4-Tetradecyloxy-benzoic acid 4-formyl-3-hydroxy-phenyl ester | 389621-89-0

• 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-Tetradecyloxy-benzoic acid 4-formyl-3-hydroxy-phenyl ester
• 英文别名: 4-Formyl-3-hydroxyphenyl 4-(tetradecyloxy)benzoate；(4-formyl-3-hydroxyphenyl) 4-tetradecoxybenzoate
• CAS: 389621-89-0
• 化学式: C₂₈H₃₈O₅
• 分子量: 454.607
• InChiKey: NSSBDGTZURKOMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  33
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  4-Tetradecyloxy-benzoic acid 4-formyl-3-hydroxy-phenyl ester 、 苯佐卡因 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以87%的产率得到N-(4-(4'-n-tetradecyloxy)benzoyloxy-2-hydroxybenzylidene)-4-carbethoxyaniline
  参考文献：
  名称：

  二酯取代的水杨醛亚胺及其铜 (II) 配合物的合成、表征和介晶研究

  摘要：

  摘要 N-[4-[4'-n-烷氧基)苯甲酰氧基-2-羟基亚苄基)-4-甲氧基苯胺，H2n+1CnOC6H4C(O)OC6H3(OH)C(H)˭NC6H4COOC2H5 (n = 6, 8, 10, 12, 14, 16) 及其铜 (II) 络合物已被合成。所有这些化合物均已通过合适的光谱技术表征。通过差示扫描量热法 (DSC) 和偏光显微镜 (POM) 研究了这些化合物的介晶性质。这些配体表现出广泛的对映性近晶 A 和向列相，这由它们在偏光显微镜下的典型光学结构所证实。配体的方形平面铜 (II) 配合物在较高温度下仅显示各向同性相，未观察到介晶性质。

  DOI：

  10.1080/15421406.2015.1044196
• 作为产物：
  描述：

  对羟基苯甲酸 在 吡啶 、 氯化亚砜 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 4-Tetradecyloxy-benzoic acid 4-formyl-3-hydroxy-phenyl ester
  参考文献：
  名称：

  二酯取代的水杨醛亚胺及其铜 (II) 配合物的合成、表征和介晶研究

  摘要：

  摘要 N-[4-[4'-n-烷氧基)苯甲酰氧基-2-羟基亚苄基)-4-甲氧基苯胺，H2n+1CnOC6H4C(O)OC6H3(OH)C(H)˭NC6H4COOC2H5 (n = 6, 8, 10, 12, 14, 16) 及其铜 (II) 络合物已被合成。所有这些化合物均已通过合适的光谱技术表征。通过差示扫描量热法 (DSC) 和偏光显微镜 (POM) 研究了这些化合物的介晶性质。这些配体表现出广泛的对映性近晶 A 和向列相，这由它们在偏光显微镜下的典型光学结构所证实。配体的方形平面铜 (II) 配合物在较高温度下仅显示各向同性相，未观察到介晶性质。

  DOI：

  10.1080/15421406.2015.1044196

文献信息

• Synthesis, characterization and mesomorphic investigations of ester-substituted aroylhydrazones possessing a lateral hydroxyl group
  作者：Sachin Kumar Singh、Hemant Kumar Singh、Rajib Nandi、Vijay Kumar、Nicolae Tarcea、Jürgen Popp、Ranjan K. Singh、Bachcha Singh

  DOI：10.1016/j.poly.2014.02.034

  日期：2014.5

  Abstract The synthesis, characterization and investigation of a new liquid crystalline series of ester containing aroylhydrazones with a lateral hydroxyl group, N-[4-(4′-alkoxy)benzoyloxy-2-hydroxy-benzylidene]-N′-[4″-alkoxybenzoyl]hydrazine (C m , n LH), with the same or different peripheral alkoxy chains, and some of their nickel(II) and copper(II) complexes are described. All the ligands, except those

  摘要含有侧羟基的芳酰基hydr的新型液晶系列酯的合成，表征和研究，N- [4-（4'-烷氧基）苯甲酰氧基-2-羟基-亚苄基] -N'-[4''-描述了具有相同或不同外围烷氧基链的烷氧基苯甲酰基]肼（C m，n LH），以及它们的一些镍（II）和铜（II）配合物。所有的配体，除分子两端没有末端链的配体外，均表现出对映体SmC中间相，这是通过偏光光学显微镜和差示扫描量热研究证明的。已经发现，向芳酰hydr核心添加侧羟基以及酯取代基增加了配体的介晶以及热稳定性。还，Ni 2+和Cu 2+与芳酰hydr核的配位抑制了配体的介晶型电位。进行了成员之一C 12,12 LH（m = n = 12）的依赖温度的拉曼研究，以鉴定相变并了解由于相变时分子间相互作用的变化而引起的分子重排。已进行DFT计算以获得配体（C 6,6 LH）及其镍（II）配合物的稳定电子结构。
• 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
• Synthesis, Mesophase Behavior and Thermal Stability of Liquid Crystals Based on Different Central Linkages with Lateral Substitution and Terminal Heterocyclic Moieties
  作者：B. T. Thaker、Pranay Patel

  DOI：10.1080/15421400903054501

  日期：2009.9.3

  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.
• Benzimidazole based mesogenic Schiff-bases: Synthesis and characterization
  作者：Ragini Dubey、Rajasekhar Yerrasani、M. Karunakar、Angad Kumar Singh、Rupali Gupta、Vellaichamy Ganesan、T.R. Rao

  DOI：10.1016/j.molliq.2017.05.061

  日期：2017.8

  Two homologous series of mesogenic Schiff-bases, N-4-((alkoxy)-(phenyl-3-hydroxy-4-(4-(5-methylbenzimidazol))-2-alkoxysalicylaldimine)benzoate (7a-d) and N-4'-(5-methyl-benzimidazole)-phenyl-4-alkoxysalicylaldimine (8a-d) incorporating benzimidazole moiety have been prepared and the molecular structures studied by FT-IR, NMR and ESI-MS spectrometry. Mesogenic behaviour was investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and variable temperature powder X-ray diffraction (PXRD) techniques. Changing the spacer (ester-linked to non-ester linked) of the Schiff-base results in enhancement of thermal stability and phase transition temperature. The members of series-I show monotropic SmA while those of series-II reflect enantiotropic SmA mesomorphism. An electrochemical study of a representative Schiff base in each series (7d and 8c) showed an electrical band gap 1.26 eV and 122 eV respectively. (C) 2017 Elsevier B.V. All rights reserved.