【摘要】 在常温常压下,研究了苊、蒽、萘、芴、1 甲基萘(1 MN)、2,6 二甲基萘(2,6 DMN)、苯酚、α 萘酚与PhNO2(硝基苯)在Lewis酸AlCl3催化作用下的反应。结果发现,蒽、萘和苯酚与PhNO2不反应,苊、芴、1 MN、2,6 DMN和α 萘酚与PhNO2都能反应生成相应的苯胺基芳烃。GC/MS分析表明反应活性顺序为苊>1 MN>2,6 DMN>芴,根据超共轭效应可以合理解释含α 活泼氢芳烃反应活性顺序。控制AlCl3与苊的摩尔比值为1 2和2 4左右,重结晶苊与PhNO2的反应产物分别得到联苊和5 苯胺基苊纯品,利用GC、GC/MS、FTIR和UV等分析测试手段对其进行了结构鉴定。更多还原

【Abstract】 At room temperature and ambient atmosphere, the reactions of acenaphthene, anthracene, naphthalene, fluorine, 1-methylnaphthalene, 2,6-dimethylnaphthalene, phenol and α-naphthol with nitrobenzene over the high active catalyst of AlCl₃ were investigated. The results show anthracene, naphthalene and phenol do not react with PhNO₂, while acenaphthene, fluorine, 1-methylnaphthalene, 2,6-dimethylnaphthalene and α-naphthol could react with PhNO₂ to give corresponding anilinoaromatics. The reaction activity sequence of acenaphthene>1-MN>2,6-DMN>fluorine, which deduced by GC/MS analysis, is reasonably explained according to ultra-conjugate effect. The reaction of acenaphthene and PhNO₂ is carried out under different conditions, in which the molar ratio of AlCl₃ to acenaphthene is 1.2 and 2.4, respectively. Pure biacenaphthenyls and 5-anilinoacenaphthene are prepared by recrystalling the reaction product. The structures of these compounds are identified by GC, GC/MS,FTIR and UV analyses.更多还原