2-[2-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)ethoxy]ethanol | 81331-62-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[2-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)ethoxy]ethanol
• 英文别名: N-(2-(2-hydroxyethoxy)ethyl)-4-aza-15-crown-5；N-[2-(2-hydroxyethoxy)ethyl]-4-aza-15-crown-5；2-[2-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-yl)ethoxy]ethanol
• CAS: 81331-62-6
• 化学式: C₁₄H₂₉NO₆
• 分子量: 307.387
• InChiKey: PULYGBYSUKKKIC-UHFFFAOYSA-N

物化性质

• 沸点：
  453.2±40.0 °C(Predicted)
• 密度：
  1.039±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.62
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.62
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(trimethylgermyl)propanoic acid 、 2-[2-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)ethoxy]ethanol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 以49.2%的产率得到3-trimethylgermylpropionate of N-(2-(2-hydroxyethoxy)ethyl)-4-aza-15-crown-5
  参考文献：
  名称：

  Synthesis of azacrown ethers modified with side-chains containing germanium

  摘要：

  The reaction between ethanolamine (4) and tri- or tetraethylene tosylate (5) and (13) gave 9- and 12-membered monoazacrowns with a -CH2CH2OH residue on nitrogen, A-OH and B-OH, together with 18- and 24-membered diazacrown ethers with the same substituent on nitrogen, E-OH and F-OH. If 2-(2-aminoethoxy)ethanol (12) was used in the reaction described above, instead of 4, the final products, G-OH and H-OH, and K-OH and L-OH, have a longer side chain, -CH2CH2OCH2CH2OH, on nitrogen (Route 1). A series of reactions involving bromoethanol (6) and diethanolamine (9) formed, with 5 or 13, 18- and 24-membered monoazacrowns with the shorter substituent as described above, a 15-membered monoazacrown ether C-OH and an 18-membered D-OH. If 2-(2-chloroethoxy)ethanol (14) is used instead of 6, I-OH and J-OH are obtained (Route 2'). All these hydroxy azacrown ethers were made to react with 3-trimethylgermylpropionic acid (18) to give the corresponding germanium-containing A-L. A preliminary investigation was carried out on the cation transport capability of these germanium-containing azacrown ethers to observe whether germanium might enhance their cation transporting capability. (C) 2001 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(01)01054-3
• 作为产物：
  描述：

  13-{2-[2-(Tetrahydro-pyran-2-yloxy)-ethoxy]-ethyl}-1,4,7,10-tetraoxa-13-aza-cyclopentadecane 在 盐酸 、 甲醇 作用下， 反应 12.0h， 以48.6%的产率得到2-[2-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)ethoxy]ethanol
  参考文献：
  名称：

  Synthesis of azacrown ethers modified with side-chains containing germanium

  摘要：

  The reaction between ethanolamine (4) and tri- or tetraethylene tosylate (5) and (13) gave 9- and 12-membered monoazacrowns with a -CH2CH2OH residue on nitrogen, A-OH and B-OH, together with 18- and 24-membered diazacrown ethers with the same substituent on nitrogen, E-OH and F-OH. If 2-(2-aminoethoxy)ethanol (12) was used in the reaction described above, instead of 4, the final products, G-OH and H-OH, and K-OH and L-OH, have a longer side chain, -CH2CH2OCH2CH2OH, on nitrogen (Route 1). A series of reactions involving bromoethanol (6) and diethanolamine (9) formed, with 5 or 13, 18- and 24-membered monoazacrowns with the shorter substituent as described above, a 15-membered monoazacrown ether C-OH and an 18-membered D-OH. If 2-(2-chloroethoxy)ethanol (14) is used instead of 6, I-OH and J-OH are obtained (Route 2'). All these hydroxy azacrown ethers were made to react with 3-trimethylgermylpropionic acid (18) to give the corresponding germanium-containing A-L. A preliminary investigation was carried out on the cation transport capability of these germanium-containing azacrown ethers to observe whether germanium might enhance their cation transporting capability. (C) 2001 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(01)01054-3

文献信息

• Crown ether-substituted water soluble phthalocyanines and their aggregation, electrochemical studies
  作者：Zekeriya Bıyıklıoğlu、Volkan Çakır、Dilek Çakır、Halit Kantekin

  DOI：10.1016/j.jorganchem.2013.07.079

  日期：2014.1

  for their aggregation behavior in DMSO, DMF, water and in various DMSO/water mixtures by comparing their UV–Vis spectra. Water soluble phthalocyanines in DMSO and in up to 50 vol.% DMSO/water are nonaggregated. But increasing amounts of water leads to higher aggregation ratios. Electrochemical properties of phthalocyanines were investigated by cyclic and square wave voltammetry. While cobalt phthalocyanine

  描述了一种新的无金属，锌（II），钴酞菁及其被四个冠醚基团取代的水溶性季铵化衍生物5a，6a的合成。在不同浓度的DMSO中研究了这些化合物的聚集行为。在各种有机溶剂中研究了溶剂对吸收光谱的影响。水溶性酞菁5a和6a通过比较它们的UV-Vis光谱，研究了它们在DMSO，DMF，水和各种DMSO /水混合物中的聚集行为。DMSO和至多50 vol。％DMSO /水中的水溶性酞菁未聚集。但是增加的水量会导致更高的聚集率。用循环伏安法和方波伏安法研究了酞菁的电化学性能。钴酞菁显示金属和环基的氧化还原过程，而其他酞菁仅显示环基的氧化还原过程。
• Complexing ability of N-oligoethylene glycol monoaza crown ethers with sodium and potassium cations
  作者：Araki Masuyama、Yohji Nakatsuji、Isao Ikeda、Mitsuo Okahara

  DOI：10.1016/s0040-4039(01)83008-2

  日期：1981.1

  N-Oligoethylene glycol monoaza crown ethers were prepared, and the notable effect of oxyethylene oxygen atoms of the side chain on complexing ability with sodium and potassium cations was confirmed.

  制备了N-低聚乙二醇单氮杂冠醚，证实了侧链的氧亚乙基氧原子对与钠和钾阳离子的络合能力有显着影响。