大学化学 >> 2020, Vol. 35 >> Issue (3): 82-88.doi: 10.3866/PKU.DXHX201907024

化学实验 上一篇    下一篇

由邻苯二甲酸二乙酯制备水合茚三酮的反应机理探讨

张曼1,周俊豪1,华宇成1,任相伟1,2,3,赵温涛1,2,3,张万东1,2,3,*()   

  1. 1 天津大学理学院, 天津 300354
    2 化学化工国家级实验教学示范中心(天津大学), 天津 300354
    3 化学化工国家级虚拟仿真实验教学中心(天津大学), 天津 300354
  • 收稿日期:2019-07-20 录用日期:2019-10-17 发布日期:2019-10-30
  • 通讯作者: 张万东 E-mail:zhangwandong@tju.edu.cn

Mechanisms Study of Ninhydrin Synthesis from Diethyl Phthalate

Man Zhang1,Junhao Zhou1,Yucheng Hua1,Xiangwei Ren1,2,3,Wentao Zhao1,2,3,Wandong Zhang1,2,3,*()   

  1. 1 School of Science, Tianjin University, Tianjin 300354, P. R. China
    2 National Demonstration Center for Experimental Chemistry & Chemical Engineering Education(Tianjin University), Tianjin 300354, P. R. China
    3 National Virtual Simulation Experimental Teaching Center for Chemistry & Chemical Engineering Education(Tianjin University); Tianjin 300354, P. R. China
  • Received:2019-07-20 Accepted:2019-10-17 Published:2019-10-30
  • Contact: Wandong Zhang E-mail:zhangwandong@tju.edu.cn

摘要:

以邻苯二甲酸二乙酯为原料,经Claisen酯缩合反应、酸性酯水解反应、热脱羧反应、亚硝化反应、脱肟反应、羰基还原反应、Aldol反应、邻二醇氧化裂解反应制备了水合茚三酮,对各步的反应机理进行了详细的讨论。

关键词: 水合茚三酮, 邻苯二甲酸二乙酯, 机理

Abstract:

Ninhydrin was synthesized from diethyl benzene-1, 2-dicarboxylate via Claisen condensation, hydrolysis, decarboxylation, nitrosation, deoximation, reduction, oxidation reaction and the possible reaction mechanisms for every unit reactions are discussed.

Key words: 2, 2-Dihydroxyindane-1, 3-dione (Ninhydrin), Diethyl benzene-1, 2-dicarboxylate, Mechanism

MSC2000: 

  • G64