4-(p-pentyloxyphenyl)-2-methyl-3-butyn-2-ol | 125151-55-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(p-pentyloxyphenyl)-2-methyl-3-butyn-2-ol
• 英文别名: 2-Methyl-4-[4-(pentyloxy)phenyl]but-3-YN-2-OL；2-methyl-4-(4-pentoxyphenyl)but-3-yn-2-ol
• CAS: 125151-55-5
• 化学式: C₁₆H₂₂O₂
• 分子量: 246.349
• InChiKey: OIVILIOLOGCQBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(p-pentyloxyphenyl)-2-methyl-3-butyn-2-ol 在 sodium hydride 作用下， 以 甲苯 、 paraffin 为溶剂， 生成 4-乙炔基苯戊醚
  参考文献：
  名称：

  手性 Tolans：铁电液晶的新系列。合成和介晶性质

  摘要：

  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。

  DOI：

  10.1246/bcsj.63.1020
• 作为产物：
  描述：

  1-溴戊烷 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 氢氧化钾 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 2.0h， 生成 4-(p-pentyloxyphenyl)-2-methyl-3-butyn-2-ol
  参考文献：
  名称：

  Synthesis and Mesomorphic Properties of Some Fluoro-Substituted Benzoates

  摘要：

  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.

  DOI：

  10.1080/10587250008024803

文献信息

• 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。
• Benzoxazole-terminated liquid crystals with large birefringence and negative dielectric anisotropy
  作者：Tong Zhang、Fanghua Liang、Hongfei lin、Xurui li、Ran Chen、Pei Chen、Xinbing Chen、Zhongwei An

  DOI：10.1016/j.molliq.2023.122859

  日期：2023.11

  anisotropy, namely, 5–4-(2-(4-(alkoxy)phenyl)-2,3-difluorophenyl)benzo(d)oxazole derivatives (nPFO). These compounds display enantiotropic nematic mesophases with wide mesophase range of 45.9–84.0 °C (heating process) and 61.3–119.6 °C (cooling process). Compared with reference analogues of traditional benzoxazole compound 6PFB with different orientation of benzoxazole-terminated structure, the compounds nPFO

  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。
• Synthesis and Mesomorphic Properties of Some Fluorinated Benzoate Liquid Crystals
  作者：Y. G. Yang、H. Chen、G. Tang、J. X. Wen

  DOI：10.1080/10587250210534

  日期：2002.1.1

  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.
• High Birefringence Phenylacetylene Liquid Crystals with Low Viscosity
  作者：Chizu Sekine、Koichi Fujisawa、Kazunori Iwakura、Masayoshi Minai

  DOI：10.1080/10587250108025039

  日期：2001.8

  We have synthesized new high Delta n 3-ring phenylacetylene(3PA) liquid crystals which have substituent groups with core center phenyl ring and investigated the effects of substitution on physical properties. Nematic range and viscosity were improved remarkably with keeping high Delta n by introducing trifluoromrthoxy group. The Delta n of 3PAs were also descussed with relationship of polarizability and order parameter.
• SEHTO, KODZI;SIMODZITOSE, XIROSI
  作者：SEHTO, KODZI、SIMODZITOSE, XIROSI

  DOI：——

  日期：——