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An Improved Synthesis Of1,2-diarylethnols Under Conventional Heating And Ultrasound Irradiation

Posted on:2014-07-08Degree:MasterType:Thesis
Country:ChinaCandidate:D M GaoFull Text:PDF
GTID:2251330401472904Subject:Chemical Biology
Abstract/Summary:PDF Full Text Request
1,2-Diphenylethanols play an important role in organic synthesis and with biologicallyactivities, but the traditional formation of1,2-diarylethanols need long time and suffered lowyields. So the synthesis of1,2-Diphenylethanols were improved by ultrasound irradiation andthe optimization of reaction conditions was conducted.The main works in this thesis are as following:1. Optimization of conditions in the synthetic reactions that benzaldehyde reacts witho-nitrotoluene as the template was conducted. After screening the reaction conditions, we setup the optimized reaction conditions that are EtOH and DMSO (V:V=6:1) as mixed solvent,the molar ratio of1:0.5:2among o-nitrotoluene, benzaldehyde and sodium ethoxide, underultrasound irradiation for8hours at50℃, and the yield was62%.2. Under the optimized condition,11different1,2-diphenylethanol derivatives wereobtained by using the reactions of different substituted benzaldehydes and o-nitrotoluene or2,4-dinitrotoluene. The products were characterized by NMR and IR, especially3b and3e wereanalyzed by single crystal diffraction.3. The antibacterial biological activities against six phytopathogenic fungi (Cytosporamandshurica, Colletotrichum gloeosporioides, Botrytis cinerea, Alternaria solani, Fusariumsolani and Pyricularia oryzae) of the11compounds were tested at the concentration of100μg/mL. Subsequently, determined the EC50values of the compounds which inhibition ratesagainst the six phytopathogenic fungi higher than75%,and compound3d shows the spectrumbacteriostasis.
Keywords/Search Tags:diphenylethanol, ultrasound irradiation, antifungal activity
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