| Et_3NHCl-AlCl_3催化苯与1-十二烯烃烷基化反应机理的研究 |
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| 引用本文： | 齐国鹏,姜峰,孙学文,赵锁奇.Et_3NHCl-AlCl_3催化苯与1-十二烯烃烷基化反应机理的研究[J].中国科学:化学,2010(5):461-466. |
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| 作者姓名： | 齐国鹏 姜峰 孙学文 赵锁奇 |
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| 作者单位： | 天津大学化工学院;中国石油大学重质油加工国家重点实验室; |
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| 摘 要： | 本文利用同位素取代法考察了离子液体催化苯与烯烃烷基化反应机理.首先进行了Et3NHCl-AlCl3催化氘代苯与1-十二烯烃的反应,通过GC-MS及NMR分析产物结构,根据分析结果,在反应过程中一个D原子从苯环转移到侧链的1-碳.由此推断离子液体催化苯与长链烯烃的烷基化反应机理为:反应由Lewis酸AlCl3引发;AlCl3吸引1-十二烯烃的π电子向1-碳转移,形成碳正离子;碳正离子进一步与苯反应形成不稳定的σ络合物,σ络合物苯环上的sp3杂化碳相连的D+转移到侧链的负电1-C上取代AlCl3,生成产物2-十二烷基苯.
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| 关 键 词： | 离子液体 烷基化机理 氘代苯 同位素交换法 |
Alkylation mechanism of benzene with 1-dodecene catalyzed by Et_3NHCl-AlCl_3 |
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| QI GuoPeng,JIANG Feng,SUN XueWen & ZHAO SuoQi School of Chemical Engineering,Tianjin University,Tianjin ,China Sate Key Laboratory of Heavy oil Proessing,Petroleum University of China,Beijing ,China.Alkylation mechanism of benzene with 1-dodecene catalyzed by Et_3NHCl-AlCl_3[J].Scientia Sinica Chimica,2010(5):461-466. |
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| Authors: | QI GuoPeng JIANG Feng SUN XueWen & ZHAO SuoQi School of Chemical Engineering Tianjin University Tianjin China Sate Key Laboratory of Heavy oil Proessing Petroleum University of China Beijing China |
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| Institution: | QI GuoPeng1,JIANG Feng1,SUN XueWen2 & ZHAO SuoQi2 1 School of Chemical Engineering,Tianjin University,Tianjin 300072,China 2 Sate Key Laboratory of Heavy oil Proessing,Petroleum University of China,Beijing 102249,China |
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| Abstract: | The isotope exchange method was employed to investigate the catalytic mechanism of ionic liquid in alkylation of benzenes with olefins.It is proposed that alkylation was induced by the Lewis acid AlCl3 which attracted π electrons of 1-dodecene to shift toward 1-carbon,thus forming a carbonium ion.The carbonium ion further reacted with benzenes to form a complex.Due to unstabilit of the complex,a deuterated ring proton was transferred into an electronegative 1-carbon of the side chain to substitute for the AlCl3,accordingly 2-phenyldodecane was generated. |
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| Keywords: | ionic liquid alkylation mechanism deuteriobenzene isotope exchange method |
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