2,2'-[ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine]

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,2'-[ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine]
• 英文别名: N-(anthracen-9-ylmethyl)-2-[2-[2-(anthracen-9-ylmethylamino)ethoxy]ethoxy]ethanamine
• 化学式: C₃₆H₃₆N₂O₂
• 分子量: 528.694
• InChiKey: ZOYCMNWIRSPCAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  42.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  异硫氢酸三甲基硅酯 、 2,2'-[ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine] 以 正丁醇 为溶剂， 反应 0.5h， 以77%的产率得到1,1'-{2,2'-[ethane-1,2-diylbis(oxy)]bis(ethane-2,1-diyl)}bis[1-(anthracen-9-ylmethyl)thiourea]
  参考文献：
  名称：

  Anthracene-Containing Podands, Ion-Active Molecular Switches of Fluorescence Characteristics

  摘要：

  2,2'-[Ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine] and its bisphenylthiourea and bisthiourea derivatives have been synthesized. The diamine, being a certain analog of an aza-crown ether with an open chain, exhibits a 50 times increase in the relative fluorescence intensity (off-on process) in the presence of cadmium(II) cations. Bis(phenylthiourea) is a bifunctional fluorophore sensitive to mercury(II) cations (emission flaring) and fluoride anions (emission quenching). Anions F-, CN-, H2PO4-, and AcO- lead to a practically complete quenching of the fluorescent properties of the bis(thiourea) (off-on process).

  DOI：

  10.1134/s1070428018080018
• 作为产物：
  描述：

  C₃₆H₃₂N₂O₂ 在 sodium tetrahydroborate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以3.9 g的产率得到2,2'-[ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine]
  参考文献：
  名称：

  Anthracene-Containing Podands, Ion-Active Molecular Switches of Fluorescence Characteristics

  摘要：

  2,2'-[Ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine] and its bisphenylthiourea and bisthiourea derivatives have been synthesized. The diamine, being a certain analog of an aza-crown ether with an open chain, exhibits a 50 times increase in the relative fluorescence intensity (off-on process) in the presence of cadmium(II) cations. Bis(phenylthiourea) is a bifunctional fluorophore sensitive to mercury(II) cations (emission flaring) and fluoride anions (emission quenching). Anions F-, CN-, H2PO4-, and AcO- lead to a practically complete quenching of the fluorescent properties of the bis(thiourea) (off-on process).

  DOI：

  10.1134/s1070428018080018

文献信息

• Anthracene-Containing Podands, Ion-Active Molecular Switches of Fluorescence Characteristics
  作者：V. A. Bren’、I. E. Tolpygin、Yu. V. Revinskii、K. S. Tikhomirova、A. D. Dubonosov

  DOI：10.1134/s1070428018080018

  日期：2018.8

  2,2'-[Ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine] and its bisphenylthiourea and bisthiourea derivatives have been synthesized. The diamine, being a certain analog of an aza-crown ether with an open chain, exhibits a 50 times increase in the relative fluorescence intensity (off-on process) in the presence of cadmium(II) cations. Bis(phenylthiourea) is a bifunctional fluorophore sensitive to mercury(II) cations (emission flaring) and fluoride anions (emission quenching). Anions F-, CN-, H2PO4-, and AcO- lead to a practically complete quenching of the fluorescent properties of the bis(thiourea) (off-on process).