4-(p-n-hexadecyloxybenzoyloxy)salicylaldehyde | 177424-35-0

• 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-(p-n-hexadecyloxybenzoyloxy)salicylaldehyde
• 英文别名: n-hexadecyloxy-4' benzoyloxy-4 salicylaldehyde；4-formyl-3-hydroxyphenyl 4-(n-hexadecanyloxy)-benzoate；4-(p-n-Hexadecyloxybenzoyloxy)-salicylaldehyde；(4-formyl-3-hydroxyphenyl) 4-hexadecoxybenzoate
• CAS: 177424-35-0
• 化学式: C₃₀H₄₂O₅
• 分子量: 482.66
• InChiKey: XNBSSCHAWSMBKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  35
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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-(p-n-hexadecyloxybenzoyloxy)salicylaldehyde 、 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-hexadecyloxy)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：

  ethyl 4-cetyloxybenzoate 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-(p-n-hexadecyloxybenzoyloxy)salicylaldehyde
  参考文献：
  名称：

  具有侧羟基的酯取代的芳酰hydr的合成，表征及介观研究

  摘要：

  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。

  DOI：

  10.1016/j.poly.2014.02.034

文献信息

• Synthesis and characterization of alkoxo-oxygen-bridged copper(II) complexes having disc- and rod-like shapes
  作者：Shingo Eguchia、Takeshi Nozaki、Hitoshi Miyasaka、Naohide Matsumoto、Hisashi Okawa、Susumu Kohata、Naomi Hoshino-Miyajima

  DOI：10.1039/dt9960001761

  日期：——

  A series of copper(II) complexes with tridentate Schiff bases, obtained by the 1:1 condensation of a 4-(p-n-alkoxybenzoyloxy)salicylaldehyde and an aminoalcohol have been prepared and characterized, where the n-alkoxy group is n-propyloxy, n-butyloxy, n-hexyloxy, n-octyloxy, n-hexadecyloxy or n-octadecyloxy and the aminoalcohol is 2-aminoethanol, 3-aminopropanol, (R)- or (S)-2-amino-4-methylpentanol. The nineteen complexes thus synthesized can be classified into two groups, A and B; group A contain a 3-aminopropanol residue and B one of the remaining aminoalcohol residues. Group A members are reddish violet and almost diamagnetic, and it is deduced that these molecules are rod-like in shape and involve a binuclear Cu2O2 central core; group B are blue and paramagnetic, and likely to have a tetranuclear Cu4O4 central core of cubane-like structure and overall disc-like molecular shape. Polarized microscopic, differential scanning calorimetry, and heating X-ray diffractometry measurements were made to study the thermotropic mesomorphism. Polymorphic transitions have been characterized for representative complexes from groups A and B.

  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。
• 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.
• Yelamaggad, Channabasaveshwar V.; Shashikala, Indudhara Swamy; Nair, Geetha G., Journal of Chemical Research, 2006, # 9, p. 612 - 616
  作者：Yelamaggad, Channabasaveshwar V.、Shashikala, Indudhara Swamy、Nair, Geetha G.、Rao, Doddamane S. Shankar、Prasad, Subbarao Krishna

  DOI：——

  日期：——