4-戊基联苯硼酸 | 121554-18-5

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-戊基联苯硼酸
• 中文别名: (4’-戊基[1,1’-联苯]-4-基)-硼酸
• 英文名称: (4'-pentyl[1,1-biphenyl]-4-yl)boronic acid
• 英文别名: (4-pentylbiphenyl)boronic acid；(4'-Pentyl[1,1'-biphenyl]-4-yl)boronic acid；[4-(4-pentylphenyl)phenyl]boronic acid
• CAS: 121554-18-5
• 化学式: C₁₇H₂₁BO₂
• 分子量: 268.164
• InChiKey: QRZCEXCQSFQDMG-UHFFFAOYSA-N

物化性质

• 沸点：
  436.4±48.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  4-戊基联苯硼酸 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 6.83h， 生成
  参考文献：
  名称：

  Synthesis and mesomorphic properties of laterally fluorinated alkyl 4′′-alkylterphenyl-4-yl carbonate liquid crystals

  摘要：

  十五个系列的同系物，包括单、二和三氟取代的烷基4″-烷基三联苯-4-基碳酸盐，已被合成并测定了它们的液晶性质。在制备的95种化合物中，发现了40种纯向列相生成物，以及55种在宽温度范围内具有正交相和倾斜层状相的液晶物质。液晶相的类型和组合强烈依赖于氟原子的位置和数量。确定了物理性质以及分子核氟取代、末端链长度与液晶相类型和顺序之间的相关性。这些化合物对配制向列相混合物以及铁电混合物都很有用。

  DOI：

  10.1039/c3tc31461h
• 作为产物：
  描述：

  对溴戊基联苯 在 盐酸 、 正丁基锂 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 生成 4-戊基联苯硼酸
  参考文献：
  名称：

  Synthesis of cyclic compounds consisting of face-to-face p-oligophenyls

  摘要：

  Facile synthesis of xanthene-based pi-stacked compounds consisting of face-to-face p-oligophenyls has been described. Just by mixing xanthene-4,5-diboronic acid and p-oligophenyls containing a benzenetetraol unit yielded cyclic compounds selectively due to the reversibility of the boronate esterification. In the ground state, weak pi-pi interactions between two p-oligophenyl moieties were observed, whereas their pi-pi interactions were clearly shown in the excited state. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.093

文献信息

• NOVEL SOLUBLE COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1440959A1

  公开（公告）日：2004-07-28

  A novel soluble compound which is a distyrylarylene derivative having a soluble substituent and a specific central group and having a solubility of 0.5% by weight or greater at 20°C in an organic solvent; and an organic electroluminescence device having an organic thin film layer which has a single layer or a plurality of layers, is disposed between a cathode and an anode and has at least one layer containing the novel soluble compound. The organic thin film layer can be formed in accordance with a wet process, and the organic electroluminescence device exhibiting a great efficiency of light emission can be produced easily.

  一种新型可溶性化合物，是一种具有可溶性取代基和特定中心基团的二亚基芳烃衍生物，在有机溶剂中在20°C时的溶解度为0.5%或更高；以及具有有机薄膜层的有机电致发光器件，该有机薄膜层具有单层或多层，位于阴极和阳极之间，并且至少包含一层含有该新型可溶性化合物。有机薄膜层可以根据湿法工艺形成，可以轻松生产出具有良好发光效率的有机电致发光器件。
• Synthesis, mesomorphic behaviour and optical anisotropy of some novel materials for nematic mixtures of high birefringenceElectronic supplementary information (ESI) available: experimental procedures for all compounds not already given in this paper. See http://www.rsc.org/suppdata/jm/b4/b400630e/
  作者：Michael Hird、Kenneth J. Toyne、John W. Goodby、George W. Gray、Victoria Minter、Rachel P. Tuffin、Damien G. McDonnell

  DOI：10.1039/b400630e

  日期：——

  Structural moieties including core units (such as phenyl, naphthyl and thiophenyl), linking groups (such as ethynyl), terminal substituents (such as cyano, isothiocyanato and fluoro), and lateral fluoro substituents have been incorporated into novel materials designed to confer a high birefringence on nematic mixtures. The materials have all been prepared through convergent syntheses involving palladium-catalysed cross-coupling reactions of arylboronic acids. The materials were examined for their mesomorphic behaviour as neat materials and as mixtures; some materials were found to have extremely high nematic phase stability, and others were non-mesogenic. The materials were evaluated in nematic host mixtures for their optical anisotropy, and they were all found to show promisingly high values.

  结构单元包括核心单元（如苯基、萘基和噻吩基）、连接基团（如乙炔基）、末端取代基（如氰基、异硫氰酸基和氟基）以及侧向氟取代基，已被引入到旨在赋予液晶混合物高双折射率的新材料中。这些材料均通过涉及钯催化的芳基硼酸交叉偶联反应的汇聚合成方法制备而成。材料的介晶行为作为纯材料和混合物进行了研究；一些材料被发现具有极高的液晶相稳定性，而另一些则为非介晶性。材料在液晶宿主混合物中被评估其光学各向异性，所有材料均显示出有希望的高值。
• The synthesis of novel highly substituted benzene derivatives for use in palladium-catalysed cross-coupling reactions
  作者：Michael Hird、Robert A. Lewis、Kenneth J. Toyne、Jonathan J. West、Michael K. Wilson

  DOI：10.1039/a804525i

  日期：——

  A combination of conventional electrophilic aromatic substitution reactions and low-temperature ortho-directed lithiations has been used in the efficient synthesis of some novel highly substituted benzene derivatives containing alkoxy, alkyl, bromo, cyano, fluoro and iodo functions. The use of such compounds is exemplified by selective palladium-catalysed cross-coupling reactions to generate a series

  常规亲电子芳族取代反应和低温邻位锂化反应的组合已用于有效合成一些新颖的高度取代的苯衍生物，这些衍生物含有烷氧基，烷基，溴，氰基，氟和碘官能。使用这样的化合物的通过选择性钯催化的交叉偶联反应例举以产生具有侧向氟取代基的一系列液晶三联苯的邻位于横向氰基。
• Effect of lateral substitution by chlorine and fluorine atoms of 4-alkyl-p-terphenyls on mesomorphic behaviour
  作者：Marta Pytlarczyk、Ewelina Dmochowska、Michał Czerwiński、Jakub Herman

  DOI：10.1016/j.molliq.2019.111379

  日期：2019.10

  The effect of halogen substitution on thermotropic liquid crystalline materials has a significant impact on many physical and chemical properties. Replacement of hydrogen atom by one of halogen can change and tune many important parameters such as dielectric anisotropy, viscosity, clearing and melting points, type and range of liquid crystalline phase and many others. Steric effect of halogen atoms

  卤素取代对热致液晶材料的影响对许多物理和化学性质具有重大影响。用卤素之一代替氢原子可以改变和调整许多重要参数，例如介电各向异性，粘度，透明和熔点，液晶相的类型和范围以及许多其他参数。卤素原子的立体效应及其极性是两个最重要的参数，这些参数对液晶性能具有重要意义。这项工作表明小尺寸极性取代基（氯和氟原子）的位置，其末端烷基链的数量和长度（其中烷基链从乙基到戊基）的长度与十二个同源的三联苯衍生物系列的介晶性质之间的相关性。分子极化率，苯环之间的扭转角和偶极矩的计算分析支持了所研究化合物的相关性。这项工作可能有助于规划具有预测的同构性的液晶化合物的新结构。合成的化合物显示出形成高度有序的近晶相的强烈趋势，而只有11种化合物观察到向列相。
• Pd-Catalyzed Consecutive C−H-Arylation-Triggered Cyclotrimerization: Synthesis of Star-Shaped Benzotristhiazoles and Benzotrisoxazoles
  作者：Zhanqiang Xu、Kazuaki Oniwa、Hiromasa Kikuchi、Ming Bao、Yoshinori Yamamoto、Tienan Jin、Masahiro Terada

  DOI：10.1002/chem.201801849

  日期：2018.6.26

  Star‐shaped π‐extended molecules comprising discotic aromatic cores and peripheral π‐conjugated arms have attracted significant attention as diverse optoelectronic materials in terms of their large π‐surface, tunable self‐assembly, enhanced charge transport and fluorescence, and liquid crystallinity. Although many efforts have been made in the construction of various aromatic discotic cores, a new

  包括盘状芳香核和外围π共轭臂的星形π扩展分子由于其大的π表面，可调节的自组装，增强的电荷传输和荧光以及液晶性而引起了广泛的关注，成为各种光电材料。尽管在各种芳族盘状核的构造上已经做出了许多努力，但是一类新的C 3由于缺乏合成的合成方法，由缺电子的苯并噻吩并噻唑和苯并三恶唑核组成的对称对称盘状π分子有望展现出不同的光电特性，因此至今仍未开发。本文中，我们报道了一种新型且高效的Pd催化的功能化噻唑或恶唑的环三聚反应，用于构建新型的带有星形π共轭臂的苯并三噻唑和苯并三恶唑中心核的盘状分子。[Pd 2（dba）3的组合] / XPhos（dba =二亚苄基丙酮）催化剂体系与4-溴取代的噻唑可形成足够稳定的噻唑-Pd物种，该物种连续参与后续的CHH芳基化反应，形成相应的环状三聚体产物。这类新型的星形盘状π扩展的产品显示出可调节的能级和高的荧光量子产率，使其成为光电子应用的有希望的候选者。