综合有机化学实验：磷钨酸催化三苯甲醇的直接转化制备肟醚类化合物

引用本文: 韩峰, 万福贤, 李映, 张丛丛, 张元红, 苗成霞. 综合有机化学实验：磷钨酸催化三苯甲醇的直接转化制备肟醚类化合物[J]. 大学化学, 2025, 40(3): 342-348. doi: 10.12461/PKU.DXHX202405181 shu

Citation: Feng Han, Fuxian Wan, Ying Li, Congcong Zhang, Yuanhong Zhang, Chengxia Miao. Comprehensive Organic Chemistry Experiment: Phosphotungstic Acid-Catalyzed Direct Conversion of Triphenylmethanol for the Synthesis of Oxime Ethers[J]. University Chemistry, 2025, 40(3): 342-348. doi: 10.12461/PKU.DXHX202405181 shu

综合有机化学实验：磷钨酸催化三苯甲醇的直接转化制备肟醚类化合物

山东农业大学化学与材料科学学院, 山东泰安 271018

通讯作者: 张元红,E-mail:yhzhang@sdau.edu.cn; 苗成霞,E-mail:chxmiao@sdau.edu.cn

基金项目:
山东省研究生优质课程项目(SDYKC2023032)；山东省研究生优质专业学位教学案例库项目(SDYAL2023040)；山东农业大学研究生教育质量提升计划(2022SZ002)；山东化学教指委项目(SDHX-YB-2022-15)

摘要: 聚焦学科前沿，结合教师的科研成果，设计了一项综合有机化学实验——磷钨酸催化三苯甲醇的直接转化制备肟醚类化合物。实验以绿色固体酸磷钨酸为催化剂，碳酸二甲酯为绿色溶剂，用三苯甲醇与二苯甲酮肟在室温下反应生成肟醚和水，并考察了催化剂用量对产率的影响。此外，结合催化转化验证实验和紫外光谱分析结果推断了反应机理——亲核取代反应碳正离子历程。该实验具有绿色环保、反应条件温和、前沿新颖等优点，不仅能够提升学生的实验技能、综合能力和环保意识，还可以激发学生的科研兴趣和创新思维，适合作为高校教学实验。

关键词:

English

Comprehensive Organic Chemistry Experiment: Phosphotungstic Acid-Catalyzed Direct Conversion of Triphenylmethanol for the Synthesis of Oxime Ethers

College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong Province, China

Corresponding author: Yuanhong Zhang, ; Chengxia Miao,

Received Date: 27 May 2024
Revised Date: 02 September 2024
Available Online: 27 September 2024

Abstract: This study introduces a novel and environmentally friendly organic chemistry experiment that integrates cutting-edge research into academic practice. The experiment involves the direct conversion of triphenylmethanol to oxime ethers, catalyzed by phosphotungstic acid, a green solid acid, with dimethyl carbonate serving as a sustainable solvent. At room temperature, triphenylmethanol reacts with benzophenone oxime to yield oxime ethers and water. The influence of catalyst concentration on the reaction yield is systematically examined. Furthermore, the reaction mechanism — specifically, a nucleophilic substitution proceeding through a carbocation intermediate — is inferred based on catalytic conversion verification and UV spectroscopic analysis. This experiment offers several advantages, including green chemistry principles, mild reaction conditions, and relevance to current research. It enhances students’ experimental competencies, fosters environmental awareness, and sparks interest in scientific research and innovation, making it highly suitable for university-level instruction.

Key words:

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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

综合有机化学实验：磷钨酸催化三苯甲醇的直接转化制备肟醚类化合物

通讯作者: 张元红,E-mail:yhzhang@sdau.edu.cn; 苗成霞,E-mail:chxmiao@sdau.edu.cn

English

Comprehensive Organic Chemistry Experiment: Phosphotungstic Acid-Catalyzed Direct Conversion of Triphenylmethanol for the Synthesis of Oxime Ethers

Corresponding author: Yuanhong Zhang, ; Chengxia Miao,

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

综合有机化学实验：磷钨酸催化三苯甲醇的直接转化制备肟醚类化合物

通讯作者: 张元红,E-mail:yhzhang@sdau.edu.cn; 苗成霞,E-mail:chxmiao@sdau.edu.cn

English

Comprehensive Organic Chemistry Experiment: Phosphotungstic Acid-Catalyzed Direct Conversion of Triphenylmethanol for the Synthesis of Oxime Ethers

Corresponding author: Yuanhong Zhang, ; Chengxia Miao,

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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