大学化学 >> 2024, Vol. 39 >> Issue (1): 280-286.doi: 10.3866/PKU.DXHX202307031

化学实验 上一篇    下一篇

水杨酸甲酯及其同分异构体的气质联用定性分析——推荐一个启发思维的质谱实验

丁玉洁1, 高晓慧2, 李昆1, 蔡炽1, 陈淑云1, 彭电2, 刘浩然1,*()   

  1. 1 湖南大学化学化工学院, 化学生物传感与计量学国家重点实验室, 教育部分析化学课程虚拟教研室, 湖南大学化学实验教学中心, 长沙 410082
    2 长沙卫生职业学院, 长沙 410605
  • 收稿日期:2023-07-12 录用日期:2023-09-12 发布日期:2023-10-18
  • 通讯作者: 刘浩然 E-mail:pharmaliu@126.com
  • 基金资助:
    湖南省教学改革课题(HNJG-2021-0343);湖南省教学改革课题(HNJG-2022-0038);教育科学研究工作者协会课题(XJKX22B291)

A Thought-Provoking Mass Spectrometry Experiment: GC-MS Analysis of Methyl Salicylate and Its Isomers

Yujie Ding1, Xiaohui Gao2, Kun Li1, Chi Cai1, Shuyun Chen1, Dian Peng2, Haoran Liu1,*()   

  1. 1 State Key Laboratory of Chemo/Biosensing and Chemometrics, Virtual Teaching and Research division of Analytical Chemistry Course, Ministry of Education, Chemical Experimental Teaching Center of Hunan University, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China
    2 Changsha Vocational College of Health, Changsha 410605, China
  • Received:2023-07-12 Accepted:2023-09-12 Published:2023-10-18
  • Contact: Haoran Liu E-mail:pharmaliu@126.com

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摘要：

质谱分析实验是仪器分析中的重要课程。我们在长期的实践摸索中，选择水杨酸甲酯(邻羟基苯甲酸甲酯)为实验对象进行质谱分析，并与其同分异构体尼泊金甲酯(对羟基苯甲酸甲酯)、间羟基苯甲酸甲酯、香兰素(3-甲氧基-4-羟基苯甲醛)、2, 4-二羟基苯乙酮及3, 4-二羟基苯乙酮进行比较。通过本实验，学生掌握了苯环、羰基、甲氧基、醛基、酚类等特征基团的质谱裂解特征，又熟悉了“芳环邻位效应”这一分子重排裂解现象。此实验兼具实用性、趣味性，难度适中，既能巩固理论知识，又能锻炼思维，提升应用实践能力，适合药学、化学、食品及相关专业学生选用，亦可作为研究生质谱解析实验训练素材。

关键词: 质谱实验, 水杨酸甲酯, 分子重排, 思维训练

Abstract:

Mass spectrometry experiment is an important course in instrumental chemistry. Based on our long-term practical exploration, we chose Methyl salicylate (methyl o-hydroxy Methyl benzoate) as the experimental object for mass spectrometry analysis, and compared it with its isomers 3-Hydroxybenzoic acid methyl ester, nipagin methyl ester (methyl 4-Hydroxybenzoic acid), vanillin (3-nenenebe methoxy 4-hydroxy Benzaldehyde), 2, 4-dihydroxy Acetophenone and 3, 4-dihydroxy Acetophenone. Through this experiment, students will master the mass spectrum pyrolysis characteristics of benzene ring, carbonyl group, Methoxy group, aldehyde group, phenols etc., and become familiar with the molecular rearrangement phenomenon of "Alpha effect of aromatic ring". This experiment is practical, interesting with moderate difficulty. It can help students to consolidate theoretical knowledge and exercise thinking, improving practical application ability. It is suitable for students major in pharmacy, chemistry, food or other related ones, and also can be used as experimental training materials for graduate students.

Key words: Mass spectrometry experiment, Methyl salicylate, Molecular rearrangement, Thinking training