4-Hexadecyloxy-benzoic acid 4-hydroxy-phenyl ester | 96407-93-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-Hexadecyloxy-benzoic acid 4-hydroxy-phenyl ester
• 英文别名: 4-Hydroxyphenyl 4-(hexadecyloxy)benzoate；(4-hydroxyphenyl) 4-hexadecoxybenzoate
• CAS: 96407-93-1
• 化学式: C₂₉H₄₂O₄
• 分子量: 454.65
• InChiKey: QKZTVDCSWXOSAB-UHFFFAOYSA-N

物化性质

• 沸点：
  585.8±35.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  33
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  壬二酸 、 4-Hexadecyloxy-benzoic acid 4-hydroxy-phenyl ester 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成 Nonanedioic acid bis-[4-(4-hexadecyloxy-benzoyloxy)-phenyl] ester
  参考文献：
  名称：

  Symmetrical Dimer Liquid Crystals with Tilted Smectic Phases

  摘要：

  Three series of symmetrical dimer liquid crystals, i.e. bis(dodecyloxybenzoyloxybenzoyloxy)alkanes (BC12) and bis(dodecyloxy- and hexadecyloxybenzoyloxyphenyl) alkanedicarboxylates (QC12 and QC16) with a spacer ranging from, two to eight methylene units, have been synthesized and their thermotropic properties were characterized. The isotropization temperatures show a pronounced odd - even effect as a function of the parity of the spacers. Most compounds exhibit a SmC mesophase. The QC12 and QC16 compounds, with on eight methylene spacer, possess an additional low temperature tilled SmI or SmF mesophase. Changing the orientation of the ester group as in the BC12 series results in a dramatic change of the thermotropic behavior.

  DOI：

  10.1080/15421400490435017
• 作为产物：
  描述：

  4-十六烷氧基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 4-Hexadecyloxy-benzoic acid 4-hydroxy-phenyl ester
  参考文献：
  名称：

  Theoretical and Experimental Study on the Effect of End Chain Length on Ultraviolet Absorption Behavior and Photostability of Alkoxy Benzoate Based Liquid Crystals

  摘要：

  制备了与4-(4-氯苯甲酰氧基)苯基4-(正烷氧基)苯甲酸酯（nCBPAB：n=8,14,16，其中n是烷氧基链中的碳原子数）同源的液晶，并对其液晶性质进行了研究。使用B3LYP/6-31G(d)基组，通过DFT计算水平计算了所研究nCBPAB结构的几何参数和原子电荷分布。使用TD-DFT计算来预测所考虑分子的吸收光谱。此外，理论预测的分子描述符被用于与这些分子的相稳定性相关联。除此之外，还研究了这些分子的光稳定性，为实验应用提供了有价值的数据。

  DOI：

  10.13005/ojc/330317

文献信息

• 1,1?-Disubstituted Ferrocene-Containing Thermotropic Liquid Crystals of structure [Fe{(?5-C5H4)COOC6H4XC6H4OCnH2n+1}2] (X ? OOC or COO). Influence of the orientation of the central ester function on the mesogenic properties
  作者：Robert Deschenaux、Jean-Lue Marendaz、Julio Santiago

  DOI：10.1002/hlca.19930760210

  日期：1993.3.24

  The two series I and II of 1,1′ -disubstituted ferrocenes which differ by the direction of the ester function included in the rigid organic part were synthesized and their liquid crystal properties examined. These latter were found to be strongly dependent on the orientation of the connecting ester group and on the alkyl chain length.

  合成了在刚性有机部分中包括的酯功能的方向不同的1，1′-二取代的二茂铁的两个系列I和II，并且研究了它们的液晶性质。已发现后者很大程度上取决于连接酯基的取向和烷基链长。
• Deschenaux, Robert; Marendaz, Jean-Luc; Santiago, Julio, Helvetica Chimica Acta, 1993, vol. 76, p. 865 - 875
  作者：Deschenaux, Robert、Marendaz, Jean-Luc、Santiago, Julio

  DOI：——

  日期：——
• 2-Hydroxybenzoic acid esters: Synthesis, complexes with Tb(III), and their luminescence characteristics
  作者：R. V. Kondrat’eva、N. S. Novikova、S. B. Meshkova、Z. M. Topilova、P. G. Doga

  DOI：10.1134/s1070427214060202

  日期：2014.6
• Symmetrical Dimer Liquid Crystals with Tilted Smectic Phases
  作者：Remko Achten、Antonius T. M. Marcelis、Arie Koudijs、Ernst J. R. Sudhölter

  DOI：10.1080/15421400490435017

  日期：2004.1

  Three series of symmetrical dimer liquid crystals, i.e. bis(dodecyloxybenzoyloxybenzoyloxy)alkanes (BC12) and bis(dodecyloxy- and hexadecyloxybenzoyloxyphenyl) alkanedicarboxylates (QC12 and QC16) with a spacer ranging from, two to eight methylene units, have been synthesized and their thermotropic properties were characterized. The isotropization temperatures show a pronounced odd - even effect as a function of the parity of the spacers. Most compounds exhibit a SmC mesophase. The QC12 and QC16 compounds, with on eight methylene spacer, possess an additional low temperature tilled SmI or SmF mesophase. Changing the orientation of the ester group as in the BC12 series results in a dramatic change of the thermotropic behavior.
• Theoretical and Experimental Study on the Effect of End Chain Length on Ultraviolet Absorption Behavior and Photostability of Alkoxy Benzoate Based Liquid Crystals
  作者：Ahmed M. El Defrawy、Said Z. Mohammady、Marwa G. Elghalban、Hossa F. El Sharief

  DOI：10.13005/ojc/330317

  日期：2017.6.28

  Liquid crystals homologous of 4-(4-chlorobenzoyloxy)phenyl 4-(n-alkoxy)benzoate (nCBPAB: n=8,14,16, where n is the number of carbon atoms in the alkoxy chain) were prepared and investigated for their liquid crystalline properties. The geometrical parameters and atomic charge distribution of the nCBPAB structures under investigation have been calculated using DFT level of calculation applying the B3LYP/6-31G(d) basis set. TD-DFT calculations have been used to predict the absorption spectra of the considered molecules. Furthermore, theoretically predicted molecular descriptors have been used to correlate with the phase stability of these molecules.  In addition to that, the photo stability of these molecules has been investigated which provide valuable data for experimental applications.

  制备了与4-(4-氯苯甲酰氧基)苯基4-(正烷氧基)苯甲酸酯（nCBPAB：n=8,14,16，其中n是烷氧基链中的碳原子数）同源的液晶，并对其液晶性质进行了研究。使用B3LYP/6-31G(d)基组，通过DFT计算水平计算了所研究nCBPAB结构的几何参数和原子电荷分布。使用TD-DFT计算来预测所考虑分子的吸收光谱。此外，理论预测的分子描述符被用于与这些分子的相稳定性相关联。除此之外，还研究了这些分子的光稳定性，为实验应用提供了有价值的数据。