2,6-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]-naphthalene | 1338569-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,6-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]-naphthalene
• 英文别名: 2,2'-(((((naphthalene-2,6-diylbis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethan-1-ol)；2-[2-[2-[6-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]naphthalen-2-yl]oxyethoxy]ethoxy]ethanol
• CAS: 1338569-62-2
• 化学式: C₂₂H₃₂O₈
• 分子量: 424.491
• InChiKey: JSILBUNQKZPQMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  30
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,6-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]-naphthalene 、 对甲苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-[2-[2-[6-[2-[2-[2-(4-Methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]naphthalen-2-yl]oxyethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  基于五萜烯的镊子状宿主与自折叠客人之间的离子控制可切换复合物

  摘要：

  合成了一些自折叠的ADA客体，发现客体可以被基于五萜烯的镊子样主体所包含，从而在溶液中形成稳定的1：1络合物，这已经通过1 H NMR进行了证明， ROESY 2D NMR和ESI MS光谱。而且，进一步实现了宿主和自折叠客体之间钾离子控制的可切换过程。

  DOI：

  10.1016/j.tet.2013.04.030
• 作为产物：
  描述：

  2,6-萘二酚 、 三乙二醇单对甲苯磺酸酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以23%的产率得到2,6-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]-naphthalene
  参考文献：
  名称：

  Orthogonal switching of self-sorting processes in a stimuli-responsive library of cucurbit[8]uril complexes

  摘要：

  瓜[8]葫芦复合物动态库中的自排序过程可以通过pH和氧化还原刺激进行正交切换。

  DOI：

  10.1039/c7cc05469f

文献信息

• CB[8]-based rotaxane as a useful platform for sensitive detection and discrimination of explosives
  作者：Wei Zhu、Weina Li、Chen Wang、Jiecheng Cui、Haowei Yang、Yin Jiang、Guangtao Li

  DOI：10.1039/c3sc51132d

  日期：——

  Based on a naphthalene-threaded cucurbit[8]uril (CB[8]) rotaxane structure on a solid substrate, a new strategy for rapid, fully reversible, and highly sensitive detection of a broad class of explosives was developed by using one receptor. Due to the unique confinement effect and size exclusion of the CB[8] cavity, it is found that the intercalation of an explosive compound in the constructed rotaxane can significantly influence the photophysical property of the naphthalene core in the confined nanocavity of CB[8]. Dependent on the electronic structures and the sizes of explosive compounds, the fluorescence of the naphthalene core would be quenched or enhanced to different extents, leading to the direct detection and discrimination of distinctively different groups of trace explosives in the vapor phase, especially including the challenging aliphatic nitro-organics (RDX, HMX and PETN). Control experiments were performed to show the different sensing behaviors between the common organic vapors and nitrate-based explosives, which made it easy to realize the discrimination between target analytes and interferents. Due to the surface-attached sensing elements, a rapid response was also achieved in this system. Moreover, the non-covalent nature of the resulting heteroternary complex indicates that the trapped target molecules in the rotaxane structure are facilely removable by simply washing, demonstrating an excellent regeneration of the constructed explosive sensors for real-world application. The performed experiments suggested that the rotaxane structure-based sensing protocol opened a new way to develop a new kind of explosive sensors enabling a richer identification of threats.

  基于固体基底上的萘螺纹葫芦[8]脲（CB[8]）旋转烷结构，研究人员开发了一种新策略，利用一种受体对多种爆炸物进行快速、完全可逆和高灵敏度的检测。由于 CB[8] 腔具有独特的约束效应和尺寸排他性，研究发现，在所构建的旋转烷中夹杂爆炸性化合物会显著影响 CB[8] 约束纳米腔中萘核的光物理特性。根据爆炸性化合物的电子结构和大小，萘核的荧光会在不同程度上被淬灭或增强，从而直接检测和分辨气相中不同类别的痕量爆炸物，尤其是具有挑战性的脂肪族硝基有机物（RDX、HMX 和 PETN）。对照实验显示了普通有机蒸气和硝酸盐类爆炸物之间不同的传感行为，从而轻松实现了目标分析物和干扰物之间的区分。由于采用了表面附着传感元件，该系统还实现了快速响应。此外，所产生的异三元复合物的非共价性质表明，轮烷结构中被捕获的目标分子只需简单清洗即可轻松去除，这表明所构建的爆炸物传感器在实际应用中具有极佳的再生性。实验结果表明，基于轮烷结构的传感协议为开发新型爆炸物传感器开辟了一条新途径，使其能够识别更多威胁。
• Orthogonal switching of self-sorting processes in a stimuli-responsive library of cucurbit[8]uril complexes
  作者：Stefan Schoder、Christoph A. Schalley

  DOI：10.1039/c7cc05469f

  日期：——

  The self-sorting processes in dynamic libraries of cucurbit[8]uril complexes can be switched orthogonally by pH and redox stimuli.

  瓜[8]葫芦复合物动态库中的自排序过程可以通过pH和氧化还原刺激进行正交切换。
• Ion-controlled switchable complexation between pentiptycene-based tweezer-like hosts and self-folding guests
  作者：Ying Han、Jia-Bin Guo、Jing Cao、Chuan-Feng Chen

  DOI：10.1016/j.tet.2013.04.030

  日期：2013.6

  A couple of self-folding A-D-A guests were synthesized, and it was found that the guests could be included by the pentiptycene-based tweezer-like hosts to form stable 1:1 complexes in solution, which have been evidenced by the 1H NMR, ROESY 2D NMR and ESI MS spectra. Moreover, a potassium ion-controlled switchable process between the host and the self-folding guest was further achieved.

  合成了一些自折叠的ADA客体，发现客体可以被基于五萜烯的镊子样主体所包含，从而在溶液中形成稳定的1：1络合物，这已经通过1 H NMR进行了证明， ROESY 2D NMR和ESI MS光谱。而且，进一步实现了宿主和自折叠客体之间钾离子控制的可切换过程。