化学学报 ›› 1960, Vol. 26 ›› Issue (1): 7-10. 上一篇    下一篇

论文

硅有机化合物——Ⅲ.对(三甲硅基)甲苯的衍生物

林子森, 吴世晖, 徐凌云, 于同隐   

  1. 复旦大学化学系
  • 投稿日期:1959-06-06 发布日期:2013-06-03

ORGANOSILICON COMPOUNDS Ⅲ. SOME DERIVATIVES OF p-TRIMETHYLSILYLTOLUENE

LIN TZU-SUN, WU SHIH-HUEI, HSU LIN-YUEN, YU TUNG-YIN   

  1. Department of Chemistry, Fudan University
  • Received:1959-06-06 Published:2013-06-03

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.

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 get up 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.