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硅有机化合物——Ⅲ.对(三甲硅基)甲苯的衍生物

ORGANOSILICON COMPOUNDS Ⅲ.SOME DERIVATIVES OF p-TRIMETHYLSILYLTOLUENE

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【作者】 林子森吴世晖徐凌云于同隐

【Author】 LIN TZU-SUN, Wu SHIH-HUEI, Hsu LIN-YUEN AND Yu TUNG-YIN(Department of Chemistry, Fudan University)

【机构】 复旦大学化学系复旦大学化学系

【摘要】 从对(三甲硅基)甲苯开始,将苄基中的甲基溴化成溴甲基,从而制得对(三甲硅基)苄基取代的乙酰乙酸乙酯,丙二酸乙酯和氰化物等,应用Sommlet反应制得醛. 将对(三甲硅基)甲苯氧化成相应的羧酸后,用亚硫酰氯处理,加入氨水即得对(三甲硅基)苯甲酰胺.应用类似方法,制得对(三苯硅基)苯甲酸、二甲基二(对羧基苯基)硅烷和二苯基二(对羧基苯基)硅烷的一些酰胺和酯.在用亚硫酰氯处理时,未发现硅-碳键的断裂现象.

【Abstract】 Starting with p-trimethylsilyltoluene, the methyl group was brominated with N-bromosuc-cinimide into bromomethyl group and thence p-trimethylsilylbenzyl-substituted acetoacetic ester,malonic ester and nitrile were prepared. The bromomethyl group was successfully converted into aldehyde group by means of Sommlet reaction.After the methyl group in p-trimethylsilyltoluene was oxidized into carboxyl group, the amide was prepared through the action of thionyl chloride and ammonia. Similarly, some esters and amides of p-triphenylsilylbenzoic acid, dimethyldi(p- carboxylphenyl) and diphenyldi(p-carboxyl)silane were synthesized. No cleavage of the carbon-silicon bond was found during the thionyl chloride treatment.

  • 【文献出处】 化学学报 ,Acta Chimica Sinica , 编辑部邮箱 ,1960年01期
  • 【被引频次】3
  • 【下载频次】35
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