phenyl-(2,2,2-trifluoro-1-phenyl-ethyl)-trimethylsilanylamine | 908603-36-1

• 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: phenyl-(2,2,2-trifluoro-1-phenyl-ethyl)-trimethylsilanylamine
• 英文别名: N-(2,2,2-trifluoro-1-phenylethyl)-N-trimethylsilylaniline
• CAS: 908603-36-1
• 化学式: C₁₇H₂₀F₃NSi
• 分子量: 323.433
• InChiKey: AAJQAPBCTREKKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  phenyl-(2,2,2-trifluoro-1-phenyl-ethyl)-trimethylsilanylamine 在 盐酸 、 silica gel 作用下， 反应 3.0h， 生成 N-(2,2,2-trifluoro-1-phenylethyl)aniline
  参考文献：
  名称：

  Some studies on nucleophilic trifluoromethylation using the shelf-stable trifluoromethylacetophenone-N,N-dimethyltrimethylsilylamine adduct

  摘要：

  The simple thermal addition product of N,N-dimethyltrimethylsilylamine with 2,2,2-trifluoroacetophenone provides a shelf-stable reagent for nucleophilic trifluoromethylation of both the carbonyl and the imine group. (c) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.11.010
• 作为产物：
  描述：

  苯胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 cesium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 phenyl-(2,2,2-trifluoro-1-phenyl-ethyl)-trimethylsilanylamine
  参考文献：
  名称：

  Some studies on nucleophilic trifluoromethylation using the shelf-stable trifluoromethylacetophenone-N,N-dimethyltrimethylsilylamine adduct

  摘要：

  The simple thermal addition product of N,N-dimethyltrimethylsilylamine with 2,2,2-trifluoroacetophenone provides a shelf-stable reagent for nucleophilic trifluoromethylation of both the carbonyl and the imine group. (c) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.11.010

文献信息

• Trifluoromethylation of non-activated aldimines with trimethyl(trifluoromethyl)silane in the presence of tetramethylammonium fluoride: A closer look into the reaction route
  作者：Nataliya V. Kirij、Lesya A. Babadzhanova、Valeria N. Movchun、Yurii L. Yagupolskii、Wieland Tyrra、Dieter Naumann、Hendrik T.M. Fischer、Harald Scherer

  DOI：10.1016/j.jfluchem.2007.07.005

  日期：2008.1

  The reactions of non-activated aldimines with trimethyl(trifluoromethyl)silane and 1 equiv. of tetramethylammonium fluoride proceed via the formation of tetramethylammonium amides which were identified by low-temperature 19F NMR experiments. Consecutive reactions of the salts formed in situ with electrophiles yielded trifluoromethylated amines. Fluoride elimination is observed in the absence of electrophilic

  未活化的亚胺与三甲基（三氟甲基）硅烷和1当量的反应。通过形成四甲基铵酰胺进行氟化四甲基铵的酰胺化反应，该酰胺经低温19 F NMR实验鉴定。原位形成的盐与亲电试剂的连续反应产生三氟甲基化的胺。在不存在亲电底物的情况下观察到氟化物的消除导致二氟甲基化酮亚胺的形成。
• Preparation of Tri- and Difluoromethylated Amines from Aldimines Using (Trifluoromethyl)trimethylsilane
  作者：G. K. Surya Prakash、Ryo Mogi、George A. Olah

  DOI：10.1021/ol061357w

  日期：2006.8.1

  Addition of a trifluoromethyl group into aldimines was accomplished using ( trifluoromethyl) trimethylsilane with tetraalkylammonium fluorides as initiators, and the resulting adducts were converted to difluoromethylated imines in the presence of excess fluoride. The imines were reduced to difluoromethylated amines using sodium borohydride.
• Some studies on nucleophilic trifluoromethylation using the shelf-stable trifluoromethylacetophenone-N,N-dimethyltrimethylsilylamine adduct
  作者：William B. Motherwell、Lynda J. Storey

  DOI：10.1016/j.jfluchem.2004.11.010

  日期：2005.4

  The simple thermal addition product of N,N-dimethyltrimethylsilylamine with 2,2,2-trifluoroacetophenone provides a shelf-stable reagent for nucleophilic trifluoromethylation of both the carbonyl and the imine group. (c) 2004 Elsevier B.V. All rights reserved.