18-methylene-1,4,7,10,13,16-hexaoxacyclononadecane | 69496-19-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 18-methylene-1,4,7,10,13,16-hexaoxacyclononadecane
• 英文别名: 18-methylene-19-crown-6；18-methylene-1,4,7,10,13,16-hexaoxa-cyclononadecane；18-Methylidene-1,4,7,10,13,16-hexaoxacyclononadecane
• CAS: 69496-19-1
• 化学式: C₁₄H₂₆O₆
• 分子量: 290.357
• InChiKey: NZRLAKHFYZNHRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  18-methylene-1,4,7,10,13,16-hexaoxacyclononadecane 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 sodium 、 对甲苯磺酸 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 76.0h， 生成 2-[2-[2-[[18-(Butoxymethyl)-1,4,7,10,13,16-hexaoxacyclononadec-18-yl]oxy]ethoxy]ethoxy]ethanol
  参考文献：
  名称：

  Kita, Kohji; Kida, Toshiyuki; Nakatsuji, Yohji, Journal of the Chemical Society. Perkin transactions I, 1998, # 22, p. 3857 - 3865

  摘要：

  DOI：
• 作为产物：
  描述：

  Dipotassium;2-[2-[2-[2-(2-oxidoethoxy)ethoxy]ethoxy]ethoxy]ethanolate 以66%的产率得到
  参考文献：
  名称：

  TOMOI M.; ABE O.; IKEDA M.; KIHARA K.; KAKINCHI H., TETRAHEDRON LETT., 1978, NO 33, 3031-3034

  摘要：

  DOI：

文献信息

• Synthesis of Double-Armed Lariat Ethers with Pyrene Moieties at Each End of Two Sidearms and Their Fluorescence Properties in the Presence of Alkali Metal and Alkaline Earth Metal Cations
  作者：Yoshio Nakahara、Toshiyuki Kida、Yohji Nakatsuji、Mitsuru Akashi

  DOI：10.1021/jo0498056

  日期：2004.6.1

  suppression of both the crown ring and one of the two sidearms based on complexation with the metal cation. The selectivity for alkaline earth metal cations was highly dependent on the fitness of the host cavity and the guest size. Although most of the fluorophores did not respond to alkali metal cations, only trans-7a containing an 18-crown-6 ring showed K+ selectivity.

  在两个侧臂的每个末端均具有having部分的两种类型的双联套索醚衍生物，（3 x +1）-crown- x衍生物1（x = 5），2（x = 6）和3（x = 4 ）（A型）和3y-crown-y导数，6（y = 5）和7（y合成了＝＝ 6）（B型），并通过荧光光谱检查了它们对碱金属和碱土金属阳离子的络合行为。metal准分子发射减少，伴随着金属离子络合的单体发射增加。该发现归因于通过基于与金属阳离子的络合对冠环和两个侧臂之一的运动抑制，两个pyr环的空间距离的变化。碱土金属阳离子的选择性高度取决于宿主腔的适合度和客体大小。虽然大部分荧光团并没有碱金属阳离子反应，只是反式-图7a含有18-冠-6环表明ķ +选择性。
• Interplay of Lewis acidity, intramolecular O→Sn interactions and selectivity: organotin-functionalized crown ethers as ditopic hosts for sodium and potassium halides
  作者：Alain Charly Tagne Kuate、Muhammad Moazzam Naseer、Michael Lutter、Klaus Jurkschat

  DOI：10.1039/c7cc09263f

  日期：——

  The increased Lewis acidity in organotin-functionalized crown ethers X3SnCH2[19]-crown-6 (5, X = I; 6, X = Br; 7, X = Cl) not only resulted in ditopic complexation of sodium/potassium halides, but also offers an excellent strategy to manipulate through intramolecular O→Sn interactions the selectivity of the crown ether moiety towards Na+/K+ depending on the solvent.

  有机锡官能化冠醚X 3 SnCH 2 [19] -crown-6（5，X = I; 6，X = Br; 7，X = Cl）中路易斯酸的增加不仅导致钠/钾的二位络合卤化物，但也提供了一种出色的策略，可通过分子内O→Sn相互作用控制冠醚部分对Na + / K +的选择性，具体取决于溶剂。
• Liquid membrane transport of potassium fluoride by the organotin-based ditopic host Ph₂FSnCH₂SnFPh-CH₂-[19]-crown-6
  作者：Alain Charly Tagne Kuate、Muhammad Moazzam Naseer、Klaus Jurkschat

  DOI：10.1039/c6cc09975k

  日期：——

  A novel tin-based ditopic host efficiently transports KF through an organic membrane.

  一种新型基于锡的双主体宿主有效地通过有机膜传输氟化钾。
• Organotin Compounds Ph₂XSnCH₂-[19]-crown-6 (X = Ph, F, Cl, Br, I, SCN) and Ph₂ISnCH₂Sn(I)PhCH₂-[19]-crown-6 as Ditopic Receptors for Potassium Salts
  作者：Alain C. Tagne Kuate、Gregor Reeske、Markus Schürmann、Burkhard Costisella、Klaus Jurkschat

  DOI：10.1021/om800450k

  日期：2008.11.10

  The syntheses of the organotin-substituted crown ethers Ph2XSnCH2[19]-crown-6 (1, X = Ph; 2, X = Br; 3, X = 1; 4, X = Cl; 5, X = F; 6, X = SCN) and Ph2XSnCH2Sn(Y)PhCH2-[19]-crown-6 (7, X = Y = Ph; 8, X = Ph, Y = 1; 9, X = Y = 1) and of the ditopic complexes 5 . KF, 6 . KSCN, and 9 . KF are reported. These compounds are characterized by elemental analyses, H-1, C-13, and Sn-119 NMR spectroscopies, electrospray mass spectrometry, and in the cases of 1-4, 8, 9 . H2O, and 9 . KF also by single-crystal X-ray diffraction studies. The coordination geometry about the tin atoms in compounds I and 8 (Sn2) is distorted tetrahedral, whereas it is trigonal bipyramidal for the tin atoms in compounds 2, 3, 4, 8 (Sn1), 9 . H2O, and 9 . KF.
• Syntheses of four thiol-substituted crown ethers
  作者：William H. Rastetter、Dennis P. Phillion

  DOI：10.1021/jo00329a011

  日期：1981.7