1-propyl-2-(2'-thienyl)-5-tricyanovinylpyrrole | 873222-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-propyl-2-(2'-thienyl)-5-tricyanovinylpyrrole
• 英文别名: [1-Propyl-5-(thiophen-2-yl)-1H-pyrrol-2-yl]ethene-1,1,2-tricarbonitrile；2-(1-propyl-5-thiophen-2-ylpyrrol-2-yl)ethene-1,1,2-tricarbonitrile
• CAS: 873222-46-9
• 化学式: C₁₆H₁₂N₄S
• 分子量: 292.364
• InChiKey: YJZICEVXIFRREW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-propyl-2-(2'-thienyl)pyrrole 、 四氰基乙烯 以 N,N-二甲基甲酰胺 为溶剂， 以12%的产率得到1-propyl-2-(2'-thienyl)-5-tricyanovinylpyrrole
  参考文献：
  名称：

  Synthesis of tricyanovinyl-substituted thienylpyrroles and characterization of the solvatochromic, electrochemical and non-linear optical properties

  摘要：

  Tricyanovinyl-substituted 1-(alkyl)aryl-2-(2'-thienyl)pyrroles 1 have been synthesized by direct tricyanovinylation reaction of 1-(alkyl)aryi-2-(2'-thienyl)pyrroles 2 using TCNE. The tricyanovinyl-derivatives 1 display dramatic reductions in both their optical and electrochemical band gaps relative to thienylpyrrole precursors 2. The solvatochromic behavior of compounds 1 was investigated in a variety of solvents. Hyper-Rayleigh scattering was used to measure the first hyperpolarizabilities beta of the mentioned compounds. The beta values show that the new compounds prepared could be used on the manufacture of materials with good non-linear (NLO) properties. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.062

文献信息

• Synthesis of tricyanovinyl-substituted thienylpyrroles and characterization of the solvatochromic, electrochemical and non-linear optical properties
  作者：M. Manuela M. Raposo、Ana M.R.C. Sousa、G. Kirsch、F. Ferreira、M. Belsley、E. de Matos Gomes、A. Maurício C. Fonseca

  DOI：10.1016/j.tet.2005.09.062

  日期：2005.12

  Tricyanovinyl-substituted 1-(alkyl)aryl-2-(2'-thienyl)pyrroles 1 have been synthesized by direct tricyanovinylation reaction of 1-(alkyl)aryi-2-(2'-thienyl)pyrroles 2 using TCNE. The tricyanovinyl-derivatives 1 display dramatic reductions in both their optical and electrochemical band gaps relative to thienylpyrrole precursors 2. The solvatochromic behavior of compounds 1 was investigated in a variety of solvents. Hyper-Rayleigh scattering was used to measure the first hyperpolarizabilities beta of the mentioned compounds. The beta values show that the new compounds prepared could be used on the manufacture of materials with good non-linear (NLO) properties. (c) 2005 Elsevier Ltd. All rights reserved.