ethyl 4-(5-hexenyloxy)benzoate | 188638-99-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(5-hexenyloxy)benzoate
• 英文别名: ethyl 4-(hex-5-en-1-yloxy)benzoate；ethyl 4-(hex-5-enyloxy)benzoate；Ethyl 4-(5-hexen-1-yloxy)benzoate；ethyl 4-hex-5-enoxybenzoate
• CAS: 188638-99-5
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: HUISDMXRGKBSIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  356.5±25.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-(5-hexenyloxy)benzoate 在 4-二甲氨基吡啶 、 sodium hydroxide 、 偶氮二异丁腈 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 42.0h， 生成
  参考文献：
  名称：

  使用不混溶成分在向列液晶中诱导近晶分层。1. 横向连接的侧链液晶聚（降冰片烯）及其具有烃/氟烃取代基的低摩尔质量类似物

  摘要：

  与仅表现出向列中间相的烃类似物相比，聚{5-[[[[2',5'-双[(4''-(n-(二甲基甲硅烷氧基)烷氧基)苯甲酰基)氧基]苄基]氧基]羰基]双环[2.2.1]hept-2-ene}及其低摩尔质量模型化合物表现出近晶C中间相。由于向列液晶可以通过不仅用碳氟化合物链段而且用柔性硅氧烷链段终止它们的烃取代基而被迫成层，这支持了这样的假设，即含有线性碳氟化合物链段的两亲分子的近晶介晶主要是由于碳氢化合物的不混溶性和碳氟化合物段，而不是“介晶全氟烷基棒”的形状持久性。2、5-双[(4'-(n-(低聚二甲基甲硅烷氧基)烷氧基)苯甲酰基)氧基]甲苯模拟聚合物形成的相和它们转变的一般温度，因此是聚合物的极好模型。5-{[[2',5'-双[(4''-(n-(低聚二甲基甲硅烷氧基)烷氧基)苯甲酰基)氧基]苄基]氧基]...

  DOI：

  10.1021/ja963687p
• 作为产物：
  描述：

  6-溴-1-己烯 、 苯酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以87%的产率得到ethyl 4-(5-hexenyloxy)benzoate
  参考文献：
  名称：

  协同氢化钴和硼基钴化使未活化烯烃的区域选择性迁移三硼化成为可能

  摘要：

  开发了一种区域选择性钴催化的未活化烯烃的三苯甲基化反应，以使用由 Co(acac) 2和黄磷生成的催化剂来合成通用的 1,1,3-三硼烷基烷烃。机理研究表明，这种三苯甲基化反应通过三个相互依赖的催化循环进行。

  DOI：

  10.1002/anie.202116133

文献信息

• V-Shaped switching and interlayer interactions in ferroelectric liquid crystals
  作者：Alexey Petrenko、John W. Goodby

  DOI：10.1039/b612065m

  日期：——

  Linear electrooptic responses in ferroelectric liquid crystals can be achieved via thresholdless switching. The molecular parameters for the design of ferroelectric liquid crystals that may yield a thresholdless response have not been delineated so far. In this article we explore some of the chemical design features that may be utilised in controlling switching processes, and we develop property–structure correlations in order to achieve materials that exhibit thresholdless behaviour.

  铁电液晶中的线性电光响应可以通过无阈值开关实现。迄今为止，尚未明确能够产生无阈值响应的铁电液晶的分子设计参数。在本文中，我们探讨了在控制开关过程中可能利用的一些化学设计特征，并建立了性质与结构的相关性，以实现展现无阈值行为的材料。
• Synthesis and Characterization of Liquid Crystalline Organosiloxanes Containing 4-Methoxyphenyl 4-(2-alkenyloxy)benzoate
  作者：Cheng-Chih Chen、Chih-Hung Lin

  DOI：10.14233/ajchem.2016.19651

  日期：——

  A series of new organosiloxane liquid crystalline materials based on the 4-methoxyphenyl-4-(w-alkenyloxy)benzoate as mesogenic units have been synthesized and their mesomorphic and physical properties have been characterized. A series of new disiloxanes and trisiloxanes contain 4-methoxyphenyl 4-(w-alkenyloxy)benzoate as mesogenic these were synthesized by addition of 4-methoxyphenyl 4-(w-alkenyloxy)benzoate moiety to pentamethylhydrodisiloxane or heptamethylhydrotrisiloxane catalyzed by platinum divinyl-tetramethyldisiloxane complex. The thermal properties of this new series of thermotropic liquid-crystalline siloxanes were studied by differential scanning calorimetry and polarized optical microscope. Disiloxane series compounds were not showed any liquid crystal phase. Trisiloxanes series compounds exhibited nematic liquid crystal phase. The siloxane molecule helped to reduce the melting temperature. The thermal properties of the new siloxane series exhibited a pronounced odd-even effect with the length of alkyl segment.

  一系列新的有机硅氧烷液晶材料已被合成，这些材料基于4-甲氧基苯基-4-(ω-烯氧基)苯甲酸酯作为中间单位，并对其各项液晶态及物理特性进行了表征。合成了一系列新型二硅氧烷和三硅氧烷，均以4-甲氧基苯基-4-(ω-烯氧基)苯甲酸酯作为中间体，这些化合物通过将4-甲氧基苯基-4-(ω-烯氧基)苯甲酸酯基团与加热催化的五甲基氢二硅氧烷或七甲基氢三硅氧烷连接而成，催化剂为铂二乙烯-四甲基二硅氧烷复合物。利用差示扫描量热仪和偏振光显微镜研究了这一系列热致液晶硅氧烷的热特性。二硅氧烷系列化合物未显示出任何液晶相。三硅氧烷系列化合物则表现出向列液晶相。硅氧烷分子帮助降低了熔融温度。这一新硅氧烷系列的热特性表现出明显的奇偶效应，取决于烷基段的长度。
• Silicon-Containing Polyphilic Bent-Core Molecules:  The Importance of Nanosegregation for the Development of Chirality and Polar Order in Liquid Crystalline Phases Formed by Achiral Molecules
  作者：Christina Keith、R. Amaranatha Reddy、Anton Hauser、Ute Baumeister、Carsten Tschierske

  DOI：10.1021/ja057685t

  日期：2006.3.1

  increasing length of the alkyl chains, segregation is lost and a transition from smectic to a columnar phase is found. In the columnar phase, the switching process is antiferroelectric and takes place by rotation of the molecules around the long axes, which reverses the layer chirality; that is, the racemic ground-state structure is switched into a homogeneous chiral structure upon application of an

  合成了由弯曲的芳香核、低聚（硅氧烷）单元和烷基链段组成的多亲分子，并研究了这些分子的自组织。大多数材料组织成极性近晶液晶相。这些中间相的转换过程从非甲硅烷化化合物的反铁电通过超顺电转变为表面稳定的铁电，随着甲硅烷化链段的分离增加。提出硅氧烷亚层稳定极性向斜铁电（SmC（s）P（F））结构，并且从宏观极性顺序以及空间效应的逃逸导致层变形，形成无序微畴，产生光学各向同性。另一个显着特征是具有相反旋向性的手性域的自发形成。对于两种化合物，发现这些域的旋光度随温度而变化，这与分子倾角从 < 45 度增加到 > 50 度有关。这一观察证实了最近提出的层光学手性概念（Hough, LE; Clark, NA Phys. Rev. Lett. 2005, 95, 107802），这是超分子系统中光学活动的新来源。随着烷基链长度的增加，偏析消失并且发现从近晶相到柱状相的转变。在柱状相中，转换过程是反铁电的
• Unsymmetric main-chain liquid crystal elastomers with tuneable phase behaviour: synthesis and mesomorphism
  作者：Maria Amela-Cortés、Benoît Heinrîch、Bertrand Donnio、Kenneth E. Evans、Chris W. Smith、Duncan W. Bruce

  DOI：10.1039/c0jm03691a

  日期：——

  The synthesis of a new series of polysiloxane-based, main-chain liquid crystal elastomers (MC-LCEs) containing unsymmetric mesogenic units is described. The structure of the mesogenic monomers, spacers and cross-linkers has been varied systematically in order to tune the thermotropic behaviour of the networks. Three unsymmetric mesogens were studied, characterised by having two aromatic rings as the rigid core and two different alkoxy chains. Smectic A or nematic phases were observed, depending on the length of the alkoxy chains. These mesogens were combined with three different spacers, a flexible hexamethyltrisiloxane (S1) and two aromatic bis(dimethylsilyloxy)benzene with the silyl groups disposed para (S2) or meta (S3). To form the MC-LCEs, two cross-linkers were chosen, one flexible 2,4,6,8-tetramethylcyclooctasiloxane (C1) and a rigid, aromatic tris(dimethylsilyl)benzene (C2). The elastomers showed low glass transition temperatures (below 0 °C) and low clearing temperatures (between 30 and 72 °C), as such presenting liquid crystalline properties at room temperature. The transition temperatures could be tuned by a simple choice of the components; for instance, the clearing temperature decreased as aromatic spacers or cross-linkers were introduced. In contrast, the glass transition temperature did not depend on the cross-linker or mesogen used and showed only a small dependence on the structure of the spacer. The phase behaviour of the MC-LCEs was affected greatly by the spacer used and networks containing the trisiloxane spacer systematically exhibited the smectic C phase. The insertion of aromatic spacers favoured the formation of a nematic phase over a smectic phase when the flexible cross-linker, C1, was used. This behaviour was enhanced by the addition of the aromatic cross-linker C3, so that the smectic C phase was suppressed totally and only a nematic phase was observed. The synthesis of the components of MC-LCEs is presented and the structure–thermal properties relationships of the MC-LCEs are discussed.

  描述了一系列含有不对称介晶单元的新型聚硅氧烷基主链液晶弹性体（MC-LCE）的合成。为了调节网络的热致行为，介晶单体、间隔基和交联剂的结构已被系统地改变。研究了三种不对称介晶，其特征是具有两个芳环作为刚性核心和两个不同的烷氧基链。观察到近晶 A 相或向列相，具体取决于烷氧基链的长度。这些介晶与三种不同的间隔基、柔性六甲基三硅氧烷（S1）和两个芳香族双（二甲基硅氧基）苯组合，其中甲硅烷基位于对位（S2）或间位（S3）。为了形成 MC-LCE，选择了两种交联剂，一种是柔性 2,4,6,8-四甲基环八硅氧烷 (C1)，另一种是刚性芳香族三(二甲基甲硅烷基)苯 (C2)。该弹性体表现出低玻璃化转变温度（低于 0 °C）和低澄清温度（30 至 72 °C 之间），因此在室温下呈现液晶特性。转变温度可以通过简单地选择组件来调节；例如，随着芳香族间隔基或交联剂的引入，澄清温度降低。相反，玻璃化转变温度不取决于所使用的交联剂或介晶，并且仅显示出对间隔物的结构的较小依赖性。 MC-LCE 的相行为很大程度上受所用间隔基的影响，并且包含三硅氧烷间隔基的网络系统地表现出近晶 C 相。当使用柔性交联剂 C1 时，芳香族间隔基的插入有利于向列相的形成，而不是近晶相的形成。添加芳香族交联剂 C3 增强了这种行为，从而完全抑制了近晶 C 相，仅观察到向列相。介绍了 MC-LCE 组分的合成，并讨论了 MC-LCE 的结构-热性能关系。
• Influence of Interim Alkyl Chain Length on Phase Transitions and Wide-Band Reflective Behaviors of Side-Chain Liquid Crystalline Elastomers with Binaphthalene Crosslinkings
  作者：Xiaojuan Wu、Hui Cao、Renwei Guo、Kexuan Li、Feifei Wang、Yanzi Gao、Wenhuan Yao、Lanying Zhang、Xiaofang Chen、Huai Yang

  DOI：10.1021/ma300618t

  日期：2012.7.10

  A series of side-chain polysiloxane liquid crystalline elastomers, E-Cm (where m is the number of carbon atoms in the interim alkyl groups, and m = 4, 6, 8, 10), with binaphthalene derivatives as crosslinkings, were designed and synthesized. The mesophase structures of these elastomers were dependent on the value of m. The elastomers with m <= 8 could form cholesteric (Ch) phases, while both smectic A and Ch phases could be formed for the elastomer with m = 10. Blue phases can be achieved when m >= 8. Besides, the helical twisting power (HTP) of all the elastomers exhibits a turning point with changing temperature. Both the turning temperature and HTP have an apparent dependence on the value of m. By adjusting the interim alkyl chain length in the elastomers, both visible and near-infrared light wide-band reflective films can be obtained. The broadband reflection mechanism was confirmed by SEM investigations.