1,2-bis(2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene-3-yl)perfluorocyclopentene | 159551-04-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,2-bis(2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene-3-yl)perfluorocyclopentene
• 英文别名: 1,2-bis(2,4-dimethyl-5-[4-(N,N-diethylamino)phenyl]thiophene-3-yl)perfluorocyclopentene；4-[4-[2-[5-[4-(diethylamino)phenyl]-2,4-dimethylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-3,5-dimethylthiophen-2-yl]-N,N-diethylaniline
• CAS: 159551-04-9
• 化学式: C₃₇H₄₀F₆N₂S₂
• 分子量: 690.86
• InChiKey: NUTHKRZJEJWRGX-UHFFFAOYSA-N

物化性质

• 沸点：
  662.6±55.0 °C(predicted)
• 密度：
  1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis(2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene-3-yl)perfluorocyclopentene 以 正己烷 为溶剂， 生成 4-[14-[4-(diethylamino)phenyl]-8,8,9,9,10,10-hexafluoro-1,2,5,13-tetramethyl-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraen-4-yl]-N,N-diethylaniline
  参考文献：
  名称：

  Photochromism of Dithienylethenes with Electron-Donating Substituents

  摘要：

  Bis(2,4-dimethyl-5-phenylthiophene-3-yl) having hydrogen, methoxy, diethylamino, or cyano substituents at para-positions of the phenyl groups were synthesized to reveal the effect of the substitution on the absorption coefficient epsilon of the closed-ring forms and the photochemical reactivity. Electron-donating substituents, such as methoxy or diethylamino groups, were found to be effective to increase the absorption coefficient and to decrease the ring-opening quantum yield. The cyclization quantum yield was scarcely affected by the substitution. The conversion from the open- to the closed-ring forms of the diethylamino-substituted compound in the photostationary state under irradiation with 313 nm light was close to 100%.

  DOI：

  10.1021/jo00130a035
• 作为产物：
  描述：

  N,N-二乙基苯胺 在 正丁基锂 、 溴 、 碘 、 碘酸 作用下， 以 二硫化碳 、 四氯化碳 、 水 、 溶剂黄146 为溶剂， 反应 51.0h， 生成 1,2-bis(2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene-3-yl)perfluorocyclopentene
  参考文献：
  名称：

  Photochromism of Dithienylethenes with Electron-Donating Substituents

  摘要：

  Bis(2,4-dimethyl-5-phenylthiophene-3-yl) having hydrogen, methoxy, diethylamino, or cyano substituents at para-positions of the phenyl groups were synthesized to reveal the effect of the substitution on the absorption coefficient epsilon of the closed-ring forms and the photochemical reactivity. Electron-donating substituents, such as methoxy or diethylamino groups, were found to be effective to increase the absorption coefficient and to decrease the ring-opening quantum yield. The cyclization quantum yield was scarcely affected by the substitution. The conversion from the open- to the closed-ring forms of the diethylamino-substituted compound in the photostationary state under irradiation with 313 nm light was close to 100%.

  DOI：

  10.1021/jo00130a035

文献信息

• Photochromism of Dithienylethenes with Electron-Donating Substituents
  作者：Masahiro Irie、Kazuyuki Sakemura、Masakazu Okinaka、Kingo Uchida

  DOI：10.1021/jo00130a035

  日期：1995.12

  Bis(2,4-dimethyl-5-phenylthiophene-3-yl) having hydrogen, methoxy, diethylamino, or cyano substituents at para-positions of the phenyl groups were synthesized to reveal the effect of the substitution on the absorption coefficient epsilon of the closed-ring forms and the photochemical reactivity. Electron-donating substituents, such as methoxy or diethylamino groups, were found to be effective to increase the absorption coefficient and to decrease the ring-opening quantum yield. The cyclization quantum yield was scarcely affected by the substitution. The conversion from the open- to the closed-ring forms of the diethylamino-substituted compound in the photostationary state under irradiation with 313 nm light was close to 100%.