4-(octyloxy)phenylethynyltrimethylsilane | 265653-39-2

• 英文名称: 4-(octyloxy)phenylethynyltrimethylsilane
• 英文别名: 1-trimethylsilylethynyl-4-(octyloxy)benzene；1-(octyloxy)-4-((trimethylsilyl)ethynyl)benzene；trimethyl-[2-(4-octoxyphenyl)ethynyl]silane
• CAS: 265653-39-2
• 化学式: C₁₉H₃₀OSi
• 分子量: 302.532
• InChiKey: BPSZBZUNNLEJOT-UHFFFAOYSA-N

物化性质

• 沸点：
  364.9±34.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.65
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  4-(octyloxy)phenylethynyltrimethylsilane 在 copper(l) iodide 、 palladium dichloride 氢氧化钾 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二乙胺 为溶剂， 反应 24.0h， 生成 1,2-bis(4-n-octyloxyphenyl)acetylene
  参考文献：
  名称：

  Solid Dimorphism of Tetra-Arylcyclobutadienecobalt Derivatives Bearing Long Aliphatic Lateral Groups

  摘要：

  A new series of disk-like cyclobutadienecobalt derivatives symmetrically substituted by lateral alkoxy groups with different chain lengths (-O(CH2)(n)CH3, n=5, 6, 8, and 12) were prepared and their thermal phase transition behavior was studied in detail by optical measurements using crossed polarizers and differential scanning calorimetry (DSC). These cyclobutadienecobalt derivatives revealed dimorphism: two types of crystals K-1 and K-2 (crystals with lower and higher m.p., respectively) were observed. The thermal transition mechanisms (melt-mediated crystallization) could be clearly observed. The melting points of both K-1 and K-2 became lower as the number of the carbon atoms in the alkoxy chain increased.

  DOI：

  10.1080/10587250108030008
• 作为产物：
  描述：

  4-溴苯酚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三苯基膦 、 potassium hydroxide 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 24.0h， 生成 4-(octyloxy)phenylethynyltrimethylsilane
  参考文献：
  名称：

  具有可调光物理和晶体性质的烷氧基修饰的modified荧光团†

  摘要：

  通过直接的Sonogashira偶联方法制备了新颖的烷氧基改性的2,7-二叔丁基-4,5,9,10-四（芳基乙炔基）py。通过UV / Vis和荧光测量研究了荧光团的光学性质，例如量子产率和吸收/发射光谱。通过存在特征性的红移的发射带和发射能力的降低，证明了在极性溶剂中和在固态下发色团的聚集诱导的准分子形成。这些结果有力地表明意外地观察到，相邻的芘环的受激准分子的形成不会被引入体积大的防止叔-丁基取代基。单晶X射线和计算分析揭示了molecules分子多聚芳烃的分子堆积中相邻分子的共面排列以及π-π堆积的存在。此外，荧光，DSC和POM测量表明，聚集行为，热特性和结晶特性会受到changing核外围附着的官能团结构变化的显着影响。

  DOI：

  10.1039/c9nj00652d

文献信息

• Synthesis of Fluorine-Containing Molecular Rotors and Their Assembly on Gold Nanoparticles
  作者：Dominic Thibeault、Michèle Auger、Jean-François Morin

  DOI：10.1002/ejoc.201000252

  日期：——

  6-difluoro-1,4-diiodobenzene. Rotors with different bulky trityl headgroups were prepared, along with their linear, less hindered analogues. These molecular rotors were assembled on gold nanoparticles (AuNPs) and preliminary characterization was performed on these AuNPs in order to study the effects of the sizes of the molecules on the packing behaviour on the AuNP surfaces. As expected, we found that linear molecules

  已经通过线性多步合成制备了一系列包含硫醇基团的八个转子，用于连接到金表面和用于固态 19F NMR 光谱的氟原子。转子的公共旋转部分（转子）由 2,6-二氟苯部分组成，通过与 2,6-二氟-1,4-二碘苯不寻常的区域选择性 Sonogashira 偶联引入转子结构。制备了具有不同大三苯甲基头基的转子，以及它们的线性、受阻较小的类似物。这些分子转子组装在金纳米粒子 (AuNP) 上，并对这些 AuNP 进行了初步表征，以研究分子大小对 AuNP 表面堆积行为的影响。正如预期的那样，我们发现线性分子在表面上采用比其庞大的类似物更紧密的结构。这为通过固态核磁共振光谱在分子水平上研究旋转动力学提供了一个非常有前景的机会。
• Synthesis, characterization and DFT calculations of new ethynyl-bridged C60 derivatives
  作者：Simon Rondeau-Gagné、Carles Curutchet、François Grenier、Gregory D. Scholes、Jean-François Morin

  DOI：10.1016/j.tet.2010.03.092

  日期：2010.6

  A new series of soluble C-60 derivatives for organic electronic application has been synthesized by ethynylation reaction using different electron-donating and electron-withdrawing groups of varying length. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of Unsymmetrical Aryl-Ethynylated Benzenes via Regiocontrolled Sonogashira Reaction of 1,3,5-Tribromobenzene
  作者：Kamal M. Dawood、Hamdi M. Hassaneen、Hyam A. Abdelhadi、Mohamed S. M. Ahmed、Mohamed A.-M. Mohamed

  DOI：10.5935/0103-5053.20140163

  日期：——

  Sonogashira coupling of trimethylsilylacetylene with 4-alkyloxy-1-iodobenzenes gave 2-(4-(alkyloxy)phenyl)ethynyltrimethylsilanes which undergo deprotection via removal of TMS-group using tetrabutylammonium fluoride (TBAF) in THF at room temperature to afford the corresponding terminal 2-(4-(alkyloxy) phenyl) acetylenes. Regiocontrolled Sonogashira cross-coupling of 1,3,5-tribromobenzene with the terminal arylacetylenes in aqueous medium resulted in the formation of mono-, di- and tri-alkynylated benzene derivatives in moderate to good yields. Factors affecting the regioselective alkynylation were also examined.