N-(4-(octadecyloxy)phenyl)acetamide | 73722-04-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-(octadecyloxy)phenyl)acetamide
• 英文别名: 4-(octadecyloxy)acetanilide；4-octadecyloxyacetanilide；acetic acid-(4-octadecyloxy-anilide)；Essigsaeure-(4-octadecyloxy-anilid)；4-Octadecyloxy-acetanilid；4'-(Octadecyloxy)acetanilide；N-(4-octadecoxyphenyl)acetamide
• CAS: 73722-04-0
• 化学式: C₂₆H₄₅NO₂
• 分子量: 403.649
• InChiKey: KFNGNXMQHBTIIW-UHFFFAOYSA-N

物化性质

• 沸点：
  545.0±33.0 °C(Predicted)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  29
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-(octadecyloxy)phenyl)acetamide 在 盐酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 4-(4'-octadecyloxy-phenylazo)-phenol
  参考文献：
  名称：

  Synthesis and Absorption Properties of Zinc-Phthalocyanines with Photorespon- sive Azobenzene Groups

  摘要：

  DOI：

  10.3987/com-04-10230
• 作为产物：
  描述：

  1-硝基-4-十八烷氧基苯 生成 N-(4-(octadecyloxy)phenyl)acetamide
  参考文献：
  名称：

  Hoyt, Iowa State College Journal of Science, 1940, vol. 15, p. 75

  摘要：

  DOI：

文献信息

• Designer Ionic Liquid Crystals Based on Congruently Shaped Guanidinium Sulfonates
  作者：Martin Butschies、Wolfgang Frey、Sabine Laschat

  DOI：10.1002/chem.201101925

  日期：2012.3.5

  determine the influence of congruently shaped anions, in comparison with their spherical counterparts, on mesophase behaviour, which was investigated by differential scanning calorimetry (DSC), polarising optical microscopy (POM) and X‐ray diffraction (XRD). All the liquid crystalline salts exhibit smectic A mesophases with strongly interdigitated bilayer structures. The guanidinium sulfonate ion pairs

  离子液晶是介晶化合物，由阳离子和阴离子组成，通常是棒状阳离子和球形阴离子。本文中，我们报告了一种通过使用具有相同分子形状且带相反电荷的头基的阳离子和阴离子合成离子液晶的新方法。因此，已经合成了4-烷氧基苯基五甲基胍盐4-烷氧基苯基磺酸盐离子对。还准备了4-烷氧基苯基五甲基胍碘盐，以确定与球形对应物相比，形状一致的阴离子对中间相行为的影响，这通过差示扫描量热法（DSC），偏振光学显微镜（POM）和X射线衍射（ XRD）。所有的液晶盐均表现出具有强相互指状的双层结构的近晶A中间相。9）和更低的熔点（≈10K），而相应的鈲碘化物是更长的烷基链长的液晶（≥C 14）。对于具有≥C链18，但是，中间相范围为磺酸根离子对减小，但并非为碘化物盐。
• Role of Terminal Heterocyclic Ring on Mesomorphic Properties of Homologous Series*
  作者：B. T. Thaker、B. S. Patel、D. B. Solanki、Y. T. Dhimmer、J. S. Dave

  DOI：10.1080/15421400903290501

  日期：2010.2.25

  new homologous series of compounds with a heterocyclic ring having sulfur and oxygen as a hetero atom derived from p-hydroxy acetophenone and alkoxy aniline containing cinnamate-azomethine as central linkages have been synthesized. viz. 4(furalacryloxy) α-methyl benzylidine-4′-alkoxy aniline and 4(thianylacryloxy) α-methyl benzylidine-4′-alkoxy aniline. The compound of both the series have been characterized

  以对羟基苯乙酮和含有肉桂酸酯-偶氮甲碱为中心键的烷氧基苯胺衍生的以硫和氧为杂原子的杂环合成了两个新的同源系列化合物。即。4(furalacryloxy) α-methyl benzylidine-4'-alkoxy aniline 和 4(thianylacryloxy) α-methyl benzylidine-4'-alkoxy aniline。这两个系列的化合物均已通过元素分析、FT-IR、1H-NMR和质谱法表征。已经通过光学偏光显微镜和差示扫描量热法 (DSC) 研究研究了它们的液晶特性。所有衍生物本质上都是介晶的，显示出向列相。
• Studies of Calamitic Liquid Crystalline Compounds Involving Ester-Azo Central Linkages with a Biphenyl Moiety
  作者：B. T. Thaker、Y. T. Dhimmar、B. S. Patel、D. B. Solanki、N. B. Patel、N. J. Chothani、J. B. Kanojiya

  DOI：10.1080/15421406.2011.591677

  日期：2011.10.14

  Two mesogenic homologous series involving ester-azo central linkages with a biphenyl moiety have been synthesized, such as 4 '-[(4-n-alkoxyphenyl)diazenyl]biphenyl-4-ol (series I) and 4 '-[(4-n-alkoxyphenyl) diazenyl]-4-butoxy phenyl biphenyl-4-carboxylate (series II). Azobiphenyl of series I having a free hydroxyl group with strong hydrogen bonding exhibits a high-temperature enantiotropic smectic phase. Whereas in series II, compounds containing C-1-C-8 carbon atoms exhibit only a monotropic smectic phase and compounds with C-10, C-12, C-14, and C-16 atoms show an enantiotropic smectic phase. These compounds were characterized by elemental analysis, FT-IR, H-1-NMR, and mass spectral studies. The phase transition and mesogenicity of these substances were studied by polarizing optical microscopic and differential scanning calorimetric techniques. Their thermal stabilities and other characteristics are discussed.
• Rod shaped oxovanadium(IV) Schiff base complexes: Synthesis, mesomorphism and influence of flexible alkoxy chain lengths
  作者：Bishop Dev Gupta、Chitraniva Datta、Gobinda Das、Chira R. Bhattacharjee

  DOI：10.1016/j.molstruc.2014.03.006

  日期：2014.6

  A series of oxovanadium(IV) complexes of bidentate [N,O] donor Schiff-base ligands of the type [VO(L)(2)], [L = N-(4-n-alkoxysalicylaldimine)-4 '-octadecyloxyaniline, n = 8, 10, 12, 14, 16 and 18] have been synthesized. The compounds were characterized by elemental analyses, Fourier transform infrared spectroscopy (FTIR), H-1, C-13 nuclear magnetic resonance (NMR), ultraviolet-visible spectroscopy (UV-Vis), and fast atom bombardment (FAB) mass spectrometry. The mesomorphic behavior of the compounds was studied by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). The ligands and complexes are all thermally stable exhibiting smectic mesomorphism. The ligands 8-OR to 16-OR show SmC phase at,similar to 113-118 degrees C and an unidentified SmX phase reminiscent of soft crystal at similar to 77-91 degrees C whereas the complexes all showed SmA phases. Interestingly the complexes with C-10 and C-12 alkoxy chain length exhibited additionally SmC phases also. The melting points of the ligands linearly increases whereas mesophase to isotropic transition temperature decreases as a function of increasing carbon chain length of alkoxy arm while no trend was apparently noticeable for the complexes. (C) 2014 Elsevier B.V. All rights reserved.
• Molecular recognition at the air-water interface. Specific binding of nitrogen aromatics and amino acids by monolayers of long-chain derivatives of Kemp's acid
  作者：Yasuhiro Ikeura、Kazue Kurihara、Toyoki Kunitake

  DOI：10.1021/ja00019a035

  日期：1991.9

  Long-chain derivatives of Kemp's acid formed stable monolayers at the air-water interface, where the carboxylic acid groups produced the cyclic dimer species and served as a molecular cleft for specific binding of nitrogen aromatics and amino acids. The structure of the long-chain substituents was crucial for forming the cyclic dimer. Combinations of FT-IR, XPS, and UV spectroscopies of LB films and surface pressure-area isotherms revealed that substrates of complementary shape and functionality bound to the cleft mainly by hydrogen bonding. Phthalazine formed the 1:2 (substrate/amphiphile) complex, and enhanced binding of phthalazine (binding constant, 30 M-1) compared to that of quinazoline, quinoxaline, and pyridazine was ascribable to the proper location of nitrogen atoms within the molecule as well as smaller solubility in water. A more basic substrate, benzimidazole, bound to the monolayer 5 times more strongly probably in a form of the 1:1 complex. It is remarkable that significant substrate binding was attained even when the host monolayer and the substrates remained in exposure to the aqueous microenvironment. The monolayer of octadecanoic acid was not an effective receptor, implying that the convergent carboxylic acids were the intrinsic element of the molecular recognition.