Cetyl 4-formylbenzoate | 97051-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Cetyl 4-formylbenzoate
• 英文别名: Hexadecyl 4-formylbenzoate
• CAS: 97051-61-1
• 化学式: C₂₄H₃₈O₃
• 分子量: 374.564
• InChiKey: AXQKLUAYWUWSKO-UHFFFAOYSA-N

物化性质

• 熔点：
  54 °C
• 沸点：
  487.3±28.0 °C(Predicted)
• 密度：
  0.968±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  27
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Cetyl 4-formylbenzoate 在 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Synthesis, mesomorphic properties and structural studies on 1,3,5-trisubstituted benzene-based star-shaped derivatives containing Schiff base ester as the peripheral arm

  摘要：

  Six new symmetrical three-armed star-shaped liquid crystals comprising phloroglucinol (1,3,5-trihydroxybenzene) as a core center and three Schiff base ester as the mesogenic arms have been synthesized. Their molecular structures were supported by spectroscopic techniques (FT-IR, H-1 NMR, C-13 NMR and two dimensional COSY, HMQC and HMBC). Each of the member differs in the length of the terminal alkyl chain (R-COO- where R = C8H17, C10H21, C12H25 C14H29, C16H33, C18H37). All the star-shaped mesogens are found to be monotropic smectogens with the short chain derivative (R = C8H17) exhibits only smectic A phase. While both the smectic A and smectic C phases are common for the derivatives with C10H21-C16H33 alkyl chain, the member with C18H37 shows only smectic C phase. Further investigation by X-ray diffraction confirms the smectic phase of the materials whereby two sharp reflections at 28.8 angstrom and 57.3 angstrom recorded via small angle in a ratio of 1:2 indicate unambiguously the presence of layered structure and a diffused scattering via the wide angle (4.5 angstrom) indicates a liquid-like order within the smectic layer. Increasing the length of terminal flexible chain has influenced remarkably the thermal and phase stability of the titled compounds. Besides, the liquid crystalline properties of all intermediary co-brominated Schiff base ester prior joining to the benzene core were also evaluated. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.08.015
• 作为产物：
  描述：

  potassium;4-formylbenzoate 、 溴代十六烷 以85%的产率得到
  参考文献：
  名称：

  BARRY, J.;BRAM, G.;DECODTS, G.;LOUPY, A.;ORANGE, C.;PETIT, A.;SANSOULET, +, SYNTHESIS, BRD, 1985, N 1, 40-45

  摘要：

  DOI：

文献信息

• Tuning methyl 4,6-O-benzylidene α-d-glucopyranosides’ gelation ability by minor group modifications
  作者：Marlon F. Abreu、Vítor T. Salvador、Letícia Vitorazi、Carlos E.N. Gatts、Denise R. dos Santos、Rosana Giacomini、Sergio L. Cardoso、Paulo C.M.L. Miranda

  DOI：10.1016/j.carres.2012.03.021

  日期：2012.5

  group changes at position 4 of the aromatic ring on the ability to gelate organic solvents. The gelation properties are discussed on the basis of small angle X-ray scattering (SAXS), Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC) measurements, and scanning electron microscopy (SEM) observations. Sol-gel transition temperatures were determined simultaneously by

  合成十个甲基4,6-O-亚苄基α-D-吡喃葡萄糖苷，目的是系统研究芳香环4位小基团变化对胶凝有机溶剂能力的影响。在小角度X射线散射（SAXS），傅立叶变换红外光谱（FTIR），差示扫描量热法（DSC）测量和扫描电子显微镜（SEM）观察的基础上讨论了凝胶化特性。溶胶-凝胶转变温度通过DSC和温度相关的FTIR测量同时确定。当前的研究强调，碳水化合物不仅提供有关有机胶凝剂设计的结构要求的有价值的信息，而且还提供一般的分子组装系统的信息。
• New bent-core mesogens with carbon–carbon multiple linkages in the terminal chains
  作者：Gerhard Pelzl、Maria G. Tamba、Sonja Findeisen-Tandel、Martin W. Schröder、Ute Baumeister、Siegmar Diele、Wolfgang Weissflog

  DOI：10.1039/b803493a

  日期：——

  New five-ring bent-core mesogens have been synthesized in which terminal alkynyl chains are connected with the terminal rings of the aromatic core by means of oxycarbonyl groups, cinnamic esters groups or oxyacetic ester moieties. The insertion of C–C triple bonds in different positions of the terminal chains can change the mesophase behaviour and can result in an increase or decrease of the clearing temperatures in comparison to corresponding compounds with saturated chains. In addition, lateral substituents are attached to different positions of the central ring. The mesophase behaviour of the new compounds has been studied by polarizing microscopy, differential scanning calorimetry, X-ray experiments and electro-optical measurements. On the base of the experimental findings new relationships between the molecular structure and the mesomorphic properties have been obtained. Different polar phases (SmCP, Col, B7′) could be proved, in some of these the polar (ferro- or antiferroelectric) switching takes place through a collective rotation of the molecules around their long axes. Interestingly, three compounds with terminal alkynyl chains form a mesophase with all textural features of a B7 phase although these phases possess obviously a simple layer structure. For the first time it could be observed that helical filaments formed on slow cooling the isotropic liquid are stable to low temperatures. Some of these spirals can serve as nuclei in the growing process of ribbon-like and oval domains. Surprisingly, the helical pitch of the spirals can be exactly recovered in the equidistant stripes of these domains. It is also remarkable that all compounds derived from 2-methylisophthalic acid exhibit unusually high clearing temperatures and that the SmC phases of these compounds show polar switching about 50 K below the SmA–SmC transition temperature.

  我们合成了新的五环弯曲核中间体，其中的末端炔链通过氧羰基、肉桂酸酯基或氧乙酸酯分子与芳香核的末端环相连。在末端链的不同位置插入 CâC 三键可改变介相行为，与具有饱和链的相应化合物相比，可导致清除温度的升高或降低。此外，横向取代基被连接到中心环的不同位置。我们通过偏振显微镜、差示扫描量热法、X 射线实验和电光测量等方法研究了新化合物的介相行为。在实验结果的基础上，我们获得了分子结构与介观性质之间的新关系。可以证明存在不同的极性相（SmCP、Col、B7â²），其中一些极性相（铁电或反铁电）的切换是通过分子绕其长轴的集体旋转实现的。有趣的是，三种带有末端炔链的化合物形成的介相具有 B7 相的所有纹理特征，尽管这些相明显具有简单的层结构。我们首次观察到，在缓慢冷却各向同性液体时形成的螺旋丝在低温下非常稳定。这些螺旋丝中的一些可以作为带状和椭圆形畴生长过程中的核。令人惊讶的是，螺旋线的螺旋间距可以在这些畴的等距条纹中精确复原。同样值得注意的是，所有由 2-甲基间苯二甲酸衍生的化合物都表现出异常高的清澈温度，而且这些化合物的 SmC 相在 SmAâSmC 转换温度以下约 50 K 处出现极性转换。
• Imine based Four-Ring Chalcone-Ester liquid Crystals: Synthesis, Characterization, mesomorphic behaviour and DFT approach
  作者：Kanu D. Katariya、Kiran J. Nakum、Harnish Soni、Shady Nada、Mohamed Hagar

  DOI：10.1016/j.molliq.2023.121719

  日期：2023.6

  this study, new imine-based chalcone-ester liquid crystals with symmetric and unsymmetrical alkoxy chains were synthesized and their mesomorphic behaviour was examined. The FT-IR, 1H NMR, 13C NMR, and mass spectral analysis have all been used to characterize new mesogens. From the study of mesophase behaviour, the compounds of CHE-(6–18) and 12-CHE-(6–18) series with different alkoxy chains at both the

  在本研究中，合成了具有对称和不对称烷氧基链的新型亚胺基查耳酮酯液晶，并检查了它们的介晶行为。 FT-IR、1H NMR、13C NMR 和质谱分析均已用于表征新介晶。从中间相行为的研究来看，两端具有不同烷氧基链的CHE-(6–18)和12-CHE-(6–18)系列化合物除了具有较长链的向列中间相外，还表现出稳定的对映异构性近晶C。烷氧基链。而CHAE系列的三种化合物被发现是非介晶的。通过将新化合物与结构相似的化合物进行比较，讨论了包含/替换各种介晶单元的影响。进行理论计算以说明所研究化合物在芳香性和 π-π 堆积方面的介晶行为。此外，各个化合物的实验结果与计算的极化率、偶极矩和纵横比相关。此外，分子静电势和前沿分子轨道的投影被认为可以证明末端链和介晶核的极性对FMO能隙和所研究化合物的静电荷分布的影响。
• Solid-Liquid Phase-Transfer Catalysis without Added Solvent. A Simple, Efficient, and Inexpensive Synthesis of Aromatic Carboxylic Esters by Alkylation of Potassium Carboxylates
  作者：J. Barry、G. Bram、G. Decodts、A. Loupy、C. Orange、A. Petit、J. Sansoulet

  DOI：10.1055/s-1985-31098

  日期：——