2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy]ethanol | 81331-63-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy]ethanol
• 英文别名: N-<2-(2-hydroxyethoxy)ethyl>-monoaza-18-crown-6；N-(2-(2-hydroxyethoxy)ethyl)-4-aza-18-crown-6；N-[2-(2-hydroxyethoxy)ethyl]-4-aza-18-crown-6；Ethanol, 2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)ethoxy]-；2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)ethoxy]ethanol
• CAS: 81331-63-7
• 化学式: C₁₆H₃₃NO₇
• 分子量: 351.441
• InChiKey: LUAFDZPERXBXDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  78.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy]ethanol 、 2-bromomethyl-2-methyl-15-crown-5 生成 16-[2-[2-[(2-Methyl-1,4,7,10,13-pentaoxacyclopentadec-2-yl)methoxy]ethoxy]ethyl]-1,4,7,10,13-pentaoxa-16-azacyclooctadecane
  参考文献：
  名称：

  新型双（冠醚）沿相反方向主动传输钠和钾离子

  摘要：

  钠和钾阳离子通过一种新型的双（冠醚）以相反的方向在二氯甲烷膜上进行主动迁移，双（冠醚）的结构由通过两个氧乙烯单元连接的15-crown-5和monoaza-18-crown-6组成。

  DOI：

  10.1039/c39880001101
• 作为产物：
  描述：

  N-[2-(2-propyloxyethoxy)ethyl]diethanolamine 在 盐酸 、 甲醇 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 69.0h， 生成 2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-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

• 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。
• Novel axially disubstituted non-aggregated silicon phthalocyanines
  作者：Zekeriya Bıyıklıoğlu、Dilek Çakır

  DOI：10.1016/j.saa.2012.08.065

  日期：2012.12

  This paper describes the synthesis, spectroscopic characterization of a range of new axially-disubstituted silicon phthalocyanines with 2-[2-(dimethylamino)ethoxy] or 2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy] groups as axial ligands. 2-[2-(Dimethylamino)ethoxy]ethanol 2, 2-[2-(1,4,7,10, 13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy]ethanol 4 are reacted with silicon phthalocyanine 1, to give an axially-disubstituted silicon phthalocyanines 3 and 5. Axially-disubstituted silicon phthalocyanine complexes were synthesized at the first time. Newly synthesized silicon phthalocyanines were characterized by UV-Vis, IR, H-1 NMR, C-13 NMR spectroscopy, ESI mass spectrometry. These new silicon(IV) phthalocyanines 3 and 5 showed excellent solubility in organic solvents such as CHCl3, CH2Cl2, acetone, DMF, DMSO, THF, EtOAc. The aggregation behavior of these compounds were investigated in different concentrations of DMSO. The effect of solvents on absorption spectra were studied in various organic solvents. The thermal stabilities of the silicon(IV) phthalocyanines 3 and 5 were determined by thermogravimetric analysis. (C) 2012 Elsevier B.V. All rights reserved.
• Synthesis of azacrown ethers modified with side-chains containing germanium
  作者：Ryoko Suzuki、Takashi Matsumoto、Katsumi Tanaka、Yoshito Takeuchi、Tamotsu Taketomi

  DOI：10.1016/s0022-328x(01)01054-3

  日期：2001.11

  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.
• Active transport of sodium and potassium ions in opposite directions by a novel bis(crown ether)
  作者：Yohji Nakatsuji、Masayuki Sakamoto、Mitsuo Okahara

  DOI：10.1039/c39880001101

  日期：——

  Sodium and potassium cation were actively transported in opposite directions across a dichloromethane membrane by a novel bis(crown ether), which has a structure consisting of 15-crown-5 and monoaza-18-crown-6 linked by two oxyethylene units.

  钠和钾阳离子通过一种新型的双（冠醚）以相反的方向在二氯甲烷膜上进行主动迁移，双（冠醚）的结构由通过两个氧乙烯单元连接的15-crown-5和monoaza-18-crown-6组成。