3,4,5-tri(butoxy)aniline | 959419-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4,5-tri(butoxy)aniline
• 英文别名: 3,4,5-Tributoxyaniline；3,4,5-tributoxyaniline
• CAS: 959419-82-0
• 化学式: C₁₈H₃₁NO₃
• 分子量: 309.449
• InChiKey: LWIGOFVRQSVHIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  53.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,5-tri(butoxy)aniline 在 (Cl₃CO)2CO 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 5-isocyano-1,2,3-tributoxybenzene
  参考文献：
  名称：

  Effects of isocyanide substituents on the mesogenic properties of halogeno(isocyanide)gold complexes: calamitic and discotic liquid crystals

  摘要：

  通过系统地改变异氰酸配体的结构，调整了线性 [AuX(CNC 6 H 4 OC n H 2n +1 )] （X=卤素）配合物的液晶行为。所研究的变化是在苯基环的 2 位和 3 位进行横向氟化，以及通过在它们的eta 位置添加两条烷氧基链来改变配合物的杆状结构。这里使用的游离异氰酸酯都不是液晶，但除了碘（2-氟-4-丁氧基苯基异氰酸酯）金(i)之外，制备的所有金络合物都显示出介形特性。除了 n=6 的 2-氟衍生物显示出向列相外，（2-和（3-氟苯基异氰酸酯）金（i）复合物显示出 Smectic A 介相，而（3,4,5-三烷氧基苯基异氰酸酯）金化合物在室温下显示出柱状六方相。

  DOI：

  10.1039/a604258i
• 作为产物：
  描述：

  1,2,3-tris(butyloxy)benzene 在 palladium on activated charcoal 、 硝酸 、 溶剂黄146 作用下， 生成 3,4,5-tri(butoxy)aniline
  参考文献：
  名称：

  异氰基铑(I)配合物的超分子组装：铑(I)…铑(I)相互作用、疏水-疏水相互作用和主客体化学的相互作用

  摘要：

  已发现一系列具有不同链长烷基取代基的四（异氰基）铑（I）配合物在改变浓度、温度和溶剂组成时表现出强烈的溶液状态聚集趋势。已经进行了与温度和溶剂相关的 UV-vis 吸收研究，并使用聚集模型分析了数据以阐明生长机制。发现聚集涉及广泛的 Rh(I)...Rh(I) 相互作用，这些相互作用在疏水-疏水相互作用的协同辅助下产生彩虹般的溶液聚集体颜色。值得注意的是，三个长烷基取代基的存在对于观察到的聚合协同性至关重要。在己烷-二氯甲烷溶剂混合物中观察到纳米板和纳米囊泡形式的分子组装，这是由于基于复合物的烷基链长度的不同形成机制引起的。Benzo-15-crown-5 部分已被纳入选择性钾离子结合以诱导二聚体形成和剧烈的颜色变化，使该系统成为潜在的比色和发光阳离子传感器以及离子控制超分子组装的构建块。

  DOI：

  10.1021/jacs.5b03396

文献信息

• Relation between the Spontaneous Polarization and Alkyl Chain Length in Ferroelectric Switching of Columnar Liquid-Crystalline Ureas
  作者：Keiki Kishikawa、Shoichiro Nakahara、Masanori Natsukawa、Keiichi Suzuki、Shigeo Kohmoto

  DOI：10.1080/15421400903400795

  日期：2010.2.5

  Relation between the spontaneous polarization and alkyl chain length was investigated in ferroelectric switching of N,N′-bis(3,4,5-trialkoxyphenyl)urea (1-7) possessing n-C4H9, n-C8H17, n-C9H19, n-C10H21, n-C11H23, n-C12H25, and n-C16H33, respectively. The phase behaviors were investigated by differential scanning calorimetry, polarized optical microscopy, and the column diameters were obtained by

  在具有 n-C4H9、n-C8H17、n-C9H19、n 的 N,N'-双(3,4,5-三烷氧基苯基)脲 (1-7) 的铁电转换中研究了自发极化与烷基链长度之间的关系分别为 -C10H21、n-C11H23、n-C12H25 和 n-C16H33。通过差示扫描量热法、偏光显微镜研究相行为，并通过X射线衍射获得柱直径。化合物2-7表现出矩形和六边形柱状相。所有六方柱状相都在三角波电压下表现出铁电切换。从自发极化与烷基链的碳原子数的关系图可以看出它们之间的相关性，并强烈表明切换电流峰值源于极性柱的切换，
• A New Class of Discotic Mesogens Derived from Tris(<i>N</i>-salicylideneaniline)s Existing in <i>C</i>₃<i>_h</i> and <i>C</i><i>_s</i> Keto-Enamine Forms
  作者：Channabasaveshwar V. Yelamaggad、Ammathnadu S. Achalkumar、D. S. Shankar Rao、S. Krishna Prasad

  DOI：10.1021/jo0712650

  日期：2007.10.1

  Two series of a unique class of columnar liquid crystals derived from tris(N-salicylideneaniline)s [TSANs] in which the proton and the electron interact with each other through the H-bonding environment are reported. The synthesis is carried out by condensing 1,3,5-triformylphloroglucinol with the respective dialkoxyanilines or trialkoxyanilines. H-1 NMR and H-1-H-1 COSY NMR studies revealed their existence as an inseparable mixture of two keto-enamine tautomeric forms with C-3h and C-s rotational symmetries instead of the expected enol-imine form. The influence of the number of peripheral alkoxy tails on the columnar mesomorphic behavior is investigated by using polarizing optical microscopy, differential scanning calorimetry, and X-ray scattering. The fluid/glassy columnar states probed for a number of representative compounds confirmed the D-6h (hexagonal) or D-2h (rectangular) symmetry of the columns. The electronic absorption and emission characteristics of these compounds have been studied in both mesomorphic and solution states. Of special interest, the photoluminescence spectra of solution and fluid/ glassy two-dimensional structure evidently disclose the promising light generating capability of these new discotics systems.
• Self-Assembly of <i>C</i>₃<i>_h</i> and <i>C</i><i>_s</i> Symmetric Keto-enamine Forms of Tris(<i>N</i>-salicyl-ideneanilines) into Columnar Phases: A New Family of Discotic Liquid Crystals
  作者：Channabasaveshwar V. Yelamaggad、Ammathnadu S. Achalkumar、Doddamane S. Shankar Rao、Subbarao Krishna Prasad

  DOI：10.1021/ja0495967

  日期：2004.6.1

  A new class of discotic liquid crystals derived from tris(N-salicylideneanilines) existing exclusively in their C3h and Cs keto-enamine tautomeric forms is reported. These compounds self-assemble to form columnar liquid crystalline phases with a small core-core separation as evidenced by X-ray diffraction studies.
• Supramolecular Assembly of Isocyanorhodium(I) Complexes: An Interplay of Rhodium(I)···Rhodium(I) Interactions, Hydrophobic–Hydrophobic Interactions, and Host–Guest Chemistry
  作者：Alan Kwun-Wa Chan、Keith Man-Chung Wong、Vivian Wing-Wah Yam

  DOI：10.1021/jacs.5b03396

  日期：2015.6.3

  elucidate the growth mechanism. The aggregation is found to involve extensive Rh(I)···Rh(I) interactions that are synergistically assisted by hydrophobic-hydrophobic interactions to give a rainbow array of solution aggregate colors. It is noted that the presence of three long alkyl substituents is crucial for the observed cooperativity in the aggregation. Molecular assemblies in the form of nanoplates and

  已发现一系列具有不同链长烷基取代基的四（异氰基）铑（I）配合物在改变浓度、温度和溶剂组成时表现出强烈的溶液状态聚集趋势。已经进行了与温度和溶剂相关的 UV-vis 吸收研究，并使用聚集模型分析了数据以阐明生长机制。发现聚集涉及广泛的 Rh(I)...Rh(I) 相互作用，这些相互作用在疏水-疏水相互作用的协同辅助下产生彩虹般的溶液聚集体颜色。值得注意的是，三个长烷基取代基的存在对于观察到的聚合协同性至关重要。在己烷-二氯甲烷溶剂混合物中观察到纳米板和纳米囊泡形式的分子组装，这是由于基于复合物的烷基链长度的不同形成机制引起的。Benzo-15-crown-5 部分已被纳入选择性钾离子结合以诱导二聚体形成和剧烈的颜色变化，使该系统成为潜在的比色和发光阳离子传感器以及离子控制超分子组装的构建块。
• Effects of isocyanide substituents on the mesogenic properties of halogeno(isocyanide)gold complexes: calamitic and discotic liquid crystals
  作者：Silverio Coco、Pablo Espinet、José M. Martín-Alvarez、Anne-Marie Levelut

  DOI：10.1039/a604258i

  日期：——

  The liquid crystal behaviour of linear [AuX(CNC 6 H 4 OC n H 2n +1 )] (X=halogen) complexes is tuned by systematically changing the structure of the isocyanide ligand. The changes studied are lateral fluorination at the 2- and 3-positions of the phenyl ring and modification of the rod-like structure of the complexes by addition of two alkoxy chains at themeta positions. None of the free isocyanides used here are liquid crystals, but all the gold complexes prepared display mesomorphic properties, except iodo(2-fluoro-4-butoxyphenyl isocyanide)gold(i). The (2- and (3-fluorophenyl isocyanide)gold(i) complexes show smectic A mesophases, except the 2-fluoro derivative with n=6, which shows a nematic phase, while the (3,4,5-trialkoxyphenyl isocyanide)gold compounds display columnar hexagonal phases at room temperature.

  通过系统地改变异氰酸配体的结构，调整了线性 [AuX(CNC 6 H 4 OC n H 2n +1 )] （X=卤素）配合物的液晶行为。所研究的变化是在苯基环的 2 位和 3 位进行横向氟化，以及通过在它们的eta 位置添加两条烷氧基链来改变配合物的杆状结构。这里使用的游离异氰酸酯都不是液晶，但除了碘（2-氟-4-丁氧基苯基异氰酸酯）金(i)之外，制备的所有金络合物都显示出介形特性。除了 n=6 的 2-氟衍生物显示出向列相外，（2-和（3-氟苯基异氰酸酯）金（i）复合物显示出 Smectic A 介相，而（3,4,5-三烷氧基苯基异氰酸酯）金化合物在室温下显示出柱状六方相。