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合成1,2-环十二二酮的新方法
引用本文:陈韶蕊,马吉海,周雪琴,刘东志.合成1,2-环十二二酮的新方法[J].应用化学,2009,26(11):1374-1376.
作者姓名:陈韶蕊  马吉海  周雪琴  刘东志
作者单位:(1.天津大学化工学院 天津 300072;2.河北科技大学理学院 石家庄)
摘    要:以十二烷二酸(1)为原料,与甲醇酯化生成十二烷二酸二甲酯(2),收率为865%。化合物2经偶联 缩合得1,2 二三甲基硅氧基环十二烯(3),收率为631%。利用溴氧化化合物3得到1,2 环十二二酮(4)淡黄色晶体,收率79%,全过程收率达43.1%,是合成1,2 二酮的新方法。目标化合物结构经红外光谱、核磁共振氢谱和碳谱表征确认。

关 键 词:十二烷二酸  偶姻缩合  1  2-环十二二酮  
收稿时间:2008-10-29
修稿时间:2009-03-05

A Novel Synthetic Method for 1,2-Cyclododecandione
CHEN Shao-Rui,MA Ji-Hai,ZHOU Xue-Qin,LIU Dong-Zhi.A Novel Synthetic Method for 1,2-Cyclododecandione[J].Chinese Journal of Applied Chemistry,2009,26(11):1374-1376.
Authors:CHEN Shao-Rui  MA Ji-Hai  ZHOU Xue-Qin  LIU Dong-Zhi
Institution:(1.School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072; 2.College of Science,Hebei University of Science and Technology,Shijiazhuang)
Abstract:1,2-Cyclododecandione (4) was synthesized from dodecanedioic acid via esterification, acyloin condensation, oxidation in an overall yield of 43. 1 %. Reaction of dodecanedioic acid with methanol gave dodecanedioic acid dimethyl ester(2) with a yield of 86. 5%. Compound 3 was obtained from compound 2 through acyloin condensation and the yield reached up to 63. 1% , which was oxidized to compound 4 by bromine water as the oxidation reagent with a yield of 79%. The target compound was a light yellow crystal and was characterized by means of IR, ~1H NMR and ~(I3)C NMR.
Keywords:dodecanedioic acid  acyloin condensation  cyclododecandione
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