大学化学 >> 2024, Vol. 39 >> Issue (6): 253-263.doi: 10.3866/PKU.DXHX202310077

化学实验 上一篇    下一篇

化学转化驱动杂质分离在实验教学中的应用——氟代扁桃酸的纯化新方法

陈洋1, 陈鹏1, 宋宇阳1, 金玉雪1, 吴松2   

  1. 1 贵州大学药学院, 贵阳 550025;
    2 贵州大学化学与化工学院, 贵阳 550025
  • 收稿日期:2023-10-19 修回日期:2023-12-11 发布日期:2024-06-07
  • 通讯作者: 陈洋, 吴松 E-mail:ychen1@gzu.edu.cn;1501264055@qq.com
  • 基金资助:
    安徽省质量工程项目(2021kcszsfkc469); 2023年度中国科学技术大学校级本科质量工程项目(2023xkcszkc01);教育部首批虚拟教研室(大学化学实验课程群虚拟教研室)建设项目

Application of Chemical Transformation Driven Impurity Separation in Experiments Teaching: A Novel Method for Purification of α-Fluorinated Mandelic Acid

Yang Chen1, Peng Chen1, Yuyang Song1, Yuxue Jin1, Song Wu2   

  1. 1 School of Pharmaceutical Sciences, Guizhou University, Guiyang 550025, China;
    2 School of Chemistry and Chemical Engineering, Guizhou University, Guiyang 550025, China
  • Received:2023-10-19 Revised:2023-12-11 Published:2024-06-07
  • Contact: Yang Chen, Song Wu E-mail:ychen1@gzu.edu.cn;1501264055@qq.com

摘要: 基于“问题导向、兴趣驱动、自主探究”的综合实验教学理念,在有机化学实验教学中融入“化学转化驱动杂质分离”理论知识,设计创新综合实验。运用化学转化实现待纯化目标分子(α-氟苯基乙酸,简称“氟代扁桃酸”)与杂质(扁桃酸)的有效分离,产物纯度分别可达到98.7%和97.0%。整个实验中使用到的主要药品试剂价格低廉,易获取,且可回收再利用,充分体现了原子经济性和绿色化学思想。实验过程中,应用了多种有机化学实验的基本技能,包括减压蒸馏、浓缩脱溶、重结晶、过滤等必要实验技能,以及薄层色谱法、核磁共振等重要分析手段。熟练掌握这些重要的实验技能和分析手段,能够培养学生以基础理论指导实验、有效分离性质差异小的待测有机化合物、分析实验现象的能力,进一步提升本科生的学术修养、科学素养和综合运用知识解决实际问题的能力。

关键词: 氟代扁桃酸, 扁桃酸, 化学转化, 分离方法, 综合实验

Abstract: In line with the comprehensive experimental teaching philosophy of “problem-oriented, interest-driven, and self-directed exploration”, the theory of “chemical transformation-driven impurity separation” has been integrated into organic chemistry laboratory teaching to design innovative comprehensive experiments. Through the utilization of chemical transformations, effective separation of the target molecule to be purified (α-fluorobenzoic acid, abbreviated as “fluorinated mandelic acid”) from impurities (mandelic acid) has been achieved, with product purities reaching 98.7% and 97.0%, respectively. The main chemicals and reagents used throughout the experiment are economically affordable, readily available, and recyclable, fully reflecting the principles of atom economy and green chemistry. Various essential organic chemistry experimental techniques, including vacuum distillation, concentration, recrystallization, and filtration, as well as important analytical methods such as thin-layer chromatography and nuclear magnetic resonance, were employed during the experimental process. Proficiency in these crucial experimental techniques and analytical methods enables the cultivation of students’ abilities to conduct experiments guided by fundamental theories, effectively separate organic compounds with small differences in properties, and analyze experimental phenomena. Furthermore, this enhances undergraduate students’ academic cultivation, scientific literacy, and ability to apply knowledge to solve practical problems.

Key words: α-Fluorobenzeneacetic acid, Mandelic acid, Chemical transformation, Separation method, Comprehensive experiment