triisopropyl(4-{1-[(trimethylsilyl)ethynyl]-2-naphthyl}-1-butynyl)silane | 566912-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: triisopropyl(4-{1-[(trimethylsilyl)ethynyl]-2-naphthyl}-1-butynyl)silane
• 英文别名: Trimethyl-[2-[2-[4-tri(propan-2-yl)silylbut-3-ynyl]naphthalen-1-yl]ethynyl]silane
• CAS: 566912-08-1
• 化学式: C₂₈H₄₀Si₂
• 分子量: 432.797
• InChiKey: JNHJYFBMNPLVLS-UHFFFAOYSA-N

物化性质

• 沸点：
  487.9±45.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.22
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  triisopropyl(4-{1-[(trimethylsilyl)ethynyl]-2-naphthyl}-1-butynyl)silane 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以99%的产率得到[4-(1-ethynylnaphthalen-2-yl)but-1-yn-1-yl][tri(propan-2-yl)]silane
  参考文献：
  名称：

  Synthesis of 3-Hexahelicenol and Its Transformation to 3-Hexahelicenylamines, Diphenylphosphine, Methyl Carboxylate, and Dimethylthiocarbamate

  摘要：

  A nonphotochemical synthetic route to 3-hexahelicenol is reported. It involves a key [2+2+2] cycloisomerization of CH3O-substituted triyne that is readily available from 1-methoxy-3-methylbenzene and 1-bromo-2-(bromomethyl)naphthalene. Further functional group transformations led to 3-CO2CH3, 3-NH2, 3-PPh2, and 3-SC(O)N(CH3)(2) substituted hexahelicenes.

  DOI：

  10.1021/jo034369t
• 作为产物：
  描述：

  1-溴-2-(溴甲基)萘 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.25h， 生成 triisopropyl(4-{1-[(trimethylsilyl)ethynyl]-2-naphthyl}-1-butynyl)silane
  参考文献：
  名称：

  Synthesis of 3-Hexahelicenol and Its Transformation to 3-Hexahelicenylamines, Diphenylphosphine, Methyl Carboxylate, and Dimethylthiocarbamate

  摘要：

  A nonphotochemical synthetic route to 3-hexahelicenol is reported. It involves a key [2+2+2] cycloisomerization of CH3O-substituted triyne that is readily available from 1-methoxy-3-methylbenzene and 1-bromo-2-(bromomethyl)naphthalene. Further functional group transformations led to 3-CO2CH3, 3-NH2, 3-PPh2, and 3-SC(O)N(CH3)(2) substituted hexahelicenes.

  DOI：

  10.1021/jo034369t

文献信息

• Synthesis of 3-Hexahelicenol and Its Transformation to 3-Hexahelicenylamines, Diphenylphosphine, Methyl Carboxylate, and Dimethylthiocarbamate
  作者：Filip Teplý、Irena G. Stará、Ivo Starý、Adrian Kollárovič、David Šaman、Štěpán Vyskočil、Pavel Fiedler

  DOI：10.1021/jo034369t

  日期：2003.6.1

  A nonphotochemical synthetic route to 3-hexahelicenol is reported. It involves a key [2+2+2] cycloisomerization of CH3O-substituted triyne that is readily available from 1-methoxy-3-methylbenzene and 1-bromo-2-(bromomethyl)naphthalene. Further functional group transformations led to 3-CO2CH3, 3-NH2, 3-PPh2, and 3-SC(O)N(CH3)(2) substituted hexahelicenes.