4-(p-n-propyloxybenzoyloxy)salicylaldehyde | 177424-30-5

• 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-(p-n-propyloxybenzoyloxy)salicylaldehyde
• 英文别名: 4-(p-n-Propyloxybenzoyloxy)-salicylaldehyde；(4-formyl-3-hydroxyphenyl) 4-propoxybenzoate
• CAS: 177424-30-5
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: SXMWSYBZEKSIEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-亮氨醇 、 4-(p-n-propyloxybenzoyloxy)salicylaldehyde 生成 4-Propoxy-benzoic acid 3-hydroxy-4-{[(E)-(S)-1-hydroxymethyl-3-methyl-butylimino]-methyl}-phenyl ester
  参考文献：
  名称：

  Synthesis and characterization of alkoxo-oxygen-bridged copper(II) complexes having disc- and rod-like shapes

  摘要：

  通过将4-(对-n-烷氧基苯甲酰氧基)水杨醛与一种氨基醇以1:1的比例缩合，制备了一系列三叉施夫碱铜(II)络合物，并对它们进行了表征，其中n-烷氧基为正丙氧基、正丁氧基、正己氧基、正辛氧基、正十六烷氧基或正十八烷氧基，氨基醇为2-氨基乙醇、3-氨基丙醇、(R)-或(S)-2-氨基-4-甲基戊醇。由此合成的19种络合物可分为A组和B组；A组含有3-氨基丙醇残基，B组含有其余氨基醇残基之一。A组成员为红紫色且几乎为抗磁性，推断这些分子呈棒状，并包含一个双核Cu2O2中心；B组为蓝色且为顺磁性，可能具有立方烷状结构的四核Cu4O4中心，整体呈圆盘状分子形状。通过偏振显微镜、差示扫描量热法和加热X射线衍射测量研究了热致性介晶型。对A组和B组中具有代表性的络合物进行了多晶型转变表征。

  DOI：

  10.1039/dt9960001761
• 作为产物：
  描述：

  对羟基苯甲酸 在 4-二甲氨基吡啶 、 potassium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 24.17h， 生成 4-(p-n-propyloxybenzoyloxy)salicylaldehyde
  参考文献：
  名称：

  Synthesis, Mesophase Behavior and Thermal Stability of Liquid Crystals Based on Different Central Linkages with Lateral Substitution and Terminal Heterocyclic Moieties

  摘要：

  The synthesis and evaluation of thermal behavior of two new mesogenic homologous series of liquid crystalline compound containing 1,2,4-triazole and isonicotinic acid ring at the terminus of the molecule have been reported, viz. 3-hydroxy-4-[(4-1,2,4-triazol-4-ylimino)methyl] phenyl 4-alkoxybenzoate (Series-I) and 3-hydroxy-4 (isonicotinoyl carbonohydrazonoyl) phenyl 4-alkoxy benzoate (Series-II).[GRAPHICS]The compounds of both the series have been characterized by elemental Analysis, FT-IR, mass spectrometry, (1)H-NMR and (13)C-NMR. Phase transition temperatures and the thermal parameters were obtained from differential scanning calarimetry (DSC). The texture observation was performed under polarizing optical microscopy (PMO) attached with Mettler hot stage. All the derivatives are mesomorphic in nature showing nematic phase as well as higher members of both the series show smectic phase. The use of triazole and isonicotinic acid as a terminal group has a very dramatic effect on the melting and clearing points. Similarly lateral -OH substitution on central phenyl ring shows higher clearing temperature due to intermolecular hydrogen bonding. The mesomorphic behavior has been analyzed in terms of structural property relation.

  DOI：

  10.1080/15421400903054501

文献信息

• 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。
• 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。
• Bayle, J.-P.; Bui, E.; Perez, F., Bulletin de la Societe Chimique de France, 1989, # 4, p. 532 - 536
  作者：Bayle, J.-P.、Bui, E.、Perez, F.、Courtieu, J.

  DOI：——

  日期：——
• Synthesis, Characterization, and Mesomorphic Properties of New Liquid-Crystalline Compounds involving Ester–Azomethine Central Linkages, Lateral Substitution, and a Thiazole Ring
  作者：B. T. Thaker、Pranay Patel、A. D. Vansadia、H. G. Patel

  DOI：10.1080/15421400601150379

  日期：2007.5.10
• Raman Spectroscopic Study of Liquid Crystalline N-[4-(4-<i>n</i>-Alkoxybenzoyloxy)-2-Hydroxybenzylidene]-Chloroanilines
  作者：A. Takase、K. Nonaka、T. Koga、S. Sakagami

  DOI：10.1080/10587250108028258

  日期：2001.3.1

  N-[4-(4-n-Alkoxybenzoyloxy)-2-hydroxy-benzylidene]-chloroanilines[nAHmC(n; n=1-8, m; m=2: ortho, m=3: meta. m=4: para)] were synthesized. They exhibited a nematic phase. In addition. 8AH4C exhibited the smectic C and A phases, The temperature dependence of their Raman spectra has been observed in the spectral range of 20-1800 cm(-1). In a group of nAHmC. the Raman band at about 980 cm(-1) decreased in intensity and wavenumber through the solid-liquid crystal phase transition. In the other group, the corresponding band increased through the phase transition. The bands have been assigned to the CH out-of-plane vibration(980 cm(-1)) of the benzene ring. Such a behavior can be explained by the molecular conformations with different twist angles of the aniline ring to the salicylaldimino part of the molecule in conjunction with information gained in the photochromic studies of N-2-hydroxy-benzylidenanilines. The temperature dependence of the 1190 cm(-1) band ascribed to the ring-N bond stretching vibration gave support to the result of the CH deformation vibration.