4-formylphenyl 4-butyloxybenzoate | 56800-29-4

• 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-formylphenyl 4-butyloxybenzoate
• 英文别名: 4-(4'-n-butyloxybenzoyloxy)benzaldehyde；4-Butoxy-benzoic acid 4-formyl-phenyl ester；(4-formylphenyl) 4-butoxybenzoate
• CAS: 56800-29-4
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: FGLIAXHIOACBAU-UHFFFAOYSA-N

物化性质

• 熔点：
  85.5-89.0 °C
• 沸点：
  461.1±30.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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-formylphenyl 4-butyloxybenzoate 在 溴 、 sodium acetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 0.67h， 生成 4-Butoxy-benzoic acid 4-(5-amino-[1,3,4]oxadiazol-2-yl)-phenyl ester
  参考文献：
  名称：

  Chudgar, N. K.; Shah, S. N.; Vora, R. A., Molecular Crystals and Liquid Crystals (1969-1991), 1989, vol. 172, p. 51 - 56

  摘要：

  DOI：
• 作为产物：
  描述：

  4-丁氧基苯甲醛 在 4-二甲氨基吡啶 、 potassium permanganate 、 sodium dihydrogenphosphate 、 ammonium cerium (IV) nitrate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 4-formylphenyl 4-butyloxybenzoate
  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

• Intercalated liquid-crystalline phases formed by symmetric dimers with an α,ω-diiminoalkylene spacer
  作者：Maja Šepelj、Andreja Lesac、Ute Baumeister、Siegmar Diele、H. Loc Nguyen、Duncan W. Bruce

  DOI：10.1039/b612517d

  日期：——

  Four series of symmetric, dimeric molecules with flexible α,ω-diiminoalkylene spacers have been synthesised and characterised by polarising optical microscopy, differential scanning calorimetry, and X-ray diffraction. The effects on the mesomorphism of the various alkylene spacer (number of methylene units m = 5 to 8) as well as the terminal alkoxy chain length (n = 4 to 14) on the mesomorphic properties have been studied. The compounds with an even-numbered spacer display, in addition to a nematic phase, various smectic phases whose nature depends on the ratio between the length of the terminal chain and the length of the spacer (n/m). A modulated Smà phase was found for the ratio n/m = 1 to 1.6 and a SmC/crystal G polymorphism emerges at n/m > 1.7. In contrast, all liquid-crystalline dimers with odd-numbered spacers display an intercalated B6 phase regardless of the chain length. The preference for intercalated structures is discussed based on dipolar considerations following electronic structure calculations using a model molecule.

  合成并表征了四系列对称的二聚体分子，这些分子具有灵活的α,ω-二氨基烷烃间隔基。通过偏振光学显微镜、差示扫描量热法和X射线衍射技术对其进行了表征。研究了不同烷烃间隔基（亚甲基单元数m=5至8）以及末端烷氧链长度（n=4至14）对其介晶特性的影响。具有偶数间隔基的化合物除了表现出一个向列相外，还展现出各种层状相，其性质取决于末端链的长度与间隔基长度之间的比率（n/m）。在比率n/m=1到1.6时发现了调制的SmA相，而在n/m>1.7时则出现了SmC/晶体G多型性。相反，所有具有奇数间隔基的液晶二聚体无论链长如何均表现出夹层B6相。基于使用模型分子的电子结构计算，讨论了夹层结构偏好的偶极考虑。
• 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
• The Preparation and Thermal Properties of Terminal Disubstituted<i>N</i>-(4-Benzoyloxybenzylidene)anilines
  作者：Shunsuke Takenaka、Tetsuya Ikemoto、Shigekazu Kusabayashi

  DOI：10.1246/bcsj.59.3965

  日期：1986.12

  The homologous series of N-[4-(4-n-alkoxybenzoyloxy)benzylidene]-4-(2-methylbutoxy)aniline (1), and N-[4-[4-(2-methylbutoxy)benzoyloxy]benzylidene]-4-n-alkoxyaniline (2), and N-[4-(4-n-alkoxybenzoyloxy)-3-hydroxybenzylidene]-4-(2-methylbutoxy)aniline (3) where the 2-methylbutoxyl group has an S-configuration, have been prepared. Series 1 and 2 form a chiral smectic C (SC*) phase in addition to a cholesteric

  N-[4-(4-n-烷氧基苯甲酰氧基)苯甲酰氧基]-4-(2-甲基丁氧基)苯胺(1)和N-[4-[4-(2-甲基丁氧基)苯甲酰氧基]苯亚甲基]-的同系物4-n-烷氧基苯胺 (2) 和 N-[4-(4-n-烷氧基苯甲酰氧基)-3-羟基亚苄基]-4-(2-甲基丁氧基)苯胺 (3) 其中 2-甲基丁氧基具有 S-构型，已经准备好了。除了胆甾型 (Ch) 和手性近晶 G (SG*) 相之外，系列 1 和系列 2 还形成手性近晶 C (SC*) 相，系列 3 形成 (SC*) 和 Ch 相。
• Coumarin derivatives containing schiff base and ester mesogenic core: Synthesis, mesomorphic behaviour and DFT calculations
  作者：Kanubhai D. Katariya、Rina Soni、Kiran J. Nakum、Shubhangi S. Soman、Mohamed Hagaar

  DOI：10.1016/j.molstruc.2022.133043

  日期：2022.8

  studied for their mesomorphic behaviour. New compounds were characterized using different analytical techniques such as FT-IR, 1H NMR, 13C NMR, and Mass spectral analysis. The transitions of phase and mesophase investigation were carried out using differential scanning calorimetry and Polarised Optical Microscope. The mesomorphic investigation revealed that all new derivatives CE-(2-14) exhibited an enantiotropic

  新香豆素酯，(E)-4-(((7-(辛氧基)-2-氧代-2H-色烯-3-基)亚氨基)甲基)苯基-4-烷氧基苯甲酸酯，CE-(2-18)含席夫合成了一端为辛氧基链，另一端为不同的长末端烷氧基链（C2-C18）的碱基连接，并研究了它们的介晶行为。使用不同的分析技术对新化合物进行了表征，例如 FT-IR、1 H NMR、13 C NMR 和质谱分析。使用差示扫描量热法和偏振光学显微镜进行相变和中间相研究。介晶研究表明，所有新衍生物CE-(2-14)都表现出对映向列相，而除了CE-2和CE-3所有其他成员除了对映向列相外，也显示出对映近晶C相。对所有合成化合物的新介晶介晶行为进行了深入研究和讨论，并与结构上可比较的物质进行了比较。最后，对DFT理论计算进行了研究，并与实验进行了比较，以解释结构参数与介晶行为之间的关系。