2-(6-Mercaptohexyloxy)methyl-15-crown-5 | 205490-77-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2-(6-Mercaptohexyloxy)methyl-15-crown-5
• 英文别名: 1-Hexanethiol, 6-(1,4,7,10,13-pentaoxacyclopentadec-2-ylmethoxy)-；6-(1,4,7,10,13-pentaoxacyclopentadec-2-ylmethoxy)hexane-1-thiol
• CAS: 205490-77-3
• 化学式: C₁₇H₃₄O₆S
• 分子量: 366.519
• InChiKey: GBVVTFHPCIGWAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Os₃(CO)₁₀(NCMe)₂ 、 2-(6-Mercaptohexyloxy)methyl-15-crown-5 以 二氯甲烷 为溶剂， 以57.5%的产率得到Os3(μ-H)(CO)10[(6-mercaptohexyloxy)methyl-15-crown-5]
  参考文献：
  名称：

  Luminescent silver nanoparticles stabilised by a crown ether capped with an organometallic cluster

  摘要：

  Monolayer-protected clusters of silver have been synthesised by the NaBH4 reduction of a mixture of silver nitrate and the crown ether (6-mercaptohexyloxy)methyl-15-crown-5, or the triosmium cluster derivative Os-3(mu-H)(CO)(10)[(6-mercaptohexyloxy)methyl-15-crown-5]. The nanoparticles showed good stability, are soluble in a wide range of organic solvents, and are luminescent. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.04.018
• 作为产物：
  描述：

  2-羟甲基-15-冠-5 在 sodium hydride 、 硫脲 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-(6-Mercaptohexyloxy)methyl-15-crown-5
  参考文献：
  名称：

  金纳米棒的各向异性组装，通过表面锚定的冠醚衍生物的选择性离子识别辅助。

  摘要：

  与冠醚衍生物混合的金纳米棒（NRs）表现出对Na +和K +离子的有效和选择性识别，这是通过响应分散和聚集的金NRs的局部表面等离激元吸收来检测的。此外，在聚集体中，观察到优选的NRs首尾相连或左右相连的组装，这取决于添加剂的浓度。

  DOI：

  10.1039/b609162h

文献信息

• Anisotropic assembly of gold nanorods assisted by selective ion recognition of surface-anchored crown ether derivatives
  作者：Hiroshi Nakashima、Kazuaki Furukawa、Yoshiaki Kashimura、Keiichi Torimitsu

  DOI：10.1039/b609162h

  日期：——

  Gold nanorods (NRs) mixed with crown ether derivatives exhibited the efficient and selective recognition of Na+ and K+ ions, which were detected by localized surface plasmon absorption in response to dispersed and aggregated gold NRs. Furthermore, in the aggregates preferential end-to-end or side-to-side assembly of NRs was observed which was dependent on the additive concentration.

  与冠醚衍生物混合的金纳米棒（NRs）表现出对Na +和K +离子的有效和选择性识别，这是通过响应分散和聚集的金NRs的局部表面等离激元吸收来检测的。此外，在聚集体中，观察到优选的NRs首尾相连或左右相连的组装，这取决于添加剂的浓度。
• Electrochemical Detection of Electrochemically Inactive Cations by Self-Assembled Monolayers of Crown Ethers
  作者：Simon Flink、Bernard A. Boukamp、Albert van den Berg、Frank C. J. M. van Veggel、David N. Reinhoudt

  DOI：10.1021/ja9734713

  日期：1998.5.1

  bind cations reversibly from aqueous solutions. This binding of the electrochemically inactive cations is monitored by cyclic voltammetry and impedance spectroscopy using the redox couple Ru(NH3)62+/3+ as "reporter ion". Gold electrodes modified with 1 detect Na+ even in the presence of a 100-fold excess of K+; SAMs of 2 are K+ selective. As a result of the high surface density of crown ethers, sandwich

  2-[(6-mercaptohexyl)oxy]methyl-12-crown-4 (1) 和 2-[(6-mercaptohexyl)oxy]methyl-15-crown-5 (2) 的自组装单层 (SAMs)金能够从水溶液中可逆地结合阳离子。这种电化学惰性阳离子的结合通过循环伏安法和阻抗谱使用氧化还原对 Ru(NH3)62+/3+ 作为“报告离子”进行监测。用 1 修饰的金电极即使在存在 100 倍过量 K+ 的情况下也能检测 Na+；2 的 SAM 是 K+ 选择性的。由于冠醚的高表面密度，形成了夹心复合物。2 与庚硫醇的混合单层中受体的表面浓度降低可防止夹心复合并降低 SAM 的 K+/Na+ 选择性。
• Ion concentration measuring device and ion concentration measuring element
  申请人：Hitachi High-Technologies Corporation

  公开号：EP1985999A1

  公开（公告）日：2008-10-29

  A crown ether derivative that acts as cation capturing ligand and alkanethiol having a longer carbon chain than a linker are immobilized, coexisting together, on the surface of a gold electrode, by using as the linker an insulating molecule (e.g., alkanethiol) that forms self-assembled monolayers. Electromotive force produced in association with cation coordination is measured by a potentiometer through a change in interfacial potential on the surface of the gold electrode. Further, an insulated gate field effect transistor formed on the same substrate as the gold electrode is used as the potentiometer. Furthermore, a straight-chain polymer physically adsorbed on the gold electrode is used in order to reduce the influence of the adsorption of impurities on the surface of the electrode during biological sample measurement.

  通过使用可形成自组装单层的绝缘分子（如烷硫醇）作为连接剂，可将作为阳离子捕获配体的冠醚衍生物和碳链比连接剂长的烷硫醇固定在金电极表面，并同时存在。阳离子配位产生的电动势通过金电极表面界面电势的变化由电位计测量。此外，在与金电极相同的基底上形成的绝缘栅场效应晶体管也被用作电位计。此外，还使用了一种物理吸附在金电极上的直链聚合物，以减少生物样品测量过程中电极表面吸附杂质的影响。
• US8323468B2
  申请人：——

  公开号：US8323468B2

  公开（公告）日：2012-12-04
• Luminescent silver nanoparticles stabilised by a crown ether capped with an organometallic cluster
  作者：Moawia O.E. Ahmed、Chunxiang Li、Weng Kee Leong

  DOI：10.1016/j.jorganchem.2007.04.018

  日期：2007.7

  Monolayer-protected clusters of silver have been synthesised by the NaBH4 reduction of a mixture of silver nitrate and the crown ether (6-mercaptohexyloxy)methyl-15-crown-5, or the triosmium cluster derivative Os-3(mu-H)(CO)(10)[(6-mercaptohexyloxy)methyl-15-crown-5]. The nanoparticles showed good stability, are soluble in a wide range of organic solvents, and are luminescent. (c) 2007 Elsevier B.V. All rights reserved.