methyl 11-(4-formylphenoxy)undecanoate | 613257-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 11-(4-formylphenoxy)undecanoate
• 英文别名: 4-(10-(methoxycarbonyl)decyloxy)benzaldehyde
• CAS: 613257-46-8
• 化学式: C₁₉H₂₈O₄
• 分子量: 320.429
• InChiKey: HRWCEPAJIZBVPO-UHFFFAOYSA-N

物化性质

• 沸点：
  436.1±15.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 11-(4-formylphenoxy)undecanoate 在 sodium tetrahydroborate 、 氯化亚砜 、 potassium carbonate 、 一水合肼 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.51h， 生成 1-{[4-({10-[5-(dodecylsulfanyl)-1,3,4-oxadiazol-2-yl]decyl}oxy)phenyl]methyl}-1,3,5,7-tetraazatricyclo[3.3.1.13,7]decan-1-ium chloride
  参考文献：
  名称：

  新型烷基-硫烷基1,3,4-恶二唑基-1,3,5,7-四氮杂三环氯化铵型阳离子表面活性剂的合成

  摘要：

  通过5- {10- [4-[（羟甲基）苯氧基]癸基} -2,3-二氢-1,3的烷基链伸长合成了一系列具有1,3,4-恶二唑和四氮杂三环结构的新型阳离子表面活性剂，4-恶二唑-2-硫酮与烷基溴的同源系列，然后用亚硫酰氯氯化相应的苄醇，再用六亚甲基四胺季铵化所得中间体。

  DOI：

  10.1002/jhet.2091
• 作为产物：
  描述：

  11-溴十一酸 在 硫酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 65.0h， 生成 methyl 11-(4-formylphenoxy)undecanoate
  参考文献：
  名称：

  溶剂变色和侧链对 bodipy-alt-i-Indigo 共聚物形态行为的影响

  摘要：

  在控制分子系统自组装的因素中，侧链和溶剂极性在溶液中小分子的形态变化中起着至关重要的作用。尽管侧链对小分子自组装的影响已经得到了很好的研究，但关于侧链在聚合物聚集行为中的重要性的报道仍然有限。研究侧链的微小变化是否会对溶液中聚合物的形态产生重大影响具有很大的研究意义。为了实现最终目标，改变聚合物的形态并了解侧链对共轭聚合物自组装性能的影响，两种 BODIPY-i-Indigo 交替共聚物 P1 [poly(BDP 12 - alt-i合成了 P2 [poly(BDP E - alt-i I)]，并探讨了它们在各种溶剂中的聚集行为。 P1 和 P2 两种共聚物的 PDI 值都很窄，分别为 1.16 和 1.45。尽管它们的核心相同，但 P1 在氯仿中显示出薄膜形貌，而 P2 显示出多孔形貌（约 557 nm）。更换溶剂后，P1 在 50% THF-CHCl 3混合物中显示出多孔形态。然而，在P2中，50％THF-CHCl

  DOI：

  10.1039/d3nj04728h

文献信息

• Surface Bottom-up Fabrication of Porphyrin-terminated Metal Complex Molecular Wires with Photo-electron Conversion Properties on ITO
  作者：Mariko Miyachi、Makiko Ohta、Misaki Nakai、Yoshihiro Kubota、Yoshinori Yamanoi、Tetsu Yonezawa、Hiroshi Nishihara

  DOI：10.1246/cl.2008.404

  日期：2008.4.5

  We fabricated photoelectron conversion system with porphyrin-terminated “molecular wires” on an ITO surface synthesized using stepwise metal–terpyridine complexation reactions. The efficiency and the electrode potential singnificantly depended on the metal center of the bis(terpyridine) complex unit in the molecular wire.

  我们在采用分步金属–吡啶复合反应合成的ITO表面上制造了具有卟啉末端的“分子电线”的光电子转换系统。效率和电极电位显著依赖于分子电线中双（吡啶）复合单元的金属中心。
• Surface-functionalised nano-beads as novel supports for organic synthesis
  作者：Andrew N. Cammidge、Stuart Downing、Zainab Ngaini

  DOI：10.1016/s0040-4039(03)01679-4

  日期：2003.8

  A novel polymer support has been prepared in which functional link points are located on the surface of polymer nano-beads; the use of the support has been demonstrated in the syntheses of unsymmetrical porphyrins. (C) 2003 Elsevier Ltd. All rights reserved.
• Synthesis of Porphyrin–CdSe Quantum Dot Assemblies: Controlling Ligand Binding by Substituent Effects
  作者：Isabelle Chambrier、Chiranjib Banerjee、Sonia Remiro-Buenamañana、Yimin Chao、Andrew N. Cammidge、Manfred Bochmann

  DOI：10.1021/acs.inorgchem.5b00892

  日期：2015.8.3

  Cadmium selenide quantum dots of 2.2-2.3 nm diameter were prepared by phosphorus-free methods using oleic acid as stabilizing surface ligand. Ligand exchange monitored quantitatively by H-1 NMR. spectroscopy gave an estimate of 30-38 monodentate ligands per nanocrystal, with a ligand density of 1.8-2.3 nm(-2). The extent of ligand exchange with macrocycles carrying one or more functional groups was investigated, with the aim of producing nanocrystal-macrocycle conjugates With a limited number of coligands. Metal-free porphyrins are able to sequester the Cd2+ ions, from the Cd(oleate)(2) outer layer of the nanocrystals. Zinc porphyrin complexes carrying one carboxylate function displace oleate efficiently to give porphyrin/CdSe composites with porphyrins stacked upright on the crystal surface. Porphyrins with four potential ligating sites are able to bind to the crystal surface only if the donors are at the end of sufficiently long and flexible tethers. High-dilution methods allowed the synthesis and isolation of well-defined composites of composition [CdSeporphyrin}(2)], where porphyrin 5,10,15,20-tetrakis3-(carboxy-n-alkyloxy)phenyl}porphyrinato zinc (n = 5 or 10) and 5,10,15,20-tetrakis3-(11-undecenyloxythiol)phenyl}porphyrinato zinc. Comparison of the composition data obtained by H-1 NMR spectroscopy with luminescence quenching behavior suggests a dependence of quenching efficiency On the tether length. Luminescence quenching was also observed for porphyrins that, according to H-1 NMR results, do not undergo surface ligand exchange.
• Synthesis and Surface Characterization Studies of Polyether-Linked Symmetric Higher Sulfanyl-1,3,4-Oxadiazoles
  作者：A. Yıldırım、S. Öztürk

  DOI：10.1080/10426507.2014.999067

  日期：2015.9.2

  The synthesis and the characterization of a series of novel symmetric double length alkyl-chained sulfanyl-1,3,4-oxadiazoles functionalized with a polyether head group are reported. In addition, surface characterization studies were conducted on the metal surface of these synthesized compounds. The metal surfaces were characterized by contact angle measurements via the sessile-drop method, and 3D images of the metal surface were obtained using an optical profilometer. The surface studies showed that the inhibitor molecule increases the hydrophobic character and decreases the wettability of the metal surface.
• Synthesis and Liquid-crystal Properties of New Amphiphilic Long-chain Derivatives of Meso-arylporphyrins with Terminal Polar Groups
  作者：Kirill A. Formirovsky、Natalya A. Bragina、Andrey F. Mironov、Galina A. Anan’eva、Venera V. Bykova、Nadezhda V. Usol’tseva

  DOI：10.1016/j.mencom.2012.09.018

  日期：2012.9

  New amphiphilic alkoxyarylporphyrins with long-chain substituents bearing carboxy, methoxycarbonyl and hydroxy groups, and their metal complexes, were synthesized. Those of them having mesogenic properties were identified by optical polarisation microscopy, and their liquid-crystal properties were studied.