2-hydroxy-4-(octyloxy)benzaldehyde | 89027-82-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-4-(octyloxy)benzaldehyde
• 英文别名: 4-octyloxy-2-hydroxybenzaldehyde；4-n-octyloxysalicylaldehyde；Benzaldehyde, 2-hydroxy-4-(octyloxy)-；2-hydroxy-4-octoxybenzaldehyde
• CAS: 89027-82-7
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: QIPBUORAZAUNLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-4-(octyloxy)benzaldehyde 在 盐酸肼 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以59%的产率得到6,6'-(1E,1'E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)bis(3-octyloxy phenol)
  参考文献：
  名称：

  The π–π interactions enhanced in salicylaldimines and salicylaldazines

  摘要：

  Four new series of salicylaldazines 1 and salicylaldimines 2-4 were prepared, characterized and their mesomorphic properties were studied. The structures of all compounds were identified and confirmed by spectroscopic techniques such as H-1, C-13 NMR, MS and elemental analysis. Three single crystallographic structures of compounds la (n=3, 6) and 2 (n=3) were determined by X-ray analysis in order to correlate the molecular structures with the formation of mesophases. Crystallographic data indicated that the better mesomorphic properties might be controlled by CH-pi, pi-pi or/and H-bonds in such system. Except for crystalline compounds 4, all other compounds 1-3 showed mesomorphic behavior of nematic, smectic A or/and smectic C phases, which were characterized by differential scanning calorimetry, optical polarizing microscope and X-ray diffraction experiments. All compounds 1-4 showed yellow green photoluminescence in THF occurred at 519-521 nm. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.07.049
• 作为产物：
  描述：

  1-溴辛烷 、 2,4-二羟基苯甲醛 在 potassium hydrogencarbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以55%的产率得到2-hydroxy-4-(octyloxy)benzaldehyde
  参考文献：
  名称：

  一些新的席夫碱同系物及其Cu(II)配合物的合成、表征和介晶性质

  摘要：

  摘要 在本研究中，我们合成了 4-n-烷氧基-2-羟基苯甲醛（n = 2–8, 10, 12, 14, 16, 18）与 4-氨基乙酰苯胺和它们相应的 Cu(II) 配合物。合成了一系列含有两个芳环的新型席夫碱，并通过包括 FT-IR 和 1H NMR 在内的各种光谱分析技术进行了表征。这些化合物的介晶性质通过偏振光显微镜 (POM) 观察并通过差示扫描量热法 (DSC) 研究证实。已经观察到所有新合成的化合物都表现出宽范围的 SmA 相。

  DOI：

  10.1080/15421406.2020.1804285

文献信息

• Biomimetic Generation and Remodeling of Phospholipid Membranes by Dynamic Imine Chemistry
  作者：Andrés Seoane、Roberto J. Brea、Alberto Fuertes、Kira A. Podolsky、Neal K. Devaraj

  DOI：10.1021/jacs.8b04557

  日期：2018.7.11

  reaction of the natural amine-containing lysosphingomyelin with a series of long-chain aldehydes to form imines. This transformation results in the formation of phospholipid liposomes that are in dynamic equilibrium with the aldehyde-amine form. The reversibility of the imine linkage is exploited in the synthesis of vesicles that are capable of responding to external stimuli such as temperature or the

  仿生脂质体在多个领域有广泛的应用，从药物化学到合成生物学。由于它们的生物相容性和生物学相关性，人们对合成磷脂囊泡的形成和以受控方式调整其性质的方法的开发特别感兴趣。然而，虽然真正的生物膜能够通过酶促重塑其组成来响应环境刺激，但合成脂质体一旦形成通常是静态的。在此，我们报告了天然含胺溶血鞘磷脂与一系列长链醛形成亚胺的化学选择性反应。这种转化导致形成与醛-胺形式动态平衡的磷脂脂质体。
• Observation of polar order and thermochromic behaviour in a chiral bent-core system exhibiting exotic mesophases due to superstructural frustration
  作者：Vidhika Punjani、Golam Mohiuddin、Supreet Kaur、Raj Kumar Khan、Sharmistha Ghosh、Santanu Kumar Pal

  DOI：10.1039/c7cc08885j

  日期：——

  First examples of smart bent-core materials that exhibited frustrated structures with high polar order and thermochromism.

  首次展示了具有高极性序和热致变色性质的智能弯曲核材料的示例。
• Polarization effect in luminescent mesogenic BF2 complexes derived from heterocyclic benzothiazoles
  作者：Yuan−Chun Hsu、Chun−Yang Wang、Pei−Chi Hsiao、Yi-Hong Cai、Gene−Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.molliq.2019.111660

  日期：2020.1

  Two series of benzo(thia)xazoles 1–2 and one series of boron difluoride complexes 2-BF2 derived from benzothiazoles 2 were reported, and their mesomorphic and optical properties were investigated. The crystal and molecular structures of compound 2 and 2-BF2 (all n = 8) were determined by means of X-ray structural analysis, and both crystallize in the triclinic P-1 and monoclinic P21/c. The geometry

  两个系列苯并（硫杂）的xazoles 1-2和一个串联二氟化硼络合物的2-BF 2从苯并噻唑衍生的2报道，他们的介晶和光学性能进行了研究。 通过X射线结构分析确定化合物2和2-BF 2（全部n＝ 8）的晶体和分子结构，并且都在三斜晶系P-1和单斜晶系P 2 1 / c中结晶。硼中心的几何形状完全是四面体，整体分子形状被认为是棒状。苯并（thia）xazoles 1和2表现出N或/和SmC相，硼配合物2-BF 2形成N或/和SmC相。苯并噻唑2的中间相温度范围比苯并恶唑1宽得多，这归因于掺入的硫原子具有更好的极化作用。硼配合物2-BF 2（n  = 10，12） 在CH 2 Cl 2中在λmax = 569–571 nm处发射出黄绿色发射光。这是第一个衍生自苯并噻唑的介晶BF 2配合物。
• Liquid crystalline properties of bis(salicylaldiminato)copper(II) complexes: the first columnar discotics derived from salicylaldimine Schiff bases
  作者：Chung K. Lai、Chung-hsiung Chang、Chun-hsien Tsai

  DOI：10.1039/a707091h

  日期：——

  The synthesis and mesomorphic properties of a homologous series ofN-(2-hydroxy-4-n-alkoxybenzylidene)-3′,4′-di-n-alkoxylanilines and their copper(ii) complexes bis[(N-3′,4′-dialkoxyphenyl)-4-n-alkoxylsalicylaldiminato]copper(ii) are reported. The disc-like copper complexes exhibited columnar hexagonal disordered mesophases, which were characterized by DSC analysis and optical polarized microscopy. The structure of the mesophases was confirmed by X-ray powder diffraction (XRD). The mesomorphic properties for these copper complexes were compared with other similar metallomesogenic bis(salicylaldiminato)copper(ii) complexes in terms of molecular structural differences.

  报道了一组N-(2-羟基-4-正烷氧基苯亚甲基)-3′,4′-二-正烷氧基苯胺及其铜(II)配合物双[(N-3′,4′-二烷氧基苯基)-4-正烷氧基水杨醛亚胺]铜(II)的合成与液晶性质。盘状铜配合物表现出无序的柱状六方相，通过差示扫描量热分析和偏光显微镜进行了表征。通过X射线粉末衍射(XRD)确定了其相结构。与其他类似的金属配位液晶双(水杨醛亚胺)铜(II)配合物相比，这些铜配合物的液晶性质与其分子结构差异有关。
• Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: Synthesis and characterization
  作者：Somen Debnath、Golam Mohiuddin、Srikanth Turlapati、Nazma Begum、Dipika Debnath Sarkar、V.S. Nandiraju Rao

  DOI：10.1016/j.dyepig.2013.05.029

  日期：2013.11

  transverse direction of the molecule. The molecular structure characterization is consistent with elemental and spectroscopic analysis data. The materials thermal behaviour and phase characterization have been investigated by differential scanning calorimetry and polarizing optical microscopy. All the compounds exhibit enantiotropic nematic phase over a wide temperature range. The light induced cis–trans

  通过简单直接的合成方法，合成了以强极性的氰基和硝基部分为取代基，另一端为烷氧基（丁基至十二烷基）为取代基的非手性不对称四环弯曲核液晶。四个苯环分别通过偶氮，酯和亚胺键连接，并且弯曲单元衍生自在分子的横向方向上具有2-甲基取代基的3-氨基苯甲酸。分子结构表征与元素和光谱分析数据一致。通过差示扫描量热法和偏振光学显微镜研究了材料的热行为和相表征。所有化合物在较宽的温度范围内均表现出对映向列相。光诱导顺反式 还讨论了异构化。