1-Octyl-1,7-diaza-4,10-dioxacyclododecane | 156833-63-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Octyl-1,7-diaza-4,10-dioxacyclododecane
• 英文别名: 4-Octyl-1,7-dioxa-4,10-diazacyclododecane
• CAS: 156833-63-5
• 化学式: C₁₆H₃₄N₂O₂
• 分子量: 286.458
• InChiKey: OTMLAZHAPYLYGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  33.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,8-difluoroanthraquinone 、 1-Octyl-1,7-diaza-4,10-dioxacyclododecane 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以48%的产率得到1,8-Bis(7'-octyl-1',7'-diaza-4',10'-dioxacyclododecan-1'-yl)-9,10-anthraquinone
  参考文献：
  名称：

  Synthesis and Electrochemical Complexation Studies of 1,8-Bis(azacrown ether)anthraquinones

  摘要：

  Treatment of 1,8-difluoroanthraquinone with aza-12-crown-4 and aza-15-crown-5 in DMF at 50 degrees C affords the disubstituted anthraquinones 6 and 7 in good yields. A similar methodology has been used to prepare the lipophilic diaza-12-crown-4 anthraquinone systems 12-14. Compounds 6 and 7 exhibit enhanced sodium and lithium binding upon electrochemical reduction to the corresponding mono- and dianions. Both 6 and 7 form 1:1 complexes with Na+. However, with the smaller Li+ cation, both compounds form 1:2 ligand:Li+ complexes. Cation binding enhancements for Li+ and Na+ are very large with K-2/K-1 values as high as 10(5).

  DOI：

  10.1021/jo00093a013
• 作为产物：
  描述：

  6-p-toluenesulfonyl-3,9-dioxa-1,11-undecanediol bis(methanesulfonate) 在 lithium aluminium tetrahydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 96.0h， 生成 1-Octyl-1,7-diaza-4,10-dioxacyclododecane
  参考文献：
  名称：

  Synthesis and Electrochemical Complexation Studies of 1,8-Bis(azacrown ether)anthraquinones

  摘要：

  Treatment of 1,8-difluoroanthraquinone with aza-12-crown-4 and aza-15-crown-5 in DMF at 50 degrees C affords the disubstituted anthraquinones 6 and 7 in good yields. A similar methodology has been used to prepare the lipophilic diaza-12-crown-4 anthraquinone systems 12-14. Compounds 6 and 7 exhibit enhanced sodium and lithium binding upon electrochemical reduction to the corresponding mono- and dianions. Both 6 and 7 form 1:1 complexes with Na+. However, with the smaller Li+ cation, both compounds form 1:2 ligand:Li+ complexes. Cation binding enhancements for Li+ and Na+ are very large with K-2/K-1 values as high as 10(5).

  DOI：

  10.1021/jo00093a013

文献信息

• Synthesis and Electrochemical Complexation Studies of 1,8-Bis(azacrown ether)anthraquinones
  作者：L. Echegoyen、Raphael C. Lawson、Ciro Lopez、J. de Mendoza、Yehia Hafez、T. Torres

  DOI：10.1021/jo00093a013

  日期：1994.7

  Treatment of 1,8-difluoroanthraquinone with aza-12-crown-4 and aza-15-crown-5 in DMF at 50 degrees C affords the disubstituted anthraquinones 6 and 7 in good yields. A similar methodology has been used to prepare the lipophilic diaza-12-crown-4 anthraquinone systems 12-14. Compounds 6 and 7 exhibit enhanced sodium and lithium binding upon electrochemical reduction to the corresponding mono- and dianions. Both 6 and 7 form 1:1 complexes with Na+. However, with the smaller Li+ cation, both compounds form 1:2 ligand:Li+ complexes. Cation binding enhancements for Li+ and Na+ are very large with K-2/K-1 values as high as 10(5).