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Study On The Halogenate Reaction Of Substituent Aromatic Hydrocarbon

Posted on:2007-03-20Degree:MasterType:Thesis
Country:ChinaCandidate:Z B QiFull Text:PDF
GTID:2121360212471012Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The halogenate reaction of aromatic hydrocarbon is one of the important basic reactions in organic chemistry. Halogenated organic compounds form an important class of intermediates as they can be converted efficiently into other functionality by simple chemical reactions. Halogenated aromatics, especially brominated ones, are useful not only as precursors to organometallic reagents but also are of great importance in the pharmaceutical, pesticide and agrochemical industries. So it is very significant in the to study the synthesis method of them.A highly regioselective and economical method for halogenation of substituent aromatic hydrocarbon is possible through electrophilic substitution of bromine generated in situ from KBr using ammonium molybdate as a catalyst and H2O2 as a reoxidant.We synthesized p-bromoanisole, p-bromophenetole, 1-bromo-4-propoxyben zene, 1-bromo-4-isopropoxybenzene, 1-bromo-4-s-butyloxy benzene and 1-bromo-4 -amyloxybenzene. Because of the different position of the halogen atom, the displacement of the other hydrogen atom is different in the 1H- NMR. So we can judge the position of the halogen atom through the ~1H- NMR.Furthermore, diacetyltartaric anhydride was synthesized and the single-crystal X-ray diffraction measurements of the compounds was carried out in order to elucidate the structures.
Keywords/Search Tags:Substituent aromatic, Halogenate synthesis, Phenyl ether, Peroxide, Selectivity
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