大学化学 >> 2026, Vol. 41 >> Issue (7): 326-333.doi: 10.12461/PKU.DXHX202506054

化学实验 上一篇    

碘负离子催化3-甲基苯酚绿色合成

李洋, 张宇轩, 唐玉海, 王丽娟   

  1. 西安交通大学化学学院, 陕西 西安 710049
  • 收稿日期:2025-06-13 录用日期:2025-09-08 发布日期:2026-06-27
  • 通讯作者: 李洋 E-mail:yanglee@mail.xjtu.edu.cn Yang Li
  • 基金资助:
    国家自然科学基金面上项目(22471208)

Iodide anion-catalyzed green synthesis of m-cresol

Yang Li, Yuxuan Zhang, Yuhai Tang, Lijuan Wang   

  1. School of Chemistry, Xi'an Jiaotong University, Xi'an 710049, Shaanxi Province, China
  • Received:2025-06-13 Accepted:2025-09-08 Published:2026-06-27
  • Contact: Yang Li E-mail:yanglee@mail.xjtu.edu.cn

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摘要： 苯酚及其衍生物是有机合成中的重要中间体，本实验把碘负离子催化的脱氢芳构化反应与3-甲基苯酚合成相结合，旨在将其开发为潜在的本科有机化学实验。本实验以廉价易得的3-甲基-2-环己烯-1-酮为原料，四正丁基碘化铵(n-Bu4NI)为催化剂，1,2-二氯乙烷为溶剂，实现了3-甲基苯酚的绿色合成；接着利用反萃取对产物快速进行分离纯化，并对产物结构和纯度进行了表征和分析。总之，本实验设计合理，操作简单，包含了惰性气体保护、回流、萃取、反萃取、过滤和蒸馏等基本实验操作以及有机化合物表征，适合在本科生有机化学综合实验中推广。

关键词: 碘负离子, 芳构化, 苯酚, 绿色合成

Abstract: Phenol and its derivatives are important intermediates in organic synthesis. This experiment combines the iodine anion catalyzed dehydroaromatization and the synthesis of m-cresol, aiming to develop it as a potential undergraduate organic chemistry experiment. This experiment used inexpensive and readily available 3-methyl-2-cyclohexen-1-one as the starting material, tetra-n-butylammonium iodide (n-Bu4NI) as catalyst, and 1,2-dichloroethane as solvent to achieve the green synthesis of m-cresol. Subsequently, the product was purified via back extraction, followed by structure characterization and purity analysis. In short, the experiment is reasonable, reliable and straightforward, which includes the basic techniques such as inert gas protection, reflux, extraction, back extraction, filtration and distillation, as well as the organic compound characterization, making it highly suitable for undergraduate comprehensive experiments.

Key words: Iodide anion, Aromatization, Phenol, Green synthesis