tridec-12-ynyltrimethylsilyl ether | 499138-68-0

• 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: tridec-12-ynyltrimethylsilyl ether
• 英文别名: O-Trimethylsilyltridec-12-yn-1-ol；Trimethyl(tridec-12-ynoxy)silane；trimethyl(tridec-12-ynoxy)silane
• CAS: 499138-68-0
• 化学式: C₁₆H₃₂OSi
• 分子量: 268.515
• InChiKey: YMKSYRVPOURAAC-UHFFFAOYSA-N

物化性质

• 沸点：
  301.1±15.0 °C(Predicted)
• 密度：
  0.843±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  18
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tridec-12-ynyltrimethylsilyl ether 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) iodide 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 生成 4-{13-[4-(2-triisopropylsilylethynyl)phenyl]tridec-12-yn-1-yloxy}-1-iodobenzene
  参考文献：
  名称：

  An Efficient Synthesis of Liquid Crystalline Gigantocycles Combining Banana-Shaped and Rod-Like Mesogenic Units

  摘要：

  The synthesis of monodisperse gigantocycles with 63, 87, and 147 ring atoms on the gram scale is described. These molecules were assembled from terphenylene derivatives and long, flexible chains which were mainly aliphatic, with I terminal alkyne groups. The latter allowed for ring formation through oxidative alkyne dimerization in high yield (80-87%). The combination of a rod-like and a banana-shaped mesogen connected by flexible chains within the backbone of a ring gives rise to nematic and smectic mesophases.

  DOI：

  10.1002/1521-3765(20021115)8:22<5094::aid-chem5094>3.0.co;2-6
• 作为产物：
  描述：

  [(11-溴十一烷基)氧基](三甲基)硅烷 、 乙炔锂乙二胺配合物 在 N,N-二甲基丙烯基脲 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 12-十三炔-1-醇 、 tridec-12-ynyltrimethylsilyl ether
  参考文献：
  名称：

  An Efficient Synthesis of Liquid Crystalline Gigantocycles Combining Banana-Shaped and Rod-Like Mesogenic Units

  摘要：

  The synthesis of monodisperse gigantocycles with 63, 87, and 147 ring atoms on the gram scale is described. These molecules were assembled from terphenylene derivatives and long, flexible chains which were mainly aliphatic, with I terminal alkyne groups. The latter allowed for ring formation through oxidative alkyne dimerization in high yield (80-87%). The combination of a rod-like and a banana-shaped mesogen connected by flexible chains within the backbone of a ring gives rise to nematic and smectic mesophases.

  DOI：

  10.1002/1521-3765(20021115)8:22<5094::aid-chem5094>3.0.co;2-6

文献信息

• Molecules Adopting an Inverted U-Shape on the Water Surface by Self-Assembling into Crystalline Monolayers
  作者：Isabelle Weissbuch、Meir Lahav、Leslie Leiserowitz、Kay Lederer、Adelheid Godt、Gerhard Wegner、Paul B. Howes、Kristian Kjaer、Jens Als-Nielsen

  DOI：10.1021/jp9819745

  日期：1998.8.1

  Model molecules, designed to simulate a chain fold, self-assemble into crystalline monolayers at the air-water interface, the structure of which has been determined, in situ, by synchrotron grazing-incidence X-ray diffraction. The two-dimensional packing arrangement in such monolayers is consistent with a structure composed of ribbons containing translationally related molecules adopting an inverted U-shape. The distance between these molecules along the ribbon is optimum for creating an additional chain fold, leading to the possibility that a polymeric molecule will undulate on the water surface.