ω-[4-(p-ethoxybenzoyloxy)phenoxycarbonyl]valeric acid | 816452-47-8

• 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: ω-[4-(p-ethoxybenzoyloxy)phenoxycarbonyl]valeric acid
• 英文别名: ω-[4-(p-ethoxybenzoloxy)phenoxycarbonyl]valeric acid；6-(4-(ethylbenzoyloxy)phenoxy)-6-oxohexanoic acid；6-(4-(4-ethoxybenzoyloxy)phenoxy)-6-oxohexanoic acid；6-[4-(4-Ethoxybenzoyl)oxyphenoxy]-6-oxohexanoic acid；6-[4-(4-ethoxybenzoyl)oxyphenoxy]-6-oxohexanoic acid
• CAS: 816452-47-8
• 化学式: C₂₁H₂₂O₇
• 分子量: 386.401
• InChiKey: PVSFKNXAPYTIDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ω-[4-(p-ethoxybenzoyloxy)phenoxycarbonyl]valeric acid 在 氯化亚砜 作用下， 以 四氢呋喃 、 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 tri[ω-4-(p-ethoxybenzoyloxy)phenoxycarbonyl]valeric acid phloroglucinol ester
  参考文献：
  名称：

  Structure and properties of novel three-armed star-shaped liquid crystals

  摘要：

  A series of novel three-armed star-shaped liquid crystals based on 1,3,5-trihydroxybenzene as a core and omega-[4-(p-alkoxybenzoloxy) phenoxycarbonyl]valeric acid as mesogenic arms were synthesized. Their chemical structures were confirmed by FTIR and H-1 NMR spectra, their mesomorphic properties and phase behavior were investigated using differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (XRD) measurements. The results show that the three-armed star-shaped liquid crystals exhibit a broad range of liquid crystalline phases at moderate temperature, no crystallization but vitrifying to form glass-forming mesogens during cooling from the isotropic melt. The formed crystals are glassy liquid crystals. The three-armed molecules are highly thermal stable and the mesomorphic ranges (Delta T) become wider as the terminal alkoxy chains become longer. Threadlike texture, a typical nematic phase, can be observed in the liquid crystalline state. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.01.057
• 作为产物：
  描述：

  对乙氧基苯甲酸 在 吡啶 、 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 ω-[4-(p-ethoxybenzoyloxy)phenoxycarbonyl]valeric acid
  参考文献：
  名称：

  Structure and properties of novel three-armed star-shaped liquid crystals

  摘要：

  A series of novel three-armed star-shaped liquid crystals based on 1,3,5-trihydroxybenzene as a core and omega-[4-(p-alkoxybenzoloxy) phenoxycarbonyl]valeric acid as mesogenic arms were synthesized. Their chemical structures were confirmed by FTIR and H-1 NMR spectra, their mesomorphic properties and phase behavior were investigated using differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (XRD) measurements. The results show that the three-armed star-shaped liquid crystals exhibit a broad range of liquid crystalline phases at moderate temperature, no crystallization but vitrifying to form glass-forming mesogens during cooling from the isotropic melt. The formed crystals are glassy liquid crystals. The three-armed molecules are highly thermal stable and the mesomorphic ranges (Delta T) become wider as the terminal alkoxy chains become longer. Threadlike texture, a typical nematic phase, can be observed in the liquid crystalline state. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.01.057

文献信息

• Mesomorphic properties of multi-arm chenodeoxycholic acid-derived liquid crystals
  作者：Liang Dong、Miao Yao、Shuang-jie Wu、Dan-Shu Yao、Jian-She Hu、Xiao-zhi He、Mei Tian

  DOI：10.1016/j.molstruc.2017.07.045

  日期：2017.12

  Abstract Four multi-arm liquid crystals (LCs) based on chenodeoxycholic acid, termed as 2G-PD, 2G-IB, 2G-BD and 5G-GC, respectively, have been synthesised by convergent method, which nematic LC, 6-(4-((4-ethoxybenzoyl)oxy)phenoxy)-6-oxohexanoic acid, was used as side arm, and chenodeoxycholic acid (CDCA) was used as the first core, 1,2-propanediol (PD), isosorbide (IB), 4,4′-biphenyldiol (BD) and glucose

  摘要 采用会聚法合成了四种基于鹅去氧胆酸的多臂液晶 (LCs)，分别称为 2G-PD、2G-IB、2G-BD 和 5G-GC，其中向列液晶、6-(4 -((4-乙氧基苯甲酰基)氧基)苯氧基)-6-氧代己酸，用作侧臂，鹅去氧胆酸(CDCA)用作第一核，1,2-丙二醇(PD)，异山梨醇(IB)， 4,4'-联苯二醇（BD）和葡萄糖（GC）分别用作第二个核心。第一代产品CDCA2EA 显示胆甾相。第二代产品2G-BD和5G-GC显示胆甾相，而2G-PD和2G-IB显示向列相。尽管两个核心都是手性核心，但多臂 LC 2G-IB 没有显示胆甾相。结果表明，当胆甾型CDCA衍生物引入第二核时，第二核的手性有时使多臂LC显示向列相。除了为多手性核 LC 引入手性核以获得胆甾相外，还应注意分子构象。
• 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.
• 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.