1-(4-n-pentyloxyphenyl)-2-trimethylsilylacetylene | 540492-15-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-n-pentyloxyphenyl)-2-trimethylsilylacetylene
• 英文别名: trimethyl-[2-(4-pentoxyphenyl)ethynyl]silane
• CAS: 540492-15-7
• 化学式: C₁₆H₂₄OSi
• 分子量: 260.451
• InChiKey: LAELAFXPYVCOOB-UHFFFAOYSA-N

物化性质

• 沸点：
  316.8±34.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(4-n-pentyloxyphenyl)-2-trimethylsilylacetylene 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以87%的产率得到4-乙炔基苯戊醚
  参考文献：
  名称：

  Synthesis of diphenyl-diacetylene-based nematic liquid crystals and their high birefringence properties

  摘要：

  我们合成了两系列基于二苯二炔（DPDA）的材料，分别为具有不同长度的烷氧基和烷基尾（DPDA–OCm和DPDA–Cm），并测量它们在不同波长和温度下的向列相双折射率（Δn）。我们发现，随着m的增加，Δn呈下降趋势，这可能是由于低Δn烷基尾的稀释效应。此外，在两组材料中，DPDA–OCm材料的Δn相对较高，在接近各向同性到向列相转变温度的10°C时，DPDA–OC1在550 nm处的Δn达到了最高值0.4。此外，我们观察到了Δn的温度依赖性，它与有序参数（s）成正比。从对s = 1（完美取向状态）的外推来看，可以推测DPDA–O基团具有提供非常大的Δn（0.9）的潜力。

  DOI：

  10.1039/c2jm16002a
• 作为产物：
  描述：

  4-戊氧基苯胺 在 bis-triphenylphosphine-palladium(II) chloride 盐酸 、 copper(l) iodide 、 三乙胺 、 potassium iodide 、 sodium nitrite 作用下， 生成 1-(4-n-pentyloxyphenyl)-2-trimethylsilylacetylene
  参考文献：
  名称：

  向列溶剂中非极性和极性溶质的排序

  摘要：

  通过核磁共振 (NMR) 在向列溶剂己基和戊氧基取代的二苯基联乙炔 (DPDA- C6 和 DPDA-OC5，分别）。对非极性 (DPDA-C6) 和极性 (DPDA-OC5) 溶剂以及整个向列型溶剂中标称非极性 (1,4-DCB) 和极性 (1,2-DCB) 溶质的所有四种组合进行测量溶液的温度范围。从这些测量中获得了溶质的二级取向有序参数的温度依赖性，并且溶剂分子的介晶核的相应有序参数独立于碳 13 NMR 测量获得。发现两种溶质的顺序参数分布非常不同，但从一种溶剂到另一种溶剂几乎没有变化。使用 atomist 根据潜在的分子相互作用对结果进行分析和解释...

  DOI：

  10.1063/1.1560941

文献信息

• Cleavage of the Carbon-Carbon Triple Bonds of Arylacetylenes for the Synthesis of Arylnitriles without a Metal Catalyst
  作者：Yuanguang Lin、Qiuling Song

  DOI：10.1002/ejoc.201600438

  日期：2016.6

  Cleavage of the carbon–carbon triple bonds of alkynes was achieved, which led to the synthesis of arylnitriles under transition-metal-free conditions. A vast range of terminal alkyne substrates underwent this reaction to provide the corresponding nitriles in moderate to good yields with good functional group tolerance.

  实现了炔烃的碳-碳三键的裂解，从而在无过渡金属的条件下合成芳腈。大量的末端炔底物经历了这种反应，以中等至良好的产率提供相应的腈，并具有良好的官能团耐受性。
• Aerobic Oxynitration of Alkynes with ^<i>t</i>BuONO and TEMPO
  作者：Uttam Dutta、Soham Maity、Rajesh Kancherla、Debabrata Maiti

  DOI：10.1021/ol503025n

  日期：2014.12.19

  An efficient method for stereoselective nitroaminoxylation of alkyne has been reported. The reaction enjoys a broad substrate scope, good functional group tolerance, and high yields. Synthetically useful α-nitroketones can be accessed through these products in a single step.

  已经报道了炔的立体选择性硝基氨基羟化的有效方法。该反应具有广泛的底物范围，良好的官能团耐受性和高产率。合成有用的α-硝基酮可以一步一步地通过这些产品获得。
• Highly ordered smectic structures of disc–rod luminescent liquid crystals: the role of the tolane group
  作者：Yurong Liu、Wei Li、Xuan Zhou、Wai-Yeung Wong、Zhen-Qiang Yu

  DOI：10.1039/d0tc05608a

  日期：——

  The highly ordered smectic phase has been reported for the first time in two liquid crystals. They also exhibit enhanced photoluminescence, indicating the synergistic effect of the disc and rod moieties apart from the competition between them.

  高度有序的液晶相首次在两种液晶中被报道。它们还表现出增强的光致发光，表明盘状和棒状部分之间的竞争之外存在协同效应。
• Solid Dimorphism of Tetra-Arylcyclobutadienecobalt Derivatives Bearing Long Aliphatic Lateral Groups
  作者：Hiroko Yamanishi、Ikuyoshi Tomita、Kazuchika Ohta、Takeshi Endo

  DOI：10.1080/10587250108030008

  日期：2001.10.1

  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.
• Synthesis of Some Novel Aromatic Alkynyl Silanes: Mesomorphic Characterization of Ethynyl-Substituted Rod-Shaped Molecules
  作者：H. T. Srinivasa、S. Hariprasad

  DOI：10.1080/15421406.2013.822299

  日期：2014.1.1

  The synthesis and characterization of 10 new rod-shaped substituted benzoates possessing the 4-(2-trimethylsilyl)ethynyl group in terminal phenyl position is reported employing the simple and efficient Sonogashira cross-coupling and DCC esterification. 4-Dodecylbiphenyl-4-carboxylic(2-trimethylsilylethynyl)-phenyl ester (3i), 4-(4-hexadecyloxybenzyloxy) carboxylic-4-trimethylsilanylethynyl-phenyl ester (3j), and 1,4-bis(4-(pentyloxy)phenyl)buta-1,3-diyne (7) compounds were evaluated for liquid crystal property. [Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file.]