[7-(4-Formylbenzoyl)oxynaphthalen-2-yl] 4-formylbenzoate | 623149-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [7-(4-Formylbenzoyl)oxynaphthalen-2-yl] 4-formylbenzoate
• 英文别名: [7-(4-formylbenzoyl)oxynaphthalen-2-yl] 4-formylbenzoate
• CAS: 623149-05-3
• 化学式: C₂₆H₁₆O₆
• 分子量: 424.409
• InChiKey: ZCYXTEFSLYJMBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-庚氧基苯胺 、 [7-(4-Formylbenzoyl)oxynaphthalen-2-yl] 4-formylbenzoate 以 乙醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Distinct Formation of a Chiral Smectic Phase in Achiral Banana-Shaped Molecules with a Central Core Based on a 2,7-Dihydroxynaphthalene Unit

  摘要：

  We have prepared a novel series of banana-shaped molecules with a central bent core based on a 2,7-dihydroxynaphthalene group, the side wings containing a Schiff's based moiety, and alkoxy flexible tails with carbon numbers n = 6, 8, 10, 12, 14, and 16. Among these, the molecules with n = 8-16 formed a novel smectic phase. Its smectic layer possessed a liquidlike association of the molecules similar to the SmA or SmC phase, although the texture that developed from the isotropic melt was unconventional. Small fractal domains initially grew and then coalesced into several large domains. Very weak birefringence and fine structure without any anisotropy are characteristic of this phase. It is interesting to note that two different domains exist showing the opposite sign of optical rotation. Strong circular dichroism (CD) with a peak at 430 nm was also observed for each domain with the opposite sign. The results suggest a natural occurrence of the helix in these materials. The right-handed and left-handed helices were formed with equal probabilities, but the left-handed helix was selectively formed by the introduction of a chiral dopant. The molecule with n = 6 formed a frustrated smectic phase, which exhibited a simple fan-shaped texture.

  DOI：

  10.1021/ja001370q
• 作为产物：
  描述：

  对醛基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 [7-(4-Formylbenzoyl)oxynaphthalen-2-yl] 4-formylbenzoate
  参考文献：
  名称：

  Spontaneous Formation of a Chiral Structure in an Achiral Banana-Shaped Molecular System

  摘要：

  We have synthesized a new banana-shaped compound, having naphthalene as a center of molecule. This compound exhibited an unconventional smectic texture by optical microscopy where the growth of small-fractal domains was observed. Moreover, two different chiral domains were found to form in the smectic phase as well as in the Smblue phase which can be considered to possess a helical structure. The derails will be discussed.

  DOI：

  10.1080/10587250008023866

文献信息

• Effect of Alkylthio Tail on Phase Behaviors of Bent-shaped Molecules Based on Naphthalene Core
  作者：Xiaodong Li、Seng Kue Lee、Sungmin Kang、Masatoshi Tokita、Susumu Kawauchi、Junji Watanabe

  DOI：10.1246/cl.2009.424

  日期：2009.5.5

  New bent-shaped molecules with naphthalene central core and alkylthio tail are prepared, and their banana phase structures and properties are discussed in comparison with those of conventional alkoxy molecules.

  制备了具有萘中心核和烷基硫醚尾的新型弯曲状分子，并将其香蕉态结构和性质与传统烷氧基分子的相应特性进行了比较讨论。
• Distinct Formation of a Chiral Smectic Phase in Achiral Banana-Shaped Molecules with a Central Core Based on a 2,7-Dihydroxynaphthalene Unit
  作者：Jirakorn Thisayukta、Yusuke Nakayama、Susumu Kawauchi、Hideo Takezoe、Junji Watanabe

  DOI：10.1021/ja001370q

  日期：2000.8.1

  We have prepared a novel series of banana-shaped molecules with a central bent core based on a 2,7-dihydroxynaphthalene group, the side wings containing a Schiff's based moiety, and alkoxy flexible tails with carbon numbers n = 6, 8, 10, 12, 14, and 16. Among these, the molecules with n = 8-16 formed a novel smectic phase. Its smectic layer possessed a liquidlike association of the molecules similar to the SmA or SmC phase, although the texture that developed from the isotropic melt was unconventional. Small fractal domains initially grew and then coalesced into several large domains. Very weak birefringence and fine structure without any anisotropy are characteristic of this phase. It is interesting to note that two different domains exist showing the opposite sign of optical rotation. Strong circular dichroism (CD) with a peak at 430 nm was also observed for each domain with the opposite sign. The results suggest a natural occurrence of the helix in these materials. The right-handed and left-handed helices were formed with equal probabilities, but the left-handed helix was selectively formed by the introduction of a chiral dopant. The molecule with n = 6 formed a frustrated smectic phase, which exhibited a simple fan-shaped texture.
• Spontaneous Formation of a Chiral Structure in an Achiral Banana-Shaped Molecular System
  作者：Jirakorn Thisayukta、Hiroyuki Kamee、Susumu Kawauchi、Junji Watanabe

  DOI：10.1080/10587250008023866

  日期：2000.7

  We have synthesized a new banana-shaped compound, having naphthalene as a center of molecule. This compound exhibited an unconventional smectic texture by optical microscopy where the growth of small-fractal domains was observed. Moreover, two different chiral domains were found to form in the smectic phase as well as in the Smblue phase which can be considered to possess a helical structure. The derails will be discussed.