N-trimethylsilyl-1-octylamine | 14246-17-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-trimethylsilyl-1-octylamine
• 英文别名: n-octyl-N-trimethylsilylamine；N-trimethylsilyloctan-1-amine
• CAS: 14246-17-4
• 化学式: C₁₁H₂₇NSi
• 分子量: 201.428
• InChiKey: LZGWHXDPJZBXAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  216.2±9.0 °C(Predicted)
• 密度：
  0.790±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-trimethylsilyl-1-octylamine 在 三乙胺 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 5.5h， 生成 正辛基异氰酸酯
  参考文献：
  名称：

  METHOD FOR THE SYNTHESIS OF ISOCYANATES

  摘要：

  A method for the preparation of isocyanates in which: (i) a first organosilicon compound having at least one silicon atom Si 1 and a unit of formula G-I bound thereto is converted to a third organosilicon compound having a unit of formula G-II by silylation of the NH group of the unit of formula G-I with a second organosilicon compound having one silicon atom Si 2 ; and (ii) the third organosilicon compound is reacted to an isocyanate by thermolysis, whereby the unit of formula G-II is converted to an isocyanate group.

  公开号：

  US20230140949A1
• 作为产物：
  描述：

  三甲基氯硅烷 、 辛胺 以 氘代甲苯 为溶剂， 生成 N-trimethylsilyl-1-octylamine
  参考文献：
  名称：

  对 InP 量子点形成的机理洞察

  摘要：

  InP 荣誉：通过核磁共振光谱研究了 InP 胶体量子点 (QD) 合成的分子机制。与单分散 PbSe 和 CdSe 的方法不同，现有的 InP 合成导致成核后分子磷物质完全耗尽，因此 QD 生长完全是由于非分子成熟。与之前的报道相反，胺通过溶剂化作用抑制前体消耗（见图）。

  DOI：

  10.1002/anie.200905632

文献信息

• Co₂(CO)₈-Catalyzed Ring-Opening Carbonylation of Cyclic Ethers Using<i>N</i>-Silylamines
  作者：Yoshihisa Watanabe、Kazuhiro Nishiyama、Kunsan Zhang、Fumio Okuda、Teruyuki Kondo、Yasushi Tsuji

  DOI：10.1246/bcsj.67.879

  日期：1994.3

  Co2(CO)8-catalyzed ring-opening carbonylation of oxiranes and oxetane smoothly proceeds with high regioselectivity under 1 atm of carbon monoxide at room temperature to give the corresponding β- and γ-siloxy amides in high yields, respectively. [(R3Si)2NR1R2]+[Co(CO)4]− is thought to be an active catalyst species and directs the high regioselectivity of the carbonylation.

  Co2(CO)8催化的环开裂羰基化反应在1 atm的一氧化碳和室温条件下顺利进行，具有高区域选择性，生成相应的β-和γ-硅氧基胺，产率均很高。[(R3Si)2NR1R2]+[Co(CO)4]− 被认为是活性催化物种，并指导羰基化的高区域选择性。
• Investigations providing a plausible mechanism in the hexamethyldisilazane-catalyzed trimerization of alkyl isocyanates
  作者：Mihaela Roman、Bruno Andrioletti、Marc Lemaire、Jean-Marie Bernard、Johannes Schwartz、Philippe Barbeau

  DOI：10.1016/j.tet.2010.12.013

  日期：2011.2

  Using HMDS as catalyst for the trimerization of isocyanates presents many advantages as the expected isocyanurate is not contaminated by the catalyst or other side-products resulting from its degradation. In addition, HMDS presents a low toxicity, and is compatible with industrial applications. This article describes the hexamethyldisilazane (HMDS)-catalyzed trimerization of octylisocyanate. Experimental

  使用HMDS作为异氰酸酯三聚化的催化剂具有许多优点，因为预期的异氰脲酸酯不会被催化剂或由其降解引起的其他副产物污染。另外，HMDS具有低毒性，并且与工业应用兼容。本文介绍了六甲基二硅氮烷（HMDS）催化的辛基异氰酸酯的三聚。实验研究和机理考虑表明，三聚反应的真正催化剂是三甲基甲硅烷基辛胺，它是由HMDS与异氰酸辛酯的初步缩合产生的。
• Convergent synthesis of pyrrolidines, piperidines, perhydroazepines and tetrahydroisoquinolines via zirconocene η2-imine complexes
  作者：Michael C.J. Harris、Richard J. Whitby、Julian Blagg

  DOI：10.1016/0040-4039(95)00741-t

  日期：1995.6

  Zirconocene η2-imine complexes formed by a CH activation route from a variety of amines are trapped by ω-halo-alkenes or -alkynes to afford 2,3-disubstituited pyrrolidines, piperidines and perhydroazepines on work up and cyclisation. In some cases it was necessary to use a protected hydroxyl group rather than the halide and cyclise in a separate step through selective formation of the O-mesylate.

  锆η 2层由CH活化途径由不同的胺形成亚胺的复合物由ω卤代烯烃被捕获或-alkynes，得到2,3- disubstituited吡咯烷，哌啶和perhydroazepines上的后处理和环化。在某些情况下，有必要在一个单独的步骤中通过选择性形成O-甲磺酸酯来使用受保护的羟基，而不是卤化物和环化。
• Cobalt catalysed ring-opening carbonylation of cyclic ethers using N-(trimethylsilyl)amines
  作者：Yasushi Tsuji、Masanobu Kobayashi、Fumio Okuda、Yoshihisa Watanabe

  DOI：10.1039/c39890001253

  日期：——

  N-(Trimethylsilyl)amines direct ring-opening carbonylation of a variety of cyclic ethers such as oxiranes (1–3), oxetane (4), tetrahydrofuran (5), and 1,3-dioxolane (6) in the presence of a catalytic amount of Co2(CO)8 under carbon monoxide pressure to give siloxy amides.

  ñ - （三甲基甲硅烷）胺的各种环醚的直接开环的羰基化，如环氧乙烷（1 - 3），氧杂环丁烷（4），四氢呋喃（5），和1,3-二氧戊环（6在存在下）一氧化碳压力下催化量的Co 2（CO）8生成甲硅烷氧基酰胺。
• Synthesis of 1,3-Dichloro-<i>cyclo</i>-1,3-diphosphadiazanes from Silylated Amino(dichloro)phosphanes
  作者：Axel Schulz、Alexander Villinger、Andrea Westenkirchner

  DOI：10.1021/ic4017728

  日期：2013.10.7

  The synthesis of 1,3-dichloro-cyclo-1,3-diphosphadiazanes [ClP(mu-NR)](2) via elimination of Me3SiCl from silylated amino(dichloro)phosphanes, R-N(SiMe3)PCl2, was studied by different synthetic protocols starting from R-N(H)SiMe3 (R = Si(SiMe3)(3) = Hyp, N(SiMe3)(2), Mes* = 2,4,6-tri-tert-butylphenyl, Ter = 2,4-bis(2,4,6-trimethylphenyl)phenyl, Dipp = 2,6-diisopro-pylphenyl, Dmp = 2,6-dimethylphenyl, Ad = Adamantyl, Trityl = Ph3C, Tos = tosyl = CH3C6H4SO2, n-Oct = n-octyl, and Me3Si).A new synthetic route using trimethylsilyl-substituted amino(dichloro)phosphanes, R-N(SiMe3)PCl2, was developed to form cyclo-diphosph(III)-azanes simply by adding a mixture of RfOH/base (RfOH = hexafluoroisopropanole). By this method electron-rich/-poor aryl-, silyl-, and bissilylamino-substituted cyclo-diphosph(III)-azanes are accessible such as the unprecedented (Me3Si)(2)N-substituted species [ClP(mu-NN(SiMe3)(2))](2) starting from tris(trimethylsilyl)hydrazine and PCl3. Additionally, the difficulties with the preparation of cyclo-diphosphadiazanes depending on the starting materials, solvents, and bases due to the competition of different reaction channels are studied.