3,5-dimethyl-2-(4-methoxyphenyl)thiophene | 153851-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-dimethyl-2-(4-methoxyphenyl)thiophene
• 英文别名: 2-(4-Methoxyphenyl)-3,5-dimethylthiophene
• CAS: 153851-28-6
• 化学式: C₁₃H₁₄OS
• 分子量: 218.32
• InChiKey: DFQRHRKSMMMZAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-2-(4-methoxyphenyl)thiophene 在 碘 、 碘酸 作用下， 以 四氯化碳 、 水 、 溶剂黄146 为溶剂， 反应 2.0h， 以71%的产率得到3-iodo-2,4-dimethyl-5-(4-methoxyphenyl)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
• 作为产物：
  描述：

  2,4-二甲基噻吩 、 4-碘苯甲醚 生成 3,5-dimethyl-2-(4-methoxyphenyl)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%.