4-(p-hexyloxyphenyl)-2-methyl-3-butyn-2-ol | 125177-27-7

• 英文名称: 4-(p-hexyloxyphenyl)-2-methyl-3-butyn-2-ol
• 英文别名: 4-(4-(hexyloxy)phenyl)-2-methylbut-3-yn-2-ol；4-(4-hexoxyphenyl)-2-methylbut-3-yn-2-ol
• CAS: 125177-27-7
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: GPRFRUISNIAENR-UHFFFAOYSA-N

物化性质

• 沸点：
  377.2±27.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(p-hexyloxyphenyl)-2-methyl-3-butyn-2-ol 在 正丁基锂 、 硼酸三丁酯 、 四丁基溴化铵 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 50.5h， 生成 2,3-difluoro-4-((4-(hexyloxy)phenyl)ethynyl)-1,1′-biphenyl
  参考文献：
  名称：

  具有大双折射和负介电各向异性的苯并恶唑封端液晶

  摘要：

  我们合成了具有大双折射和负介电各向异性的杂环液晶，即5–4-(2-(4-(烷氧基)苯基)-2,3-二氟苯基)苯并(d)恶唑衍生物(nPFO )。这些化合物显示出对映向列中间相，中间相范围较宽，为 45.9–84.0 °C（加热过程）和 61.3–119.6 °C（冷却过程）。与具有不同苯并恶唑末端结构取向的传统苯并恶唑化合物6PFB的参考类似物相比，化合物nPFO由于其二面角增加而大致具有较低的熔点和清亮点。同时，化合物nPFO表现出明显大的双折射（Δn，实验测量和DFT理论计算分别为0.28-0.39和0.39-0.48），这是由于分子中乙炔桥基团引起的π共轭增强。受益于较大的垂直偶极矩和取向角，nPFO显示出负介电各向异性 ( Δɛ )，范围为 -3.60 至 -4.10。这些化合物可以赋予商用负液晶混合物更大的Δn和更高的品质因数，这表明它们是合适的掺杂剂，可以进一步提高一些商用液晶混合物的性能。

  DOI：

  10.1016/j.molliq.2023.122859
• 作为产物：
  描述：

  溴己烷 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 丙酮 为溶剂， 生成 4-(p-hexyloxyphenyl)-2-methyl-3-butyn-2-ol
  参考文献：
  名称：

  Synthesis and Mesomorphic Properties of Some Fluorinated Benzoate Liquid Crystals

  摘要：

  Three series of [4-(4'-n-alkyloxyphenyl)acetylenyl]-2,6-difluorophenyl fluorinated benezoates and one series of fluorinated benzoates with 2,3,5,6-tetrafluorophenylene group and semi-perfluorocarbon chain have been synthesized. Their phase transition temperatures have been measured by texture observation in a polarizing microscope and confirmed by DSC. For the series without fluorocarbon chains, increasing the quantity of fluorosubstituents on the terminal phenyl groups decreased nematic stability (TN-1), but the breadth of the SmA phase range was increased. Lateral fluorosubstitution in the central group lowered the nematic stability (TN-1) and decreased the breadth of the SmA phase range. The series with semiperfluorocarbon chains were more likely to form SmA phases than the series with hydrogencarbon chains, and with the increasing of fluorosubstituents quantity on the terminal phenyl groups nematic and SmA stability (T(N-)1 and TSmA-N) were both decreased.

  DOI：

  10.1080/10587250210534

文献信息

• Thermal and nonlinear optical studies of newly synthesized EDOT based bent-core and hockey-stick like liquid crystals
  作者：Ashwathanarayana Gowda、Litwin Jacob、Nithin Joy、Reji Philip、Pratibha R、Sandeep Kumar

  DOI：10.1039/c7nj04807f

  日期：——

  Novel EDOT based bent-core and hockey-stick shaped mesogens bearing terminal alkyl chains and alkoxy terminal chains, respectively, have been designed and synthesized via the Sonogashira coupling reaction. Molecular structures of these new compounds were determined using spectral and elemental analysis. The mesomorphic behaviour of all the novel compounds was primarily investigated by a combination

  新型EDOT基弯曲核和曲棍球状介晶分别带有末端烷基链和烷氧基末端链，已通过设计和合成，Sonogashira偶联反应。这些新化合物的分子结构使用光谱和元素分析确定。主要通过偏振光学显微镜（POM），差示扫描量热法（DSC）和X射线衍射研究（XRD）的组合研究了所有新化合物的介晶行为。所有化合物均以较低的同系物表现出对映向列相。但是，在较高的BC和曲棍球LC同源物中观察到了较低的近晶A相和高温向列相。进行了密度泛函理论研究以研究稳定构型。这些分子的弯曲角介于钙质LC和香蕉LC之间。在无水氯仿溶剂中研究了所有化合物的光物理性质，它们在370-395 nm左右具有吸收模式，在418-465 nm之间具有发射模式。我们还报道了当在532 nm的纳秒激光脉冲激发下测量时，这些新型化合物具有较大的有效两光子吸收率。所有介晶化合物都是非线性材料，这使其成为光学限制应用的合适候选物。
• Chiral Tolans: A New Family of Ferroelectric Liquid Crystals. Synthesis and Mesomorphic Properties
  作者：Koji Seto、Hiroshi Shimojitosho、Hideyuki Imazaki、Hiroshi Matsubara、Shigetoshi Takahashi

  DOI：10.1246/bcsj.63.1020

  日期：1990.4

  chiral alkyl group, synthesized by a palladium-catalyzed coupling reaction, provide a new series of liquid crystalline materials which form chiral smectic C (SmC*) phases exhibiting ferroelectric properties. Mesomorphic properties of the compounds composed of three aromatic rings is strongly affected by the position of an acetylenic linkage and the direction of an ester linking unit. The effect of variations

  通过钯催化偶联反应合成的具有手性烷基的二苯乙炔同系物提供了一系列新的液晶材料，其形成具有铁电性质的手性近晶 C (SmC*) 相。由三个芳环组成的化合物的介晶性质受炔键位置和酯键单元方向的强烈影响。已经系统地研究了末端链长的变化对近晶 A (SmA) 和 SmC* 两个和三个芳环系统的热稳定性的影响。
• Synthesis and Mesomorphic Properties of Some Fluoro-Substituted Benzoates
  作者：Y. G. Yang、G. Tang、Z. Gong、J. X. Wen

  DOI：10.1080/10587250008024803

  日期：2000.8.1

  Several series of fluoro-substituted benzoate liquid crystals have been synthesized. The results showed that the SmA phase is enhanced with the increasing of the degree of fluoro-substitution on the para- and meta-postion of the terminal phenyl groups. And the molecules which have same molecular structural formula show nearly the same melting points. It is also discussed about the effect of the eater bond's direction on the mesomorphic properties.
• High Birefringence Nematic Liquid Crystals for Display and Telecom Applications
  作者：Carmen Catanescu、L.-C. Chien、Shin-Tson Wu

  DOI：10.1080/15421400490434829

  日期：2004.1

  Several compounds with high birefringence and having tolane structure were synthesized. For a high polarizability, isothiocyanato (NCS) terminal group was introduced. Another goal of this study was reduction of melting point and smectic phases by introduction of fluorine as lateral substituent. The transition temperatures for all the synthesized compounds and the refractive and dielectric indices for one of the compounds have been determined. Electro-optic (EO) measurements were also performed.
• SEHTO, KODZI;SIMODZITOSE, XIROSI
  作者：SEHTO, KODZI、SIMODZITOSE, XIROSI

  DOI：——

  日期：——