diethyl(4-(trimethylsilyl)butyl)amine | 18044-39-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diethyl(4-(trimethylsilyl)butyl)amine
• 英文别名: 1-Diaethylamino-4-trimethylsilyl-butan；N,N-diethyl-4-(trimethylsilyl)butan-1-amine；N,N-diethyl-4-trimethylsilylbutan-1-amine
• CAS: 18044-39-8
• 化学式: C₁₁H₂₇NSi
• 分子量: 201.428
• InChiKey: VYTXNTOSZDLIIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E/Z)-N-ethyl-N-(4-(trimethylsilyl)butyl)ethylideneammonium hexachloroantimonate 在 sodium tetrahydroborate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以75%的产率得到diethyl(4-(trimethylsilyl)butyl)amine
  参考文献：
  名称：

  Reactions of Allylsilanes with Iminium Salts:  Ene Reactions with Inverse Electron Demand

  摘要：

  The N,N-dialkylmethyleneammonium hexachloroantimonates 1-SbCl6- react with allyltrimethylsilane (2a) in dichloromethane to give the alkylideneammonium ions 3 and 3' via ene reactions with inverse electron demand, where the allyltrimethylsilane (2a) behaves as enophile. Under the same conditions (2-methylallyl)trimethylsilane (2b) undergoes ordinary ene reactions with iminium ions, with the allylsilane 2b acting as the ene component. The different course of the ene reactions is explained by the varied steric strain in the pericyclic transition states 14-18. S(E)2' products, which are the main products under more nucleophilic reaction conditions, have only been detected in trace amounts.

  DOI：

  10.1021/jo960516u

文献信息

• Stadnichuk,M.D. et al., Journal of general chemistry of the USSR, 1968, vol. 38, p. 2488 - 2494
  作者：Stadnichuk,M.D. et al.

  DOI：——

  日期：——
• Reactions of Allylsilanes with Iminium Salts:  Ene Reactions with Inverse Electron Demand
  作者：Armin R. Ofial、Herbert Mayr

  DOI：10.1021/jo960516u

  日期：1996.1.1

  The N,N-dialkylmethyleneammonium hexachloroantimonates 1-SbCl6- react with allyltrimethylsilane (2a) in dichloromethane to give the alkylideneammonium ions 3 and 3' via ene reactions with inverse electron demand, where the allyltrimethylsilane (2a) behaves as enophile. Under the same conditions (2-methylallyl)trimethylsilane (2b) undergoes ordinary ene reactions with iminium ions, with the allylsilane 2b acting as the ene component. The different course of the ene reactions is explained by the varied steric strain in the pericyclic transition states 14-18. S(E)2' products, which are the main products under more nucleophilic reaction conditions, have only been detected in trace amounts.

表征谱图