4-(5-戊基噻吩-2-基)苯甲腈 | 141778-53-2

• 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-(5-戊基噻吩-2-基)苯甲腈
• 英文名称: 2-(4-cyanophenyl)-5-pentylthiophene
• 英文别名: 4-(5-pentylthiophen-2-yl)benzonitrile
• CAS: 141778-53-2
• 化学式: C₁₆H₁₇NS
• 分子量: 255.384
• InChiKey: JKIMJUDBXNLNNP-UHFFFAOYSA-N

物化性质

• 沸点：
  383.6±30.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-bromophenyl)nonane-1,4-dione 在 劳森试剂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(5-戊基噻吩-2-基)苯甲腈
  参考文献：
  名称：

  New Liquid Crystalline Compounds Based on Thiophene

  摘要：

  一种 2-烷基-5-(4′-氰基苯基)噻吩的同源系列已被制备出来，并被证明在液晶显示器中具有更好的性能。噻吩环由 1-(4′-溴苯基)-1,4-二氧代烷烃制备而成，该烷烃是在 Lawesson 试剂的作用下，通过 Stetter 程序构建而成，最后通过铜（I）介导的交换反应引入氰基。

  DOI：

  10.1246/cl.1992.613

文献信息

• Exploring Green Solvents Associated to Pd/C as Heterogeneous Catalyst for Direct Arylation of Heteroaromatics with Aryl Bromides
  作者：Shuxin Mao、Xinzhe Shi、Jean-François Soulé、Henri Doucet

  DOI：10.1002/adsc.201800596

  日期：2018.9.3

  products in metal‐catalyzed direct arylation reactions. We found that the use of only 1 mol% of the heterogeneous catalyst Pd/C promotes very efficiently the direct arylations of most heteroaromatics. In the presence of this catalyst and potassium acetate as the base, the direct arylation of thiophenes, furans, pyrroles, thiazoles, imidazoles or isoxazoles, using aryl bromides as coupling partners, proceeds

  在金属催化的直接芳基化反应中，金属残留物无疑是产品污染的主要来源之一。我们发现仅使用1mol％的多相催化剂Pd / C非常有效地促进了大多数杂芳族化合物的直接芳基化。在该催化剂和乙酸钾为碱的存在下，使用芳基溴化物作为偶联伙伴，噻吩，呋喃，吡咯，噻唑，咪唑或异恶唑的直接芳基化在区域上具有高度选择性，并且产率中等至很高。有了几个杂芳烃，既可以耐受缺电子也可以耐受富电子的芳基溴。此外，对于最具活性的杂芳烃，Pd / C催化剂可耐受绿色溶剂，例如碳酸二乙酯，3-甲基丁烷-1-醇和戊烷-1-醇，从而提供了对环境影响小的合成方案。
• 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。
• Liquid crystal composition containing a five-membered heterocyclic ring, reverse-mode polymer dispersed liquid crystal element, and associated selectively dimmable device
  申请人：NITTO DENKO CORPORATION

  公开号：US11149203B2

  公开（公告）日：2021-10-19

  Described herein are liquid crystal compositions containing a five-member heterocyclic ring that can allow for the adjustment of their refractive indices under the application of an electric field. In addition, selectively dimmable reverse-mode polymer dispersed liquid crystal elements and devices using the aforementioned compositions are also described, which are transparent when no voltage is applied and opaque when a voltage is applied.

  本文描述了含有五元杂环的液晶组合物，在施加电场的情况下可调节其折射率。此外，还描述了使用上述组合物的选择性可调光反向模式聚合物分散液晶元件和器件，它们在不施加电压时是透明的，而在施加电压时是不透明的。
• LIQUID CRYSTAL COMPOSITION CONTAINING A FIVE-MEMBERED HETEROCYCLIC RING, REVERSE-MODE POLYMER DISPERSED LIQUID CRYSTAL ELEMENT, AND ASSOCIATED SELECTIVELY DIMMABLE DEVICE
  申请人：NITTO DENKO CORPORATION

  公开号：US20200347302A1

  公开（公告）日：2020-11-05

  Described herein are liquid crystal compositions containing a five-membered heterocyclic ring that can allow for the adjustment of their refractive indices under the application of an electric field. In addition, selectively dimmable reverse-mode polymer dispersed liquid crystal (PDLC) elements and devices using the aforementioned compositions are also described, which are transparent when no voltage is applied and opaque when a voltage is applied.
• [EN] LIQUID CRYSTAL COMPOSITION CONTAINING A FIVE-MEMBERED HETEROCYCLIC RING, REVERSE-MODE POLYMER DISPERSED LIQUID CRYSTAL ELEMENT, AND ASSOCIATED SELECTIVELY DIMMABLE DEVICE<br/>[FR] COMPOSITION DE CRISTAUX LIQUIDES CONTENANT UN ANNEAU HÉTÉROCYCLIQUE À CINQ ÉLÉMENTS, ÉLÉMENT À CRISTAUX LIQUIDES DISPERSÉS DANS UN POLYMÈRE EN MODE INVERSE, ET DISPOSITIF À INTENSITÉ SÉLECTIVEMENT RÉGLABLE ASSOCIÉ
  申请人：NITTO DENKO CORP

  公开号：WO2018152257A1

  公开（公告）日：2018-08-23

  Described herein are liquid crystal compositions containing a five-member heterocyclic ring that can allow for the adjustment of their refractive indices under the application of an electric field. In addition, selectively dimmable reverse-mode polymer dispersed liquid crystal elements and devices using the aforementioned compositions are also described, which are transparent when no voltage is applied and opaque when a voltage is applied.