(5,5-dimethyl-1,3-dioxan-2-yl)trimethylammonium iodide | 62999-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (5,5-dimethyl-1,3-dioxan-2-yl)trimethylammonium iodide
• 英文别名: N,N,N,5,5-Pentamethyl-1,3-dioxan-2-aminium iodide；(5,5-dimethyl-1,3-dioxan-2-yl)-trimethylazanium;iodide
• CAS: 62999-89-7
• 化学式: C₉H₂₀NO₂*I
• 分子量: 301.168
• InChiKey: XVJMQAOWUOVGDG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.95
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isopropyl diphenylphosphinite 、 (5,5-dimethyl-1,3-dioxan-2-yl)trimethylammonium iodide 以 甲苯 为溶剂， 反应 3.0h， 以78%的产率得到5,5-Dimethyl-2-diphenylphosphinoyl-1,3-dioxane
  参考文献：
  名称：

  Conformation of 2-(diphenylphosphinoyl)-5,5-dimethyl-1,3-dioxane. A contrasting conformational behavior of 2-phosphoryl-substituted 1,3-dithianes and 1,3-dioxanes

  摘要：

  DOI：

  10.1021/jo00250a038

文献信息

• A solution and solid state conformation of 2-diphenylphosphinoyl-1,3-dioxanes. The nature of O-C-P anomeric interactions.
  作者：Marian Mikołajczyk、Piotr P. Graczyk、Michał W. Wiecorek、Grzegorz Bujacz

  DOI：10.1016/s0040-4020(01)92198-2

  日期：1992.1

  Diastereoisomeric 2-diphenylphosphinoyl-1,3-dioxanes 1-4 were synthesized either via the Arbuzov reaction of isopropyl diphenylphosphinite with (1,3-dioxan-2-yl)trimethylammonium iodides or via the transacetalization reaction between 1,3-diols and diphenyl(diethoxymethyl)phosphine oxide. The latter reaction afforded less thermodynamically stable isomers of 3 and 4 in a good yield (44 and 56%, respectively). The magnitude of the anomeric effect in this system determined according to the Franck's equation was found to be 19.7 kJ/mol. Both the NMR and X-ray structural data concerning cis-4,6-dimethyl-1, 3-dioxane derivatives 4 suggest that the anomeric effect could stem from several interactions, including the n(o)-sigma*c-p negative hyperconjugation and intramolecular hydrogen bond formation.
• MIKOLAJCZYK, MARIAN;GRACZYK, PIOTR;WIECZOREK, MICHAL W.;BUJACZ, GRZEGORZ;+, J. ORG. CHEM., 53,(1988) N 15, 3609-3612
  作者：MIKOLAJCZYK, MARIAN、GRACZYK, PIOTR、WIECZOREK, MICHAL W.、BUJACZ, GRZEGORZ、+

  DOI：——

  日期：——
• Conformation of 2-(diphenylphosphinoyl)-5,5-dimethyl-1,3-dioxane. A contrasting conformational behavior of 2-phosphoryl-substituted 1,3-dithianes and 1,3-dioxanes
  作者：Marian Mikolajczyk、Piotr Graczyk、Michal W. Wieczorek、Grzegorz Bujacz、Yu. T. Struchkov、M. Y. Antipin

  DOI：10.1021/jo00250a038

  日期：1988.7