1,1,1-三甲基-N-(3-(三氟甲基)苯基)硅烷胺 | 69563-05-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,1,1-三甲基-N-(3-(三氟甲基)苯基)硅烷胺
• 英文名称: 3-(trifluoromethyl)-N-trimethylsilylaniline
• CAS: 69563-05-9
• 化学式: C₁₀H₁₄F₃NSi
• 分子量: 233.309
• InChiKey: KEMALHKWCMROEX-UHFFFAOYSA-N

物化性质

• 沸点：
  90 °C(Press: 6 Torr)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,1-三甲基-N-(3-(三氟甲基)苯基)硅烷胺 在 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 1.58h， 生成 丙酸,3-羰基-3-[[3-(三氟甲基)苯基]氨基]-
  参考文献：
  名称：

  三甲基甲硅烷基衍生物与Meldrum酸的反应：丙二酸的一种新的简单单官能化

  摘要：

  用甲硅烷基化的衍生物（胺，内酰胺或醇）处理Meldrum的酸，很容易得到单官能的丙二酸甲硅烷基酯。这些甲硅烷基酯的水解以非常好的收率得到相应的一元酸。

  DOI：

  10.1016/s0040-4039(00)99406-1
• 作为产物：
  描述：

  间氨基三氟甲苯 、 六甲基二硅氮烷 在 硫酸 作用下， 反应 1.0h， 以97%的产率得到1,1,1-三甲基-N-(3-(三氟甲基)苯基)硅烷胺
  参考文献：
  名称：

  Organosilicon synthesis of isocyanates: I. Synthesis of isocyanates of the furan, thiophene, and mono-and polyfluorophenyl series

  摘要：

  A convenient synthesis of known and unknown isocyanates of the furan, thiophene, and mono- and polyfluorophenyl series, involving silylation of starting amines with hexamethyldisilazane or chlorotrimethylsilane, followed by phosgenation of the resulting N-silyl-substituted amines. An unusual high-temperature rearrangement of 3-(methoxycarbonyl)-4,5-dimethylthiophene-2-yl isocyanate into its 5-ethyl isomer. ortho-Fluorine substituent in anilines decreases the yield of isocyanates, whereas 2,3,5,6-tetrafluorophenyl isocyanate exists for only a short time as a 5% toluene solution.

  DOI：

  10.1134/s1070363206010208

文献信息

• Stoichiometric Reactions of CO₂ and Indium-Silylamides and Catalytic Synthesis of Ureas
  作者：Maotong Xu、Andrew R. Jupp、Douglas W. Stephan

  DOI：10.1002/anie.201708921

  日期：2017.11.6

  4, Cl 5). 0.05–2.0 mol % of the species 3 acts as a pre‐catalyst for the conversion of aryl and alkyl silylamines under CO2 (2–3 atm) to give the corresponding ureas in 70–99 % yields. A proposed mechanism is supported by experimental and computational data.

  铟化合物在（N（森达3）2）2 Cl⋅THF（2）和在（N（森达3）2）氯2 ⋅（THF）Ñ（3）显示出与CO反应2，得到[（箱3的Si）2 N）INX（μ-OSiMe 3）] 2（X = N（森达3）2 4，氯5）。0.05–2.0 mol％的物种3充当在CO 2下转化芳基和烷基甲硅烷基胺的预催化剂（2-3 atm），以70-99％的产率得到相应的尿素。实验和计算数据支持了所提出的机制。
• Synthesis of Urea Derivatives from CO ₂ and Silylamines
  作者：Maotong Xu、Andrew R. Jupp、Maegan S. E. Ong、Katherine I. Burton、Saurabh S. Chitnis、Douglas W. Stephan

  DOI：10.1002/anie.201900058

  日期：2019.4.16

  A series of thirty‐three N,N′‐diaryl, dialkyl, and alkyl‐aryl ureas have been prepared in pyridine or toluene by reaction of silylamines with CO2. This protocol is shown to provide facile access to 13C‐labeled ureas, as well as chiral and macrocyclic ureas. These reactions proceed through initial generation of the corresponding silylcarbamates, which subsequently react with silylamine under thermal

  通过使甲硅烷基胺与CO 2反应，在吡啶或甲苯中制备了33种N，N'-二芳基，二烷基和烷基芳基尿素。已显示该协议可轻松访问13 C标记的尿素以及手性和大环脲。这些反应通过首先产生相应的甲硅烷基氨基甲酸酯来进行，随后在热条件下与甲硅烷基胺反应，以提供热力学上有利的脲和二甲硅烷基醚。
• Electrochemical synthesis of the vinylogs of N-acyl N,O-acetals and their reactivity
  作者：D. Fasseur、B. Rigo、P. Cauliez、M. Debacker、D. Couturier

  DOI：10.1016/s0040-4039(00)88861-9

  日期：1990.1

  Vinylogs of N-acyl N,O-acetals are formed in good yields by anodic oxidation, in methanol or water, of β-enaminoesters derived from pyroglutamic acid. These new acetals react easily with nucleophiles or silylated amines.

  N-酰基N，O-乙缩醛的乙烯基缩合物可通过在甲醇或水中通过阳极氧化衍生自焦谷氨酸的β-烯胺酸酯以高收率形成。这些新的缩醛容易与亲核试剂或甲硅烷基化的胺反应。
• Selective electrochemical synthesis and reactivity of functional benzylic fluorosilylsynthons
  作者：Philippe Clavel、Guillaume Lessene、Claude Biran、Michel Bordeau、Nicolas Roques、Stéphane Trévin、Dominique de Montauzon

  DOI：10.1016/s0022-1139(00)00373-0

  日期：2001.2

  Electrochemical reductive silylation of meta-(trifluoromethyl)arenes by the sacrificial anode technique selectively led to meta-trimethylsilyldifluoromethylarenes (ArCF2TMS), in the presence of an excess of TMSCl and in a THF/cosolvent mixture (cosolvent = DMPU or HMPA). In the case of meta-(trimethylsilyldifluoromethyl)trifluoromethylbenzene, the influence of the cosolvent on the silylation selectivity was studied. A cyclic voltammetry study allowed an explanation of the difference in the results obtained between the trifluoromethylbenzene and meta-bistrifluoromethylbenzene series. ArCF2TMS (Ar = Ph, m-CF3C6H4) species were found efficient for ArCF2-group transfer to diverse electrophiles under Fuchigami's conditions (KF catalysis in DMF). (C) 2001 Elsevier Science B.V. All rights reserved.
• MARINGGELE W.; MELLER A., MONATSH. CHEM., 1979, 110, NO 1, 63-88
  作者：MARINGGELE W.、 MELLER A.

  DOI：——

  日期：——