4-(4'-heptyloxybenzoyloxy)benzaldehyde | 56800-32-9

• 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-(4'-heptyloxybenzoyloxy)benzaldehyde
• 英文别名: 4-formylphenyl 4-(heptyloxy)benzoate；(4-formylphenyl) 4-heptoxybenzoate
• CAS: 56800-32-9
• 化学式: C₂₁H₂₄O₄
• 分子量: 340.419
• InChiKey: MMOCZLVMHDJCON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4'-heptyloxybenzoyloxy)benzaldehyde 在 Jones reagent 作用下， 以 水 、 丙酮 为溶剂， 反应 0.5h， 以87%的产率得到4-(4-heptyloxybenzoyloxy)benzoic acid
  参考文献：
  名称：

  Electro-optical switching studies on 1,3-phenylene based banana shaped liquid crystals

  摘要：

  This work deals with the study of the thermotropic liquid crystalline properties of new asymmetric bent core liquid crystals. The thermotropic properties was analyzed by polarized optical microscopy, differential scanning calorimetric analysis and variable temperature X-ray diffraction measurements. Effect of equal terminal chain with asymmetric bent core system on mesomorphic behavior was examined. The shorter methyl chain compound 10a of exhibits B-1 mesophase and higher homologs (10b and 10c) shows antiferroelectric B-2 mesophases, which was studied by electro-optical measurements. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.06.027
• 作为产物：
  描述：

  1-氯庚烷 在 4-二甲氨基吡啶 、 potassium permanganate 、 sodium dihydrogenphosphate 、 ammonium cerium (IV) nitrate 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 4-(4'-heptyloxybenzoyloxy)benzaldehyde
  参考文献：
  名称：

  2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms

  摘要：

  The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 mu g/ml; MIC(LORA) 2.06 and 1.59 mu g/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 mu M respectively. They were also capable of kill Mtb in non-replicating form by inhibiting the biosynthesis of menaquinone which was substantiated by the MenG inhibition (IC50 = 11.62 and 7.49 mu M respectively) followed by the Vit-K2 rescue study and ATP production assay.

  DOI：

  10.1016/j.bioorg.2020.104170

文献信息

• Recherches sur les substances mesogenes—VIII
  作者：Jacques Malthête、Josette Canceill、Jacqueline Gabard、Jean Jaques

  DOI：10.1016/s0040-4020(01)92351-8

  日期：1981.1

  The synthesis and the mesomorphic properties of various series of isometric mesogenic compounds are described. It is confirmed that isometric mesogenic molecules may be nematogenic and/or smectogenic according to the position of the polar rigid core.

  描述了各种等距介晶化合物的合成和介晶性质。已经证实，根据极性刚性核的位置，等距的介晶分子可能是致线虫的和/或带血晶的。
• Effect of the Functional Groups of Racemic Rodlike Schiff Base Mesogens on the Stabilization of Blue Phase in Binary Mixture Systems
  作者：Chiung-Cheng Huang、Zong-Ye Wu、Bing-Han Sie、We-Hao Chou、Yu-Chang Huang、Mei-Ching Yu、Bo-Hao Chen、I-Jui Hsu、Lai-Chin Wu、Jey-Jau Lee

  DOI：10.1021/acs.jpcb.6b09823

  日期：2016.12.15

  power into the racemic Schiff base mesogen possessing ester linkage. Cubic BPI and BPII can be confirmed by reflectance spectra and POM. The results of reflectance spectra indicate that the binary mixture composed of salicylaldimine-based mesogens and S811 easily exhibits a supercooling effect and induces BPI. However, only BPII can be observed in all binary mixtures containing Schiff base mesogens. On

  合成了四个具有不同烷基链和两种键（酯键和炔基键）的棒状外消旋席夫碱介晶，并将其应用于简单的二元混合体系中诱导立方蓝相（BPs）。这些席夫碱介晶的中间相通过变温X射线衍射和偏光显微镜（POM）的特征织构得到确认。通常，当将手性添加剂4-（4-己氧基苯甲酰氧基）苯甲酸S-（+）-2-辛基酯（S811； 20-40 wt％）添加到棒状外消旋水杨醛亚胺基介晶中时，可以观察到立方BP。它的温度范围大于20K。在由具有炔基键和35-40 wt％S811的棒状外消旋水杨基亚二胺基液晶元OH-TIn组成的混合混合物中，可以观察到立方BP的最宽温度范围（35 K）。然而，当添加等量的手性掺杂剂时，具有炔基键的席夫碱液晶元显示出直接的各向同性向手性向列相变。值得注意的是，在将40.0 wt％S811添加到具有末端烷基链和酯键的水杨醛亚胺基介晶中之后，BP的终止温度非常接近室温（约35°C）。有趣的是，还可以通过添加手性添加剂1
• The synthesis, mesomorphism and mesophase structure of anisotropic imines and their complexes with rhenium(i)
  作者：Xiao-Hua Liu、Benoît Henirich、Ian Manners、Daniel Guillon、Duncan W. Bruce

  DOI：10.1039/a908137b

  日期：——

  Highly anisotropic imine ligands have been synthesised and complexed to Re(I). Two series of ligands and complexes were obtained with various chain lengths, showing smectic and nematic phases for the ligands and only a nematic phase for the complexes. The identity of the crystal smectic phase in the ligands was studied by X-ray diffraction and identified as a crystal J phase.

  合成了高度各向异性的亚胺配体，并与Re(I)形成了络合物。获得了两系列配体和络合物，具有不同的链长，配体显示出层状相和向列相，而络合物仅显示向列相。通过X射线衍射研究了配体中的晶态层状相，并其被鉴定为晶态J相。
• New Liquid Crystalline Homologous Series Exhibiting the Smectic C Phase
  作者：Sakumitsu Sakagami

  DOI：10.1246/bcsj.60.1153

  日期：1987.3

  A liguid crystalline homologous series of N-[4-(4-alkoxybenzoyloxy)benzylidene]-4-butylanilines and their hydroxyl derivatives at the 2-position were synthesized, and then the liquid-crystalline-phase transitions were determined using a differential scanning calorimeter and a polarizing microscope. All of the members exhibit a nematic phase, and a smectic C phase can be observed for the homologues

  合成了N-[4-(4-烷氧基苯甲酰氧基)亚苄基]-4-丁基苯胺及其2位羟基衍生物的液态结晶同系系列，然后使用差示扫描量热仪测定液晶相转变和偏光显微镜。所有成员都表现出向列相，对于具有较长烷氧基链的同系物可以观察到近晶C相。
• Coumarin Schiff base-esters liquid crystals with symmetrical and unsymmetrical alkoxy chains: Synthesis, mesomorphic properties and DFT approach
  作者：Kanubhai D. Katariya、Kiran J. Nakum、Rina Soni、Shubhangi S. Soman、Mohamed Hagar

  DOI：10.1016/j.molliq.2022.119073

  日期：2022.7

  Herein, two series of Coumarin Schiff base-esters liquid crystals have been prepared. The first series, Schiff base of 7-alkoxy-3-aminocoumarin with 4-formylphenyl 4-alkoxy benzoate with symmetric variation of alkoxy chain at the both end of the molecules were designed and synthesized. The second is Schiff base of 7-alkoxy-3-aminocoumarin with 4-formylphenyl 4-dodecyloxybenzoate. All these compounds

  在此，制备了两个系列的香豆素席夫碱酯液晶。第一个系列，7-烷氧基-3-氨基香豆素与分子两端烷氧基链对称变化的4-甲酰基苯基4-烷氧基苯甲酸酯的席夫碱设计并合成。第二种是7-烷氧基-3-氨基香豆素与4-十二烷氧基苯甲酸4-甲酰基苯基酯的席夫碱。所有这些化合物均使用不同的分析技术进行表征，例如 FTIR、NMR 和质谱分析。使用差示扫描量热法 (DSC) 研究相变和偏光光学显微镜 (POM) 来确定中间相的类型，研究这两个系列的中间相行为。在 SCE 系列中系统地改变分子两端的烷基链长度，链长为 2-8 的化合物表现出对映向列 (N) 相，而 SCE-8 除对映向列 (N) 相外还表现出对映近晶 C (SmC) 相。对称系列 n = 10-18 的化合物显示出对映体 SmC 相。在分子醛端 n = 12 的不对称系列中，在 n = 2-14 时观察到对映向列中间相，而从 n = 6-18 出现对映向