4-(4-辛氧基苯基偶氮)苯甲酸 | 105299-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 4-(4-辛氧基苯基偶氮)苯甲酸
• 英文名称: 4-(4-octyloxyphenylazo)benzoic acid
• 英文别名: 4-(4'-octanoxyphenyl)azobenzoic acid
• CAS: 105299-46-5
• 化学式: C₂₁H₂₆N₂O₃
• 分子量: 354.449
• InChiKey: QQSTVHSDOXZXLW-GHVJWSGMSA-N

物化性质

• 沸点：
  524.6±30.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.54
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.25
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(4-辛氧基苯基偶氮)苯甲酸 在 氯化亚砜 作用下， 反应 10.0h， 生成 4-[(E)-2-[4-(octyloxy)phenyl]diazen-1-yl]benzoyl chloride
  参考文献：
  名称：

  Controllable wettability and adhesion of superhydrophobic self-assembled surfaces based on a novel azobenzene derivative

  摘要：

  基于一种新型的偶氮苯衍生物AOB-Y8，已经实现了溶剂调控超疏水表面的润湿性和附着力转化。

  DOI：

  10.1039/c7ra08465j
• 作为产物：
  描述：

  (E)-4-[2-(4-hydroxyphenyl)diazenyl]benzaldehyde 在 sodium chlorite 、 sodium dihydrogenphosphate 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 生成 4-(4-辛氧基苯基偶氮)苯甲酸
  参考文献：
  名称：

  Synthesis and Photochemical Switching of the Antiferroelectric Liquid Crystals Containing a Diazenediyl Group

  摘要：

  首次合成了含有二氮烯基团的彩色光致抗铁电液晶，并研究了它们的光化学开关行为。

  DOI：

  10.1246/cl.1996.583

文献信息

• Fluorescence Changes of Glycyl-Tryptophan Peptide in the Presence of Some Newly Synthesized Azobenzene Compounds
  作者：Catalina-Ionica Ciobanu、Laura Habasescu、Dan Scutaru、Gabi Drochioiu

  DOI：10.2174/1570178612666150107235907

  日期：2015.2.13

  Five newly synthesized bent-shaped compounds containing azobenzene chromophores have been prepared by resorcinol esterification with 4-(4-alkyloxyphenylazo) benzoic acid using DCC and DMAP. The structure of newly synthesized compounds was confirmed by MS and FT-IR spectroscopy. In addition, NMR spectroscopy also established the purity of these compounds. According to their azo-type chemical structure, the newly synthesized compounds are expected to be highly fluorescent. Consequently, their absorption and fluorescence properties were investigated using UVVis and fluorescence spectroscopy. The present paper also investigates the fluorescence evolution of glycyl-L-tryptophan dipeptide at different concentrations of the newly synthesized bent-shaped compounds. The intensity of their fluorescence band over 400 nm depends much on individual structures. Since the investigated compounds could have optical properties characteristic to liquid crystals, the interaction with fluorescent peptides, such as glycyl-tryptophan or proteins might enhance their utility.

  通过间苯二酚与 4-(4-alkyloxyphenylazo)苯甲酸的酯化反应，使用 DCC 和 DMAP 制备了五种新合成的含偶氮苯发色团的弯曲状化合物。质谱和傅立叶变换红外光谱证实了新合成化合物的结构。此外，核磁共振光谱也确定了这些化合物的纯度。根据其偶氮型化学结构，预计新合成的化合物具有高荧光性。因此，本文使用紫外可见光谱和荧光光谱研究了它们的吸收和荧光特性。本文还研究了新合成的弯曲形化合物在不同浓度下甘氨酰-L-色氨酸二肽的荧光演变。它们在 400 纳米以上的荧光带强度在很大程度上取决于各自的结构。由于所研究的化合物可能具有液晶的光学特性，因此与荧光肽（如甘氨酰-色氨酸或蛋白质）的相互作用可能会提高它们的实用性。
• Preliminary study on the self-assembly of a pair of azobenzene liquid crystals derived from alanine
  作者：Limin Wu、Jinming Chu、Fei Wang、Wei Liu、Yongmin Guo、Yi Li、Baozong Li、Yonggang Yang

  DOI：10.1080/15421406.2022.2049504

  日期：2022.8.13

  Abstract A series of azobenzene liquid crystals containing one amino acid residue were synthesized. They exhibit smectic mesophases. The compounds derived from alanine can self-assemble into twisted nanoribbons. The molecules organized in a monolayer structure within the nanoribbon. Circular dichroism characterization indicated that the neighboring liquid crystal cores packed in a chiral structure

  摘要 合成了一系列含有一个氨基酸残基的偶氮苯液晶。它们表现出近晶中间相。丙氨酸衍生的化合物可以自组装成扭曲的纳米带。分子在纳米带内以单层结构组织。圆二向色性表征表明相邻的液晶核心堆积在手性结构中。FT-IR光谱表明纳米带是由烃链的氢键和缔合形成的。
• Synthesis and Characterization of New Liquid Crystals containing a Non-Activated Indolinobenzospiropyranyl Group. Part 4*[1]
  作者：S.-R. Keum、J.-T. Shin、S.-H. Lee、S.-T. Shin

  DOI：10.1080/15421400490434892

  日期：2004.1

  A series of new liquid crystalline compounds, 1', 3', 3'-Trimetylspiro [2H-1-benzopyran-2,2'-indolin]-6-yl 4-(4'-alkoxyphenylazo)benzoate, SP-APAB 1a similar to 1f, has been synthesized. Their liquid crystallines were subjected to thermal analysis on a differential scanning calorimeter (DSC), to texture of phases on a polarizing microscope and to phase transition on an X-ray diffraction and electro-optical measurement. Most of compounds examined exhibit monotropic nematic and SmA liquid crystal phases on cooling from isotropic liquid. Suprisingly, SP-APAB 1c is shown to exhibit monotropic SmC phase in addition. X-ray diffraction study of the layer spacing confirmed that there was a layer spacing in the range of two theta from 2.25 to 2.45 Angstrom on the temperature near the phase transition from SmA to SmC.
• Circular dichroism active artificial phospholipids for the study of molecular membrane dynamics focused on lipid—lipid interaction
  作者：Iwao Tabushi、Takako Nishiya

  DOI：10.1016/s0040-4039(00)85011-x

  日期：——
• KALINNIKOVA, T. E.;KRAJNOVA, L. P.;POCHEKUEV, A. YU.;FOFANOVA, N. I., SOVERSH. PROTSESSOV KRASHENIYA I METODOV SINTEZA KRASITELEJ, IVANOVO, 198+
  作者：KALINNIKOVA, T. E.、KRAJNOVA, L. P.、POCHEKUEV, A. YU.、FOFANOVA, N. I.

  DOI：——

  日期：——