2-methyl-5-(2-thienyl)pyrrole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-methyl-5-(2-thienyl)pyrrole
• 英文别名: 5-Methyl-2-(2-thienyl)pyrrole；2-methyl-5-thiophen-2-yl-1H-pyrrole
• 化学式: C₉H₉NS
• 分子量: 163.243
• InChiKey: SVXKDBUPAALJOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 碘乙烷 、 2-methyl-5-(2-thienyl)pyrrole 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以46%的产率得到ethyl 2-methyl-5-(2-thienyl)pyrrole-3-carbodithioate
  参考文献：
  名称：

  吡咯阴离子与二硫化碳的反应。吡咯-3-碳二硫代酸酯的合成

  摘要：

  2,5-二取代的吡咯与KOH-DMSO体系中的二硫化碳反应，选择性生成3-吡咯二硫代吡咯阴离子，通过乙基化反应可制得3-吡咯二吡咯，收率为36-61％。由2-甲基-5-苯基（2-呋喃基或2-噻吩基）吡咯仅形成吡咯-3-碳化二硫代酸酯，不存在异构的吡咯-4-碳化二硫代酸酯。反应方向取决于吡咯环取代：未取代的吡咯选择性地形成吡咯-1-碳二硫代酸酯，而2-甲基-，2,3-和2,4-二甲基吡咯在相同条件下仅生成吡咯-2-碳二硫代酸酯。

  DOI：

  10.1016/s0040-4020(00)00641-4
• 作为产物：
  描述：

  1-(thiophen-2-yl)pent-4-yn-1-one oxime 在 六甲基磷酰三胺 、 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以37%的产率得到2-methyl-5-(2-thienyl)pyrrole
  参考文献：
  名称：

  SmI2促进γ-炔基肟分子内环化合成吡咯的方法

  摘要：

  首次报道了由SmI 2促进的γ-炔基肟分子内环化合成吡咯的新策略。与之前的方法相比，选择肟代替肟醚或酯作为底物，使得合成方法不伴有有机废物（ArCO 2 H、AcOH 或 ROH），因为肟中的羟基作为离去基团和最后在反应中以水分子的形式被除去。从合成的角度看，该一锅法得到了一系列吡咯，底物范围广，反应条件可行。

  DOI：

  10.1055/a-1932-5749

文献信息

• LIQUID CRYSTAL COMPOSITION
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20170335191A1

  公开（公告）日：2017-11-23

  A liquid crystal composition which prevents production of an alignment defect of a liquid crystal compound and also has excellent storage stability during dissolution in a solvent is provided. The liquid crystal composition is suitable for constituting a retardation film capable of favorable circular polarization conversion. The liquid crystal composition includes a polymerizable liquid crystal compound having 3 or more ring structures in the main chain, and aluminum. A content of the aluminum is 1 ppm or more and 170 ppm or less relative to the polymerizable liquid crystal compound.

  提供了一种液晶组合物，可以防止液晶化合物的对准缺陷产生，并且在溶剂中溶解时具有优异的储存稳定性。该液晶组合物适用于构成具有良好圆偏振转换的减速膜。该液晶组合物包括具有3个或更多环结构的可聚合液晶化合物和铝。铝的含量相对于可聚合液晶化合物为1 ppm或更多，170 ppm或更少。
• Liquid crystal composition
  申请人：Sumitomo Chemical Company, Limited

  公开号：US10336938B2

  公开（公告）日：2019-07-02

  A liquid crystal composition containing a polymerizable liquid crystal compound (A) having 5 or more ring structures in its main chain and a polymer (B) of the polymerizable liquid crystal compound (A) having 5 or more ring structures in its main chain, which inhibits occurrence of an orientation defect of a liquid crystal compound and exhibits excellent storage stability when dissolved in a solvent is provided.

  本发明提供了一种液晶组合物，其中含有主链上具有 5 个或更多环状结构的可聚合液晶化合物（A）和主链上具有 5 个或更多环状结构的可聚合液晶化合物（A）的聚合物（B），该组合物能抑制液晶化合物取向缺陷的发生，并在溶解于溶剂中时表现出优异的储存稳定性。
• Liquid crystal composition, method of producing the same, and retardation film constituted from the same
  申请人：Sumitomo Chemical Company, Limited

  公开号：US11193065B2

  公开（公告）日：2021-12-07

  A liquid crystal composition is provided containing a polymerizable liquid crystal compound, the composition having high preservation stability when dissolved in a solvent and also having the ability to restrain the development of orientation defects of the liquid crystal compound. A method of producing such a liquid crystal composition is also provided with ease. The liquid crystal composition includes a first polymerizable liquid crystal compound having five or more ring structures on its principal chain and represented by the following formula (A) and a second polymerizable liquid crystal compound having five or more ring structures and represented by the following formula (B).

  提供了一种含有可聚合液晶化合物的液晶组合物，该组合物溶解在溶剂中时具有很高的保存稳定性，还能抑制液晶化合物取向缺陷的发展。此外，还提供了一种生产这种液晶组合物的简便方法。该液晶组合物包括主链上具有五个或五个以上环结构并由下式（A）表示的第一种可聚合液晶化合物和具有五个或五个以上环结构并由下式（B）表示的第二种可聚合液晶化合物。
• LIQUID CRYSTAL COMPOSITION, METHOD OF PRODUCING THE SAME, AND RETARDATION FILM CONSTITUTED FROM THE SAME
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20170306234A1

  公开（公告）日：2017-10-26

  A liquid crystal composition is provided containing a polymerizable liquid crystal compound, the composition having high preservation stability when dissolved in a solvent and also having the ability to restrain the development of orientation defects of the liquid crystal compound. A method of producing such a liquid crystal composition is also provided with ease. The liquid crystal composition includes a first polymerizable liquid crystal compound having five or more ring structures on its principal chain and represented by the following formula (A) and a second polymerizable liquid crystal compound having five or more ring structures and represented by the following formula (B).
• POLYMERIZABLE LIQUID CRYSTAL COMPOSITION AND RETARDATION PLATE
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20200165519A1

  公开（公告）日：2020-05-28

  A polymerizable liquid crystal composition containing two polymerizable liquid crystal compounds (A) and (B) is provided. A polymer of compound (A) exhibits a reverse wavelength dispersion property and the phase difference value [R(A,3000,450)] at a wavelength of 450 nm measured after irradiation in an oriented state with ultraviolet ray at 3000 mJ/cm 2 varies in a positive sense relative to the phase difference value [R(A,500,450)] at a wavelength of 450 nm measured after irradiation in an oriented state with ultraviolet ray at 500 mJ/cm 2 . A polymer of compound (B) exhibits a reverse wavelength dispersion property and the phase difference value [R(B,3000,450)] at a wavelength of 450 nm measured after irradiation in an oriented state with ultraviolet ray at 3000 mJ/cm 2 varies in a negative sense relative to the phase difference value [R(B,500,450)] at a wavelength of 450 nm measured after irradiation in an oriented state with ultraviolet ray at 500 mJ/cm 2 .