3-bromo-2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene | 1027934-79-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-bromo-2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene
• 英文别名: 4-(4-bromo-3,5-dimethylthiophen-2-yl)-N,N-diethylaniline
• CAS: 1027934-79-7
• 化学式: C₁₆H₂₀BrNS
• 分子量: 338.312
• InChiKey: ORDMAMMKQBKSGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  31.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  全氟环戊烯 、 3-bromo-2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene 在 正丁基锂 作用下， 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
• 作为产物：
  描述：

  N,N-二乙基苯胺 在 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 50.0h， 生成 3-bromo-2,4-dimethyl-5-(4-(N,N-diethylamino)phenyl)thiophene
  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%.