bis(4-ethyl-3-propyl-2-pyrryl)methane | 102586-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: bis(4-ethyl-3-propyl-2-pyrryl)methane
• 英文别名: 2,2'-Methylenebis(4-methyl-3-propyl-1H-pyrrole)；4-methyl-2-[(4-methyl-3-propyl-1H-pyrrol-2-yl)methyl]-3-propyl-1H-pyrrole
• CAS: 102586-98-1
• 化学式: C₁₇H₂₆N₂
• 分子量: 258.407
• InChiKey: SGACQDFYZKJLDC-UHFFFAOYSA-N

物化性质

• 沸点：
  388.4±37.0 °C(Predicted)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  bis(4-ethyl-3-propyl-2-pyrryl)methane 在 邻四氯苯醌 、 氯乙酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 (5Z,10Z,14Z,19Z)-3,7,13,17-Tetramethyl-5,15-diphenyl-2,8,12,18-tetrapropyl-porphyrin
  参考文献：
  名称：

  摘要：

  The electronic and steric effects of peripheral substituents on the yield of 5,15-diphenyloctaalkylporphines were studied. It was found that the electronic nature of substituents in the starting benzaldehydes exerts almost no yield effect. At the same time, there is some optimal size of substituents, which provides the highest possible yield of porphyrins.

  DOI：

  10.1023/a:1013936027631
• 作为产物：
  描述：

  ethyl 3,5-dimethyl-4-propylpyrrole-2-carboxylate 在 盐酸 、 sodium hydroxide 、 水 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 19.0h， 生成 bis(4-ethyl-3-propyl-2-pyrryl)methane
  参考文献：
  名称：

  A convenient synthesis of a "gable"-type porphyrin

  摘要：

  DOI：

  10.1021/jo00364a050

文献信息

• Synthesis and characterization of quinone-substituted octaalkyl porphyrin monomers and dimers
  作者：Jonathan L. Sessler、Martin R. Johnson、Stephen E. Creager、James C. Fettinger、James A. Ibers

  DOI：10.1021/ja00181a038

  日期：1990.12

  by sup 1}H NMR, sup 13}C NMR, UV-visible spectroscopy, mass spectrometry, and microanalysis. Electrochemical data are also given for representative dimers and monomers and X-ray structural information is provided for a 1,3-phenyl-linked and a 1,4-phenyl-linked functionalized copper-containing dimer and for a quinone-substituted metal-free monomer.

  描述了各种选择性金属化醌取代的含锌八烷基卟啉二聚体的合成和表征，旨在模拟绿色红假单胞菌和球形红细菌的光合反应中心的某些关键电子和结构方面，以及适当的控制单体和二聚体。这些新化合物已通过 sup 1}H NMR、sup 13}C NMR、紫外-可见光谱、质谱和微量分析进行表征。还提供了代表性二聚体和单体的电化学数据，并提供了 1,3-苯基连接和 1,4-苯基连接的官能化含铜二聚体和醌取代的无金属二聚体的 X 射线结构信息单体。
• Thermotropic phase transitions in 5,15-bis(4-alkoxyphenyl)octaalkylporphyrins
  作者：Ernst J. R. Sudhöulter、Marinus van Dijk、Cees J. Teunis、Georgine M. Sanders、Sybolt Harkema、Gerrit M. H. van de Velde、Pieter G. Schouten、John M. Warman

  DOI：10.1039/jm9960600357

  日期：——

  Nineteen novel alkyl substituted porphyrins have been synthesized and their thermal phase behaviour has been investigated in detail. Twelve compounds showed a reversible phase transition below the isotropization temperature. From time resolved microwave conductivity (TRMC) measurements and powder X-ray diffractometry it was concluded that the molecular packing does not change significantly at the lower phase transition temperature and that the porphyrin cores occupy isolated positions. Single X-ray diffraction measurements showed that the porphyrins are arranged in a layered structure and that the space between the layers is occupied by the alkyl substituents of the pyrrole units. The phase transitions at the lower temperature were therefore identified as changes in the crystal ordering of the porphyrins.

  合成了19种新型烷基取代卟啉，并详细研究了它们的热相行为。其中12种化合物在各向同性化温度以下显示可逆的相变。通过时间分辨微波电导率（TRMC）测量和粉末X射线衍射分析得出结论：在较低的相变温度下，分子排列没有显著改变，卟啉核心占据孤立位置。单晶X射线衍射测量显示，卟啉呈层状排列，层间由吡咯单元的烷基取代基占据。因此，低温下的相变被确定为卟啉晶体有序性的变化。
• Intracomplex electron transfer in a hydrogen-bonded calixarene–porphyrin system
  作者：Takashi Arimura、Christopher T. Brown、Stacy L. Springs、Jonathan L. Sessler

  DOI：10.1039/cc9960002293

  日期：——

  Photoinduced electron transfer in a non-covalent assembly based on supramolecular contacts between the phenolic hydroxy groups of calix[4]arene-substituted Zn-II metalloporphyrin photodonor and the carbonyl groups of a benzoquinone acceptor (K-a = 40 +/- 3.6 dm(3) mol(-1)) in CDCl3 occurs with a rate constant of (8.0 +/- 0.2) x 10(8) s(-1).
• A convenient synthesis of a "gable"-type porphyrin
  作者：Jonathan L. Sessler、Jeff Hugdahl、Martin R. Johnson

  DOI：10.1021/jo00364a050

  日期：1986.7
• ——
  作者：S. A. Syrbu、T. V. Lyubimova、A. S. Semeikin

  DOI：10.1023/a:1013936027631

  日期：——

  The electronic and steric effects of peripheral substituents on the yield of 5,15-diphenyloctaalkylporphines were studied. It was found that the electronic nature of substituents in the starting benzaldehydes exerts almost no yield effect. At the same time, there is some optimal size of substituents, which provides the highest possible yield of porphyrins.