a Comprehensive Organic Experiment

Yihao Zhao, Jitian Rao, Jie Han   

  1. National Demonstration Center for Experimental Chemistry Education, College of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2024-02-23 Accepted:2024-03-27 Published:2024-04-22
  • Contact: Jie Han E-mail:hanjie@nankai.edu.cn

Abstract: A comprehensive organic experiment, focusing on the synthesis and photochromic properties of 3,3-diphenyl-3H-benzo[f]chromene (3H-NP), was developed by incorporating Claisen rearrangement, photochemical reactions, and solid-phase synthesis. The product was synthesized using both liquid-phase and solid-phase methods, and the impact of different synthetic approaches on yield was compared. The photochromic properties of the product were investigated using UV-Vis absorption spectroscopy. By integrating the scientific research process into teaching practice, this experiment aims to foster scientific literacy and innovation skills among undergraduate students.

Key words: 3,3-Diphenyl-3H-Naphthopyran, Solid-phase synthesis, Photochromism, Claisen rearrangement, Green chemistry