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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.
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