1,3-dibenzoyloxy-1,1,3,3-tetrabutyldistannoxane | 123280-32-0

• 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: 1,3-dibenzoyloxy-1,1,3,3-tetrabutyldistannoxane
• 英文别名: Tetrabutyl-1,3-dibenzyloyloxy-distannoxane；1,3-Bis(benzoyloxy)-1,1,3,3-tetrabutyldistannoxane；[[benzoyloxy(dibutyl)stannyl]oxy-dibutylstannyl] benzoate
• CAS: 123280-32-0
• 化学式: C₃₀H₄₆O₅Sn₂
• 分子量: 724.112
• InChiKey: IJQVWOFSFLHPCW-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  37
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dibutyltin(IV) oxide 、 水 、 N-乙酰苯胺 以 neat (no solvent) 为溶剂， 生成 1,3-dibenzoyloxy-1,1,3,3-tetrabutyldistannoxane
  参考文献：
  名称：

  Reaction of dibutyltin oxide with amides in presence of traces of water: multinuclear NMR study and mechanism

  摘要：

  The product of the reaction of primary and secondary amides with dibutyltin oxide is shown to be a dimeric 1,3-diacyloxytetrabutyldistannoxane. The reaction was studied in hulk with model amides at 180 degrees C, avoiding perfect anhydrous conditions, in view to be transposable to transamidification with reactive extrusion process. The formation of an intermediate compound of the type 1-acyloxy-3-alkylaminotetrabutyldistannoxane is pointed out. With an excess of amide, the presence of water leads to the dimeric 1,3-diacyloxytetrabutyldistannoxane. Without an excess of amide, the hydrolysis of this intermediate leads to a more complex tetrastannoxane structure associated in a more or less perfect ladder-like structure including partially hydrolyzed and condensed forms of the distannoxane. The dimeric 1-acyloxy-3-alkoxytetrabutyldistannoxane resulting from the reaction of esters with dibutyltin oxide are shown to give a similar stannoxane structure after hydrolysis. All the products were characterized in solution by H-1-, C-13- and Sn-119-NMR spectroscopy. On the basis of the spectroscopic analysis, a mechanism of the reaction is proposed and discussed. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)01008-0

文献信息

• Reaction of dibutyltin oxide with amides in presence of traces of water: multinuclear NMR study and mechanism
  作者：Jérôme Gimenez、Alain Michel、Roger Pétiaud、Marie-France Llauro

  DOI：10.1016/s0022-328x(98)01008-0

  日期：1999.3

  The product of the reaction of primary and secondary amides with dibutyltin oxide is shown to be a dimeric 1,3-diacyloxytetrabutyldistannoxane. The reaction was studied in hulk with model amides at 180 degrees C, avoiding perfect anhydrous conditions, in view to be transposable to transamidification with reactive extrusion process. The formation of an intermediate compound of the type 1-acyloxy-3-alkylaminotetrabutyldistannoxane is pointed out. With an excess of amide, the presence of water leads to the dimeric 1,3-diacyloxytetrabutyldistannoxane. Without an excess of amide, the hydrolysis of this intermediate leads to a more complex tetrastannoxane structure associated in a more or less perfect ladder-like structure including partially hydrolyzed and condensed forms of the distannoxane. The dimeric 1-acyloxy-3-alkoxytetrabutyldistannoxane resulting from the reaction of esters with dibutyltin oxide are shown to give a similar stannoxane structure after hydrolysis. All the products were characterized in solution by H-1-, C-13- and Sn-119-NMR spectroscopy. On the basis of the spectroscopic analysis, a mechanism of the reaction is proposed and discussed. (C) 1999 Elsevier Science S.A. All rights reserved.