1-iodo-4-nonyloxybenzene | 116223-57-5

• 英文名称: 1-iodo-4-nonyloxybenzene
• 英文别名: 1-(nonyloxy)-4-iodobenzene；1-Iodo-4-nonoxybenzene
• CAS: 116223-57-5
• 化学式: C₁₅H₂₃IO
• 分子量: 346.252
• InChiKey: SUHXWZJHAPDRQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  1-iodo-4-nonyloxybenzene 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 、 甲苯 为溶剂， 反应 4.0h， 生成 [4-(4'-n-nonyloxyphenyl)acetylenyl]phenyl 4-fluorobenzoate
  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
• 作为产物：
  描述：

  1-溴壬烷 、 4-碘苯酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以11.1 g的产率得到1-iodo-4-nonyloxybenzene
  参考文献：
  名称：

  A simple “palladium-free” synthesis of phenyleneethynylene-based molecular materials revisited

  摘要：

  对位醌的两个羰基受到乙酰阴离子的亲核攻击，很容易生成相应的二元醇。随后用氯化亚锡还原可得到许多有用的化合物，包括 1,4-双[（三甲基硅基）乙炔基]苯、1,4-双[（三甲基硅基）乙炔基]萘和 9,10-双[（三甲基硅基）乙炔基]蒽。不同乙酰阴离子的顺序攻击和还原为获得不同取代的化合物提供了有用的途径，其中包括 1-[(4-壬氧基苯基)乙炔基]-4-(苯基乙炔基)苯，这是一种新型发光液晶材料。

  DOI：

  10.1039/b502950c

文献信息

• Mesogenic, optical, and dielectric properties of 5-substituted 2-[12-(4-pentyloxyphenyl)-p-carboran-1-yl] [1,3]dioxanes
  作者：Takashi Nagamine、Adam Januszko、Piotr Kaszynski、Kiminori Ohta、Yasuyuki Endo

  DOI：10.1039/b608012j

  日期：——

  Two homologous series of carborane-containing dioxanes 1[n] and 2[n] (n = 1–10) were prepared and their mesogenic properties investigated. All compounds exhibit nematic behavior and three members of series 2[n] show an E phase. Numerical analysis of the clearing temperatures gave a limiting value TNI(∞) of 89 °C for series 2[n] and indicated conformational flexibility of the dioxane ring. Investigations of three-ring derivative 1[4] gave Δn = 0.17, S = 0.53, and Δε = +0.4 ± 0.1 at 85 °C. Extrapolation of dielectric data for dilute solutions of 1[4] in 6-CHBT gave Δε = +0.4 ± 0.25 at 24 °C. Modelling of dielectric results with the Maier–Meier equation demonstrated that conformers with a higher β angle are preferred, which is consistent with conformational selection for the most elongated conformers.

  准备了两个含有碳硼烷的二噁烷同系物系列1[n]和2[n]（n = 1–10），并对它们的介晶性质进行了研究。所有化合物均表现出向列行为，而系列2[n]中的三个成员显示出E相。清晰温度的数值分析给出了系列2[n]的极限值TNI(∞)为89°C，并表明二噁烷环的构象灵活性。对三环衍生物1[4]的研究得到了Δn = 0.17，S = 0.53，以及在85°C时Δε = +0.4 ± 0.1。对1[4]在6-CHBT稀溶液中的介电数据进行外推时，在24°C得到了Δε = +0.4 ± 0.25。利用Maier–Meier方程对介电结果的建模表明，具有更高β角的构象更为偏好，这与对于最细长构象的构象选择一致。
• 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.
• Mesomorphic Metal Complexes Derived from 4-Alkyl-oxystilbazoles
  作者：Duncan W Bruce、S Christina Davis、David A Dunmur、Sarah A Hudson、Peter M Maitlis、Peter Styring

  DOI：10.1080/10587259208038507

  日期：1992.5
• Solid–Solid Phase Transitions in [<i>trans</i>-Pt(PMe₃)₂(C≡CC₆H₄R)₂]-Containing Materials (R = O(CH₂)_<i>n</i>H; <i>n</i> = 6, 9, 12, and 15)
  作者：Gabriel Marineau Plante、Daniel Fortin、Armand Soldera、Pierre D. Harvey

  DOI：10.1021/acs.organomet.8b00304

  日期：2018.8.13

  The title complexes were prepared in Hagihara conditions and were investigated by single crystal X-ray crystallography (n = 6, [Pt]C-6; n = 12, [Pt]C-12), X-ray powder diffraction (powder XRD), differential scanning calorimetry (DSC), thermal gravimetric analysis (TGA, [Pt]C-12), and steady-state and time-resolved solid state UV-vis and emission spectroscopy at 298 and 77 K. [Pt]C-6 complex exhibits no phase change with the temperature. Concurrently, [Pt]C-9 (n = 9) and [Pt]C-12 complexes exhibit an irreversible T-endo values of 104 and 119 degrees C, respectively, associated with a thermal annealing. Finally, [Pt]C-15 (n = 15) complex exhibit a reversible thermal processes with a large hysteresis (T-endo = 126 degrees C, T-exo = 140 degrees C) followed by a glass transition (T-endo = 146 degrees C, T-exo = 69 degrees C) as depicted by DSC. These phase changes are accompanied by a decrease in triplet excited state lifetimes upon cycling the sample temperature over and under the transition temperatures. These various thermal processes induce a significant decrease in emission lifetimes, strongly suggesting the presence of a reorganization of the complexes in the solid state favoring more chain-chromophore contacts, thus promoting nonradiative "knocking" processes.
• Pugh, C.; Taernstroem, C.; Percec, V., Molecular Crystals and Liquid Crystals (1969-1991), 1991, vol. 195, p. 185 - 197
  作者：Pugh, C.、Taernstroem, C.、Percec, V.

  DOI：——

  日期：——