3-decyloxy-5-hydroxybenzyl alcohol | 474960-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-decyloxy-5-hydroxybenzyl alcohol
• 英文别名: 3-decyloxy-5-hydroxymethylphenol；3-Decoxy-5-(hydroxymethyl)phenol
• CAS: 474960-31-1
• 化学式: C₁₇H₂₈O₃
• 分子量: 280.408
• InChiKey: UOYHWUCIGGCSJN-UHFFFAOYSA-N

物化性质

• 熔点：
  66.2 °C
• 沸点：
  442.5±30.0 °C(Predicted)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-decyloxy-5-hydroxybenzyl alcohol 在 18-冠醚-6 、 potassium carbonate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 4.0h， 生成 3-Decyloxy-5-[2-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzaldehyde
  参考文献：
  名称：

  Temperature-Sensitive Dendritic Micelles

  摘要：

  Syntheses up to three generations have been achieved of biaryl-based amphiphilic dendrons with a charge-neutral pentaethylene glycol as the hydrophilic part and a decyl chain as the hydrophobic part. Studies on the temperature-dependent characteristics revealed that these dendrons exhibit a generation-dependent lower critical solution temperature (LCST). This behavior is attributed to the combination of the amphipathic nature of the hydrophilic pentaethylene glycol side chain and dendritic effect. Interestingly, this biaryl-based scaffold also maintains the ability to form a micelle-like assembly in polar solvents and an inverted micelle-like assembly in apolar solvents. Polarity of the dendritic interior was investigated using dye-based microenvironment studies. The aggregation behavior of these micelles was analyzed by fluorescence spectroscopy and dynamic light scattering. Critical micelle concentrations (CMC) of these assemblies were investigated using fluorescence excitation spectra of the sequestered guest molecule, pyrene.

  DOI：

  10.1021/ja054542y
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 在 四(三苯基膦)钯 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 18-冠醚-6 、 硫酸 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 36.0h， 生成 3-decyloxy-5-hydroxybenzyl alcohol
  参考文献：
  名称：

  Functional Group Diversity in Dendrimers

  摘要：

  [GRAPHIC]A methodology for synthesizing dendrons with different peripheral functionalitles is described. the benzyl ether-based dendrons reported here were synthesized using allyl and methoxymethyl ether-based protection-deprotection strategies.

  DOI：

  10.1021/ol026746e

文献信息

• Modulation of the reactivity, stability and substrate- and enantioselectivity of an epoxidation catalyst by noncovalent dynamic attachment of a receptor functionality—aspects on the mechanism of the Jacobsen–Katsuki epoxidation applied to a supramolecular system
  作者：Stefán Jónsson、Fabrice G. J. Odille、Per-Ola Norrby、Kenneth Wärnmark

  DOI：10.1039/b518244a

  日期：——

  The synthesis of the components of the dynamic supramolecular hydrogen-bonded catalytic system 2 + 3 is described. The catalytic performance and substrate- and enantioselectivity of Mn(salen) catalyst 2 were investigated in the presence and absence of the Zn(porphyrin) receptor unit 3. The effects of pyridine and pyridine N-oxide donor ligands were also studied. Some aspects on the mechanism of the

  描述了动态超分子氢键催化体系2 + 3的合成。在存在和不存在Zn（卟啉）受体单元3的情况下，研究了Mn（salen）催化剂2的催化性能以及底物和对映选择性。还研究了吡啶和吡啶N-氧化物供体配体的作用。在文献观察的基础上，介绍了雅各布森-胜木环氧化机理的某些方面，作为分析2的行为及其通过形成大环1与3进行调制的方法。一个完整的无金属体系缔合模型4 + 5驳斥了先前的假设，即在标准环氧化反应条件下2 + 3时，大环1是催化剂2的主要形式。
• Invertible amphiphilic polymers
  申请人：Thayumanavan Sankaran

  公开号：US20070293669A1

  公开（公告）日：2007-12-20

  Amphiphilic monomeric compounds and corresponding homopolymers and copolymers capable of assembly and invertible configuration in introduction to and change in fluid medium.

  具有两性单体化合物及相应的同聚物和共聚物能够在流体介质中进行组装和可逆配置。
• Disassembly of Dendritic Micellar Containers Due to Protein Binding
  作者：Malar A. Azagarsamy、Volkan Yesilyurt、S. Thayumanavan

  DOI：10.1021/ja100746d

  日期：2010.4.7

  Disassembling a supramolecular assembly and releasing the contents of the assembly in response to a stimulus are important goals of supramolecular chemistry. When proteins are used as the stimulus, the biological relevance of the supramolecular event dramatically increases. Although there have been efforts in which such disassembly has been achieved using enzymatic action, such events based on ligand-receptor

  分解超分子组装体并响应刺激释放组装体的内容是超分子化学的重要目标。当蛋白质被用作刺激物时，超分子事件的生物学相关性显着增加。尽管已经努力使用酶促作用实现了这种分解，但这种基于配体-受体相互作用的事件非常有限。在这里，我们展示了蛋白质结合诱导的基于树枝状聚合物的两亲性纳米容器的分解。我们表明这种分解对目标蛋白质是有选择性的，并且分解事件会导致被隔离的客体分子的释放。我们认为分解是由蛋白质结合引起的亲水亲油平衡改变引起的。
• Enhancement of anhydrous proton transport by supramolecular nanochannels in comb polymers
  作者：Yangbin Chen、Michael Thorn、Scott Christensen、Craig Versek、Ambata Poe、Ryan C. Hayward、Mark T. Tuominen、S. Thayumanavan

  DOI：10.1038/nchem.629

  日期：2010.6

  Transporting protons is essential in several biological processes as well as in renewable energy devices, such as fuel cells. Although biological systems exhibit precise supramolecular organization of chemical functionalities on the nanoscale to effect highly efficient proton conduction, to achieve similar organization in artificial systems remains a daunting challenge. Here, we are concerned with transporting protons on a micron scale under anhydrous conditions, that is proton transfer unassisted by any solvent, especially water. We report that proton-conducting systems derived from facially amphiphilic polymers that exhibit organized supramolecular assemblies show a dramatic enhancement in anhydrous conductivity relative to analogous materials that lack the capacity for self-organization. We describe the design, synthesis and characterization of these macromolecules, and suggest that nanoscale organization of proton-conducting functionalities is a key consideration in obtaining efficient anhydrous proton transport. Efficient conduction of protons on a micrometre scale is critical for the development of fuel cell membranes — a key component of clean energy sources. Now, self-assembling amphiphilic polymers have been shown to provide a nanoscale organization of proton-conducting functionalities that dramatically increases anhydrous proton conductivity.

  传输质子对于多种生物过程以及燃料电池等可再生能源设备至关重要。尽管生物系统在纳米尺度上表现出精确的化学功能超分子组织，以实现高效的质子传导，但在人工系统中实现类似的组织仍然是一项艰巨的挑战。在这里，我们关注的是在无水条件下微米级的质子传输，即无需任何溶剂（尤其是水）辅助的质子转移。我们报告说，由表面两亲性聚合物衍生的质子传导系统表现出有组织的超分子组装体，相对于缺乏自组织能力的类似材料，无水电导率显着增强。我们描述了这些大分子的设计、合成和表征，并提出质子传导功能的纳米级组织是获得有效的无水质子传输的关键考虑因素。微米级质子的高效传导对于燃料电池膜的开发至关重要，燃料电池膜是清洁能源的关键组成部分。现在，自组装两亲聚合物已被证明可以提供质子传导功能的纳米级组织，从而显着提高无水质子的电导率。
• Protein-Triggered Supramolecular Disassembly: Insights Based on Variations in Ligand Location in Amphiphilic Dendrons
  作者：Diego Amado Torres、Matteo Garzoni、Ayyagari V. Subrahmanyam、Giovanni M. Pavan、S. Thayumanavan

  DOI：10.1021/ja500634u

  日期：2014.4.9

  presentation to investigate the influence of the location of a ligand on protein-induced disassembly and release of encapsulated small molecules. Based on both experiments and molecular dynamics simulations, we demonstrate that ligand location greatly influences release of guest molecules from the dendron-based supramolecular assembly. We show that a ligand moiety grafted to the dendron periphery is more accessible

  我们使用可以控制官能团呈现的单分散树突来研究配体位置对蛋白质诱导的分解和封装小分子释放的影响。基于实验和分子动力学模拟，我们证明配体位置极大地影响了基于树枝状分子的超分子组装体中客体分子的释放。我们表明，嫁接到树突外围的配体部分更容易接触到水溶液中的靶蛋白。另一方面，位于树突支架内焦点或中间层的配体部分不太容易接近，因为它被富含 PEG 链的环境包围，这阻碍了结合，甚至影响非特异性相互作用。我们还证明，一种配体和靶蛋白之间的特异性结合可以破坏树突组装的稳定性。此外，如果有更多配体可用，还可以与外亲和素发生多价相互作用，从而加速分解并触发疏水性客体的释放。