(E)-2,3-双(5-溴-2-甲基噻吩-3-基)马来腈 | 875148-50-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: (E)-2,3-双(5-溴-2-甲基噻吩-3-基)马来腈
• 英文名称: (E)-2,3-bis(5-bromo-2-methylthiophen-3-yl)maleonitrile
• 英文别名: 2,3-bis(5-bromo-2-methyl-thiophen-3-yl)fumaronitrile；(E)-2,3-bis(5-bromo-2-methylthiophen-3-yl)but-2-enedinitrile
• CAS: 875148-50-8
• 化学式: C₁₄H₈Br₂N₂S₂
• 分子量: 428.171
• InChiKey: HMTBGDWRFRUCOZ-VAWYXSNFSA-N

物化性质

• 熔点：
  147-149 °C
• 沸点：
  478.5±45.0 °C(Predicted)
• 密度：
  1.761±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2,3-双(5-溴-2-甲基噻吩-3-基)马来腈 在 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 3.0h， 生成 3,4-bis(5-bromo-2-methylthiophen-3-yl)-1H-pyrrol-2,5-dione
  参考文献：
  名称：

  Dual-controlled dithienylmaleimide switch containing ferrocene units

  摘要：

  A novel photochromic dithienylmaleimide (TMF) appended with two ferrocene units was synthesized from 2,3-bis(5bromo-2-methylthiophen-3-yl)fumaronitrile. Its photochromic properties, electrochemical properties and magnetism were studied. Both fluorescence emission and redox potential were reversibly changed accompanying the open and closed-ring photoisomerization of TMF with UV/vis light irradiation and electrochemical redox. TMF may be used for fluorescent switch and electrochemical switch controlled by both light and electrochemical redox. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.146
• 作为产物：
  描述：

  5-bromo-3-chloromethyl-2-methylthiophene 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 四氯化碳 、 水 、 苯 为溶剂， 反应 5.5h， 生成 (E)-2,3-双(5-溴-2-甲基噻吩-3-基)马来腈
  参考文献：
  名称：

  含三苯胺的新型光致变色双噻吩乙烯的可调谐发光

  摘要：

  方便地制备了两种含三苯胺的新型光致变色1,2-二噻吩基乙烯；观察到大的环化量子产率和由光异构化调节的明显荧光变化。基于这些体系讨论了替代对光致变色过程的影响。

  DOI：

  10.1071/ch04238

文献信息

• Tunable Luminescence of New Photochromic Bisthienylethenes Containing Triphenylamine
  作者：Qianfu Luo、Saihong Sheng、Saihe Cheng、He Tian

  DOI：10.1071/ch04238

  日期：——

  Two new photochromic 1,2-bisthienylethenes containing triphenylamine were conveniently prepared; large cyclization quantum yields and obvious fluorescent changes regulated by the photoisomerization were observed. The substitution effect on the photochromic process is discussed based on these systems.

  方便地制备了两种含三苯胺的新型光致变色1,2-二噻吩基乙烯；观察到大的环化量子产率和由光异构化调节的明显荧光变化。基于这些体系讨论了替代对光致变色过程的影响。
• Dual-controlled dithienylmaleimide switch containing ferrocene units
  作者：Lei Sun、He Tian

  DOI：10.1016/j.tetlet.2006.10.146

  日期：2006.12

  A novel photochromic dithienylmaleimide (TMF) appended with two ferrocene units was synthesized from 2,3-bis(5bromo-2-methylthiophen-3-yl)fumaronitrile. Its photochromic properties, electrochemical properties and magnetism were studied. Both fluorescence emission and redox potential were reversibly changed accompanying the open and closed-ring photoisomerization of TMF with UV/vis light irradiation and electrochemical redox. TMF may be used for fluorescent switch and electrochemical switch controlled by both light and electrochemical redox. (c) 2006 Elsevier Ltd. All rights reserved.