N,N-diethyl-α-[(trimethylsilyl)ethynyl]-benzenemethanamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-diethyl-α-[(trimethylsilyl)ethynyl]-benzenemethanamine
• 英文别名: 1-trimethylsilyl-3-diethylamino-3-phenylpropyne；N,N-diethyl-1-phenyl-3-trimethylsilylprop-2-yn-1-amine
• 化学式: C₁₆H₂₅NSi
• 分子量: 259.467
• InChiKey: MTNURXPEBAVOQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-trimethylsilyl-1-trimethylstannyl-3-phenylpropadiene 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 0.3h， 生成 N,N-diethyl-α-[(trimethylsilyl)ethynyl]-benzenemethanamine
  参考文献：
  名称：

  Bogoradovskii, E.T.; Birgele, I.; Liepin'sh, E., Russian Journal of General Chemistry, 1994, vol. 64, # 5.1, p. 703 - 705

  摘要：

  DOI：

文献信息

• InBr3–Et3N promoted alkynylation of aldehydes and N,O-acetals under mild conditions: facile and simple preparation of propargylic alcohols and amines
  作者：Norio Sakai、Maki Hirasawa、Takeo Konakahara

  DOI：10.1016/s0040-4039(03)00931-6

  日期：2003.5

  The use of a novel InBr3-Et3N reagent system to promote addition reactions of 1-alkynes not only with a variety of aromatic or bulky aliphatic aldehydes but also with N,O-acetals is described. The corresponding propargylic alcohols or amines are produced in good to excellent yields. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Facile and convenient synthesis of functionalized propargylic alcohols and amines: an InBr3–Et3N reagent system promotes the alkynylation of aldehydes and N,O- or N,S-acetals
  作者：Norio Sakai、Reiko Kanada、Maki Hirasawa、Takeo Konakahara

  DOI：10.1016/j.tet.2005.07.059

  日期：2005.9

  The use of a novel InBr3-Et3N reagent system to promote the alkynylation of not only a variety of aromatic/heterocyclic or bulky aliphatic aldehydes but also N,O or N,S-acetals is described. The use of N-silyl-N,O-acetals and 1-alkynes could lead to the direct production of primary propargylic amines in good yields. (c) 2005 Elsevier Ltd. All rights reserved.