2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecan-1-yl benzoate | 25537-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecan-1-yl benzoate
• 英文别名: 1-benzoyloxysilatrane；1-Benzoyloxysilantran
• CAS: 25537-35-3
• 化学式: C₁₃H₁₇NO₅Si
• 分子量: 295.367
• InChiKey: RZORPRHTCJHAJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯甲醯碘 、 乙氧基毒鼠硅 以 甲苯 为溶剂， 反应 24.0h， 以76.4%的产率得到2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecan-1-yl benzoate
  参考文献：
  名称：

  Acyl iodides in organic synthesis: IX. Cleavage of the Si-O-C and Si-O-Si moieties

  摘要：

  Reactions of acyl iodides RCOI (R = Me, Ph) with organosilicon compounds involve cleavage of the Si-O-C and Si-O-Si fragments. Acetyl iodide reacts with alkyl(alkoxy)silanes with evolution of heat, and cleavage of the Si-O bond results in the formation of oligo-or polysiloxanes, alkyl iodides, and alkyl acetates. 1,3-Diacetoxytetramethyldisiloxane is formed in the reaction of acetyl iodide with dimethoxy(dimethyl)silane. Acyl iodides readily react with 1-ethoxysilatrane to give 1-acyloxysilatranes as a result of cleavage of the C-O bond. The reaction of acetyl iodide with hexaethyldisiloxane yields triethylsilyl acetate and triethyliodosilane, while in the reaction with octamethyltrisiloxane iodo(trimethyl)silane and dimethyl(trimethylsiloxy)silyl acetate are obtained.

  DOI：

  10.1134/s1070428007040021

文献信息

• New synthesis of 1-acyloxysilatranes and 1-fluorosilatrane
  作者：M. G. Voronkov、G. A. Kuznetsova、A. A. Trukhina

  DOI：10.1134/s1070363206120279

  日期：2006.12
• Acyl iodides in organic synthesis: IX. Cleavage of the Si-O-C and Si-O-Si moieties
  作者：M. G. Voronkov、A. A. Trukhina、L. I. Belousova、G. A. Kuznetsova、N. N. Vlasova

  DOI：10.1134/s1070428007040021

  日期：2007.4

  Reactions of acyl iodides RCOI (R = Me, Ph) with organosilicon compounds involve cleavage of the Si-O-C and Si-O-Si fragments. Acetyl iodide reacts with alkyl(alkoxy)silanes with evolution of heat, and cleavage of the Si-O bond results in the formation of oligo-or polysiloxanes, alkyl iodides, and alkyl acetates. 1,3-Diacetoxytetramethyldisiloxane is formed in the reaction of acetyl iodide with dimethoxy(dimethyl)silane. Acyl iodides readily react with 1-ethoxysilatrane to give 1-acyloxysilatranes as a result of cleavage of the C-O bond. The reaction of acetyl iodide with hexaethyldisiloxane yields triethylsilyl acetate and triethyliodosilane, while in the reaction with octamethyltrisiloxane iodo(trimethyl)silane and dimethyl(trimethylsiloxy)silyl acetate are obtained.