4-hydroxy-4'-[(p-ethoxy)benzoyloxy]phenyl | 33905-60-1

• 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-hydroxy-4'-[(p-ethoxy)benzoyloxy]phenyl
• 英文别名: 4-hydroxyphenyl 4-ethoxybenzoate；p-Hydroxyphenyl-p-ethyloxybenzoate；(4-hydroxyphenyl) 4-ethoxybenzoate
• CAS: 33905-60-1
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: MCAJQMYIZYAZSO-UHFFFAOYSA-N

物化性质

• 沸点：
  436.3±30.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  4-hydroxy-4'-[(p-ethoxy)benzoyloxy]phenyl 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丁酮 为溶剂， 反应 8.0h， 生成 Bis[(4-ethoxybenzoyloxyphenoxy)hexyl]benzene-1,3-dicarboxylate
  参考文献：
  名称：

  Isophthalic acid based mesogenic dimers: Synthesis and structural effects on mesophase properties

  摘要：

  Two series of mesogens based on isophthalic acid and side arms containing two and three phenyl rings linked through azomethine or ester groups were synthesized via divergent approach. Another type of structurally similar mesogen was synthesized via convergent approach in which the azomethine groups were replaced by ester groups. All the synthesized mesogens and their intermediates were structurally well characterized using FT-IR, H-1 NMR, C-13 NMR and El-MASS spectrometry. The mesophase characterization was carried out using hot stage-polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and X-ray diffraction (XRD) techniques. The structural changes made in the mesogens i.e. increase of terminal chain length and replacement of azomethine groups with ester groups decreased the transition temperatures whereas the increase of side arm length improves the phase stability to a wide temperature range. Nematic phase was observed for the mesogens with short terminal chain length whereas the smectic polymorphism was observed on increasing the terminal chain length. The structural modification (three ring) on the side arm core stabilizes the mesophases enantiotropically. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.01.047
• 作为产物：
  描述：

  对乙氧基苯甲酸 在 palladium on activated charcoal 氯化亚砜 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-hydroxy-4'-[(p-ethoxy)benzoyloxy]phenyl
  参考文献：
  名称：

  1,1'-二取代二茂铁含结构的热致液晶的[Fe {（η 5 -C 5 H ^ 4）COOC 6 H ^ 4 XC 6 H ^ 4 OC Ñ ħ 2N + 1 } 2 ]（X OOC或COO）。中央酯官能团的取向对介晶性质的影响

  摘要：

  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。

  DOI：

  10.1002/hlca.19930760210

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。
• Mundhe, Journal of the Indian Chemical Society, 1999, vol. 76, # 5, p. 246 - 249
  作者：Mundhe

  DOI：——

  日期：——
• Synthesis and mesomorphism of novel star-shaped glassy liquid crystals containing pentaerythritol esters
  作者：Dan-Shu Yao、Bao-Yan Zhang、Yuan-Hao Li、Wen-Qiang Xiao

  DOI：10.1016/j.tetlet.2004.09.109

  日期：2004.11

  A new class of star-shaped glassy nematic liquid crystals based on pentaerythritol as a flexible core and omega-[4-(p-alkoxybenzoloxy)phenoxycarbonyl]valeric acid as the side-chain mesogenic arms has been prepared. Their structures and mesomorphism have been investigated in detail. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and Characterization of Two Phenyl Ring Core-Based Thiophene Mesogens
  作者：M. Kesava Reddy、K. Subramanyam Reddy、M. Prakash、T. Narasimhaswamy

  DOI：10.1080/15421406.2013.790635

  日期：2013.10.1

  Novel thiophene mesogens built with two phenyl ring core and alkoxy terminal chains are synthesized by multistep route. The phenyl ring core is connected to thiophene by ester unit at (a) 2-position and (b) 3-position to yield 2-series of mesogens. The structural characterization of them is accomplished by using spectroscopy tools and the mesophase characteristics are evaluated by HOPM and DSC. The C-13 chemical shifts of representative mesogens calculated from DFT by quantum chemical calculations are compared with experimental C-13 chemical shifts and further utilized for structural assignment of core unit carbons. A good agreement between calculated and experimental values is noticed. An enantiotropic nematic phase is confirmed for all the mesogens and accordingly threaded nematic texture in HOPM is observed and is supported by DSC transition enthalpy values. The mesophase as well as thermal stabilities of the mesogens are discussed with reference to terminal chain length and position of the linking unit on thiophene.
• Mesomorphic properties of chiral nematic star-shaped liquid crystals containing melitose as cores
  作者：Mei Tian、Bao-Yan Zhang、Yue-Hua Cong、Xiao-Zhi He、Bing Zhang

  DOI：10.1016/j.molstruc.2009.08.026

  日期：2009.11

  Three star-shaped compounds (SSCs, c1-c3), are synthesized by using melitose as the chiral core and monacid (b1, b2 and b3) as side arms, respectively. The side arms (b1, b2 and b3), in which terminal chains are different, are introduced into the hydroxyl groups of melitose by esterification. respectively. The chemical structures of c1-c3 are confirmed by FT-IR and H-1 NMR. The roles played by the chiral core and the side arms in the mesomorphic properties of the SSCs are studied. b1 is not a liquid crystal (LC), while b2 and b3 are nematic LCs. c1 is not a LC, while c2 and c3 are star-shaped LCs (SSLCs) and exhibit fingerprint texture of chiral nematic. c1, c2 and c3 are all levo-SSCs, which are different from their parent cores. The absolute value of their specific rotation increases with the increase of the terminal chain length of the side arms. The melting temperature of SSCs decreases with the increase of the terminal chain length of the side arms. For c2-c3, their mesomorphic region increases with the increase of the terminal chain length of the side arms. The results suggest that the LC properties of the side arms play an important role in inducing LC properties of the SSCs and the chiral core induces the chiral nematic of SSLCs, which contain the nematic LCs as the side arms. (C) 2009 Elsevier B.V. All rights reserved.