2,9-Didodecyl-1,10-phenanthroline | 133931-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2,9-Didodecyl-1,10-phenanthroline
• 英文别名: 2,9-dibutyl-1,10-phenanthroline；1,10-Phenanthroline, 2,9-didodecyl-
• CAS: 133931-80-3
• 化学式: C₃₆H₅₆N₂
• 分子量: 516.854
• InChiKey: PBWJJDHYIZKYJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  38
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,9-Didodecyl-1,10-phenanthroline 在 硫酸 、 硝酸 、 potassium bromide 作用下， 反应 4.5h， 以5%的产率得到2,9-dibutyl-1,10-phenanthroline-5,6-dione
  参考文献：
  名称：

  Self-Assembling of n-Type Semiconductor Tri(phenanthrolino)hexaazatriphenylenes with a Large Aromatic Core

  摘要：

  Large disk-shaped aromatic tri(phenanthrolino)hexaazatriphenylenes 5a, 5b, and 5c with six butyl, dodecyl, and 4-octylphenyl groups, respectively, were self-assembled both in solution and film state to form one-dimensional aggregates. Their n-type semiconducting nature was indicated from CV measurement, in which the first reduction potentials were evaluated at around -1.7 V (vs Fc/Fc(+)) in dichloromethane.

  DOI：

  10.1021/ol052779t
• 作为产物：
  描述：

  1,10-菲罗啉 、 1-碘十二烷 在 叔丁基锂 、 manganese(IV) oxide 作用下， 以 乙醚 、 正戊烷 、 二氯甲烷 为溶剂， 反应 20.5h， 以52%的产率得到2,9-Didodecyl-1,10-phenanthroline
  参考文献：
  名称：

  Self-Assembling of n-Type Semiconductor Tri(phenanthrolino)hexaazatriphenylenes with a Large Aromatic Core

  摘要：

  Large disk-shaped aromatic tri(phenanthrolino)hexaazatriphenylenes 5a, 5b, and 5c with six butyl, dodecyl, and 4-octylphenyl groups, respectively, were self-assembled both in solution and film state to form one-dimensional aggregates. Their n-type semiconducting nature was indicated from CV measurement, in which the first reduction potentials were evaluated at around -1.7 V (vs Fc/Fc(+)) in dichloromethane.

  DOI：

  10.1021/ol052779t

文献信息

• Lipid-catalyzed transport of copper(II) through liquid membranes
  作者：F. M. Menger、Jeng Jong Lee

  DOI：10.1021/jo00059a050

  日期：1993.3

  Six long-chained ligands were synthesized and examined for their ability to transport Cu(II) through a liquid membrane. The transport was proton-driven and capable of moving metal ions ''up-hill''. The time-dependence of the Cu(II) concentrations was determined for each carrier and for all three phases of the liquid membrane system. Thus, it was possible to follow the transfer of Cu(II) from the aqueous source phase to the organic layer and from the organic layer to the aqueous receiving phase. In addition, relative partitioning equilibria of Cu(III) between the organic layer and the aqueous phases were compared. It was found that all transport rates were kinetically controlled. Of the six carriers, only one was truly effective (the others experiencing difficulties releasing Cu(II) into the receiving phase). This one carrier displayed a remarkable activity exceeding that of LIX63 (a 'standard' in industrial extractions from copper ore). The activity was attributed to the carrier bearing polar hydroxyls at the ligand end of molecule, thereby enhancing the affinity for the organic/water interface where the rate-determining reactions take place. Studies were carried out varying the pH of the aqueous phases, the carrier concentration, and the nature of the organic layer.
• Self-Assembling of n-Type Semiconductor Tri(phenanthrolino)hexaazatriphenylenes with a Large Aromatic Core
  作者：Tsutomu Ishi-i、Kentaro Yaguma、Rempei Kuwahara、Yoshiki Taguri、Shuntaro Mataka

  DOI：10.1021/ol052779t

  日期：2006.2.1

  Large disk-shaped aromatic tri(phenanthrolino)hexaazatriphenylenes 5a, 5b, and 5c with six butyl, dodecyl, and 4-octylphenyl groups, respectively, were self-assembled both in solution and film state to form one-dimensional aggregates. Their n-type semiconducting nature was indicated from CV measurement, in which the first reduction potentials were evaluated at around -1.7 V (vs Fc/Fc(+)) in dichloromethane.