(E)-3-(4-Tetradecyloxy-phenyl)-acrylic acid | 71931-26-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Tetradecyloxy-phenyl)-acrylic acid
• 英文别名: 3-[4-(Tetradecyloxy)phenyl]prop-2-enoic acid；3-(4-tetradecoxyphenyl)prop-2-enoic acid
• CAS: 71931-26-5
• 化学式: C₂₃H₃₆O₃
• 分子量: 360.537
• InChiKey: MAIJIPGFLLOFMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-Tetradecyloxy-phenyl)-acrylic acid 在 吡啶 、 氯化亚砜 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  Patel; Vyas; Doshi, Journal of the Indian Chemical Society, 2012, vol. 89, # 5, p. 603 - 607

  摘要：

  DOI：
• 作为产物：
  描述：

  4-羟基肉桂酸甲酯 在 水 、 potassium carbonate 、 potassium iodide 、 potassium hydroxide 作用下， 以 丁酮 为溶剂， 反应 4.0h， 生成 (E)-3-(4-Tetradecyloxy-phenyl)-acrylic acid
  参考文献：
  名称：

  Synthesis and Mesogenic Properties of Liquid Crystals Based on Cholesterol and Cinnamic Acid Derivatives

  摘要：

  A group of new mesomorphic compounds with cholesterol-based, which have derivative of the cinnamic acid, with different lengths of terminal alkoxy chains, are synthesized and characterized. The mesomorphic properties were investigated by DSC and POM. All target compounds showed a cholesteric phase. For 12-TC and 14-TC besides a cholesteric phase, also revealed a SmA* phase. The experimental results demonstrated that with the increase in the terminal chain lengths, the thermal stability of the smectic mesophases of these liquid crystals was increased, and these compounds shows brilliant color changes in the temperature ranges of cholesteric phase.

  DOI：

  10.1080/10691316.2018.1541843

文献信息

• Studies of hypolipidemic agents. 1. Synthesis and hypolipidemic activities of alkoxycinnamic acid derivatives
  作者：Toshio Watanabe、Kimiaki Hayashi、Shigeki Yoshimatsu、Kazuo Sakai、Shigeyuki Takeyama、Kohki Takashima

  DOI：10.1021/jm00175a010

  日期：1980.1

  and their hypolipidemic activities were evaluated in a screening system with rats. Cinnamic acids, alpha-methylcinnamic acids, and their various esters with a higher p-alkoxy substituent were found to possess hypolipidemic activities higher than or comparable to that of clofibrate. The proper length (C12--C16) and the para position of the alkoxy substituent seem to be essential for activity. Chloroethyl

  合成了110多种烷氧基肉桂酸衍生物，并在大鼠筛选系统中评估了它们的降血脂活性。发现肉桂酸，α-甲基肉桂酸及其各种具有较高对烷氧基取代基的酯具有比氯贝贝特更高或相当的降血脂活性。适当的长度（C12-C16）和烷氧基取代基的对位似乎对活性至关重要。一些活性对烷氧基肉桂酸的氯乙基和甲基丙烯酰氧基乙基酯以及甘油单酯比相应的游离酸更具活性。
• Mesomorphism and flexibility of alkyl chains in chalcone esters
  作者：N. R. Muniya、V. R. Patel

  DOI：10.1080/15421406.2016.1221989

  日期：2016.10.12

  Schlieren. Cr-N/I transition curve adopts a zigzag path in a normal manner with overall descending behaviors. The N-I transition curve exhibits a sharp and shorter odd-even effect from C3 to C6 and it diminishes from and beyond C6 for higher homologs of longer n-alkyl chain (R) in more or less or negligible deviating manner from normal descending tendency. Thermal stability for the nematic is 116.4°C and

  摘要 合成并研究了一种新型同源系列的查尔酮酯液晶 (LCs)：RO-C6H4-CH:CH-COO- -CO-CH:CH- -OC10H21 (n) (para)参考末端链的柔韧性，理解和建立分子结构和 LC 特性之间的关系。小说系列由 11 个同系物 (C1-C16) 组成。C1 和 C2 同系物是非液晶，其余的同系物（C3-C16）是对映向列相，没有显示近晶中间相。转变温度和熔化温度由配备加热台的光学偏光显微镜确定。向列相的纹理是螺纹或纹影。Cr-N/I 过渡曲线呈正常的锯齿形路径，整体呈下降趋势。NI 跃迁曲线显示出从 C3 到 C6 的尖锐和较短的奇偶效应，并且对于较长的正烷基链 (R) 的较高同系物，它以或多或少或可忽略不计偏离正常下降趋势的方式从 C6 开始和超过 C6。向列相的热稳定性为 116.4°C，C3 和 C12 同系物的中间相长度范围分别为 19°C 至 67°C。将当前新系列的
• The effect of geometrical shape and molecular rigidity on mesomorphism
  作者：Priya K. Patel、R. R. Shah

  DOI：10.1080/15421406.2016.1190509

  日期：2016.9.21

  nonlinear homologous series RO‒C6H4‒CH˭CH‒COO‒C6H4 (meta) ‒CO‒CH˭CH‒C6H4‒OC12H25(n) (para) consisting of three phenyl rings, two central bridges ‒CH˭CH‒COO‒ and ‒CO‒CH˭CH‒ as well as ‒OR and ‒OC12H25(n) as flexible and constant terminal end groups respectively. The object in view is aimed to understand and establish the effect of molecular structure on LC properties of nonlinear inverted “V” shaped

  摘要 一个新的非线性同源系列 RO-C6H4-CH˭CH-COO- (meta) ‒CO-CH˭CH- -OC12H25(n) (para) 由三个苯环和两个中心桥 ‒CH˭CH- 组成COO- 和-CO-CH˭CH- 以及-OR 和-OC12H25(n) 分别作为柔性和恒定末端基团。目标旨在了解和建立分子结构对非线性倒“V”形分子的液晶特性的影响。小说同源系列由十三个同源组成。通过配备加热台的偏振光学显微镜 (POM) 确定转变温度和纹理。向列相的纹理为螺纹或纹影，近晶相的纹理为A型或C型。相图的过渡曲线以正常方式表现。Sm-N 和 NI 过渡曲线表现出奇偶效应。分析，
• Synthesis and Evaluation of a Novel Liquid Crystalline Homologous Series: α-4-[4′-<i>n</i>-Alkoxy Cinnamoyloxy] Benzoyl-β-3″,4″-Dimethoxy Phenyl Ethylenes
  作者：D. M. Suthar、A. A. Doshi、A. V. Doshi

  DOI：10.1080/15421406.2013.785812

  日期：2013.8

  phase diagram behave in a normal manner. An odd–even effect is observed for the N-I transition curve. The textures of the nematic phase are of the threaded or Schlieren type. Mesomorphic–isotropic transition temperatures range from 152°C to 178°C. The nematogenic phase length varies between 24°C and 51°C. The nematic thermal stability is 163.1°C. Thus, the novel homologous series is entirely nematogenic

  介绍了 12 个同系物的新系列的合成和评估。从戊基到十六烷基同系物表现出对映性线虫介晶现象。其他同系物不是液晶。所有同系物中均不存在近晶介晶现象。使用配备加热台的光学偏光显微镜测定转变温度。相图的转变曲线以正常方式表现。对于 NI 过渡曲线，观察到奇偶效应。向列相的纹理是螺纹或纹影类型。介晶-各向同性转变温度范围为 152°C 至 178°C。生线虫相长度在 24°C 到 51°C 之间变化。向列热稳定性为 163.1°C。因此，新的同源系列完全是线虫源性的，不显示近源性特征，并且是中序熔融型。分析和光谱数据支持分子结构。将新型系列的液晶 (LC) 特性与结构相似的同源系列进行比较。
• Study of a new homologous series of liquid crystals: Isopropyl-p-(p^/-n-alkoxy cinnamoyloxy) cinnamates
  作者：B. B. Jain、U. H. Jadeja、V. S. Sharma、R. B. Patel

  DOI：10.1080/15421406.2015.1073567

  日期：2016.1.22

  homologue, and follows a zigzag path of rising and falling values as the series is ascended. Nematic–isotropic transition curve shows descending tendency as series is ascended in a normal manner with exhibition of odd-even effect. Smectic mesophase does not appear even in the monotropic condition. Phase transition temperatures are determined by hot stage polarizing microscope. Analytical data support

  摘要 合成并研究了一个新的同源系列：异丙基-p-[p/-n-烷氧基肉桂酰氧基]肉桂酸酯，以期了解和建立液晶性质与分子结构之间的关系。合成了十二个同系物。甲基到丁基的同系物不是液晶，而戊基、己基、庚基、辛基、癸基、十二烷基、十四烷基和十六烷基衍生物本质上是具有线虫特性的对映液晶。完全不存在近亲性特征。相图是通过绘制转变温度与碳原子数的关系图获得的，即左正烷氧基末端基团的正烷基链。固体 - 各向同性或固体 - 向列过渡曲线从甲基到丙基衍生物急剧上升，并通过丁基同系物下降到戊基同系物，并随着系列上升而遵循上升和下降值的锯齿形路径。向列-各向同性转变曲线呈下降趋势，序列以正常方式上升，表现出奇偶效应。即使在单向条件下也不会出现近晶中间相。相变温度由热台偏光显微镜确定。分析数据支持分子结构。向列相的织构为螺纹型。将介晶性质与结构相似的同源系列进行比较。相变温度由热台偏光显微镜确定。分析数据支持分子结