University Chemistry ›› 2025, Vol. 40 ›› Issue (7): 367-372.doi: 10.12461/PKU.DXHX202409041

• Between Teacher and Student • Previous Articles     Next Articles

Teaching Approaches to the AE + AN Mechanism of Electrophilic Addition Reactions between Olefins and Inorganic Acids in Organic Chemistry

Xudong Liu, Huili Fan, Junping Xiao, Min Yang, Yan Li   

  1. School of Chemistry and Biological Engineering, University of Science and Technology Beijing, Beijing 100083, China
  • Received:2024-09-06 Accepted:2024-10-23 Published:2025-07-01
  • Contact: Yan Li E-mail:liyan310@ustb.edu.cn

Abstract: Electrophilic addition reactions between olefins and inorganic acids are a key topic in university-level organic chemistry courses. This paper addresses the challenge of predicting the products of these reactions, which often proves difficult. By employing both static and dynamic analyses, in combination with nuclear magnetic resonance (NMR) carbon spectra and resonance theory, we provide a comprehensive analysis of the underlying mechanisms. Additionally, we propose a simplified method for predicting the major and minor products of electrophilic addition based on regioselectivity. This approach effectively helps senior undergraduates and graduate students overcome challenges in product prediction.

Key words: Electrophilic addition, Nuclear magnetic resonance, Resonance theory, Electronic effect