methyl 2-(2-methylbenzo[b]thiophen-3-yl)acetate | 1034806-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: methyl 2-(2-methylbenzo[b]thiophen-3-yl)acetate
• 英文别名: Methyl 2-(2-methyl-1-benzothiophen-3-yl)acetate
• CAS: 1034806-11-5
• 化学式: C₁₂H₁₂O₂S
• 分子量: 220.292
• InChiKey: GUZUYUUORWHMSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-methylbenzo[b]thiophen-3-yl)acetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  二芳基乙烯光致变色中的三重途径：含钌（II）多吡啶和 1,2-双（2-甲基苯并噻吩-3-基）马来酰亚胺单元的二元组的光物理和计算研究

  摘要：

  1,2-双（2-甲基苯并噻吩-3-基）马来酰亚胺模型（DAE）和两个二元组，其中该光致变色单元通过直接的氮 - 碳键（Ru-DAE）或通过插入的亚甲基（ Ru-CH 2-DAE ), 到钌多吡啶发色团已被合成。这些系统的光化学和光物理学已通过固定和时间分辨（纳秒和飞秒）光谱方法的组合在乙腈中得到彻底表征。二芳基乙烯模型 DAE 通过在 448 nm 处激发进行光环化，在静止状态下光转化率为 35%。脱气后量子产率从 0.22 增加到 0.33。光化学循环回复（量子产率，0.51）可在 λ > 500 nm 激发后进行至完成。光环化发生在激发单线态 (S 1)，作为超快（约 0.5 ps）过程，以及从三线态 (T 1) 在微秒时间尺度内发生。在 Ru-DAE 和 Ru-CH 2-DAE 二元组中，在被钌发色团光吸收后发生有效的光环化反应，具有氧敏感的量子产率（在脱气和充气溶液中分别为 0.44

  DOI：

  10.1021/ja711173z
• 作为产物：
  描述：

  2-甲基苯并噻吩 在 三乙基硅烷 、 aluminum (III) chloride 作用下， 以 二氯甲烷 、 三氟乙酸 为溶剂， 反应 18.0h， 生成 methyl 2-(2-methylbenzo[b]thiophen-3-yl)acetate
  参考文献：
  名称：

  On the use of diarylmaleimide derivatives in biological contexts: An investigation of the photochromic properties in aqueous solution

  摘要：

  A series of photochromic diarylmaleimide derivatives has been synthesized and studied with respect to the photochromic properties in aqueous solution. The main rationale is to investigate if these compounds could be used as photoswitchable units in biological contexts, motivated by the fact that the diarylmaleimide structural motif is identified in many pharmacophores. Thus, photoswitchable variants of this class of compounds could be very useful in the quest for photoactivatable drugs. The photoinduced cyclization reaction (colorization) is suppressed in solvents of high polarity, whereas the ring-opening reaction (decolorization) still occurs with high efficiency. The photochromically active anti-parallel conformer of the open form is more abundant in the asymmetrically substituted derivatives, which in turn favors the formation of the closed isomeric form. The rates of the thermal isomerization reactions have also been assessed, together with the resistance toward thermal degradation. Here it was observed that the maleimide derived compounds were not susceptible to the thermally driven reactions (hydrolysis and isomerization). (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2016.10.023

文献信息

• ORGANIC ELECTROLUMINESCENCE ELEMENT, LIGHTING DEVICE AND DISPLAY DEVICE
  申请人：Katakura Rie

  公开号：US20100045171A1

  公开（公告）日：2010-02-25

  Disclosed is an organic electroluminescent device having high external quantum efficiency and long emission life. Also disclosed are an illuminating device and a display, each comprising such an organic electroluminescent device. The organic electroluminescent device is characterized by comprising at least an anode and a cathode on a supporting substrate, while having at least one light-emitting layer between the anode and the cathode. The organic electroluminescent device is also characterized by containing a polymer which at least partially contains a compound A having a partial structure represented by the general formula (a) below and a reactive group, and is obtained by polymerizing the compound A through the reactive group. (In the formula, Ar1 and Ar2 respectively represent an aromatic ring.)
• ORGANIC ELECTROLUMINESCENCE ELEMENT, NEW COMPOUND FOR THE SAME, DISPLAY DEVICE AND LIGHTING DEVICE USING THE SAME
  申请人：KATAKURA Rie

  公开号：US20110006670A1

  公开（公告）日：2011-01-13

  Disclosed is an organic electroluminescence element comprising an anode, a cathode and a plurality of organic compound layers between the anode and the cathode, provided that one of the organic compound layers is a light emitting layer containing a phosphorescence emitting compound, wherein at least one of the organic compound layers contains a compound represented by Formula (1), wherein, X represents O or S; Y 1 to Y 3 each represents a hydrogen atom, a substituent or a group represented by Formula (A) disclosed in the specification, provided that at least two of Y 1 to Y 3 are groups represented by Formula (A), not all of Y 1 to Y 3 are the same group, and at least one of the groups represented by Formula (A) has Ar of a carbazolyl group, or an azacarbazolyl group containing 2 to 5 nitrogen atoms.
• US8852757B2
  申请人：——

  公开号：US8852757B2

  公开（公告）日：2014-10-07
• US9617255B2
  申请人：——

  公开号：US9617255B2

  公开（公告）日：2017-04-11
• On the use of diarylmaleimide derivatives in biological contexts: An investigation of the photochromic properties in aqueous solution
  作者：Cassandra Fleming、Patricia Remón、Shiming Li、Nadja Anita Simeth、Burkhard König、Morten Grøtli、Joakim Andréasson

  DOI：10.1016/j.dyepig.2016.10.023

  日期：2017.2

  A series of photochromic diarylmaleimide derivatives has been synthesized and studied with respect to the photochromic properties in aqueous solution. The main rationale is to investigate if these compounds could be used as photoswitchable units in biological contexts, motivated by the fact that the diarylmaleimide structural motif is identified in many pharmacophores. Thus, photoswitchable variants of this class of compounds could be very useful in the quest for photoactivatable drugs. The photoinduced cyclization reaction (colorization) is suppressed in solvents of high polarity, whereas the ring-opening reaction (decolorization) still occurs with high efficiency. The photochromically active anti-parallel conformer of the open form is more abundant in the asymmetrically substituted derivatives, which in turn favors the formation of the closed isomeric form. The rates of the thermal isomerization reactions have also been assessed, together with the resistance toward thermal degradation. Here it was observed that the maleimide derived compounds were not susceptible to the thermally driven reactions (hydrolysis and isomerization). (C) 2016 Elsevier Ltd. All rights reserved.