大学化学 >> 2021, Vol. 36 >> Issue (8): 2011045.doi: 10.3866/PKU.DXHX202011045

化学实验 上一篇    下一篇

环己醇制备环己酮的实验改进

陈文彬(), 陈月阳, 陈波   

  • 收稿日期:2020-11-20 录用日期:2021-01-04 发布日期:2021-01-18
  • 通讯作者: 陈文彬 E-mail:wbchen@nankai.edu.cn
  • 作者简介:陈文彬, Email: wbchen@nankai.edu.cn
  • 基金资助:
    南开大学实验教学改革项目(2020)

Improvement on Preparation of Cyclohexanone from Cyclohexanol

Wenbin Chen(), Yueyang Chen, Bo Chen   

  • Received:2020-11-20 Accepted:2021-01-04 Published:2021-01-18
  • Contact: Wenbin Chen E-mail:wbchen@nankai.edu.cn

摘要:

对本科生有机化学实验“环己醇氧化制备环己酮”进行了改进,尝试了两种绿色氧化剂:单过硫酸氢钾(Oxone)和三氯异氰尿酸(TCCA)。以Oxone氧化环己醇制备环己酮的反应时,发现了一个副产物,通过气质联用方法确定了副产物的结构,并研究了不同条件下的主产物和副产物含量。而利用TCCA氧化环己醇制备环己酮时,可得到高纯度的目标产物,其含量达93%左右,副产物含量较低,可以用来替代原有的重铬酸钠氧化环己醇制备环己酮的本科实验教学。通过引入绿色化学的概念,加深学生对绿色化学的认识,感受绿色化学在有机合成中的重要性,并激发了他们对科学研究的兴趣。更为重要的是引导学生在化学实验中注意新的发现,并对新的发现寻根索源,了解其原因和过程,并找到解决的方法。

关键词: 绿色化学, 环己醇, 环己酮, 单过硫酸氢钾, 三氯异氰脲酸

Abstract:

In this paper, the organic chemistry experiment "cyclohexanol oxidation to cyclohexanone" was improved by two green oxidants: potassium bisulfate (Oxone) and trichloroisocyanuric acid (TCCA). A by-product was found in the oxidation with Oxone, and the structure of the by-product was determined by GC-MS. The contents of the target product and by-product under different conditions were studied. When TCCA was used as oxidant to prepare cyclohexanone from cyclohexanol, the higher pure target product was obtained (93%), which can be used to replace the original sodium dichromate oxidation of cyclohexanol to cyclohexanone. Through the introduction of the concept of green chemistry, the students can learn the importance of green chemistry in organic synthesis, and be stimulated the interest in scientific research. It is more important to guide students to pay attention to new discoveries in chemical experiments and to search for the causes or processes of new discoveries, and find out new solutions.

Key words: Green chemistry, Cyclohexanol, Cyclohexanone, Oxone, TCCA

MSC2000: 

  • G64