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2-(甲硫基)苯并[d]噁唑-5-羧酸的合成及电致化学发光性能
引用本文:姜国民,詹文毅,颜瑞,路毛凤,江国庆.2-(甲硫基)苯并[d]噁唑-5-羧酸的合成及电致化学发光性能[J].南通工学院学报(自然科学版),2013(3):48-52.
作者姓名:姜国民  詹文毅  颜瑞  路毛凤  江国庆
作者单位:南通大学化学化工学院,江苏南通226019
基金项目:国家自然科学基金项目(21173122)
摘    要:以对羟基苯甲酸甲酯为原料,通过硝化,还原,关环,甲基化合成2-(甲硫基)苯并d]噁唑5-羧酸,过程的总收率为49.17%.利用红外光谱(FTIR)、核磁共振谱(^1HNMR)、质谱(HPLC—MS)和元素分析等分析手段对中间产物及目标化合物进行了表征.通过分子自组装膜法将其负载在金电极上,分别在四丁基六氟膦酸胺-乙腈电解液、磷酸盐缓冲水溶液中检测其电化学发光性能,结果表明,在水相中电致化学发光强度明显高于有机相.

关 键 词:对羟基苯甲酸甲酯  2-(甲硫基)苯并[d]噁唑-5-羧酸  合成  电化学发光

Synthesis and Electrogenerated Chemiluminescence Property of 2-(Methylthio)Benzo[d]Oxazole-5-Carboxylic Acid
Authors:JIANG Guo-min  ZHAN Wen-yi  YAN Rui  LU Mao-feng  JIANG Guo-qing
Institution:(School of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China)
Abstract:In this paper, with methyl 4-hydroxybenzoate as raw material, 2-(methylthio)benzo d]oxazole -5- carboxylic acid was synthesized by nitration , reduction, cyclization, methylation. The structures of the intermediates and 2-(methylthio)benzo d]oxazole-5-carboxylic acid were characterized by FFIR, 1HNMR, HPLC-MS and element analysis. The product was loaded on the surface of gold elctrode by self-assembly, and the electrochemiluminesoence was measured in tetrabutylammonium hexafluorophosphate-acetonitrile electrolyte and phosphate buffer solution. The results reveal that electrochemiluminesoence intensity is higher in aqueous phase than it is in organic phase.
Keywords:methyl 4-hydroxybenzoate  2-(methylthio)benzo[d]oxazole-5-carboxylic acid  synthesis  electrochemiluminesoence
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