高等学校化学学报

高等学校化学学报 ›› 2000, Vol. 21 ›› Issue (3): 439.

• 论文 • 上一篇    下一篇

几种β-二酮化合物及其互变异构体的光谱

褚庆辉, 高连勋, 汪冬梅, 齐颖华, 丁孟贤   

  1. 中国科学院长春应用化学研究所, 中国科学院-中国石化总公司高分子化学联合开放实验室, 长春 130022
  • 收稿日期:1999-04-28 出版日期:2000-03-24 发布日期:2000-03-24
  • 通讯作者: 褚庆辉(1963年出生),男,博士,高级工程师,从事有机与高分子合成研究.

Spectroscopy of Several β-Diketone Compounds and Their Tautomers

CHU Qing-Hui, GAO Lian-Xun, WANG Dong-Mei, QI Ying-Hua, DING Meng-Xian    

  1. Polymer Chemistry Laboratory, Chinese Academy of Sciences and China Petro Chemical Corporation, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  • Received:1999-04-28 Online:2000-03-24 Published:2000-03-24

PDF (PC)

摘要： 合成了6种β-二酮化合物:1,3-二(4-硝基苯基)-1,3-丙二酮,1-(4-硝基苯基)-3-(3-硝基苯基)-1,3-丙二酮,1,3-二(3-硝基苯基)-1,3-丙二酮,1,3-二(4-氨基苯基)-1,3-丙二酮,1-(4-氨基苯基)-3-(3-氨基苯基)-1,3-丙二酮和1,3-二(3-氨基苯基)-1,3-丙二酮.采用多种光谱法对其结构进行了鉴定.测量了不同溶剂中β-二酮化合物的酮式含量,给出了酮式-烯醇式异构化平衡常数和烯醇式异构体的存在比例.

关键词: &beta, -二酮, 互变异构化, 合成

Abstract: Six β-diketone compounds, 1,3-bis(4-nitrophenyl)-1,3 propanedione (1) , 1-(4-nitrophenyl) 3-(3-nitrophenyl)-1,3-propanedione (2) ,-1,3-bis(3-nitrophenyl)-1,3-propanedione (3) 1,3-bis(4-amimophenyl)-1,3-propanedione (4) , 1-(4-amimophenyl)-3-(3-amimophenyl)-1,3-propanedione (5) and 1,3-bis(3-amimophenyl)-1,3-propanedione (6) were synthesized. Their structures were characterized by IR, UV Vis, fluorescence and NMRspectroscopy. The percentage of keto tautomer, enol keto equilibrium constant and enol tautomer ratio of them were also determined. The percentage of keto tautomer is increased in the order from compound 1 to 3 and decreased in the order from compound 4 to 6, which show the effect of substituent on the tautomer. The results of enol tautomer ratio of compounds 2 and 5 indicated that b-form of enol is slightly more favorable than its a form.

Key words: β-Diketone, Tautomerism, Synthesis

中图分类号: 

TrendMD: