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几种β-二酮化合物及其互变异构体的光谱

Spectroscopy of Several β-Diketone Compounds and Their Tautomers

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【作者】 褚庆辉高连勋汪冬梅齐颖华丁孟贤

【Author】 CHU Qing Hui, GAO Lian Xun, WANG Dong Mei, QI Ying Hua, DING Meng Xian  (Polymer Chemistry Laboratory, Chinese Academy of Sciences and China Petro Chemical Corporation, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China)

【机构】 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

【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

【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 NMR spectroscopy. 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.

【关键词】 β-二酮互变异构化合成
【Key words】 β-DiketoneTautomerismSynthesis
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,2000年03期
  • 【分类号】O657.3
  • 【被引频次】79
  • 【下载频次】654
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