3-bromo-2-isopropoxy-5-phenylthiophene | 443890-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-bromo-2-isopropoxy-5-phenylthiophene
• 英文别名: 3-Bromo-5-phenyl-2-propan-2-yloxythiophene
• CAS: 443890-97-9
• 化学式: C₁₃H₁₃BrOS
• 分子量: 297.216
• InChiKey: UIBOWOQTPGHBCB-UHFFFAOYSA-N

物化性质

• 沸点：
  343.3±37.0 °C(Predicted)
• 密度：
  1.364±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  3
• 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：

  全氟环戊烯 、 3-bromo-2-isopropoxy-5-phenylthiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以35%的产率得到1,2-bis(2-isopropoxy-5-phenyl-3-thienyl)perfluorocyclopentene
  参考文献：
  名称：

  Dithienylethenes with a Novel Photochromic Performance

  摘要：

  Dithienylethenes with low decoloration quantum yields and thermal reversibility at high temperature above 100degreesC were prepared. Introduction of bulky alkoxy substituents at 2- and 2'-positions of the thiophene rings strongly suppressed the cycloreversion quantum yields. The quantum yields were lower than 10(-3), and the photogenerated color remained stable enough under room light. On the other hand, the bulky alkoxy substituent decreased the thermal stability of the colored closed-ring isomers at high temperature. The color of the dithienylethene with cyclohexyloxy substituents faded out in less than 1 min at 160degreesC.

  DOI：

  10.1021/jo020114o
• 作为产物：
  描述：

  2-isopropoxythiophene 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 生成 3-bromo-2-isopropoxy-5-phenylthiophene
  参考文献：
  名称：

  Dithienylethenes with a Novel Photochromic Performance

  摘要：

  Dithienylethenes with low decoloration quantum yields and thermal reversibility at high temperature above 100degreesC were prepared. Introduction of bulky alkoxy substituents at 2- and 2'-positions of the thiophene rings strongly suppressed the cycloreversion quantum yields. The quantum yields were lower than 10(-3), and the photogenerated color remained stable enough under room light. On the other hand, the bulky alkoxy substituent decreased the thermal stability of the colored closed-ring isomers at high temperature. The color of the dithienylethene with cyclohexyloxy substituents faded out in less than 1 min at 160degreesC.

  DOI：

  10.1021/jo020114o

文献信息

• Dithienylethenes with a Novel Photochromic Performance
  作者：Kentaro Morimitsu、Katsunori Shibata、Seiya Kobatake、Masahiro Irie

  DOI：10.1021/jo020114o

  日期：2002.6.1

  Dithienylethenes with low decoloration quantum yields and thermal reversibility at high temperature above 100degreesC were prepared. Introduction of bulky alkoxy substituents at 2- and 2'-positions of the thiophene rings strongly suppressed the cycloreversion quantum yields. The quantum yields were lower than 10(-3), and the photogenerated color remained stable enough under room light. On the other hand, the bulky alkoxy substituent decreased the thermal stability of the colored closed-ring isomers at high temperature. The color of the dithienylethene with cyclohexyloxy substituents faded out in less than 1 min at 160degreesC.