一锅法两步合成香茅醛

引用本文: 王婷, 吴锦娇, 张莹, 柴新怡, 安鹏, 史勇. 一锅法两步合成香茅醛[J]. 大学化学, 2023, 38(4): 53-57. doi: 10.3866/PKU.DXHX202211025 shu

Citation: Ting Wang, Jinjiao Wu, Ying Zhang, Xinyi Chai, Peng An, Yong Shi. One-Pot Two-Step Synthesis of Citronellal[J]. University Chemistry, 2023, 38(4): 53-57. doi: 10.3866/PKU.DXHX202211025 shu

一锅法两步合成香茅醛

云南大学化学科学与工程学院, 昆明 650500
基金项目:
云南大学大学生创新训练项目(S202210673099)

摘要: 烯烃亲电加成反应和卤代烃消除反应在本科生有机化学基础理论知识学习中十分重要，与之有关的教学实验却不多，理论与实践的脱节导致学生对其反应原理的理解不尽如人意。本实验采用异蒲勒醇为原料，经过烯烃双键的亲电加成和Grob碎裂这一特殊的卤代烃消除反应，在室温下以“一锅两步”的方式合成价格高昂的R构型香茅醛。实验具有原料易得、操作简单、条件温和、训练全面等特点，适合本科教学，可帮助学生在熟练实验操作的同时，增强对理论知识的理解。

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English

One-Pot Two-Step Synthesis of Citronellal

School of Chemical Science and Engineering, Yunnan University, Kunming 650500, China
Received Date: 07 November 2022

Abstract: The electrophilic addition reactions of alkenes and the elimination reactions of alkyl halides are two fundamental reactions that undergraduates should master in basic organic chemistry course, but are rarely included in the laboratory course. The disconnection between theory and practice leads to the poor understanding of the reaction mechanisms. To address this disconnection in organic chemistry instruction, we design an experiment containing an electrophilic addition reaction and an elimination reaction. In this experiment, we use isopulegol as the starting material to synthesize the expensive R-citronellal in a one-pot two-step manner at room temperature through an electrophilic addition and a Grob fragmentation (a special elimination). The experiment features low cost of reagents, simple operation, mild reaction conditions and comprehensive skill training, therefore, it is a qualified teaching experiment that could help students deepen their understanding of theoretical knowledge while polishing their organic laboratory techniques.

Key words:

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一锅法两步合成香茅醛

English

One-Pot Two-Step Synthesis of Citronellal

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

一锅法两步合成香茅醛

English

One-Pot Two-Step Synthesis of Citronellal

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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通讯作者: 陈斌, bchen63@163.com

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